Benzylidenemalonic acid

Base Information

• Chemical Name: Benzylidenemalonic acid
• CAS No.: 584-45-2
• Molecular Formula: C10H8 O4
• Molecular Weight: 192.171
• European Community (EC) Number: 209-538-2
• NSC Number: 28955
• DSSTox Substance ID: DTXSID80207111
• Nikkaji Number: J95.737B
• ChEMBL ID: CHEMBL2148183
• Mol file: 584-45-2.mol

Synonyms:Benzylidenemalonic acid;Benzalmalonic acid;Malonic acid, benzylidene-;584-45-2;2-benzylidenepropanedioic acid;Propanedioic acid, (phenylmethylene)-;EINECS 209-538-2;BRN 2048635;CHEMBL2148183;2-(phenylmethylidene)propanedioic acid;4-09-00-03460 (Beilstein Handbook Reference);2-Benzylidenemalonic acid;benzalmalonsaure;2-Benzylidenemalonic acid #;SCHEMBL39098;DTXSID80207111;NSC28955;BDBM50391684;NSC 28955;NSC-28955;AKOS006272459;AS-0259;LS-88789

Chemical Property of Benzylidenemalonic acid

Chemical Property:

• Vapor Pressure: 1.4E-06mmHg at 25°C
• Refractive Index: 1.5430 (estimate)
• Boiling Point: 384°C at 760 mmHg
• Flash Point: 200.2°C
• PSA: 74.60000
• Density: 1.413g/cm³
• LogP: 1.23920
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 192.04225873
• Heavy Atom Count: 14
• Complexity: 245

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=C(C(=O)O)C(=O)O

Technology Process of Benzylidenemalonic acid

There total 36 articles about Benzylidenemalonic 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: 98.0%

malonic acid (141-82-2) + benzaldehyde (100-52-7) → 2-benzylidenemalonic acid (584-45-2)

Guidance literature:

With nickel; In ethanol; at 25 ℃; for 0.3h; under 760.051 Torr; chemoselective reaction;

DOI:10.1016/j.catcom.2010.01.017

Reference yield: 85.0%

dicobalt octacarbonyl (15226-74-1,61091-28-9,61117-58-6) + (E)-2-chloro-3-phenylacrylic acid (705-55-5) → 2-benzylidenemalonic acid (584-45-2)

Guidance literature:

With calcium hydroxide; carbon monoxide; methyl iodide; In 1,4-dioxane; water; 20°C, 20 h.;

Reference yield: 79.0%

malonic acid (141-82-2) + benzaldehyde (100-52-7) → (E)-3-phenylacrylic acid (140-10-3) + 2-benzylidenemalonic acid (584-45-2)

Guidance literature:

With bentonite; for 0.0833333h; Further Variations:; Reagents; Product distribution; Microwave irradiation;

DOI:10.1039/b009803p

upstream raw materials:

ethanol

malonic acid

benzylidene 1,1-diacetate

benzaldehyde

Downstream raw materials:

acetonedicarboxylic acid

(E)-3-phenylacrylic acid

cis-cinnamic acid

benzylidenemalonyl dichloride

Refernces

• 1、 Vivier, Delphine,Soussia, Ismail Ben,Rodrigues, Nuno,Lolignier, Stéphane,Devilliers, Ma?ly,Chatelain, Franck C.,Prival, Laetitia,Chapuy, Eric,Bourdier, Geoffrey,Bennis, Khalil,Lesage, Florian,Eschalier, Alain,Busserolles, Jér?me,Ducki, Sylvie. "Development of the First Two-Pore Domain Potassium Channel TWIK-Related K+ Channel 1-Selective Agonist Possessing in Vivo Antinociceptive Activity". . p. 1076 - 1088. Retrieved 2017/02/19.
• 2、 Shafqat, Syed Salman,Khan, Misbahul Ain,Zulkharnain, Azham,Hamdan, Sinin,Henry Rigit, Andrew Ragai,Khan, Amir Azam. "Synthesis of arylidene propanedioic acids by Knoevenagel condensation for use in ceramic sols". . p. 8463 - 8466. Retrieved 2015/12/31.