Hexadecanoic acid, 2-chloro-1-(chloromethyl)ethyl ester

Base Information

• Chemical Name: Hexadecanoic acid, 2-chloro-1-(chloromethyl)ethyl ester
• CAS No.: 72165-62-9
• Molecular Formula: C19H36Cl2O2
• Molecular Weight: 367.4
• DSSTox Substance ID: DTXSID60222504
• Nikkaji Number: J1.842.787G
• Wikidata: Q83100752
• Mol file: 72165-62-9.mol

Synonyms:Hexadecanoic acid, 2-chloro-1-(chloromethyl)ethyl ester;72165-62-9;DTXSID60222504;1,3-dichloropropan-2-ol palmitate

Chemical Property of Hexadecanoic acid, 2-chloro-1-(chloromethyl)ethyl ester

Chemical Property:

• Vapor Pressure: 3.25E-08mmHg at 25°C
• Boiling Point: 447.9°Cat760mmHg
• Flash Point: 138.3°C
• Density: 0.996g/cm³
• XLogP3: 8.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 18
• Exact Mass: 366.2092358
• Heavy Atom Count: 23
• Complexity: 256

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OC(CCl)CCl

Technology Process of Hexadecanoic acid, 2-chloro-1-(chloromethyl)ethyl ester

There total 5 articles about Hexadecanoic acid, 2-chloro-1-(chloromethyl)ethyl 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: 91.0%

1-hexadecylcarboxylic acid (57-10-3) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 2-chloro-1-(ichloromethyl)ethyl palmitate (72165-62-9)

Guidance literature:

With chloro-trimethyl-silane; at 80 ℃; for 48h;

DOI:10.1016/j.tet.2009.10.048

Reference yield: 69.0%

hexadecanoic acid methyl ester (112-39-0) + (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol (100-79-8,36543-79-0) → 2-chloro-1-(ichloromethyl)ethyl palmitate (72165-62-9)

Guidance literature:

With chloro-trimethyl-silane; at 80 ℃; for 48h;

DOI:10.1021/jo026020w

Reference yield:

1,3-Dichloro-2-propanol (96-23-1) + hexadecanoic acid methyl ester (112-39-0) → 2-chloro-1-(ichloromethyl)ethyl palmitate (72165-62-9)

Guidance literature:

With sodium hydroxide; In hexane; for 3h; Reagent/catalyst; Reflux;

upstream raw materials:

1-hexadecylcarboxylic acid

glycerol

1,3-Dichloro-2-propanol

n-hexadecanoyl chloride

Downstream raw materials:

allyl hexadecanoate

1-hexadecylcarboxylic acid