Ethyl 3-iodobenzoate

Base Information

• Chemical Name: Ethyl 3-iodobenzoate
• CAS No.: 58313-23-8
• Molecular Formula: C9H9IO2
• Molecular Weight: 276.074
• Hs Code.: 29163990
• European Community (EC) Number: 629-371-2
• DSSTox Substance ID: DTXSID70207044
• Nikkaji Number: J410.670I
• Wikidata: Q72475542
• Mol file: 58313-23-8.mol

Synonyms:Ethyl 3-iodobenzoate;58313-23-8;ETHYL-3-IODOBENZOATE;Benzoic acid, 3-iodo-, ethyl ester;3-Iodobenzoic Acid Ethyl Ester;3-iodo-benzoic acid ethyl ester;ETHYL M-IODOBENZOATE;ethyl-3-iodo-benzoate;Ethyl 3-iodobenzoate, 98%;SCHEMBL131839;3-Iodo Benzoic Acid Ethylester;DTXSID70207044;MFCD00044769;AKOS008947833;CS-W000351;GS-3529;AM20050302;FT-0615896;FT-0625759;I0536;EN300-179185;O11778

Chemical Property of Ethyl 3-iodobenzoate

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.0012mmHg at 25°C
• Refractive Index: n20/D 1.581(lit.)
• Boiling Point: 299.3 °C at 760 mmHg
• Flash Point: 134.8 °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
• Water Solubility.: Not miscible in water.
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 275.96473
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 3-iodobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: Xi,C
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=CC=C1)I
• Uses: Ethyl 3-iodobenzoate is used as pharmaceutical intermediates.

Technology Process of Ethyl 3-iodobenzoate

There total 10 articles about Ethyl 3-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: 96.0%

ethanol (64-17-5) + 3-Iodobenzoic acid (618-51-9) → 3-iodobenzoic acid methyl ester (58313-23-8)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; at 0 - 20 ℃; for 16h;

DOI:10.1016/S0968-0896(00)00135-8

Reference yield: 92.0%

ethyl 3-bromobenzoate (24398-88-7) → 3-iodobenzoic acid methyl ester (58313-23-8)

Guidance literature:

With copper(l) iodide; potassium iodide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 155 ℃; for 72h;

DOI:10.1016/S0040-4039(02)00617-2

Reference yield: 87.0%

3-(ethoxycarbonyl)benzenediazonium tetrafluoroborate (21526-03-4) → 3-iodobenzoic acid methyl ester (58313-23-8)

Guidance literature:

With diiodomethane; tetrabutylammonium perchlorate; In methanol; N,N-dimethyl-formamide; at 20 ℃; for 3h; Electrochemical reaction;

DOI:10.1039/c8sc03346c

upstream raw materials:

m-trifluoromethylphenyl iodide

ethanol

3-Iodobenzoic acid

benzoic acid ethyl ester

Downstream raw materials:

2-(3-iodophenyl)propan-2-ol

ethyl 3-(3-hydroxyprop-1-yn-1-yl)benzoate

Ethyl 3-(4-cyanophenyl)benzoate

1,2-bis(3-ethoxycarbonylphenyl)acetylene

Refernces

• 1、 Yu, Gang,Chen, Shunhong,He, Feng,Luo, Dexia,Zhang, Yu,Wu, Jian. "Synthesis and bioactivity of sulfide derivatives containing 1,3,4-oxadiazole and pyridine". . p. 1075 - 1085. Retrieved 2019/09/10.
• 2、 Mukhopadhyay, Sushobhan,Batra, Sanjay. "Direct Transformation of Arylamines to Aryl Halides via Sodium Nitrite and N-Halosuccinimide". supporting information. p. 14622 - 14626. Retrieved 2018/09/21.