2-Chloroethyl benzoate

Base Information

• Chemical Name: 2-Chloroethyl benzoate
• CAS No.: 939-55-9
• Molecular Formula: C9H9 Cl O2
• Molecular Weight: 184.622
• Hs Code.: 2916310090
• NSC Number: 44612
• UNII: JD23EKE6Q9
• DSSTox Substance ID: DTXSID30239866
• Nikkaji Number: J76.657G
• Wikidata: Q83122383
• Mol file: 939-55-9.mol

Synonyms:2-Chloroethyl benzoate;939-55-9;Benzoic acid 2-chloroethyl ester;2-Chloroethylbenzoate;Ethanol, 2-chloro-, benzoate;JD23EKE6Q9;MFCD00045290;NSC 44612;NSC-44612;AI3-19588;chloroethyl benzoate;UNII-JD23EKE6Q9;SCHEMBL1594034;ANPPGQUFDXLAGY-UHFFFAOYSA-;DTXSID30239866;benzoic acid 2-chloro-ethyl ester;.BETA.-CHLOROETHYL BENZOATE;NSC44612;AKOS005198580;CS-W016989;ETHANOL, 2-CHLORO-, 1-BENZOATE;AS-57775;SY042617;B0068;FT-0633160;EN300-06102;A844743;Z56928949

Chemical Property of 2-Chloroethyl benzoate

Chemical Property:

• Melting Point: 118°C
• Refractive Index: 1.5270-1.5300
• Boiling Point: 264.8°Cat760mmHg
• Flash Point: 126.6°C
• PSA: 26.30000
• Density: 1.189g/cm³
• LogP: 2.08220
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 184.0291072
• Heavy Atom Count: 12
• Complexity: 142

Purity/Quality:

98% ^*data from raw suppliers

2-Chloroethyl Benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)OCCCl

Technology Process of 2-Chloroethyl benzoate

There total 59 articles about 2-Chloroethyl benzoate 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%

1,2-dichloro-ethane (107-06-2,52399-93-6) + dibenzoyl peroxide (94-36-0) → 2-chloroethyl benzoate (939-55-9)

Guidance literature:

With 1,10-Phenanthroline; oxygen; copper diacetate; sodium t-butanolate; In dimethyl sulfoxide; at 80 ℃; for 24h; Reagent/catalyst; Solvent; Time;

DOI:10.1016/j.tet.2013.11.085

Reference yield: 91.0%

benzoyl chloride (98-88-4) + 2-chloro-ethanol (107-07-3) → 2-chloroethyl benzoate (939-55-9)

Guidance literature:

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

DOI:10.1021/ja1016975

Reference yield: 90.0%

2,2,2-trichloroacetophenone (2902-69-4) + 2-chloro-ethanol (107-07-3) → 2-chloroethyl benzoate (939-55-9)

Guidance literature:

With N,N,N',N'',N'''-pentamethyldiethylenetriamine; In neat (no solvent); at 20 - 25 ℃; for 16h;

DOI:10.1016/j.tet.2012.08.051

upstream raw materials:

oxirane

benzoyl chloride

(E)-3-Ureido-but-2-enoic acid ethyl ester

sodium benzoate

Downstream raw materials:

1-(2-benzoyloxy-ethyl)-1,2,3,4-tetrahydro-quinoline; hydrochloride

1-benzoyloxy-2-(N,N-diethylamino)-ethane

benzoylcholine iodide

benzoylcholine chloride

Refernces

• 1、 Talukdar, Ranadeep. "IrIII-Catalyzed direct syntheses of amides and esters using nitriles as acid equivalents: A photochemical pathway". supporting information. p. 5303 - 5308. Retrieved 2020/04/17.
• 2、 Chen, Liuqing,Gu, Ying,Jian, Junsheng,Liu, Yueping,Miao, Liqiong,Wang, Zijia,Zeng, Zhuo. "A Straightforward Conversion of Activated Amides and Haloalkanes into Esters under Transition-Metal-Free Cs 2 CO 3 /DMAP Conditions". supporting information. p. 4078 - 4084. Retrieved 2019/10/28.