Dodecyl chloroacetate

Base Information

• Chemical Name: Dodecyl chloroacetate
• CAS No.: 6316-04-7
• Molecular Formula: C14H27 Cl O2
• Molecular Weight: 262.82
• European Community (EC) Number: 613-168-0
• NSC Number: 20853
• DSSTox Substance ID: DTXSID30281224
• Nikkaji Number: J26.250A
• Wikidata: Q82015049
• Mol file: 6316-04-7.mol

Synonyms:Dodecyl chloroacetate;dodecyl 2-chloroacetate;6316-04-7;Chloroacetic acid, dodecyl ester;NSC 20853;n-dodecyl chloroacetate;Dodecyl chloroacetate #;Chloroacetic acid dodecyl ester;SCHEMBL2817365;DTXSID30281224;NSC20853;NSC-20853;STL268872;AKOS016358257

Chemical Property of Dodecyl chloroacetate

Chemical Property:

• Vapor Pressure: 0.000959mmHg at 25°C
• Boiling Point: 303°C at 760 mmHg
• Flash Point: 168.7°C
• PSA: 26.30000
• Density: 0.957g/cm³
• LogP: 4.68930
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 13
• Exact Mass: 262.1699578
• Heavy Atom Count: 17
• Complexity: 172

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCOC(=O)CCl
• Uses: Dodecyl Chloroacetate is an intermediate in the synthesis of Sodium Lauryl Sulfoacetate (S634303). Sodium Lauryl Sulfoacetate,can be used in the preparation of new surfactants of sodium cocoyl threoninate and sodium cocoyl glutamate that offer outstanding mildness, moisturization properties, and good foaming ability.

Technology Process of Dodecyl chloroacetate

There total 3 articles about Dodecyl chloroacetate 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: 96.0%

1-dodecyl alcohol (112-53-8) + chloroacetic acid (79-11-8) → dodecyl 2-chloroacetate (6316-04-7)

Guidance literature:

With sulfuric acid; at 100 ℃;

DOI:10.1007/BF00777394

Reference yield: 95.0%

1-dodecyl alcohol (112-53-8) + chloroacetyl chloride (79-04-9) → dodecyl 2-chloroacetate (6316-04-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.5560/ZNB.2013-3196

Reference yield: 94.0%

1-dodecyl alcohol (112-53-8) + carbonochloridic acid, chloromethyl ester (22128-62-7) → dodecyl 2-chloroacetate (6316-04-7)

Guidance literature:

With triethylamine; In chloroform;

upstream raw materials:

1-dodecyl alcohol

chloroacetic acid

chloroacetyl chloride

carbonochloridic acid, chloromethyl ester

Downstream raw materials:

N-benzyl-N-dodecyloxycarbonylmethyl-N,N-dimethylammonium chloride

carbododecyloxymethyltrimethylammonium chloride

1-dodecylimidazole

lauryl L-2-[3-(3,4-dihydroxyphenyl)-2-benzyloxycarbonylamino-2-methylpropionyloxy]-acetate

Refernces

• 1、 Abdallah, Hossam E.,Ali, Asmaa I.,Badr, Emad A.,El-Etre, A. Y.,Farag, Ahmed A.,Mohamed, Eslam A.. "The inhibition performance of morpholinium derivatives on corrosion behavior of carbon steel in the acidized formation water: Theoretical, experimental and biocidal evaluations". . . Retrieved 2021/09/01.
• 2、 Barbosa-Filho, José M.,Brand?o, Maria Cláudia R.,Lima, Edeltrudes O.,Lira, Bruno F.,Neto, Hermes D.,Souza, Helivaldo D. S.,Trindade, Emmely O.,de Athayde-Filho, Petr?nio F.. "New Diesters Derived from Piperine: In silico Study and Evaluation of Their Antimicrobial Potential". . p. 1668 - 1678. Retrieved 2020/10/09.