Ethyl 6-chloro-6-oxohexanoate

Base Information

• Chemical Name: Ethyl 6-chloro-6-oxohexanoate
• CAS No.: 1071-71-2
• Molecular Formula: C8H13 Cl O3
• Molecular Weight: 192.642
• Hs Code.: 2918300090
• European Community (EC) Number: 213-993-2
• UNII: P7RYK2R5AD
• DSSTox Substance ID: DTXSID70147916
• Nikkaji Number: J73.707K
• Wikidata: Q83013350
• Mol file: 1071-71-2.mol

Synonyms:Ethyl 6-chloro-6-oxohexanoate;1071-71-2;HEXANOIC ACID, 6-CHLORO-6-OXO-, ETHYL ESTER;BRN 1100317;6-Chloro-6-oxo-hexanoic acid, ethyl ester;EINECS 213-993-2;P7RYK2R5AD;C8H13ClO3;4-02-00-01971 (Beilstein Handbook Reference);ethyl 5-chloroformylpentanoate;UNII-P7RYK2R5AD;Ethyl6-chloro-6-oxohexanoate;SCHEMBL4197578;ethyl 5-(chlorocarbonyl)valerate;DTXSID70147916;BAA07171;MFCD01723372;s10472;6-Chloro-6-oxohexanoic acid ethyl ester;6-chloro-6-oxo-hexanoic acid ethyl ester;LS-75229

Chemical Property of Ethyl 6-chloro-6-oxohexanoate

Chemical Property:

• Vapor Pressure: 0.0642mmHg at 25°C
• Boiling Point: 230.9°C at 760 mmHg
• Flash Point: 87.2°C
• PSA: 43.37000
• Density: 1.116g/cm³
• LogP: 1.87530
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 192.0553220
• Heavy Atom Count: 12
• Complexity: 156

Purity/Quality:

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

Ethyl6-chloro-6-oxohexanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCCCC(=O)Cl

Technology Process of Ethyl 6-chloro-6-oxohexanoate

There total 7 articles about Ethyl 6-chloro-6-oxohexanoate 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%

adipinic acid monoethyl ester (626-86-8) → ethyl 6-chloro-6-oxohexanoate (1071-71-2)

Guidance literature:

With thionyl chloride; for 1.5h; Heating;

DOI:10.1021/jm061088f

Reference yield: 89.0%

thionyl chloride (7719-09-7) + adipinic acid monoethyl ester (626-86-8) → ethyl 6-chloro-6-oxohexanoate (1071-71-2)

Guidance literature:

DOI:10.1246/bcsj.63.1049

Reference yield:

diethyl adipate (141-28-6) → ethyl 6-chloro-6-oxohexanoate (1071-71-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / KOH / ethanol / 16 h / 0 °C

2: 96 percent / SOCl₂ / 1.5 h / Heating

With potassium hydroxide; thionyl chloride; In ethanol;

DOI:10.1021/jm061088f

upstream raw materials:

adipinic acid monoethyl ester

thionyl chloride

diethyl adipate

adipic acid ethyl ester-amide

Downstream raw materials:

5-Thenoylpentanoic acid

6-(4-bromo-phenyl)-6-oxo-hexanoic acid ethyl ester

6-oxo-6-(4-phenoxy-phenyl)-hexanoic acid

6-[1]naphthyl-6-oxo-hexanoic acid

Refernces

• 1、 Giardiello, Marco,Lowe, Mark P.,Botta, Mauro. "An esterase-activated magnetic resonance contrast agent". . p. 4044 - 4046. Retrieved 2007.
• 2、 Cherney, Alan H.,Kadunce, Nathaniel T.,Reisman, Sarah E.. "Catalytic asymmetric reductive acyl cross-coupling: Synthesis of enantioenriched acyclic α,α-disubstituted ketones". supporting information. p. 7442 - 7445. Retrieved 2013/06/27.
• 3、 Regourd, Jasmine,Ali, Adeeb Al-Sheikh,Thompson, Alison. "Synthesis and anti-cancer activity of C-ring-functionalized prodigiosin analogues". . p. 1528 - 1536. Retrieved 2008/02/02.