(E)-3-Methoxy-2-butenoic acid methyl ester

Base Information

• Chemical Name: (E)-3-Methoxy-2-butenoic acid methyl ester
• CAS No.: 4525-28-4
• Molecular Formula: C6H10O3
• Molecular Weight: 130.1418
• Hs Code.: 2918999090
• European Community (EC) Number: 252-444-1,839-819-0
• NSC Number: 73183
• Mol file: 4525-28-4.mol

Synonyms:(E)-3-Methoxy-2-butenoic acid methyl ester;4525-28-4;methyl (E)-3-methoxybut-2-enoate;methyl (2E)-3-methoxybut-2-enoate;NSC73183;SCHEMBL8822877;SCHEMBL9588257;methyl (E)-3-methoxy-crotonate;RJSHZZLJYZOHRU-SNAWJCMRSA-N;35217-21-1;NSC-73183;AKOS006282711;(E)-3-Methoxy-2-butenoicacidmethylester;CS-0452646;EN300-1692916;J-501965;(E)-3-Methoxy-2-butenoic acid methyl ester, AldrichCPR

Chemical Property of (E)-3-Methoxy-2-butenoic acid methyl ester

Chemical Property:

• Boiling Point: 166.8°Cat760mmHg
• Flash Point: 59°C
• PSA: 35.53000
• Density: 0.994g/cm³
• LogP: 0.70960
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 130.062994177
• Heavy Atom Count: 9
• Complexity: 126

Purity/Quality:

98%min ^*data from raw suppliers

(E)-3-Methoxy-2-butenoic acid methyl ester 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (E)-3-Methoxy-2-butenoic acid methyl ester

There total 10 articles about (E)-3-Methoxy-2-butenoic acid methyl ester 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: 98.0%

acetoacetic acid methyl ester (105-45-3) + trimethyl orthoformate (149-73-5) → methyl (E)-3-methoxybut-2-enoate (4525-28-4)

Guidance literature:

With sulfuric acid; at 23 - 27 ℃; for 24h;

DOI:10.1021/acs.orglett.0c02188

Reference yield: 64.0%

(methoxy(methyl)methylidene)pentacarbonyltungsten + N-(trifluoroacetyl)glycine methyl ester (383-72-2) → methyl (E)-3-methoxybut-2-enoate (4525-28-4)

Guidance literature:

With zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 0 ℃; for 3h; stereoselective reaction;

DOI:10.1055/s-0033-1340496

Reference yield: 52.0%

sodium methylate (124-41-4) → methyl (E)-3-methoxybut-2-enoate (4525-28-4)

Guidance literature:

upstream raw materials:

methanol

methyl buta-2,3-dienoate

3-chloro-but-3-enoic acid methyl ester

sodium methylate

Downstream raw materials:

methyl 3-ethoxycarbonylamino-2-butenoate

4-Methoxy-6-[(1E,3E)-2-methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienyl]-5,6-dihydro-pyran-2-one

(E)-β-methoxymethacrylic acid

4-methoxy-6-phenyl-5,6-dihydro-pyran-2-one