Vinyl crotonate

Base Information

• Chemical Name: Vinyl crotonate
• CAS No.: 3234-54-6
• Molecular Formula: C6H8O2
• Molecular Weight: 112.128
• European Community (EC) Number: 238-930-6,221-783-7
• UNII: SMC9A01NVS
• DSSTox Substance ID: DTXSID80864546
• Nikkaji Number: J490.691H,J33.997K
• Wikidata: Q27289284
• Mol file: 3234-54-6.mol

Synonyms:Vinyl crotonate;14861-06-4;Vinyl 2-butenoate;Crotonic acid vinyl ester;Crotonic acid, vinyl ester;2-BUTENOIC ACID, ETHENYL ESTER;ethenyl (E)-but-2-enoate;3234-54-6;Vinyl But-2-enoate;Vinylester kyseliny krotonove;trans-Vinyl crotonate;UNII-SMC9A01NVS;SMC9A01NVS;NSC 5215;EINECS 238-930-6;But-2-enoic acid vinyl ester;BRN 1743151;2-Butenoic acid, ethenyl ester, (2E)-;AI3-25333;Crotonic acid, vinyl ester, (E)-;EINECS 221-783-7;(E)-vinyl but-2-enoate;Vinylester kyseliny krotonove [Czech];NSC-5215;2-Butenoic acid, ethenyl ester, (E)-;MFCD00009288;(E)-vinylbut-2-enoate;SCHEMBL5529;Ethenyl (2E)-2-butenoate;ethenyl (2E)-but-2-enoate;Vinyl (2E)-2-butenoate #;trans-crotonic acid vinyl ester;IYNRVIKPUTZSOR-HWKANZROSA-;DTXSID80864546;IYNRVIKPUTZSOR-HWKANZROSA-N;(E)-2-butenoic acid ethenyl ester;AKOS015889758;CROTONIC ACID VINYL ESTER [MI];NCGC00166251-01;BS-21499;LS-55615;A808790;SR-01000944897;SR-01000944897-1;Q27289284;InChI=1/C6H8O2/c1-3-5-6(7)8-4-2/h3-5H,2H2,1H3/b5-3+

Chemical Property of Vinyl crotonate

Chemical Property:

• Boiling Point: 133°Cat760mmHg
• Flash Point: 27.2°C
• Density: 0.936g/cm³
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 112.052429494
• Heavy Atom Count: 8
• Complexity: 114

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: CC=CC(=O)OC=C
• Isomeric SMILES: C/C=C/C(=O)OC=C

Technology Process of Vinyl crotonate

There total 5 articles about Vinyl crotonate 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:

1-butylene (106-98-9,9003-28-5) + (E)-but-2-enoic acid (107-93-7) → γ-ethyl-α-vinyl-γ-butyrolactone (62668-21-7) + vinyl crotonate (3234-54-6,14861-06-4)

Guidance literature:

With oxygen; copper diacetate; palladium(II) trifluoroacetate; In toluene; at 50 ℃; for 16h; under 2206.72 Torr;

Reference yield:

(E)-but-2-enoic acid (107-93-7) + acetylene (74-86-2,25067-58-7) → vinyl crotonate (3234-54-6,14861-06-4)

Guidance literature:

With vinyl acetate; sulfuric acid; mercury(II) diacetate;

Reference yield:

vinyl acetate (108-05-4,9003-20-7) + (E)-but-2-enoic acid (107-93-7) → vinyl crotonate (3234-54-6,14861-06-4)

Guidance literature:

With boron trifluoride diethyl etherate; hydroquinone;

DOI:10.1007/BF00911853

upstream raw materials:

2-butenoic acid

vinyl acetate

acetylene

(E)-but-2-enoic acid

Downstream raw materials:

2-oxabicyclo[3.3.0]oct-6-en-3-one

3-(3-bromo-4-methyl-2H-pyran-2-on-6-yl)-5-crotonyloxy-2-phenylisoxazolidine

(E)-but-2-enoic acid

potassium acetate

Refernces

• 1、 -. "Process for Preparing Vinyl Carboxylates". Page/Page column 6. . Retrieved 2009/01/24.
• 2、 Nakagawa, Hideto,Okimoto, Yoshio,Sakaguchi, Satoshi,Ishii, Yasutaka. "Synthesis of enol and vinyl esters catalyzed by an iridium complex". . p. 103 - 106. Retrieved 2007/10/03.