Methyl 8-chloro-8-oxooctanoate

Base Information

• Chemical Name: Methyl 8-chloro-8-oxooctanoate
• CAS No.: 41624-92-4
• Molecular Formula: C9H15ClO3
• Molecular Weight: 206.669
• Hs Code.: 2918300090
• European Community (EC) Number: 626-026-8
• DSSTox Substance ID: DTXSID30404577
• Nikkaji Number: J1.937.185I
• Wikidata: Q82208850
• Mol file: 41624-92-4.mol

Synonyms:Methyl 8-chloro-8-oxooctanoate;41624-92-4;METHYL8-CHLORO-8-OXOOCTANOATE;Methyl 8-chloro-8-oxo-octanoate;Methyl suberyl chloride;SCHEMBL19141;DTXSID30404577;methyl 7-chlorocarbonyl-heptanoate;RKUPOLBFJIEWBZ-UHFFFAOYSA-N;methyl 7-(chlorocarbonyl)heptanoate;MFCD00134649;AKOS040767771;Methyl 8-chloro-8-oxooctanoate, 96%;BS-52926;SY122088;7-chlorocarbonylheptanoic acid methyl ester;FT-0639727;E75867

Chemical Property of Methyl 8-chloro-8-oxooctanoate

Chemical Property:

• Vapor Pressure: 0.0222mmHg at 25°C
• Refractive Index: n20/D 1.45(lit.)
• Flash Point: >230?°F
• PSA: 43.37000
• Density: 1.456?g/mL?at 25?°C(lit.)
• LogP: 2.26540
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 206.0709720
• Heavy Atom Count: 13
• Complexity: 168

Purity/Quality:

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

Methyl 8-Chloro-8-oxooctanoate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 23-26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)CCCCCCC(=O)Cl

Technology Process of Methyl 8-chloro-8-oxooctanoate

There total 5 articles about Methyl 8-chloro-8-oxooctanoate 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%

oxalyl dichloride (79-37-8) + suberic acid monomethyl ester (3946-32-5) → methyl 8-chloro-8-oxooctanoate (41624-92-4)

Guidance literature:

With N,N-dimethyl-formamide; In benzene; 1.) 5 deg C, 15 min; 2.) 23 deg C, 2 h; 3.) 60 deg C, 1 h;

DOI:10.1016/0040-4020(89)80010-9

Reference yield: 91.0%

suberic acid monomethyl ester (3946-32-5) → methyl 8-chloro-8-oxooctanoate (41624-92-4)

Guidance literature:

With thionyl chloride; for 6h; Heating;

DOI:10.1021/jm00142a005

Reference yield:

octane-1,8-dioic acid (505-48-6) → methyl 8-chloro-8-oxooctanoate (41624-92-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / H₂SO₄ / Heating

2: 34 percent / KOH / methanol / 4 h / 20 °C

3: SOCl₂ / 3 h / 55 °C

With potassium hydroxide; thionyl chloride; sulfuric acid; In methanol;

DOI:10.1002/hlca.200590183

upstream raw materials:

suberic acid monomethyl ester

oxalyl dichloride

octane-1,8-dioic acid

dimethyl subarate

Downstream raw materials:

8-Oxo-8-p-tolyl-octanoic acid methyl ester

8-oxo-8-(phenylamino)octanoic acid methyl ester

methyl 8-[1-(phenylsulfonyl)-1H-pyrrol-3-yl]octanoate

8-[1-(phenylsulfonyl)-1H-pyrrol-3-yl]octanamide

Refernces

• 1、 Frey, Robin R.,Wada, Carol K.,Garland, Robert B.,Curtin, Michael L.,Michaelides, Michael R.,Li, Junling,Pease, Lori J.,Glaser, Keith B.,Marcotte, Patrick A.,Bouska, Jennifer J.,Murphy, Shannon S.,Davidsen, Steven K.. "Trifluoromethyl ketones as inhibitors of histone deacetylase". . p. 3443 - 3447. Retrieved 2002.
• 2、 Gao, Min,Lee, Sun Hyeok,Park, Sang Hyuk,Ciaramicoli, Larissa Miasiro,Kwon, Haw-Young,Cho, Heewon,Jeong, Joseph,Chang, Young-Tae. "Neutrophil-Selective Fluorescent Probe Development through Metabolism-Oriented Live-Cell Distinction". supporting information. p. 23743 - 23749. Retrieved 2021/10/14.
• 3、 Gao, Liang,Gao, Lina,He, Fengjun,Hu, Lihong,Kang, Di,Liu, Jian,Wang, Ping,Wen, Yu,Zhou, Jingxian. "Design, synthesis and biological evaluation of novel indazole-based derivatives as potent HDAC inhibitors via fragment-based virtual screening". . . Retrieved 2020/03/10.