Ethyl 6,8-dichlorooctanoate

Base Information

• Chemical Name: Ethyl 6,8-dichlorooctanoate
• CAS No.: 1070-64-0
• Molecular Formula: C10H18Cl2O2
• Molecular Weight: 241.158
• Hs Code.: 2915900090
• European Community (EC) Number: 435-080-1,624-047-7
• DSSTox Substance ID: DTXSID30910209
• Nikkaji Number: J64.738A
• Mol file: 1070-64-0.mol

Synonyms:Ethyl 6,8-dichlorooctanoate;1070-64-0;6,8-Dichlorooctanoic acid ethyl ester;Ethyl 6,8-dichlorocaprylate;OCTANOIC ACID, 6,8-DICHLORO-, ETHYL ESTER;C10H18Cl2O2;BRN 1771820;EC 435-080-1;4-02-00-00998 (Beilstein Handbook Reference);6,8-Dichloro ethyl caprylate;ETHYL 6,8-DICHLORO CAPRYLATE;Ethyl6,8-dichlorooctanoate;ethyl-6,8-dichlorooctanoate;6,8-Dichloroethyl caprylate;SCHEMBL5480353;DTXSID30910209;AMY22512;Ethyl 6,8-dichlorooctanoate, 95%;MFCD01711127;AKOS015848527;CS-W006088;DS-1036;LS-97965;FT-0602570;O11809;J-001695

Chemical Property of Ethyl 6,8-dichlorooctanoate

Chemical Property:

• Appearance/Colour: Colorless to yellowish transparent liquid
• Vapor Pressure: 0.00233mmHg at 25°C
• Refractive Index: n20/D 1.462(lit.)
• Boiling Point: 288.5 °C at 760 mmHg
• Flash Point: 105.1 °C
• PSA: 26.30000
• Density: 1.094 g/cm³
• LogP: 3.34620
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 240.0683852
• Heavy Atom Count: 14
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

6,8-DichlorooctanoicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N
• Statements: 36/37/38-51/53-43
• Safety Statements: 26-36-61-37-24

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CCCCC(CCCl)Cl
• Uses: 6,8-Dichlorooctanoic Acid Ethyl Ester is an industrial toxin as well as an intermediate product of lipoic acid synthesis.

Technology Process of Ethyl 6,8-dichlorooctanoate

There total 7 articles about Ethyl 6,8-dichlorooctanoate 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: 96.69%

6-hydroxy-8-chlorooctanoic acid ethyl ester (1070-65-1) → 6,8-dichlorooctanoic acid ethyl ester (1070-64-0)

Guidance literature:

With phosgene; N,N'-dimethylbenzylamine; In 1,2-dichloro-ethane; at 10 - 75 ℃; for 2.5h; Concentration; Solvent; Reagent/catalyst; Temperature;

Reference yield: 87.0%

C10H20O4 → 6,8-dichlorooctanoic acid ethyl ester (1070-64-0)

Guidance literature:

With thionyl chloride; at 80 ℃; for 4h; Reagent/catalyst; Temperature; Alkaline conditions;

Reference yield:

adipinic acid monoethyl ester (626-86-8) → 6,8-dichlorooctanoic acid ethyl ester (1070-64-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,1,2,2-tetrachloro-ethane; thionyl chloride / 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

2: benzene; pyridine; thionyl chloride

With pyridine; thionyl chloride; 1,1,2,2-tetrachloroethane; benzene;

DOI:10.1021/ja01607a057

upstream raw materials:

6-hydroxy-8-chlorooctanoic acid ethyl ester

adipinic acid monoethyl ester

7-hydroxyheptanal

ethyl 7-hydroxyheptanoate

Downstream raw materials:

(R)-1,2-dithiolane-3-pentanoic acid

dihydrolipoic acid

1,2,3-trithiane-4-pentanoic acid

Thioctic acid

Refernces

• 1、 -. "A method for the preparation of 6, 8 - dichloro octanoic acid ethyl ester (by machine translation)". Paragraph 0014; 0015; 0016; 0017; 0018; 0019; 0020; 0021. . Retrieved 2017/08/29.