METHYL ADIPOYL CHLORIDE

Base Information

• Chemical Name: METHYL ADIPOYL CHLORIDE
• CAS No.: 35444-44-1
• Molecular Formula: C7H11ClO3
• Molecular Weight: 178.616
• Hs Code.: 2918300090
• European Community (EC) Number: 252-569-1
• DSSTox Substance ID: DTXSID40956850
• Nikkaji Number: J24.720K
• Wikidata: Q82936968
• Mol file: 35444-44-1.mol

Synonyms:Valericacid, 5-(chloroformyl)-, methyl ester (6CI,7CI);5-(Methoxycarbonyl)pentanoylchloride;5-Carbomethoxypentanoyl chloride;5-Carbomethoxyvaleryl chloride;5-Chlorocarbonylpentanoic acid methyl ester;6-Chloro-6-oxohexanoic acid methylester;Adipic acid chloride methyl ester;Adipic acid methyl ester chloride;Adipic acid monomethyl ester chloride;Adipoyl chloride monomethyl ester;Methyl 5-(chlorocarbonyl)pentanoate;Methyl 5-(chloroformyl)pentanoate;Methyl6-chloro-6-oxohexanoate;Hexanoic acid,6-chloro-6-oxo-, methyl ester;Monomethyl adipoyl chloride;

Chemical Property of METHYL ADIPOYL CHLORIDE

Chemical Property:

• Vapor Pressure: 0.186mmHg at 25°C
• Refractive Index: n20/D 1.4470(lit.)
• Boiling Point: 211 °C at 760 mmHg
• Flash Point: 80.9 °C
• PSA: 43.37000
• Density: 1.144 g/cm³
• LogP: 1.48520
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Moisture Sensitive
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 178.0396719
• Heavy Atom Count: 11
• Complexity: 145

Purity/Quality:

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

Methyl Adipoyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

Total 1 MSDS from other Authors

Useful:

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

Technology Process of METHYL ADIPOYL CHLORIDE

There total 12 articles about METHYL ADIPOYL CHLORIDE 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: 100.0%

adipic acid monomethyl ester (627-91-8) → methyl adipoyl chloride (35444-44-1)

Guidance literature:

With phosphorus pentachloride; In diethyl ether; Ambient temperature;

DOI:10.1021/jo00312a012

Reference yield:

oxalyl dichloride (79-37-8) + adipic acid monomethyl ester (627-91-8) → methyl adipoyl chloride (35444-44-1)

Guidance literature:

In dichloromethane; at 0 - 20 ℃; for 5h;

Reference yield:

hexanedioic acid dimethyl ester (627-93-0) → methyl adipoyl chloride (35444-44-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / KOH / methanol; acetonitrile; diethyl ether / 54 h / 0 °C

2: (COCl)2 / toluene / 4 h / 20 °C

With potassium hydroxide; oxalyl dichloride; In methanol; diethyl ether; toluene; acetonitrile;

DOI:10.1016/j.bmcl.2004.06.003

upstream raw materials:

methanol

Adipic acid dichloride

adipic acid monomethyl ester

hexanedioic acid dimethyl ester

Downstream raw materials:

6-oxo-non-7t-enoic acid methyl ester

methyl 5-(N,N-diisopropylcarbamoyl)pentanoate

N-(3-hydroxy-phenyl)-adipamic acid methyl ester

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

Refernces

• 1、 Brahmbhatt, Viral V.,Albert, Carolyn J.,Anbukumar, Dhanalakshmi S.,Cunningham, Bryce A.,Neumann, William L.,Ford, David A.. "ω-oxidation of α-chlorinated fatty acids: Identification of α-chlorinated dicarboxylic acids". . p. 41255 - 41269. Retrieved 2010.
• 2、 Agarrabeitia, Antonia R.,De La Moya, Santiago,García-Garrido, Fernando,García-Moreno, Inmaculada,Ortiz, María J.,Palao, Eduardo,Prieto-Casta?eda, Alejandro,Tabero, Andrea,Villanueva, Angeles. "BODIPYs revealing lipid droplets as valuable targets for photodynamic theragnosis". . p. 940 - 943. Retrieved 2020.
• 3、 Vidari, Giovanni,Garlaschelli, Luigi,Rossi, Alessandra,Vita-Finzi, Paola. "New protoilludane sesquiterpenes from Lactarius violascens". . p. 1957 - 1960. Retrieved 1998.
• 4、 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.
• 5、 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.