Vinyl chloroacetate

Base Information

• Chemical Name: Vinyl chloroacetate
• CAS No.: 2549-51-1
• Molecular Formula: C4H5ClO2
• Molecular Weight: 120.535
• Hs Code.: 29154000
• European Community (EC) Number: 219-834-3
• UN Number: 2589
• UNII: 9V67DD44DS
• DSSTox Substance ID: DTXSID0062509
• Nikkaji Number: J26.252H
• Wikidata: Q72516342
• Mol file: 2549-51-1.mol

Synonyms:Vinyl chloroacetate;2549-51-1;ethenyl 2-chloroacetate;Acetic acid, chloro-, ethenyl ester;Acetic acid, 2-chloro-, ethenyl ester;Chloroacetic Acid Vinyl Ester;Acetic acid, chloro-, vinyl ester;9V67DD44DS;EINECS 219-834-3;UN2589;vinyl 2-chloroacetate;chloroacetic acid vinyl;UNII-9V67DD44DS;SCHEMBL99769;24991-33-1;Ethenol, 2-chloro-, acetate;DTXSID0062509;monochloroacetic acid vinyl ester;Vinyl chloroacetate, >=99.0%;XJELOQYISYPGDX-UHFFFAOYSA-;MFCD00045275;NA2589;AKOS006222789;UN 2589;Vinyl chloroacetate [UN2589] [Poison];Vinyl Chloroacetate (stabilized with MEHQ);FT-0623626;D95397;J-016020

Chemical Property of Vinyl chloroacetate

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 13.2mmHg at 25°C
• Melting Point: -68oC
• Refractive Index: n20/D 1.444
• Boiling Point: 123.7 °C at 760 mmHg
• Flash Point: 39 °C
• PSA: 26.30000
• Density: 1.153 g/cm³
• LogP: 0.91190
• Storage Temp.: 2-8°C
• Water Solubility.: Difficult to mix in water.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 119.9978071
• Heavy Atom Count: 7
• Complexity: 79.8
• Transport DOT Label: Poison Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Vinyl chloroacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 10-20/21/22-34-22
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=COC(=O)CCl
• Uses: Vinyl chloroacetate was used to study the effect of the electron-withdrawing groups on the ligand in a series of bis(acetylacetonate)cobalt(II) derivatives.

Technology Process of Vinyl chloroacetate

There total 4 articles about Vinyl 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:

chloroacetic acid (79-11-8) + acetylene (74-86-2,25067-58-7) → vinyl chloroacetate (2549-51-1)

Guidance literature:

With mercury(II) diacetate; boric acid; at 10 - 20 ℃;

Reference yield:

divinylmercury (1119-20-6) + chloroacetic acid (79-11-8) → vinyl chloroacetate (2549-51-1)

Guidance literature:

for 1h; Ambient temperature;

DOI:10.1021/ja01465a028

Reference yield:

chloroacetyl chloride (79-04-9) → vinyl chloroacetate (2549-51-1)

Guidance literature:

With benzene;

upstream raw materials:

chloroacetic acid

acetylene

divinylmercury

chloroacetyl chloride

Downstream raw materials:

5-(chloromethyl)-3-phenyl-1,2,4-oxadiazole

benzyl (6-O-chloroacetyl-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside

(R,R)-(-)-2-fluorocyclohexanol

(1S,2S)-(+)-2-fluorocyclohexanol

Refernces

• 1、 Mondal,Van Der Meer,German,Heikens. "A novel synthesis of vinyl esters from vinylversatate-10". . p. 4205 - 4207. Retrieved 2007/10/05.