Ethyl 4-iodobenzoate

Base Information

• Chemical Name: Ethyl 4-iodobenzoate
• CAS No.: 51934-41-9
• Molecular Formula: C9H9IO2
• Molecular Weight: 276.074
• Hs Code.: 29163990
• European Community (EC) Number: 429-550-3,610-760-0
• UNII: 52J05H935T
• DSSTox Substance ID: DTXSID0049311
• Nikkaji Number: J47.219K
• Wikidata: Q27261009
• ChEMBL ID: CHEMBL3185411
• Mol file: 51934-41-9.mol

Synonyms:Ethyl 4-iodobenzoate;51934-41-9;p-Iodobenzoic acid ethyl ester;4-Iodobenzoic Acid Ethyl Ester;ETHYL4-IODOBENZOATE;Benzoic acid, 4-iodo-, ethyl ester;ethyl p-iodobenzoate;ethyl-4-iodobenzoate;4-iodo-benzoic acid ethyl ester;DTXSID0049311;UNII-52J05H935T;52J05H935T;ethyl-4 iodobenzoate;Ethyl,4-iodobenzoate;ethyl 4-iodo-benzoate;ethyl-4-iodo-benzoate;Ethyl -4-iodobenzoate;4-Iodobenzoic acid ethyl;para-carbethoxy iodo-benzene;Ethyl 4-iodobenzoate, 97%;SCHEMBL203959;CHEMBL3185411;DTXCID5029267;YCBJOQUNPLTBGG-UHFFFAOYSA-;1-iodo-4-(ethoxycarbonyl)benzene;Tox21_202840;MFCD00017344;AKOS005258847;CS-W007981;PS-7245;NCGC00260386-01;PARA-IODOBENZOIC ACID ETHYL ESTER;BENZOIC ACID, 4-IODO-, ETHYLESTER;CAS-51934-41-9;A7641;AM20040617;FT-0625764;FT-0626278;I0369;D77688;EN300-138264;W-200554;Q27261009

Chemical Property of Ethyl 4-iodobenzoate

Chemical Property:

• Appearance/Colour: light yellow oil
• Vapor Pressure: 0.00193mmHg at 25°C
• Melting Point: 267 °C
• Refractive Index: n20/D 1.5880(lit.)
• Boiling Point: 291.6 °C at 760 mmHg
• Flash Point: 130.2 °C
• PSA: 26.30000
• Density: 1.664 g/cm³
• LogP: 2.46790
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Hexane
• Water Solubility.: insoluble
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 275.96473
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 4-Iodobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N,Xi,C
• Hazard Codes: N,Xi,C
• Statements: 51/53-36/37/38
• Safety Statements: 61-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)I
• Uses: Ethyl 4-iodobenzoate can be used in the synthesis of biphenyl derivatives via Negishi cross coupling with the intermediates of the type ArMg(tmp)·2LiCl (tmp = trimethylolpropane). It can also be used as a starting material in the synthesis of p-carbomethoxyphenylmagnesium bromide, a polyfunctional organometallic reagent that can be used as building block in the synthesis of complex target molecules.

Technology Process of Ethyl 4-iodobenzoate

There total 20 articles about Ethyl 4-iodobenzoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

ethanol (64-17-5) + 4-iodobenzoic acid (619-58-9) → 4-iodobenzoic acid ethyl ester (51934-41-9)

Guidance literature:

With fluorosulfonyl fluoride; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 20 ℃; for 5h;

DOI:10.1055/s-0039-1690017

Reference yield: 98.0%

p-aminoethylbenzoate (94-09-7) → 4-iodobenzoic acid ethyl ester (51934-41-9)

Guidance literature:

With Nitrogen dioxide; sodium iodide; In acetonitrile; at -20 ℃; for 10h;

DOI:10.1016/S0040-4039(98)00824-7

Reference yield: 91.0%

Ethyl 4-bromobenzoate (5798-75-4) → 4-iodobenzoic acid ethyl ester (51934-41-9)

Guidance literature:

With copper(I) oxide; L-proline; potassium iodide; In ethanol; at 110 ℃; for 30h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1016/j.cattod.2016.01.050

upstream raw materials:

ethanol

4-iodobenzoic acid

benzocaine hydrochloride

p-aminoethylbenzoate

Downstream raw materials:

2-(4-iodophenyl)propan-2-ol

4-(9H-carbazole-9-yl)benzoic acid ethyl ester

ethyl 4-(3'-oxo-2'-ethylprop-1'-yl)benzoate

ethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Refernces

• 1、 Zhao, Qing-Wei,Yang, Zhi-Fang,Fu, Xia-Ping,Zhang, Xingang. "Access to α,α-Difluoro-γ-amino Acids by Nickel-Catalyzed Reductive Aryldifluoroacetylation of N -Vinylacetamide". supporting information. p. 1565 - 1569. Retrieved 2020/11/16.
• 2、 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.. "Green synthesis of zinc oxide particles with apple-derived compounds and their application as catalysts in the transesterification of methyl benzoates". . p. 6488 - 6494. Retrieved 2020/06/03.