Cinnamalmalonsaure

Base Information

• Chemical Name: Cinnamalmalonsaure
• CAS No.: 4472-92-8
• Molecular Formula: C₁₂H₁₀O₄
• Molecular Weight: 218.209
• DSSTox Substance ID: DTXSID201240229
• Mol file: 4472-92-8.mol

Synonyms:Cinnamalmalonsaure;DTXSID201240229;FT-0623846;2-(3-Phenyl-2-propen-1-ylidene)propanedioic acid

Chemical Property of Cinnamalmalonsaure

Chemical Property:

• Vapor Pressure: 3.34E-10mmHg at 25°C
• Melting Point: 208°C (dec.)
• Boiling Point: 484.6°Cat760mmHg
• Flash Point: 261°C
• PSA: 74.60000
• Density: 1.342g/cm³
• LogP: 1.79540
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 218.05790880
• Heavy Atom Count: 16
• Complexity: 306

Purity/Quality:

99% ^*data from raw suppliers

CinnamylidenemalonicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Cinnamalmalonsaure

There total 21 articles about Cinnamalmalonsaure 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%

(E)-3-phenylpropenal (14371-10-9) + malonic acid (141-82-2) → (E)-2-(3-phenylallylidene)malonic acid (28028-86-6,4472-92-8)

Guidance literature:

With L-proline; for 3h; Irradiation; Inert atmosphere;

DOI:10.1021/jm400374q

Reference yield: 58.0%

malonic acid (141-82-2) + 3-phenyl-propenal (104-55-2) → (E)-2-(3-phenylallylidene)malonic acid (28028-86-6,4472-92-8)

Guidance literature:

With pyridine; at 80 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2018.07.038

Reference yield:

piperidine (110-89-4) + pyridine (110-86-1) + (E)-3-phenylpropenal (14371-10-9) + malonic acid (141-82-2) → 2-((Z)-3-Phenyl-allylidene)-malonic acid (676551-01-2,4472-92-8) + 5-phenyl-2,4-pentadienoic acid (1552-94-9,28010-12-0,28010-13-1,38446-98-9,54352-97-5)

Guidance literature:

upstream raw materials:

piperidine

pyridine

(E)-3-phenylpropenal

malonic acid

Downstream raw materials:

5-benzyl-2-oxo-tetrahydro-furan-3-carboxylic acid

(2,4-diphenyl-cyclobutane-1,3-diyldimethylene)-di-malonic acid

cinnamylidene-malonyl chloride

(3-cyclohexyl-propyl)-malonic acid

Refernces

• 1、 Prevost, Marie S.,Delarue-Cochin, Sandrine,Marteaux, Justine,Colas, Claire,Van Renterghem, Catherine,Blondel, Arnaud,Malliavin, Thérèse,Corringer, Pierre-Jean,Joseph, Delphine. "Identification of cinnamic acid derivatives as novel antagonists of the prokaryotic proton-gated ion channel GLIC". . p. 4619 - 4630. Retrieved 2013/07/19.