Ethyl (2-iodobenzoyl)acetate

Base Information

• Chemical Name: Ethyl (2-iodobenzoyl)acetate
• CAS No.: 90034-85-8
• Molecular Formula: C11H11 I O3
• Molecular Weight: 318.111
• DSSTox Substance ID: DTXSID00399860
• Nikkaji Number: J2.578.165A
• Wikidata: Q82202623
• Mol file: 90034-85-8.mol

Synonyms:90034-85-8;Ethyl (2-iodobenzoyl)acetate;ethyl 3-(2-iodophenyl)-3-oxopropanoate;Ethyl 3-(2-Iodophenyl)-3-oxopropionate;Ethyl o-iodobenzoylacetate;SCHEMBL10748040;DTXSID00399860;RMXYWHBYIQLPGY-UHFFFAOYSA-N;Ethyl (2-iodobenzoyl)acetate, 95%;MFCD00157146;AKOS015916012;SY041360;CS-0330428;FT-0727811;beta-Oxo-2-iodobenzenepropanoic acid ethyl ester;Benzenepropanoic acid,2-iodo-b-oxo-, ethyl ester

Chemical Property of Ethyl (2-iodobenzoyl)acetate

Chemical Property:

• Vapor Pressure: 8.67E-05mmHg at 25°C
• Refractive Index: n20/D 1.5865(lit.)
• Boiling Point: 340.3°Cat760mmHg
• Flash Point: 159.6°C
• Density: 1.622g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 317.97529
• Heavy Atom Count: 15
• Complexity: 240

Purity/Quality:

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

Ethyl (2-iodobenzoyl)acetate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)C1=CC=CC=C1I

Technology Process of Ethyl (2-iodobenzoyl)acetate

There total 4 articles about Ethyl (2-iodobenzoyl)acetate 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: 65.0%

2-(2-iodo-benzoyl)-3-oxo-butyric acid ethyl ester (119031-21-9) → ethyl 3-(2-iodophenyl)-3-oxopropanoate (90034-85-8)

Guidance literature:

With ammonium hydroxide; sodium hydroxide; water; ammonium chloride; at 50 ℃; for 3h;

Reference yield:

2-Iodobenzoyl chloride (609-67-6) + N-cyclohexylisopropylamine (1195-42-2) → ethyl 3-(2-iodophenyl)-3-oxopropanoate (90034-85-8)

Guidance literature:

With hydrogenchloride; n-butyllithium; sodium hydrogencarbonate; In tetrahydrofuran; hexane; nitrogen; ethyl acetate;

Reference yield:

ethyl 2-iodobenzoate (1829-28-3) + ethyl acetate (141-78-6) → ethyl 3-(2-iodophenyl)-3-oxopropanoate (90034-85-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 26h; Reflux;

DOI:10.1002/anie.201900059

upstream raw materials:

2-(2-iodo-benzoyl)-3-oxo-butyric acid ethyl ester

2-Iodobenzoyl chloride

N-cyclohexylisopropylamine

ethyl 2-iodobenzoate

Downstream raw materials:

ethyl (Z)-2-{(Z)-3-[2-(phenylsulfanyl)ethylidene]isobenzofuran-1(3H)-ylidene}acetate

ethyl (Z)-2-[(Z)-3-(2-benzoyloxyethylidene)isobenzofuran-1(3H)-ylidene]acetate

ethyl (Z)-2-[(Z)-3-{2-[methyl(phenyl)amino]ethylidene}isobenzofuran-1(3H)-ylidene]acetate

ethyl (Z)-2-{(Z)-3-[(1-hydroxycyclohexyl)methylene]isobenzofuran-1(3H)-ylidene}acetate

Refernces

• 1、 Sicker, Dieter,Mann, Gerhard. "SYNTHESIS OF ETHYL ortho-SUBSTITUTED BENZOYLACETATES AND INVESTIGATION OF THE INFLUENCE OF ortho-SUBSTITUENTS ON KETO-ENOL TAUTOMERISM AND MS FRAGMENTATION BEHAVIOUR". . p. 839 - 850. Retrieved 2007/10/02.