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CAS

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Ethyl 4-iodobenzoate is a light yellow oil with chemical properties that make it a valuable compound in the field of organic synthesis. It is known for its ability to be used in the creation of biphenyl derivatives and as a starting material for the synthesis of polyfunctional organometallic reagents.

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  • 51934-41-9 Structure
  • Basic information

    1. Product Name: Ethyl 4-iodobenzoate
    2. Synonyms: RARECHEM AL BI 0710;p-Iodobenzoic acid ethyl ester;ETHYL 4-IODOBENZOATE;ETHYL P-IODOBENZOATE;IBE;LABOTEST-BB LT01148245;4-IODOBENZOIC ACID ETHYL ESTER;ETHY1-4-IODOBENZOATE
    3. CAS NO:51934-41-9
    4. Molecular Formula: C9H9IO2
    5. Molecular Weight: 276.07
    6. EINECS: 429-550-3
    7. Product Categories: Pharmaceutical Intermediates;Aromatic Esters;Miscellaneous Reagents;Acids & Esters;Iodine Compounds;C8 to C9;Carbonyl Compounds;Esters;Aromatics
    8. Mol File: 51934-41-9.mol
  • Chemical Properties

    1. Melting Point: 267 °C
    2. Boiling Point: 281-283 °C
    3. Flash Point: >230 °F
    4. Appearance: Clear colorless to yellow/Liquid
    5. Density: 1.641 g/mL at 25 °C(lit.)
    6. Vapor Pressure: 0.00193mmHg at 25°C
    7. Refractive Index: n20/D 1.5880(lit.)
    8. Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
    9. Solubility: Chloroform, Dichloromethane, Ethyl Acetate, Hexane
    10. Water Solubility: insoluble
    11. Sensitive: Light Sensitive
    12. BRN: 2208568
    13. CAS DataBase Reference: Ethyl 4-iodobenzoate(CAS DataBase Reference)
    14. NIST Chemistry Reference: Ethyl 4-iodobenzoate(51934-41-9)
    15. EPA Substance Registry System: Ethyl 4-iodobenzoate(51934-41-9)
  • Safety Data

    1. Hazard Codes: N,Xi,C
    2. Statements: 51/53-36/37/38
    3. Safety Statements: 61-24/25
    4. RIDADR: UN 3082 9/PG 3
    5. WGK Germany: 3
    6. RTECS:
    7. F: 8
    8. HazardClass: IRRITANT, LIGHT SENSITIVE
    9. PackingGroup: N/A
    10. Hazardous Substances Data: 51934-41-9(Hazardous Substances Data)

51934-41-9 Usage

Uses

Used in Pharmaceutical Industry:
Ethyl 4-iodobenzoate is used as a key intermediate for the synthesis of biphenyl derivatives via Negishi cross coupling. This application is significant because biphenyl derivatives have a wide range of applications in the pharmaceutical industry, including the development of new drugs and the improvement of existing ones.
Used in Organic Synthesis:
Ethyl 4-iodobenzoate is used as a starting material for the synthesis of p-carbomethoxyphenylmagnesium bromide, a polyfunctional organometallic reagent. This reagent serves as a building block in the synthesis of complex target molecules, which are essential in various chemical and pharmaceutical applications.
Used in Chemical Research:
As a light yellow oil with unique chemical properties, Ethyl 4-iodobenzoate is also used in chemical research to explore new reactions and develop innovative synthetic methods. This contributes to the advancement of the chemical sciences and the discovery of new compounds with potential applications in various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 51934-41-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,1,9,3 and 4 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 51934-41:
(7*5)+(6*1)+(5*9)+(4*3)+(3*4)+(2*4)+(1*1)=119
119 % 10 = 9
So 51934-41-9 is a valid CAS Registry Number.
InChI:InChI=1/C9H9IO2/c1-2-12-9(11)7-3-5-8(10)6-4-7/h3-6H,2H2,1H3

51934-41-9 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • Alfa Aesar

  • (A14570)  Ethyl 4-iodobenzoate, 98%   

  • 51934-41-9

  • 10g

  • 396.0CNY

  • Detail
  • Alfa Aesar

  • (A14570)  Ethyl 4-iodobenzoate, 98%   

  • 51934-41-9

  • 50g

  • 1422.0CNY

  • Detail
  • Alfa Aesar

  • (A14570)  Ethyl 4-iodobenzoate, 98%   

  • 51934-41-9

  • 250g

  • 3830.0CNY

  • Detail

51934-41-9SDS

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 Ethyl 4-iodobenzoate

1.2 Other means of identification

Product number -
Other names RARECHEM AL BI 0710

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:51934-41-9 SDS

51934-41-9Relevant articles and documents

The synthesis and characterisation of coordination and hydrogen-bonded networks based on 4-(3,5-dimethyl-1H-pyrazol-4-yl)benzoic acid

Bryant, MacGuire R.,Burrows, Andrew D.,Fitchett, Christopher M.,Hawes, Chris S.,Hunter, Sally O.,Keenan, Luke L.,Kelly, David J.,Kruger, Paul E.,Mahon, Mary F.,Richardson, Christopher

, p. 9269 - 9280 (2015)

The synthesis, structural and thermal characterisation of a number of coordination complexes featuring the N,O-heteroditopic ligand 4-(3,5-dimethyl-1H-pyrazol-4-yl)benzoate, HL are reported. The reaction of H2L with cobalt(II) and nickel(II) ni

Access to α,α-Difluoro-γ-amino Acids by Nickel-Catalyzed Reductive Aryldifluoroacetylation of N -Vinylacetamide

Zhao, Qing-Wei,Yang, Zhi-Fang,Fu, Xia-Ping,Zhang, Xingang

supporting information, p. 1565 - 1569 (2020/11/16)

A nickel-catalyzed reductive aryldifluoroacetylation of N -vinylacetamide with ethyl chloro(difluoro)acetate and aryl iodides is described. This chelating amide carbonyl group-assisted strategy provides rapid access to a variety of protected α,α-difluoro-γ-amino acids that might have potential applications in peptide chemistry and protein engineering. An advantage of this method is its synthetic simplicity, with no preparation of organometallic reagents.

Vitamin B1-catalyzed aerobic oxidative esterification of aromatic aldehydes with alcohols

Chu, Xue-Qiang,Ge, Danhua,Luo, Xin-Long,Xu, Pei,Yu, Zi-Lun

supporting information, p. 30937 - 30942 (2021/11/19)

A straightforward aerobic oxidative esterification of aryl aldehydes with alcohols has been developed for the synthesis of substituted esters by employing vitamin B1 as a cost-effective, metal-free, and eco-friendly NHC catalyst. Air is used as a green terminal oxidant. The reaction is a useful addition to the existing NHC-catalytic oxidative esterification.

Green synthesis of zinc oxide particles with apple-derived compounds and their application as catalysts in the transesterification of methyl benzoates

Alegria, Elisabete C. B. A.,Alves, Marta M.,Fátima Montemor, M.,Pombeiro, Armando J. L.,Ribeiro, Ana P. C.,Saraiva, Marta S.,Soliman, Mohamed M. A.

, p. 6488 - 6494 (2020/06/03)

ZnO nanoparticles (ZnONPs) were successfully synthesized using bravo-de-esmolfe apple extract in aqueous medium at room temperature. ZnO microparticles, prepared with a pure apple phytochemical, quercetin (ZnOq), or without phytochemicals (ZnO) were studied for comparative purposes. The re-use of apple waste for highly efficient catalyst production, based on green synthetic routes, can be added to the concept of a circular economy. The synthesized ZnO particles were characterized by X-ray diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), and N2adsorption/desorption Brunauer-Emmett-Teller (BET) theory. The XRD patterns indicated the formation of a hexagonal wurtzite phase with high purity and SEM and TEM analyses revealed the morphology of the particles. The apple extract produced spherical ZnONPs composed of round lamina-like structures, similar to the micro sized lamina-like shape of ZnOq and dissimilar to the flower-like shape of ZnO. The green synthesized ZnO nanoparticles (ZnONPs) led to a high product yield ofca. 96% within 24 h of reaction time in the transesterification reaction of different carboxylic esters.

ZnO nanoparticles: An efficient catalyst for transesterification reaction of α-keto carboxylic esters

Alegria, Elisabete C. B. A.,Karmakar, Anirban,Pombeiro, Armando J. L.,Rúbio, Guilherme M. D. M.,Ribeir, Ana P. C.,Saraiva, Marta S.,Soliman, Mohamed M. A.,da Silva, M. Fátima C. Guedes

, (2019/09/06)

Pure ZnO nanoparticles were synthesized by a sustainable precipitation method using zinc nitrate and sodium hydroxide in aqueous medium at room temperature. They were characterized by X-ray diffraction (XRD), scanning electron microscopy (SEM-EDX), thermogravimetric analysis (TGA), Fourier transform infrared spectroscopy (FTIR), ultraviolet-visible spectroscopy (UV–vis) spectroscopy and Brunauer-Emmett-Teller (BET) analysis. The XRD patterns indicate the formation of the hexagonal wurtzite phase with high purity and SEM-EDS analysis confirm the purity and a homogenous distribution of the nanostructures. The ZnO nanostructures present plate-like agglomerates, resulting in a quasi-spherical morphology. The catalytic activity of the formed ZnO nanoparticles was evaluated towards the transesterification reaction of different carboxylic esters in the presence of various alcohols. This catalyst is highly selective for the transesterification of α-keto carboxylic ester (methyl benzoylformate) and leads to ca. 97percent of product yield within 24 h of reaction time.

Construction of Esters through Sulfuryl Fluoride (SO 2 F 2) Mediated Dehydrative Coupling of Carboxylic Acids with Alcohols at Room Temperature

Qin, Hua-Li,S Alharbi, Njud,Wang, Shi-Meng

, p. 3901 - 3907 (2019/10/11)

A facile method for the construction of esters through dehydrative coupling of carboxylic acids with alcohols is developed. The reactions are mediated by sulfuryl fluoride (SO 2 F 2) at room temperature and proceed with high efficiency. The method has several advantages including broad substrate scope, mild conditions, excellent functional group compatibility and affords high yields, even on gram scale.

Fluoroboron pyrrole liquid crystal compound containing 8-(diphenylethinyl)-ester group flexible multi-element rings, preparation method and application thereof

-

Paragraph 0045; 0047-0049, (2019/06/27)

The invention relates to fluoroboron pyrrole liquid crystal dye containing 8-(diphenylethinyl)-ester group flexible multi-element rings, a preparation method and application thereof. According to theinvention, boron fluoride complex dipyrrole methine is used as a matrix, a diphenylacetylene rigid structure is introduced into a No. 8 position through a Sonogashira coupling reaction, a series of BODIPY-type dichroic dye of the 8-methyl-(diphenylethinyl)-ester group flexible multi-element rings is designed and synthetized by connecting bicyclohexyl, cholesterol and other flexible multi-element rings with a diphenyl acetenyl group through an esterification reaction. The maximum emission wavelength of the compound in dichloromethane is all concentrated at about 525nm, so that the compound presents green fluorescence, and a good dichroic ratio and ordered parameters are shown in liquid crystal E7; the liquid crystal compound has a liquid crystal intermediate phase in the temperature range of 100-280 DEG C, and can be used for manufacturing liquid crystal display products, particularly, the liquid crystal compound is used as a guest dye for a guest host mode liquid crystal display; whenthe compound is added to E7 liquid crystal and used in a guest host display mode, the response time can be improved, and the effect of quick response can be achieved.

Synthesis and bioactivity of sulfide derivatives containing 1,3,4-oxadiazole and pyridine

Yu, Gang,Chen, Shunhong,He, Feng,Luo, Dexia,Zhang, Yu,Wu, Jian

, p. 1075 - 1085 (2019/09/10)

A series of novel sulfide derivatives containing 1,3,4-oxadiazole and pyridine were synthesized, characterized, and tested for their antibacterial activity against tobacco bacterial wilt and rice bacterial blight and for insecticidal activity toward diamondback moth. The results showed that some compounds had good insecticidal and bactericidal activity, e.g., the activities of compounds 6e and 6g–6j toward tobacco bacterial wilt were much better than those of commercial thiodiazole-copper, and some of the synthesized compounds possessed good insecticidal activity against Plutella xylostella. Compounds 6d, 6h, 6j, 6l, 6p, 6r, and 6p displayed over 93% activity at 500 mg L? 1.

Direct Pd(II)-Catalyzed Site-Selective C5-Arylation of 2-Pyridone Using Aryl Iodides

Maity, Saurabh,Das, Debapratim,Sarkar, Souradip,Samanta, Rajarshi

supporting information, p. 5167 - 5171 (2018/09/13)

A straightforward Pd(II)-catalyzed general strategy was developed for the C5-selective arylation of the 2-pyridone core with easily available aryl iodides. The transformation was highly regioselective and accomplished with a wide scope and functional group tolerance. Silver nitrate played a crucial role in this direct site-selective arylation. The method was extended to synthesize biologically active molecules.

A general electrochemical strategy for the Sandmeyer reaction

Liu, Qianyi,Sun, Beiqi,Liu, Zheng,Kao, Yi,Dong, Bo-Wei,Jiang, Shang-Da,Li, Feng,Liu, Guoquan,Yang, Yang,Mo, Fanyang

, p. 8731 - 8737 (2018/12/10)

Herein we report a general electrochemical strategy for the Sandmeyer reaction. Using electricity as the driving force, this protocol employs a simple and inexpensive halogen source, such as NBS, CBrCl3, CH2I2, CCl4, LiCl and NaBr for the halogenation of aryl diazonium salts. In addition, we found that these electrochemical reactions could be performed using anilines as the starting material in a one-pot fashion. Furthermore, the practicality of this process was demonstrated in the multigram scale synthesis of aryl halides using highly inexpensive graphite as the electrode. A series of detailed mechanism studies have been performed, including radical clock and radical scavenger study, cyclic voltammetry analysis and in situ electron paramagnetic resonance (EPR) analysis.

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