2-benzylidenesuccinic acid

Base Information

• Chemical Name: 2-benzylidenesuccinic acid
• CAS No.: 5653-88-3
• Molecular Formula: C11H10O4
• Molecular Weight: 206.198
• Hs Code.: 2917399090
• NSC Number: 10134
• Nikkaji Number: J117.488F,J729.979F
• Metabolomics Workbench ID: 124298
• ChEMBL ID: CHEMBL1741747
• Mol file: 5653-88-3.mol

Synonyms:2-Propene-1,2-dicarboxylic acid, 3-phenyl-;2-benzylidenebutanedioic acid;2-benzylidenesuccinic acid;Succinic acid, benzylidene-;Butanedioic acid,(phenylmethylene)-;Butanedioic acid, (phenylmethylene)-;

Chemical Property of 2-benzylidenesuccinic acid

Chemical Property:

• Vapor Pressure: 8.23E-08mmHg at 25°C
• Melting Point: 173-174 °C(Solv: water (7732-18-5))
• Refractive Index: 1.631
• Boiling Point: 420.2 °C at 760 mmHg
• PKA: 3.92±0.10(Predicted)
• Flash Point: 222.1 °C
• PSA: 74.60000
• Density: 1.352 g/cm³
• LogP: 1.62930
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 206.05790880
• Heavy Atom Count: 15
• Complexity: 274

Purity/Quality:

97% ^*data from raw suppliers

(2Z)-2-(phenylmethylidene)butanedioicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-benzylidenesuccinic acid

There total 33 articles about 2-benzylidenesuccinic 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: 90.0%

benzaldehyde (100-52-7) + Dimethyl succinate (106-65-0) → 2-benzylidenesuccinic acid (5653-88-3)

Guidance literature:

Dimethyl succinate; With sodium methylate; In methanol; for 0.5h; Large scale;

benzaldehyde; In methanol; Large scale;

With sodium hydroxide; In methanol; Large scale;

Reference yield: 70.3%

benzaldehyde (100-52-7) + Dimethyl succinate (106-65-0) → trans-phenylitaconic acid (5653-88-3,65756-81-2,46427-07-0)

Guidance literature:

Dimethyl succinate; With sodium methylate; In methanol; for 1h; Reflux;

benzaldehyde; In methanol; Reflux;

With sodium hydroxide; for 4h; Reflux;

DOI:10.1016/j.bmcl.2017.01.042

Reference yield: 5.0%

diethyl (E/Z)-2-benzylidenesuccinate (23360-64-7) → (Z)-2-benzylidenesuccinic acid (65756-81-2) + trans-phenylitaconic acid (5653-88-3,65756-81-2,46427-07-0)

Guidance literature:

With potassium hydroxide; In ethanol; for 3h; Heating;

upstream raw materials:

benzaldehyde

dimethyl 2-(triphenylphosphoranylidene)succinate

dimethyl-2-benzylidenesuccinate

Dimethyl succinate

Downstream raw materials:

dimethyl-2-benzylidenesuccinate