2-Butenoic acid, anhydride

Base Information

• Chemical Name: 2-Butenoic acid, anhydride
• CAS No.: 623-68-7
• Molecular Formula: C8H10O3
• Molecular Weight: 154.166
• Hs Code.: 2916 19 95
• Mol file: 623-68-7.mol

Synonyms:Anhydrid kyseliny krotonove;2-Butenoic acid, anhydride;(2Z)-2-Butenoic anhydride #;VJDDQSBNUHLBTD-GLIMQPGKSA-N;InChI=1/C8H10O3/c1-3-5-7(9)11-8(10)6-4-2/h3-6H,1-2H3/b5-3-,6-4

Chemical Property of 2-Butenoic acid, anhydride

Chemical Property:

• Vapor Pressure: 0.0263mmHg at 25°C
• Melting Point: 72oC
• Refractive Index: n20/D 1.473(lit.)
• Boiling Point: 247 °C at 760 mmHg
• Flash Point: 106.1 °C
• PSA: 43.37000
• Density: 1.038 g/cm³
• LogP: 1.20840
• Storage Temp.: Store below +30°C.
• Solubility.: soluble in Ether
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 154.062994177
• Heavy Atom Count: 11
• Complexity: 179

Purity/Quality:

99% ^*data from raw suppliers

Crotonic anhydride ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CC(=O)OC(=O)C=CC
• Isomeric SMILES: C/C=C\C(=O)OC(=O)/C=C\C

Technology Process of 2-Butenoic acid, anhydride

There total 17 articles about 2-Butenoic acid, anhydride 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: 100.0%

2-butenoic acid (3724-65-0) → crotonic anhydride (623-68-7)

Guidance literature:

With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1055/s-1981-29544

Reference yield: 96.0%

(E)-but-2-enoic acid (107-93-7) → trans-crotonic anhydride (623-68-7)

Guidance literature:

With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1021/jo990210y

Reference yield: 90.0%

→ trans-crotonic anhydride (623-68-7)

Guidance literature:

upstream raw materials:

2-butenoic acid

2-nitrophenyl isocyanate

benzene

(E)-but-2-enoic acid

Downstream raw materials:

1,1-bis-trans-crotonoyloxy-but-2t-ene

3,3-bis-trans-crotonoyloxy-2-methyl-propene

2-chloro-3,3-bis-trans-crotonoyloxy-propene

1,1,2-trichloroethane

Refernces

• 1、 McCulloch, Malcolm W.B.,Barrow, Russell A.. "A metalation strategy for the construction of functionalized naphthalenes: The first synthesis of guieranone A". . p. 7619 - 7621. Retrieved 2007/10/03.
• 2、 Isobe, Toshio,Ishikawa, Tsutomu. "2-Chloro-1,3-dimethylimidazolinium chloride. 1. A powerful dehydrating equivalent to DCC". . p. 6984 - 6988. Retrieved 2007/10/03.