Ethyl 2-methylbut-2-enoate

Base Information

• Chemical Name: Ethyl 2-methylbut-2-enoate
• CAS No.: 55514-48-2
• Molecular Formula: C₇H₁₂O₂
• Molecular Weight: 128.171
• Hs Code.: 2916190090
• European Community (EC) Number: 259-688-8
• DSSTox Substance ID: DTXSID3047689
• Mol file: 55514-48-2.mol

Synonyms:Ethyl 2-methylbut-2-enoate;55514-48-2;EINECS 259-688-8;Ethyl 2-methyl-2-butenoate;ethyl 2 - methyl - 2 - butenoate;ethyl-2-methyl-2-butenoate;DTXSID3047689;ethyl alpha,beta-dimethylacrylate;FT-0626240

Chemical Property of Ethyl 2-methylbut-2-enoate

Chemical Property:

• Vapor Pressure: 4.27mmHg at 25°C
• Boiling Point: 148.2°C at 760 mmHg
• Flash Point: 44.4°C
• PSA: 26.71000
• Density: 0.909g/cm³
• LogP: 4.18330
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 128.083729621
• Heavy Atom Count: 9
• Complexity: 125

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=CC)C

Technology Process of Ethyl 2-methylbut-2-enoate

There total 64 articles about Ethyl 2-methylbut-2-enoate 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: 94.0%

Tiglic acid (80-59-1) + ethanol (64-17-5) → Ethyl tiglate (5837-78-5,55514-48-2)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; Heating;

DOI:10.1016/j.tetasy.2004.04.002

Reference yield: 86.6%

α-methylene-γ-butyrolactone (547-65-9) + ethanol (64-17-5) → 3-methyl-5H-furan-2-one (22122-36-7) + Ethyl tiglate (5837-78-5,55514-48-2)

Guidance literature:

With rhodium(III) chloride; at 100 ℃; for 3h;

DOI:10.1021/np0400860

Reference yield: 11.0%

ethyl 2-methylenebutyrate (3070-65-3) + carbon monoxide (201230-82-2) → Ethyl tiglate (5837-78-5,55514-48-2) + (R)-ethyl 2-ethyl-4-oxobutanoate (1345836-55-6) + (S)-ethyl 2-ethyl-4-oxobutanoate

Guidance literature:

With (R,R)-(-)-2,3-bis(tert-butylmethylphosphino)benzene; (acetylacetonato)dicarbonylrhodium (l); hydrogen; In dodecane; at 100 ℃; under 7500.75 Torr; optical yield given as %ee; enantioselective reaction;

DOI:10.1021/ja2092689

upstream raw materials:

ethyl (E)-3-bromo-2-methylbut-2-enoate

Ethyl tiglate

ethyl 2-methylenebutyrate

Bicyclo<1.1.0>butan-1-carbonsaeure-ethylester

Downstream raw materials:

6,6,12,12-Tetrakis(trifluormethyl)-6,12-dihydrodibenzo<1,5>-naphthyridin

3,4-dimethyl-2-pentanone

4,5-dimethyl-1,2-dithiole-3-thione

ethyl (E)-γ-bromo-α-methylbut-2-enoate