Hexadecanoic acid, chloromethyl ester

Base Information

• Chemical Name: Hexadecanoic acid, chloromethyl ester
• CAS No.: 61413-69-2
• Molecular Formula: C17H33ClO2
• Molecular Weight: 304.901
• DSSTox Substance ID: DTXSID50515215
• Nikkaji Number: J484.818G
• Wikidata: Q82375988
• Mol file: 61413-69-2.mol

Synonyms:Hexadecanoic acid, chloromethyl ester;61413-69-2;CHLOROMETHYL HEXADECANOATE;chloromethyl palmitate;SCHEMBL355177;DTXSID50515215;GNLQYLAQYCCHNY-UHFFFAOYSA-N;AKOS028113799;AS-63050;D93831;A1-35568

Chemical Property of Hexadecanoic acid, chloromethyl ester

Chemical Property:

• XLogP3: 8.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 16
• Exact Mass: 304.2169080
• Heavy Atom Count: 20
• Complexity: 207

Purity/Quality:

99%+, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCCl

Technology Process of Hexadecanoic acid, chloromethyl ester

There total 3 articles about Hexadecanoic acid, chloromethyl ester 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: 85.0%

chlorosulfuric acid chloromethyl ester (49715-04-0) + 1-hexadecylcarboxylic acid (57-10-3) → chloromethyl n-hexadecanoate (61413-69-2)

Guidance literature:

With sodium hydrogencarbonate; tetrabutylammonium sulfate; In dichloromethane; water; at 0 - 20 ℃;

Reference yield: 71.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + n-hexadecanoyl chloride (112-67-4) → chloromethyl n-hexadecanoate (61413-69-2)

Guidance literature:

With zinc(II) chloride; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/chem.201903976

Reference yield:

→ chloromethyl n-hexadecanoate (61413-69-2)

Guidance literature:

upstream raw materials:

formaldehyd

n-hexadecanoyl chloride

chlorosulfuric acid chloromethyl ester

1-hexadecylcarboxylic acid

Refernces

• 1、 -. "Opioid receptor antagonist prodrugs". Page/Page column 121-122. . Retrieved 2020/02/03.
• 2、 Sanrame, Carlos N.,Remenar, Julius F.,Blumberg, Laura C.,Waters, Julie,Dean, Reginald L.,Dong, Nan,Kriksciukaite, Kristi,Cao, Peixin,Almarsson, ?rn. "Prodrugs of pioglitazone for extended-release (XR) injectable formulations". . p. 3617 - 3623. Retrieved 2015/02/02.