(2E)-2-benzylidene-3-methylbutanedioic acid

Base Information

• Chemical Name: (2E)-2-benzylidene-3-methylbutanedioic acid
• CAS No.: 1467-37-4
• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.225
• NSC Number: 10143
• DSSTox Substance ID: DTXSID60417796
• Mol file: 1467-37-4.mol

Synonyms:NSC10143;1467-37-4;DTXSID60417796;NSC-10143

Chemical Property of (2E)-2-benzylidene-3-methylbutanedioic acid

Chemical Property:

• Vapor Pressure: 9.32E-08mmHg at 25°C
• Boiling Point: 418.6°Cat760mmHg
• Flash Point: 221.1°C
• Density: 1.3g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 220.07355886
• Heavy Atom Count: 16
• Complexity: 300

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=CC1=CC=CC=C1)C(=O)O)C(=O)O
• Isomeric SMILES: CC(/C(=C\C1=CC=CC=C1)/C(=O)O)C(=O)O

Technology Process of (2E)-2-benzylidene-3-methylbutanedioic acid

There total 3 articles about (2E)-2-benzylidene-3-methylbutanedioic acid 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:

Diethyl 2-methylsuccinate (4676-51-1) + benzaldehyde (100-52-7) → (+/-)-2-((E)-benzylidene)-3-methyl-succinic acid (1467-37-4)

Guidance literature:

With sodium ethanolate; anschliessend Behandeln mit wss.-aethanol. NaOH;

DOI:10.1021/ja01140a046

Reference yield:

methyl 2-methylsuccinate (21307-96-0,22644-27-5,63163-08-6,1604-11-1) + benzaldehyde (100-52-7) → (+/-)-2-((E)-benzylidene)-3-methyl-succinic acid (1467-37-4)

Guidance literature:

With potassium; tert-butyl alcohol; anschliessend Behandeln mit wss. HCl;

DOI:10.1139/v65-119

Reference yield:

→ (+/-)-2-((E)-benzylidene)-3-methyl-succinic acid (1467-37-4)

Guidance literature:

Benzaldehyd, α-Methyl-bernstein-saeure-dimethylester / sied. tert. Butanol, Kalium-tert-butylat / N(2), Rkprod. / wss. Ba(OH)2 (100grad);

DOI:10.1139/v65-119

upstream raw materials:

methyl 2-methylsuccinate

benzaldehyde

Diethyl 2-methylsuccinate