Methyl 6-chlorohexanoate

Base Information

• Chemical Name: Methyl 6-chlorohexanoate
• CAS No.: 14273-89-3
• Molecular Formula: C7H13 Cl O2
• Molecular Weight: 164.632
• Hs Code.: 2915900090
• European Community (EC) Number: 238-165-8
• UNII: VS7AD9GH3Q
• DSSTox Substance ID: DTXSID70162144
• Nikkaji Number: J126.895C
• Wikidata: Q83030705
• Mol file: 14273-89-3.mol

Synonyms:Methyl 6-chlorohexanoate;14273-89-3;Methyl6-chlorohexanoate;Hexanoic acid, 6-chloro-, methyl ester;VS7AD9GH3Q;6-Chlorohexanoic acid methyl ester;EINECS 238-165-8;UNII-VS7AD9GH3Q;SCHEMBL328762;DTXSID70162144;6-Chlorohexanoic acid, methyl ester;AKOS006326474

Chemical Property of Methyl 6-chlorohexanoate

Chemical Property:

• Vapor Pressure: 0.523mmHg at 25°C
• Boiling Point: 191.1°Cat760mmHg
• Flash Point: 74.1°C
• PSA: 26.30000
• Density: 1.035g/cm³
• LogP: 1.95860
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 164.0604073
• Heavy Atom Count: 10
• Complexity: 93.6

Purity/Quality:

99%, ^*data from raw suppliers

METHYL-6-CHLOROHEXANOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCCCCl

Technology Process of Methyl 6-chlorohexanoate

There total 18 articles about Methyl 6-chlorohexanoate 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: 75.0%

methanol (67-56-1) + 1-chloro-5-hexyne (10297-06-0) → methyl 6-chlorohexanoate (14273-89-3)

Guidance literature:

With 4-methylpyridine-1-oxide; chloro(1,5-cyclooctadiene)rhodium(I) dimer; P(p-C₆H₄F)3; In acetonitrile; at 60 ℃; for 19h; chemoselective reaction;

DOI:10.1002/anie.201303669

Reference yield:

4,4,6-trichloro-hexanoic acid methyl ester (49642-19-5) → methyl 6-chlorohexanoate (14273-89-3)

Guidance literature:

With ammonia; hydrogen; palladium on barium sulfate; In methanol;

DOI:10.1007/BF00932103

Reference yield:

methyl hexanoate (106-70-7) → methyl 5-chlorohexanoate (35783-67-6) + methyl 6-chlorohexanoate (14273-89-3) + Methyl 4-Chlorohexanoate (71194-26-8)

Guidance literature:

With N-(tert-butyl)-N-chloro-3,5-bis(trifluoromethyl)benzamide; caesium carbonate; In benzene; for 4h; Irradiation; Glovebox; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.5b12308

upstream raw materials:

methanol

1-hydroperoxycyclohexanol

4,4,6-trichloro-hexanoic acid methyl ester

ω-Diazo-n-capronsaeuremethylester

Downstream raw materials:

methyl 4-phenylhexanoate

6-phenyl-hexanoic acid methyl ester

methyl 5-phenylhexanoate

6-(4-methoxyphenyl)-hexanoic acid methyl ester

Refernces

• 1、 McMillan, Alastair J.,Sieńkowska, Martyna,Di Lorenzo, Piero,Gransbury, Gemma K.,Chilton, Nicholas F.,Salamone, Michela,Ruffoni, Alessandro,Bietti, Massimo,Leonori, Daniele. "Practical and Selective sp3 C?H Bond Chlorination via Aminium Radicals". supporting information. p. 7132 - 7139. Retrieved 2021/03/03.
• 2、 Kim, Insu,Lee, Chulbom. "Rhodium-catalyzed oxygenative addition to terminal alkynes for the synthesis of esters, amides, and carboxylic acids". supporting information. p. 10023 - 10026. Retrieved 2013/10/01.