8-Chloro-6-hydroxyoctanoic acid ethyl ester

Base Information

• Chemical Name: 8-Chloro-6-hydroxyoctanoic acid ethyl ester
• CAS No.: 1070-65-1
• Molecular Formula: C10H19ClO3
• Molecular Weight: 222.712
• Hs Code.: 2918199090
• DSSTox Substance ID: DTXSID40910210
• Nikkaji Number: J60.796G
• Mol file: 1070-65-1.mol

Synonyms:1070-65-1;ethyl 8-chloro-6-hydroxyoctanoate;8-Chloro-6-hydroxyoctanoic acid ethyl ester;ETHYL 8-CHLORO-6-HYDROXYOCTANATE;OCTANOIC ACID, 8-CHLORO-6-HYDROXY-, ETHYL ESTER;ethyl 6-hydroxy-8-chlorooctanoate;SCHEMBL3851394;DTXSID40910210;Ethyl 8-chloro-6- hydroxyoctanoate;AKOS015901196;LS-97958;FT-0633280;8-chloro-6-hydroxy-octanoic acid ethyl ester;4-TRIFLUOROMETHYL-BIPHENYL-2-CARBONITRILE;6-(3-Bromophenyl)-5,6-dihydroimidazo[2,1-b]thiazole

Chemical Property of 8-Chloro-6-hydroxyoctanoic acid ethyl ester

Chemical Property:

• Vapor Pressure: 5.08E-05mmHg at 25°C
• Melting Point: 136 °C
• Refractive Index: 1.459
• Boiling Point: 311.2 °C at 760 mmHg
• PKA: 14.71±0.20(Predicted)
• Flash Point: 142 °C
• PSA: 46.53000
• Density: 1.079 g/cm³
• LogP: 2.09970
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 222.1022722
• Heavy Atom Count: 14
• Complexity: 150

Purity/Quality:

99.9% ^*data from raw suppliers

6-HYDROXY-8-CHLOROOCTANOIC ACID ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCCCC(CCCl)O
• Uses: Ethyl 8-chloro-6-hydroxyoctanoate is used in biological study for the enzymic resolution of chiral chlorohydrin precursor for (R)-α-lipoic acid synthesis via lipase catalyzed enantioselective transacylation with vinyl acetate.

Technology Process of 8-Chloro-6-hydroxyoctanoic acid ethyl ester

There total 3 articles about 8-Chloro-6-hydroxyoctanoic acid 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:

ethyl 8-chloro-6-oxooctanoate → 6-hydroxy-8-chlorooctanoic acid ethyl ester (1070-65-1)

Guidance literature:

With sodium tetrahydroborate; tetrabutylammomium bromide; ammonia; In 1,2-dichloro-ethane; at 10 - 30 ℃; for 2h; Large scale;

Reference yield:

adipinic acid monoethyl ester (626-86-8) → 6-hydroxy-8-chlorooctanoic acid ethyl ester (1070-65-1)

Guidance literature:

With thionyl chloride; 1,1,2,2-tetrachloroethane; anschliessendes Behandeln mit Aethylen und Aluminiumchlorid und Behandeln der nach dem Versetzen mit wss.Salzsaeure erhaltenen nicht-waessrigen Phase des Reaktionsgemisches mit Natriumboranat in Aethanol;

DOI:10.1021/ja01607a057

Reference yield:

→ 6-hydroxy-8-chlorooctanoic acid ethyl ester (1070-65-1)

Guidance literature:

Spaltung der bei der B. erhaltenen Borverb.;

upstream raw materials:

adipinic acid monoethyl ester

Downstream raw materials:

6,8-dichlorooctanoic acid ethyl ester

ethyl (R)-8-chloro-6-hydroxyoctanoate

acetaldehyde

{6-[(3aS,4S,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethylsulfanyl]-8-azido-octyl}-(3-azido-propyl)-carbamic acid 4-nitro-benzyl ester

Refernces

• 1、 -. "6-hydroxy-8-chloro ethyl caprylate preparation method thereof". Paragraph 0019. . Retrieved 2017/08/29.