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CAS

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2-(Bromomethyl)acrylic Acid, also known as 2-bromoacrylic acid, is an organic compound with the chemical formula C4H5BrO2. It is a colorless to pale yellow liquid with a pungent odor. 2-(BROMOMETHYL)ACRYLIC ACID is characterized by its bromine atom attached to the methylene group in the acrylic acid structure, which makes it a versatile building block in organic synthesis.

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  • 72707-66-5 Structure
  • Basic information

    1. Product Name: 2-(BROMOMETHYL)ACRYLIC ACID
    2. Synonyms: 2-(BROMOMETHYL)ACRYLIC ACID;ALPHA-BROMO METHYL ACRYLIC ACID;A-(BROMOMETHYL)ACRYLIC ACID;2-(bromomethyl)-2-propenoicaci;2-(bromomethyl)propenoic acid;α-(Bromomethyl)acrylic acid;2-Propenoic acid, 2-(broMoMethyl)-;2-(BroMoMethyl)-2-propenoic acid
    3. CAS NO:72707-66-5
    4. Molecular Formula: C4H5BrO2
    5. Molecular Weight: 164.99
    6. EINECS: 276-774-0
    7. Product Categories: Miscellaneous;Acrylic Acids and Salts;Acrylic Monomers;Monomers
    8. Mol File: 72707-66-5.mol
  • Chemical Properties

    1. Melting Point: 70-73 °C(lit.)
    2. Boiling Point: 268.8°C at 760 mmHg
    3. Flash Point: 116.4°C
    4. Appearance: /
    5. Density: 1.696g/cm3
    6. Vapor Pressure: 0.00214mmHg at 25°C
    7. Refractive Index: 1.517
    8. Storage Temp.: 2-8°C
    9. Solubility: soluble in Methanol
    10. PKA: 3.45±0.11(Predicted)
    11. BRN: 2426204
    12. CAS DataBase Reference: 2-(BROMOMETHYL)ACRYLIC ACID(CAS DataBase Reference)
    13. NIST Chemistry Reference: 2-(BROMOMETHYL)ACRYLIC ACID(72707-66-5)
    14. EPA Substance Registry System: 2-(BROMOMETHYL)ACRYLIC ACID(72707-66-5)
  • Safety Data

    1. Hazard Codes: C
    2. Statements: 34
    3. Safety Statements: 26-36/37/39-45
    4. RIDADR: UN 3261 8/PG 2
    5. WGK Germany: 3
    6. RTECS:
    7. F: 10
    8. HazardClass: 8
    9. PackingGroup: III
    10. Hazardous Substances Data: 72707-66-5(Hazardous Substances Data)

72707-66-5 Usage

Uses

Used in Pharmaceutical Industry:
2-(Bromomethyl)acrylic Acid is used as a chemical intermediate for the synthesis of various complex organic compounds and pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs and medicines.
Used in Synthesis of Methotrexate Analogues:
2-(Bromomethyl)acrylic Acid is used as a reactant in the synthesis of methotrexate analogues. It reacts with aldehydes and ketones to form α-methylene-butyrolactones, which are important intermediates in the production of these analogues. Methotrexate is a widely used drug for the treatment of various cancers and autoimmune diseases, and its analogues may offer improved efficacy or reduced side effects.

Check Digit Verification of cas no

The CAS Registry Mumber 72707-66-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,2,7,0 and 7 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 72707-66:
(7*7)+(6*2)+(5*7)+(4*0)+(3*7)+(2*6)+(1*6)=135
135 % 10 = 5
So 72707-66-5 is a valid CAS Registry Number.
InChI:InChI=1/C4H5BrO2/c1-3(2-5)4(6)7/h1-2H2,(H,6,7)

72707-66-5 Well-known Company Product Price

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  • Aldrich

  • (212970)  2-(Bromomethyl)acrylicacid  98%

  • 72707-66-5

  • 212970-1G

  • 851.76CNY

  • Detail
  • Aldrich

  • (212970)  2-(Bromomethyl)acrylicacid  98%

  • 72707-66-5

  • 212970-10G

  • 4,259.97CNY

  • Detail
  • Aldrich

  • (212970)  2-(Bromomethyl)acrylicacid  98%

  • 72707-66-5

  • 212970-50G

  • 15,327.00CNY

  • Detail

72707-66-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(bromomethyl)prop-2-enoic acid

1.2 Other means of identification

Product number -
Other names 2-Propenoic acid, 2-(bromomethyl)-

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:72707-66-5 SDS

72707-66-5Relevant articles and documents

Artificial [FeFe]-hydrogenase: On resin modification of an amino acid to anchor a hexacarbonyldiiron cluster in a peptide framework

Roy, Souvik,Shinde, Sandip,Hamilton, G. Alexander,Hartnett, Hilairy E.,Jones, Anne K.

experimental part, p. 1050 - 1055 (2011/06/10)

A general method for immobilization of synthetic analogues of the [FeFe]-hydrogenase in designed peptides via on resin modification of an amino acid side chain with a dithiol functional group is described. Utilizing a unique amine side chain as anchor, the dithiol unit is coupled to the peptide via formation of an amide. This dithiol unit precisely positions the two required sulfur atoms for the formation of a [(μ-SRS){Fe-(CO)3} 2] cluster on reaction with [Fe3(CO)12]. UV/Vis and FTIR spectroscopy demonstrate formation of the desired complex.

Practical preparation of 2-halomethyl-allyl carboxylates

Sun, Chong-Si,Cheng, Hsiu-Yi,Lin, Yu-Shiang,Hou, Duen-Ren

, p. 435 - 438 (2008/12/22)

An improved, efficient preparation of 2-(halomethyl)allyl carboxylates starting from diethyl bis(hydroxymethyl) malonate and hydrobromic acid is reported. The allylic halogen of 2-(chloromethyl)acrylate and 2-(bromomethyl)acrylate are readily exchanged during esterification.

Radiochemical 18F-fluoroarylation of unsaturated α-, β- and γ-amino acids, application to a radiolabelled analogue of baclofen

H?fling, Sarah B.,Hultsch, Christina,Wester, Hans-Jürgen,Heinrich, Markus R.

experimental part, p. 11846 - 11851 (2009/04/06)

Unsaturated α-, β- and γ-amino acids have been investigated as substrates for the reductive Meerwein arylation. Radical reactions of this type have been shown to be a valuable tool for the fast and efficient introduction of the 4-[18F]fluorophenyl group into precursor molecules allowing short-time syntheses of potential PET radiotracers, which would be more difficult to access by other methods.

Bromination of organic allylic compounds by using N,N′-dibromo-N,N′-1,2-ethane diyl bis(2,5-dimethyl benzene sulphonyl)amine

Khazaei, Ardeshir,Vaghei, Ramin Ghorbani,Karkhanei, Ebrahim

, p. 2107 - 2113 (2007/10/03)

N,N′-Dibromo-N,N′-1,2-ethane diyl bis(2,5-dimethyl benzene sulphonyl)amine is an efficient brominating agent for bromination of allylic positions of different organic compounds. This reagent in presence of benzoyl peroxide can brominates the allylic positions of organic compounds in ambient conditions in carbon tetrachloride.

Amino acid, derivatives, processes for their preparation and their therapeutic application

-

, (2008/06/13)

New amino acid derivatives, processes for their preparation and their therapeutic application. Amino acid derivatives corresponding to the general formulae STR1 These derivatives may be used as medicaments which exhibit an enkephalinase-inhibitory activity.

Comparisons of rate constants for thiolate-disulfide interchange in water and in polar aprotic solvents using dynamic 1H NMR line shape analysis

Singh, Rajeeva,Whitesides, George M.

, p. 1190 - 1197 (2007/10/02)

The rate constants for representative thiolate-disulfide interchange reactions are larger in DMSO and DMF than in water by a factor of approximately 2300 at 24 °C. The log of the rate constant is directly proportional to the mole fraction of D2O in mixtures of DMSO and D2O, even at small mole fractions of D2O. This linear proportionality suggests that thiolate anion is not specifically solvated by water and that hydrogen bonding is relatively unimportant in stabilizing this species. The values of ΔS# for thiolate-disulfide interchange are approximately -10 cal/(deg mol), presumptively because of loss in the entropy of the reactants in going from ground to transition state, partially compensated by a gain in entropy from solvent release. Introduction of a hydroxyl group β to the C-S bond slows the reaction by a factor of 2-15; the introduction of methyl groups β to the C-S bond slows the rate by factors of 3-20. A number of substances have been screened as potential catalysts for thiolate-disulfide interchange in water: none showed useful levels of catalytic activity, although phenylselenol did accelerate the interchange significantly.

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