Ethyl 6-chlorohexanoate

Base Information

• Chemical Name: Ethyl 6-chlorohexanoate
• CAS No.: 10140-96-2
• Molecular Formula: C8H15 Cl O2
• Molecular Weight: 178.659
• Hs Code.: 2915900090
• European Community (EC) Number: 233-400-0
• UNII: 2WNC3VU7ZV
• DSSTox Substance ID: DTXSID50143911
• Nikkaji Number: J49.410K
• Wikidata: Q83007957
• Mol file: 10140-96-2.mol

Synonyms:Ethyl 6-chlorohexanoate;10140-96-2;HEXANOIC ACID, 6-CHLORO-, ETHYL ESTER;6-Chlorohexanoic acid, ethyl ester;EINECS 233-400-0;BRN 1756050;6-Chlorohexanoic acid ethyl ester;Ethyl6-chlorohexanoate;2WNC3VU7ZV;SCHEMBL1366491;DTXSID50143911;LS-75221;5-chloro-pentanecarboxylic acid ethyl ester;Caproic acid, epsilon-chloro-, ethyl ester;FT-0711127;EN300-295196

Chemical Property of Ethyl 6-chlorohexanoate

Chemical Property:

• Vapor Pressure: 0.176mmHg at 25°C
• Boiling Point: 212.1°Cat760mmHg
• Flash Point: 85.7°C
• PSA: 26.30000
• Density: 1.018g/cm³
• LogP: 2.34870
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 178.0760574
• Heavy Atom Count: 11
• Complexity: 104

Purity/Quality:

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

Ethyl6-chlorohexanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCCCCCl
• Uses: This compound is a used in synthetic organic reactions to add a hexanoic acid group or ester leading to compounds such as 4-Morpholinehexanoic acid Hydrochloride and Ethyl 2,3-Dihydro-4-methyl-2-oxo-5-thiazolehexanoate.

Technology Process of Ethyl 6-chlorohexanoate

There total 6 articles about Ethyl 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: 100.0%

6-hydroxy-hexanoic acid ethyl ester (5299-60-5) → ethyl 6-chlorohexanoate (10140-96-2)

Guidance literature:

With tetrachloromethane; ring-opening metathesis polymer-supported triphenylphosphine; In dichloromethane; at 45 ℃; for 3h;

DOI:10.1021/ol026008q

Reference yield: 80.0%

6-hydroxy-hexanoic acid ethyl ester (5299-60-5) + Benzotrichlorid (98-07-7) → benzylidene dichloride (98-87-3) + ethyl 6-chlorohexanoate (10140-96-2)

Guidance literature:

With TOP; phenylsilane; In neat (no solvent); at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.joc.9b00741

Reference yield: 80.0%

ethyl chlorosulfate (625-01-4) + 6-chlorohexanoic acid (4224-62-8) → ethyl 6-chlorohexanoate (10140-96-2)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate; In dichloromethane; 1.) 20-22 deg C, 2.) 30 min;

upstream raw materials:

6-hydroxy-hexanoic acid ethyl ester

1-Aethoxy-cyclohexylhydroperoxid

ethyl chlorosulfate

6-chlorohexanoic acid

Downstream raw materials:

biotin

Refernces

• 1、 Longwitz, Lars,Jopp, Stefan,Werner, Thomas. "Organocatalytic Chlorination of Alcohols by P(III)/P(V) Redox Cycling". . p. 7863 - 7870. Retrieved 2019/06/27.
• 2、 Binderup, E.,Hansen, E. T.. "CHLOROSULFATES AS REAGENTS IN THE SYNTHESIS OF CARBOXYLIC ACID ESTERS UNDER PHASE-TRANSFER CONDITIONS". . p. 857 - 864. Retrieved 2007/10/02.