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CAS

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1,3-Dibromopropane is a dihalogenated propane, which is a colorless to slightly yellow liquid with a sweet odor. It is soluble in ether, acetone, and chloroform, but insoluble in water. 1,3-Dibromopropane undergoes reduction catalyzed by electrogenerated solution-phase nickel(I) salen and nickel(I) salen confined in a polymer film on the surface of a carbon electrode, resulting in the formation of cyclopropane and propylene. Additionally, 1,3-dibromopropane decomposes when exposed to heat for an extended period and is partially converted to 1,2-dibromopropane. Boiling with water leads to the production of propylene glycol, and it is also used to study the substrate specificity of haloalkane dehalogenases.

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  • 109-64-8 Structure
  • Basic information

    1. Product Name: 1,3-Dibromopropane
    2. Synonyms: ,’-Dibromopropane;,-Dibromopropane;1,3-dibromo-propan;1,3-Dibrompropan;1,3-Propylenebromide;CH2BrCH2CH2Br;Dibromo-1,3 propane;omega,omega’-dibromopropane
    3. CAS NO:109-64-8
    4. Molecular Formula: C3H6Br2
    5. Molecular Weight: 201.89
    6. EINECS: 203-690-3
    7. Product Categories: Organics;DIBROMOALKANE;alpha,omega-Bifunctional Alkanes;alpha,omega-Dibromoalkanes;Monofunctional & alpha,omega-Bifunctional Alkanes;Aliphatics;Enzyme substrates
    8. Mol File: 109-64-8.mol
  • Chemical Properties

    1. Melting Point: −34 °C(lit.)
    2. Boiling Point: 167 °C(lit.)
    3. Flash Point: 54 °C
    4. Appearance: Clear colorless to yellow/Liquid
    5. Density: 1.989 g/mL at 25 °C(lit.)
    6. Vapor Density: 7 (vs air)
    7. Vapor Pressure: 0mmHg at 25°C
    8. Refractive Index: n20/D 1.524(lit.)
    9. Storage Temp.: 2-8°C
    10. Solubility: 1.68g/l
    11. Water Solubility: 1.7 g/L (30 ºC)
    12. Stability: Stable. Incompatible with strong oxidizing agents, strong bases. Flammable.
    13. Merck: 14,9713
    14. BRN: 635662
    15. CAS DataBase Reference: 1,3-Dibromopropane(CAS DataBase Reference)
    16. NIST Chemistry Reference: 1,3-Dibromopropane(109-64-8)
    17. EPA Substance Registry System: 1,3-Dibromopropane(109-64-8)
  • Safety Data

    1. Hazard Codes: Xn,N,Xi
    2. Statements: 10-22-38-51/53-36/37/38
    3. Safety Statements: 16-26-36-61-24/25
    4. RIDADR: UN 1993 3/PG 3
    5. WGK Germany: 2
    6. RTECS: TX8575000
    7. TSCA: Yes
    8. HazardClass: 3
    9. PackingGroup: III
    10. Hazardous Substances Data: 109-64-8(Hazardous Substances Data)

109-64-8 Usage

Uses

1. Used in Chemical Synthesis:
1,3-Dibromopropane is used as a chemical intermediate for the preparation of C3-bridged compounds through C-N coupling reactions. It serves as a reactant in the synthesis of 2,3,4,5-tetrahydro-7,7-diphenylimidazo-[2,1-b]-thiazine-6(7H)-one by reacting with the potassium salt of 5,5-diphenyl-2-thiohydantoin.
2. Used in Electrochemical Reduction Studies:
1,3-Dibromopropane is utilized in the study of electrochemical reduction processes, specifically in the investigation of the catalytic activity of electrogenerated solution-phase nickel(I) salen and nickel(I) salen confined in a polymer film on the surface of a carbon electrode. This application aids in understanding the reduction pathways and the formation of cyclopropane and propylene.
3. Used in Haloalkane Dehalogenase Research:
1,3-Dibromopropane is also used as a substrate in the study of haloalkane dehalogenases, which are enzymes that catalyze the dehalogenation of haloalkanes. The use of 1,3-dibromopropane in these studies helps to elucidate the substrate specificity and reaction mechanisms of these enzymes.
4. Used in the Production of Propylene Glycol:
1,3-Dibromopropane can be boiled with water to produce propylene glycol, which is a versatile chemical used in various industries, including pharmaceuticals, cosmetics, and the food industry, as a humectant, solvent, and preservative.

Hazard

Colorless liquid; sweet odor. Insoluble in water; soluble in organic solvents. Combustible.

Synthesis

1,3-Dibromopropane can be prepared via the free radical addition between allyl bromide and hydrogen bromide. It can derived from the reaction of propylene glycol with brominated hydrochloric acid.

Purification Methods

1,3-Dibromopropane [109-64-8] M 201.9, f -34.4o, b 63 -63.5o/26mm, 76 -77o/40mm, 9 0o/80mm, 165o/atm, d 4 1.977, n 1.522. Wash the dibromide with dilute aqueous Na2CO3, then water. Dry and fractionally distil it under reduced pressure. [Beilstein 1 IV 216.]

Check Digit Verification of cas no

The CAS Registry Mumber 109-64-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 9 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 109-64:
(5*1)+(4*0)+(3*9)+(2*6)+(1*4)=48
48 % 10 = 8
So 109-64-8 is a valid CAS Registry Number.
InChI:InChI=1/C3H6Br2/c1-3-5-11-19-15(17)13-9-7-8-10-14(13)16(18)20-12-6-4-2/h7-10H,3-6,11-12H2,1-2H3

109-64-8 Well-known Company Product Price

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  • Alfa Aesar

  • (A14687)  1,3-Dibromopropane, 98%   

  • 109-64-8

  • 250g

  • 531.0CNY

  • Detail
  • Alfa Aesar

  • (A14687)  1,3-Dibromopropane, 98%   

  • 109-64-8

  • 1000g

  • 1718.0CNY

  • Detail
  • Alfa Aesar

  • (A14687)  1,3-Dibromopropane, 98%   

  • 109-64-8

  • 5000g

  • 4574.0CNY

  • Detail

109-64-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,3-Dibromopropane

1.2 Other means of identification

Product number -
Other names CH2BrCH2CH2Br

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:109-64-8 SDS

109-64-8Synthetic route

3-ethoxy-1-propanol
111-35-3

3-ethoxy-1-propanol

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

Conditions
ConditionsYield
With sulfuric acid; hydrogen bromide for 10h; Heating;91%
1,3-bis(trimethylsiloxy)propane
17887-80-8

1,3-bis(trimethylsiloxy)propane

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

Conditions
ConditionsYield
With Tri-n-butylfluorphosphoniumbromid In benzene at 20℃; for 24h;76%
trimethylene oxide
503-30-0

trimethylene oxide

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

Conditions
ConditionsYield
With hydrogen bromide at 100℃;
1,2-Dibromopropane
78-75-1

1,2-Dibromopropane

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

Conditions
ConditionsYield
at 240 - 250℃; beim Erhitzen im Rohr;
1,2-Dibromopropane
78-75-1

1,2-Dibromopropane

A

2,2-dibromopropane
594-16-1

2,2-dibromopropane

B

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

Conditions
ConditionsYield
beim Erhitzen;
propane
74-98-6

propane

A

1,2-Dibromopropane
78-75-1

1,2-Dibromopropane

B

propyl bromide
106-94-5

propyl bromide

C

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

D

isopropyl bromide
75-26-3

isopropyl bromide

Conditions
ConditionsYield
at 300 - 330℃; Bromierung; weitere Produkte: 2.2-Dibrom-propan, Tribrompropan und Tetrabrompropan;
1,3-Dichloropropane
142-28-9

1,3-Dichloropropane

A

1,3-chlorobromopropane
109-70-6

1,3-chlorobromopropane

B

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

Conditions
ConditionsYield
With ethyl bromide; aluminum tri-bromide at 2 - 5℃;
ethanol
64-17-5

ethanol

1,3-chlorobromopropane
109-70-6

1,3-chlorobromopropane

A

1,3-Dichloropropane
142-28-9

1,3-Dichloropropane

B

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

1,3-chlorobromopropane
109-70-6

1,3-chlorobromopropane

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

Conditions
ConditionsYield
With aluminium trichloride; hydrogen bromide
diacetyl peroxide
110-22-5

diacetyl peroxide

allyl bromide
106-95-6

allyl bromide

A

1-butylene
106-98-9

1-butylene

B

methyl bromide
74-83-9

methyl bromide

C

5-bromo-4-(bromomethyl)pent-1-ene
157556-86-0

5-bromo-4-(bromomethyl)pent-1-ene

D

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

Conditions
ConditionsYield
at 90℃; entstehen noch 1.5-Dibrom-2-brommethyl-pentan(?) und CO2;
allyl bromide
106-95-6

allyl bromide

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

Conditions
ConditionsYield
With hydrogen bromide at -78℃; Irradiation.im UV-Licht; bei Sauerstoffausschluss;
With hydrogen bromide; oxygen
With hydrogen bromide; dibenzoyl peroxide
allyl bromide
106-95-6

allyl bromide

A

1,2-Dibromopropane
78-75-1

1,2-Dibromopropane

B

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

Conditions
ConditionsYield
With hydrogen bromide at 100℃;
ethene
74-85-1

ethene

1,2-dibromomethane
74-95-3

1,2-dibromomethane

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

Conditions
ConditionsYield
With water; dibenzoyl peroxide at 100℃; under 228007 - 257428 Torr;
trimethyleneglycol
504-63-2

trimethyleneglycol

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

Conditions
ConditionsYield
With hydrogen bromide at 100℃;
With triphenyl phosphite; bromine
With hydrogen bromide
1,3-Dichloropropane
142-28-9

1,3-Dichloropropane

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

Conditions
ConditionsYield
With Aliquat 336; lithium bromide at 98℃; for 6h;92 % Chromat.
1,3-chlorobromopropane
109-70-6

1,3-chlorobromopropane

A

1,2-Dichloropropane
26198-63-0, 78-87-5

1,2-Dichloropropane

B

1,2-Dibromopropane
78-75-1

1,2-Dibromopropane

C

1,3-Dichloropropane
142-28-9

1,3-Dichloropropane

D

allyl bromide
106-95-6

allyl bromide

E

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

F

3-chloroprop-1-ene
107-05-1

3-chloroprop-1-ene

Conditions
ConditionsYield
aluminum oxide at 160℃; Mechanism; Product distribution; different temperature;
trimethylene oxide
503-30-0

trimethylene oxide

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

3-phenoxypropyl bromide
588-63-6

3-phenoxypropyl bromide

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

bromine
7726-95-6

bromine

cyclopropane
75-19-4

cyclopropane

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

Conditions
ConditionsYield
im Sonnenlicht;
ethanol
64-17-5

ethanol

bromine
7726-95-6

bromine

cyclopropane
75-19-4

cyclopropane

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

Conditions
ConditionsYield
at 20℃; Irradiation;
hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

allyl bromide
106-95-6

allyl bromide

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

Conditions
ConditionsYield
at -78℃; bei Einw. von UV-Licht;
at 25℃; bei Einw. von UV-Licht;
bromine
7726-95-6

bromine

cyclopropane
75-19-4

cyclopropane

isopentyl nitrite
110-46-3

isopentyl nitrite

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

Conditions
ConditionsYield
at 20℃; Irradiation;
bromopropyl-phenyl ether

bromopropyl-phenyl ether

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

Conditions
ConditionsYield
With hydrogen bromide beim Erhitzen im Rohr;
hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

allyl bromide
106-95-6

allyl bromide

cobalt

cobalt

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

allyl bromide
106-95-6

allyl bromide

iron

iron

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

allyl bromide
106-95-6

allyl bromide

nickel

nickel

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

bromine
7726-95-6

bromine

cyclopropane
75-19-4

cyclopropane

oxygen

oxygen

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

Conditions
ConditionsYield
at 20℃; Irradiation;
hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

allyl bromide
106-95-6

allyl bromide

oxygen

oxygen

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

allyl bromide
106-95-6

allyl bromide

peroxidene

peroxidene

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

1-Methylpyrrolidine
120-94-5

1-Methylpyrrolidine

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

1-(3-bromopropyl)-1-methylpyrrolidin-1-ium bromide
3722-27-8

1-(3-bromopropyl)-1-methylpyrrolidin-1-ium bromide

Conditions
ConditionsYield
Reflux;100%
at 20℃; for 48h; Darkness;92%
With benzene
In acetone at 20℃; for 168h; Darkness;
triphenylphosphine
603-35-0

triphenylphosphine

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

3-bromopropyltriphenylphosphonium bromide
3607-17-8

3-bromopropyltriphenylphosphonium bromide

Conditions
ConditionsYield
In toluene at 110℃; for 16h;100%
In toluene for 24h; Reflux;99%
In toluene Inert atmosphere; Reflux;98%
ethyl N-hydroxylcarbamate
589-41-3

ethyl N-hydroxylcarbamate

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

N-(ethoxycarbonyl)isoxazolidine
54020-55-2

N-(ethoxycarbonyl)isoxazolidine

Conditions
ConditionsYield
With sodium t-butanolate In tert-butyl alcohol at 65℃; for 6h; cyclocondensation;100%
With potassium hydroxide In ethanol for 2h; Heating;85%
With potassium hydroxide
1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

1,3-diazido-propane
100910-72-3

1,3-diazido-propane

Conditions
ConditionsYield
With sodium azide In dimethyl sulfoxide at 20℃;100%
With sodium azide In water; N,N-dimethyl-formamide at 80℃; for 20h;97%
With sodium azide In dimethyl sulfoxide at 20℃; for 24h; Inert atmosphere;90%
1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

Diethyl methylmalonate
609-08-5

Diethyl methylmalonate

heptane-2,2,6,6-tetracarboxylic acid tetraethyl ester
33524-34-4

heptane-2,2,6,6-tetracarboxylic acid tetraethyl ester

Conditions
ConditionsYield
With sodium ethanolate In ethanol at 24℃; Substitution; Heating;100%
(i) NaH, benzene, (ii) /BRN= 635662/; Multistep reaction;
[2,2]bipyridinyl
366-18-7

[2,2]bipyridinyl

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

6H-7,8-dihydropyrido<1,2-a:2,1-c><1,4>diazepine-5,9-diium dibromide
2895-98-9

6H-7,8-dihydropyrido<1,2-a:2,1-c><1,4>diazepine-5,9-diium dibromide

Conditions
ConditionsYield
In acetone Heating;100%
for 12h; Reflux;90%
In acetonitrile
7-hydroxy-2H-chromen-2-one
93-35-6

7-hydroxy-2H-chromen-2-one

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

7-(3-bromopropoxy)?2H-chromen-2-one
69150-28-3

7-(3-bromopropoxy)?2H-chromen-2-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 12h; Reflux;100%
With potassium carbonate In acetonitrile Reflux;86.9%
With potassium carbonate In acetone Reflux;79%
2,3:7,6-bis(2',3'-quinolino)tetracyclo<6.3.0.04,11.05,9>undecane
113258-55-2

2,3:7,6-bis(2',3'-quinolino)tetracyclo<6.3.0.04,11.05,9>undecane

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

1',1''-trimethylene-2,3:7,6-bis(2,',3'-quinolino)tetracyclo<6.3.0.04,11.05,9>undecane dibromide
131251-79-1

1',1''-trimethylene-2,3:7,6-bis(2,',3'-quinolino)tetracyclo<6.3.0.04,11.05,9>undecane dibromide

Conditions
ConditionsYield
at 120℃; for 36h;100%
1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

4-methyl-4'-<2-(1H-pyrrol-1-yl)ethyl>-2,2'-bipyridine
104119-85-9

4-methyl-4'-<2-(1H-pyrrol-1-yl)ethyl>-2,2'-bipyridine

4-methyl-4'-<2-(1H-pyrrol-1-yl)ethyl>-N,N'-(trimethylene)-2,2'-bipyridinium dibromide

4-methyl-4'-<2-(1H-pyrrol-1-yl)ethyl>-N,N'-(trimethylene)-2,2'-bipyridinium dibromide

Conditions
ConditionsYield
at 100℃; for 24h;100%
p-Chlorothiophenol
106-54-7

p-Chlorothiophenol

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

(3-bromopropyl)(4-chlorophenyl)sulfane
27983-06-8

(3-bromopropyl)(4-chlorophenyl)sulfane

Conditions
ConditionsYield
With potassium carbonate In acetone at 80℃; for 48h;100%
With potassium carbonate; potassium iodide In acetone at 20℃;56.3%
With potassium carbonate In acetonitrile at 70℃; for 16h;40%
benzoimidazole
51-17-2

benzoimidazole

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

1,3-bis(N-benzimidazolyl)propane
39677-02-6

1,3-bis(N-benzimidazolyl)propane

Conditions
ConditionsYield
Stage #1: benzoimidazole With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 2h; Inert atmosphere;
Stage #2: 1,3-dibromo-propane In tetrahydrofuran; mineral oil for 6h; Reflux; Inert atmosphere;
100%
Stage #1: benzoimidazole With sodium hydride In tetrahydrofuran at 0℃;
Stage #2: 1,3-dibromo-propane In tetrahydrofuran
85%
81%
1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

C39H50O5Si
206259-62-3

C39H50O5Si

[2-(4-{1-[4-(3-bromo-propoxy)-phenyl]-1-methyl-ethyl}-phenoxy)-1-(4-{1-[4-(3-bromo-propoxy)-phenyl]-1-methyl-ethyl}-phenoxymethyl)-ethoxy]-tert-butyl-dimethyl-silane
206259-63-4

[2-(4-{1-[4-(3-bromo-propoxy)-phenyl]-1-methyl-ethyl}-phenoxy)-1-(4-{1-[4-(3-bromo-propoxy)-phenyl]-1-methyl-ethyl}-phenoxymethyl)-ethoxy]-tert-butyl-dimethyl-silane

Conditions
ConditionsYield
With potassium carbonate In acetone Etherification;100%
carbon disulfide
75-15-0

carbon disulfide

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

acetylacetone
123-54-6

acetylacetone

3‐(1,3-dithiane-2-yl)pentane-2,4-dione
55727-23-6

3‐(1,3-dithiane-2-yl)pentane-2,4-dione

Conditions
ConditionsYield
With potassium carbonate100%
Stage #1: carbon disulfide; acetylacetone With tetrabutylammomium bromide; potassium carbonate In water at 20℃;
Stage #2: 1,3-dibromo-propane In water at 20℃; for 8h;
92%
With potassium carbonate In N,N-dimethyl-formamide for 7h;74%
2-mercaptoethylamine hydrochloride
156-57-0

2-mercaptoethylamine hydrochloride

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

3,7-dithianonane-1,9-diamine
57383-24-1

3,7-dithianonane-1,9-diamine

Conditions
ConditionsYield
With sodium methylate In methanol at 40℃; for 10h; Inert atmosphere;100%
With sodium methylate In methanol at 40℃; for 10h;100%
With sodium methylate In methanol at 40℃; for 10h;100%
With sodium hydrogencarbonate In ethanol for 3h; Substitution; Heating;
Stage #1: 2-mercaptoethylamine hydrochloride; 1,3-dibromo-propane With sodium methylate In methanol at 40℃; for 10h;
Stage #2: With sodium hydroxide In water at 20℃; for 10h;
(2S)-N-(4-hydroxy-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal
140647-02-5

(2S)-N-(4-hydroxy-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

1,1'-<<(propane-1,3-diyl)dioxy>bis<(2-nitro-5-methoxy-1,4-phenylene)carbonyl>>bis
140658-46-4

1,1'-<<(propane-1,3-diyl)dioxy>bis<(2-nitro-5-methoxy-1,4-phenylene)carbonyl>>bis

Conditions
ConditionsYield
With potassium carbonate In acetone for 48h; Etherification; Heating;100%
With potassium carbonate In acetone Heating;93%
1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

methyl-(2S)-N-[4-hydroxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxylate
175409-49-1

methyl-(2S)-N-[4-hydroxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxylate

C31H36N4O14
169258-71-3

C31H36N4O14

Conditions
ConditionsYield
With potassium carbonate In acetone for 48h; Heating;100%
1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

1-[2-(pyridin-2-ylamino)ethyl]-1H-pyridin-2-one
420807-07-4

1-[2-(pyridin-2-ylamino)ethyl]-1H-pyridin-2-one

1-[2-(2-oxo-2H-pyridin-1-yl)ethyl]-1,2,3,4-tetrahydropyrido[1,2-a]pyrimidin-5-ylium bromide

1-[2-(2-oxo-2H-pyridin-1-yl)ethyl]-1,2,3,4-tetrahydropyrido[1,2-a]pyrimidin-5-ylium bromide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine for 18h; Heating;100%
1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

1-[2-(5-chloropyridin-2-ylamino)ethyl]-4-methyl-1H-pyridin-2-one
420807-11-0

1-[2-(5-chloropyridin-2-ylamino)ethyl]-4-methyl-1H-pyridin-2-one

7-chloro-1-[2-(4-methyl-2-oxo-2H-pyridin-1-yl)ethyl]-1,2,3,4-tetrahydropyrido[1,2-a]pyrimidin-5-ylium bromide

7-chloro-1-[2-(4-methyl-2-oxo-2H-pyridin-1-yl)ethyl]-1,2,3,4-tetrahydropyrido[1,2-a]pyrimidin-5-ylium bromide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine for 18h; Heating;100%
1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

C48H38N4O6P(1+)*F6P(1-)

C48H38N4O6P(1+)*F6P(1-)

bis(3-bromopropyloxy)[tetra-meso-(4-methoxyphenyl)porphyrinato]phosphorus(V) hexafluorophosphate

bis(3-bromopropyloxy)[tetra-meso-(4-methoxyphenyl)porphyrinato]phosphorus(V) hexafluorophosphate

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate In acetonitrile for 24h; Heating;100%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

1,1'-(propane-1,3-diyl)bis(3-methyl-1H-imidazol-3-ium) dibromide

1,1'-(propane-1,3-diyl)bis(3-methyl-1H-imidazol-3-ium) dibromide

Conditions
ConditionsYield
In tetrahydrofuran at 100℃;100%
In methanol at 0 - 55℃; for 64h; Inert atmosphere;98%
In acetonitrile at 20℃; for 168h;97%
[1-(3-hydroxypropyl)imidazolidin-2-ylidene]methanesulfonylacetonitrile
904677-19-6

[1-(3-hydroxypropyl)imidazolidin-2-ylidene]methanesulfonylacetonitrile

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

[1-(3-bromopropyl)-3-(3-hydroxypropyl)imidazolidin-2-ylidene]methanesulfonylacetonitrile
904677-20-9

[1-(3-bromopropyl)-3-(3-hydroxypropyl)imidazolidin-2-ylidene]methanesulfonylacetonitrile

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20 - 50℃; for 23h;100%
3-isopropyl-7-ethyl-3,7-dihydropurine-2,6-dione

3-isopropyl-7-ethyl-3,7-dihydropurine-2,6-dione

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

1-(3-bromopropyl)-7-ethyl-3-isopropyl-3,7-dihydropurine-2,6-dione

1-(3-bromopropyl)-7-ethyl-3-isopropyl-3,7-dihydropurine-2,6-dione

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride at 100℃; for 3h;100%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

6,7-dihydro-5H-[1,4]diazepino[1,2,3,4-l,m,n][1,10]phenanthroline-4,8-diium dibromide
15302-99-5

6,7-dihydro-5H-[1,4]diazepino[1,2,3,4-l,m,n][1,10]phenanthroline-4,8-diium dibromide

Conditions
ConditionsYield
In chlorobenzene at 70 - 120℃;100%
In nitrobenzene at 120℃;100%
for 12h; Reflux;99%
4-Trifluoromethoxyphenol
828-27-3

4-Trifluoromethoxyphenol

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

1-(3-(4-trifluoromethoxy)phenoxy)propyl bromide
102793-82-8

1-(3-(4-trifluoromethoxy)phenoxy)propyl bromide

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In water at 70℃; for 48h;100%
With potassium carbonate In N,N-dimethyl-formamide60%
2-(Boc-amino)-3-methylphenol
177342-60-8

2-(Boc-amino)-3-methylphenol

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

[2-(3-bromo-propoxy)-6-methyl-phenyl]-carbamic acid tert-butyl ester
1070972-64-3

[2-(3-bromo-propoxy)-6-methyl-phenyl]-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 55℃; for 2.5h;100%
1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

(+)-(aR)-7,7'-dihydroxy-8,8'-biquinolyl
914288-77-0, 914288-78-1, 829666-42-4

(+)-(aR)-7,7'-dihydroxy-8,8'-biquinolyl

C21H16N2O2
1062259-41-9

C21H16N2O2

Conditions
ConditionsYield
Stage #1: (-)-(aS)-7,7'-dihydroxy-8,8'-biquinolyl With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.416667h; Williamson synthesis;
Stage #2: 1,3-dibromo-propane In N,N-dimethyl-formamide at 20℃; for 47h; Williamson synthesis;
100%
1-phenylphospholane
3302-87-2

1-phenylphospholane

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

1,3-bis(phenylphospholanium)propane dibromide

1,3-bis(phenylphospholanium)propane dibromide

Conditions
ConditionsYield
In acetonitrile at 60℃; for 48h; Inert atmosphere;100%
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

1,1''-(propane-1,3-diyl)bis(1,4-diazabicyclo[2.2.2]-octan-1-ium)dibromide
97497-67-1

1,1''-(propane-1,3-diyl)bis(1,4-diazabicyclo[2.2.2]-octan-1-ium)dibromide

Conditions
ConditionsYield
In methanol at 20℃; for 24h;100%
In methanol at 20℃; for 20h;97%
In acetonitrile at 20℃; for 24h;74%
1-Butylimidazole
4316-42-1

1-Butylimidazole

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

1,3-bis(3-butylimidazolium-1-yl)propane dibromide

1,3-bis(3-butylimidazolium-1-yl)propane dibromide

Conditions
ConditionsYield
In tetrahydrofuran at 100℃;100%
In acetonitrile for 72h; Reflux;86%
In acetonitrile at 20℃; for 24h; Reflux;85%
(2S)-N-benzyl-2-(1H-imidazol-1-yl)-2,3-dimethylbutanamide
1234494-18-8

(2S)-N-benzyl-2-(1H-imidazol-1-yl)-2,3-dimethylbutanamide

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

3,3'-(1,3-propanediyl)bis(1-{(1S)-1-[(benzylamino)carbonyl]-1,2-dimethylpropyl}-3H-imidazol-1-ium) dibromide

3,3'-(1,3-propanediyl)bis(1-{(1S)-1-[(benzylamino)carbonyl]-1,2-dimethylpropyl}-3H-imidazol-1-ium) dibromide

Conditions
ConditionsYield
In toluene; acetonitrile at 100℃; Inert atmosphere;100%

109-64-8Relevant articles and documents

Process intensification-assisted conversion of α,ω-alkanediols to dibromides

Mekala, Shekar,Hahn, Roger C.

, p. 630 - 632 (2015)

The increasingly widespread applications of α,ω-dibromides motivated development of a scalable, inexpensive process to rapidly convert selected α,ω-alkanediols to the corresponding dibromides. Diols were heated with only 48% aq HBr and an organic solvent, using a Dean-Stark apparatus modified to fractionate the azeotropic distillate, thereby maintaining a higher HBr concentration and reaction rate in the pot. Intensified distillation also increased the reaction rate. Various other substrate, solvent, and parameter effects have been discovered and rationalized.

ANALYSE STRUCTURALE EN SERIE CYCLOBUTANIQUE. Partie 1. Derives monosubstitues et gem disubstitues du cyclobutane

Karimine, Mohamed,Galsomias, Jacqueline,Lere-Porte, Jean-Pierre,Petrissans, Jean

, p. 321 - 332 (1987)

Methylene bending mode analysis of some cyclobutane-d2 molecules reveals that in the dissolved state (solvent CCl4), bromocyclobutane occurs exclusively in a pseudo-equatorial form, whereas, under the same conditions, cyclobutanol and 1-bromocyclobutane carbonitrile exist both in pseudo-axial and pseudo-equatorial conformations.NMR spectroscopy confirms the results obtained for bromocyclobutane and leads to the conclusion that the pseudo-equatorial conformer is predominant in the case of cyclobutanol as well as in that of cyclobutane carbonitrile.A theoretical study of cyclobutanol in the gaseous state by the P.C.I.L.O. method gives results which are consistent with a pseudo-equatorial conformer.

Pulse Radiolysis Study on Radical Cations of Alkyl Bromides in Aqueous Solutions

Mohan, H.,Maity, D. K.,Mittal, J. P.

, p. 477 - 484 (1993)

The transient optical absorption bands formed on reaction of *OH radicals with 1,m-dibromoalkanes and n-alkyl bromides in acidic aqueous solutions have been assigned to intra-, , and inter-molecular, , radical cations, respectively.Depending upon R, these radical cations exhibit an optical absorption band in the 385-450 nm region.Increases in the chain length and electron-releasing power of R results in a red shift of λmax and a decrease in the lifetime.These radical cations are strong oxidants and oxidize various substrates with bimolecular rate constants of the order of 109 dm3 mol-1 s-1.

Method for preparing n-(γ(v)-bromoalkyl)phthalimides

-

Page 3-4, (2008/06/13)

The invention concerns a procedure for preparation of N-(ω-bromoalkyl)phthalimides which consists of reacting potassium phthalimide with an α,ω-dibromoalkane without cosolvent, at a temperature from 50° C. to 130° C. by using a molar ratio of α,ω-dibromoalkane to potassium phthalimide from 2.5 to 6, then of removing excess α,ω-dibromoalkane, under reduced pressure at a temperature equal to 150° C. at most, of taking up the reaction medium again with a low boiling point alcohol at a temperature near that of the boiling point of said alcohol, of filtering at this temperature, of cooling the filtrate obtained and then of recovering the N-(ω-bromoalkyl)phthalimide.

Synthesis of 1,3-dibromopropane

Fel'dman, D. P.,Stonkus, V. V.,Shimanskaya, M. V.,Avot-s, A. A.

, p. 250 - 253 (2007/10/03)

A method for preparation of 1,3-dibromopropane from akrolein is proposed; it consists of alkylation of the starting compound, followed by catalytic reduction of the carbonyl group and bromination.

General Synthesis of Methyl- and Dimethyl-cyclobutanes from Simple 1,3-Diols by Phase Transfer Catalysis

Toeroek, Bela,Molnar, Arpad

, p. 801 - 804 (2007/10/02)

A general method is described for the preparation of methyl- and dimethyl-cyclobutanes from simple 1,3-diols.The key steps of the procedure are a phase transfer catalysed ring closure and the transformation of a carboxyl group to a methyl group.Phase transfer catalysis provides good yields in the synthesis of the cyclobutane skeleton.

Electron Spin Resonance Spectra and Structure of the Radical Cations of Dibromoalkanes and Monobromoalkanes

Hasegawa, Akinori,Symons, Martyn C. R.,Shiotani, Masaru

, p. 657 - 666 (2007/10/02)

The radical cations of dibromoalkanes containing two bromines separated by an alkyl chain, have been generated by exposing dilute solutions of the dibromoalkanes in freon to X-rays at 77 K.Two types of e.s.r. spectra were observed for these cations.The spectra obtained for Br(CH2)nBr, n = 1-7, show septet features characteristic of two equivalent Br nuclei.The coupling constant of the septet increases and reaches a plateau, with increased n in these dibromoalkanes.This indicates that a positive hole in these cations is shared, not by the two Br nuclei connected through ?-delocalization over the chain, but by the two Br nuclei directly bonded to each other, in accordance with conclusions recently drawn from e.s.r. studies of dichloroalkane cations.In contrast, the e.s.r. spectra obtained for Br(CH2)nBr, n > 7, are more complicated.When similar experiments were carried out with H(CH2)nBr, n > 7, analogous spectra were obtained, indicating that the spectra observed for these dibromoalkanes can be interpreted in terms of hyperfine interactions to only one of the two Br nuclei and to two nuclei with nuclear spins of 1/2.This result, considered together with the fact that similar cationic centres were detected for H(CH2)nBr, n > 3, and with the spectral change observed for Br(CH2)nBr and H(CH2)nBr cations in different matrices (CCl2FCClF2, CCl3F, and CCl4) indicates that cyclization also occurs for these cations, the positive hole being occupied in a three-centre bond comprising a Br nucleus, a C nucleus (four atoms away from the Br nucleus), and an H nucleus bonded to the C nucleus.

A CONVENIENT AND EFFICIENT METHOD FOR THE CONVERSION OF ALKYL CHLORIDES TO THE CORRESPONDING BROMIDES

Loupy, Andre,Pardo, Claude

, p. 1275 - 1282 (2007/10/02)

Reaction of representative alkyl chlorides (involving primary, secondary and tertiary substrates as also a dichloide) with stoechiometric amount of lithium bromide in the presence of a transfer agent (5percent Aliquat 336) without any added solvent, resulted in high conversions into the corresponding bromides under convenient and economical conditions.

SUBSTITUTED PHENOXY-AMINOPROPANOL DERIVATIVES

-

, (2008/06/13)

Phenoxy-aminopropanol derivatives of the formula STR1 wherein R is lower alkyl, X is oxygen or sulfur, n is the integer zero or 1, Y is methylene, ethylene or propylene or, when n is zero, Y can also be a group of the formula EQU1 , wherein the double-bond is trans and the carbon atom marked with an asterisk is linked to Z, and Z is a 5-membered aromatic heterocyclic ring which contains one or more nitrogen atoms as the sole hetero atom (s), said heterocyclic ring is linked to Y via a nitrogen atom, and may be substituted by halogen, lower alkyl, lower alkoxy, aryl, cyano or carboxamido, or on adjacent carbon atoms by a group of the formula STR2 and pharmaceutically acceptable acid addition salts thereof are described. A process for the preparation of the compound of formula I and pharmaceutical preparations containing them are also described. The aforementioned compounds and salts possess β-adrenergic blocking activity and antihypertensive activity.

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