Methyl 3-(acetoxy)-2-butenoate

Base Information

• Chemical Name: Methyl 3-(acetoxy)-2-butenoate
• CAS No.: 3666-79-3
• Molecular Formula: C7H10 O4
• Molecular Weight: 158.154
• European Community (EC) Number: 222-928-7
• Mol file: 3666-79-3.mol

Synonyms:Methyl 3-(acetoxy)-2-butenoate;EINECS 222-928-7;Methyl 3-(acetoxy)isocrotonate;3666-79-3;(E)-3-acetoxy-but-2-enoic acid methyl ester;SCHEMBL8050895;AKOS024334387;methyl (2E)-3-(acetyloxy)-2-butenoate

Chemical Property of Methyl 3-(acetoxy)-2-butenoate

Chemical Property:

• Vapor Pressure: 0.431mmHg at 25°C
• Boiling Point: 194.9°Cat760mmHg
• Flash Point: 89°C
• PSA: 52.60000
• Density: 1.094g/cm³
• LogP: 0.62630
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 158.05790880
• Heavy Atom Count: 11
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

METHYL-3-ACETOXYCROTONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 3-(acetoxy)-2-butenoate

There total 2 articles about Methyl 3-(acetoxy)-2-butenoate 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:

acetyl chloride (75-36-5) + C10H14HgO6 → E,Z-methyl 3-acetoxybutenoate (3666-79-3)

Guidance literature:

Reference yield:

→ E,Z-methyl 3-acetoxybutenoate (3666-79-3)

Guidance literature:

Methylacetoacetat, AcCl, Pyridin;

Reference yield:

E,Z-methyl 3-acetoxybutenoate (3666-79-3) → (2Z,6E,8E)-3-Acetoxy-5-benzenesulfonyl-7-methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,6,8-trienoic acid methyl ester (80367-82-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 30 percent / NBS, azobis(isobutyronitrile) / CCl₄ / Heating; Irradiation

2: 1.) MeLi, diisopropylamine / 1.) THF, Et₂O, from -78 deg C to 0 deg C, 10 min, 2.) THF, -78 deg C, 20 min

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); methyllithium; diisopropylamine; In tetrachloromethane;

DOI:10.1021/jo00342a001

upstream raw materials:

acetyl chloride

Downstream raw materials:

(2Z,6E,8E)-3-Acetoxy-5-benzenesulfonyl-7-methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,6,8-trienoic acid methyl ester

methyl (all E)-7-methyl-3-acetoxy-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate

methyl 7-methyl-3-acetoxy-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-(2Z,4E,6E,8E)-2,4,6,8-nonatetraenoate