Benzylmalonic acid

Base Information

• Chemical Name: Benzylmalonic acid
• CAS No.: 616-75-1
• Molecular Formula: C10H10O4
• Molecular Weight: 194.187
• Hs Code.: 29173990
• European Community (EC) Number: 210-491-5
• NSC Number: 8068
• UNII: 9BJY4TT4MH
• DSSTox Substance ID: DTXSID00210607
• Nikkaji Number: J21.565A
• Wikidata: Q63408985
• ChEMBL ID: CHEMBL3799891
• Mol file: 616-75-1.mol

Synonyms:2-benzylmalonate

Chemical Property of Benzylmalonic acid

Chemical Property:

• Appearance/Colour: colourless to white crystals or crystalline powder
• Vapor Pressure: 2.44E-07mmHg at 25°C
• Melting Point: 118-122 °C
• Refractive Index: 1.5430 (estimate)
• Boiling Point: 378.4 °C at 760 mmHg
• PKA: 3.18±0.10(Predicted)
• Flash Point: 196.8 °C
• PSA: 74.60000
• Density: 1.34 g/cm³
• LogP: 1.01450
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, DMSO, Ethyl Acetate, Methanol
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 194.05790880
• Heavy Atom Count: 14
• Complexity: 204

Purity/Quality:

98%,99%, ^*data from raw suppliers

Benzylmalonic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)O)C(=O)O
• Uses: Benzylmalonic acid is used in cosmetic compositions.

Technology Process of Benzylmalonic acid

There total 28 articles about Benzylmalonic 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: 95.0%

5-benzyl-2,2-dimethyl-1,3-dioxane-4,6-dione (3709-27-1) → 2-benzylmalonic acid (616-75-1)

Guidance literature:

With sodium hydroxide; In ethanol; for 0.05h; microwave irradiation;

Reference yield: 90.0%

2-benzyl-malonic acid dimethyl ester (49769-78-0) → 2-benzylmalonic acid (616-75-1)

Guidance literature:

With sodium hydroxide; In methanol; water; for 4h; Reflux;

DOI:10.1021/acs.jmedchem.0c00949

Reference yield: 61.0%

carbon dioxide (124-38-9,18923-20-1) + tetra-n-butylammonium (2E)-3-phenylprop-2-enoate (40105-57-5) → 2-benzylmalonic acid (616-75-1)

Guidance literature:

With tetraethylammonium tosylate; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; Pt anode/Pb cathode; electrolysis with 2.5 mA/cm2;

DOI:10.1246/cl.1986.169

upstream raw materials:

Benzylmalononitrile

2-benzylidenemalonic acid

2-phenyl-ethane-1,1,2-tricarbonitrile

diethyl benzoylmalonate

Downstream raw materials:

2-benzyl-4,4,4-trichloro-3-hydroxy-butyric acid

3-Phenylpropionic acid

2-benzyl-3-methylamino-3-phenyl-propionic acid

5-benzylpyrimidine-2,4,6-trione

Refernces

• 1、 Sang, Dayong,Yue, Huaxin,Fu, Yang,Tian, Juan. "Cleavage of Carboxylic Esters by Aluminum and Iodine". . p. 4254 - 4261. Retrieved 2021/03/09.
• 2、 Gevorgyan, Ashot,Hopmann, Kathrin H.,Bayer, Annette. "Exploration of New Biomass-Derived Solvents: Application to Carboxylation Reactions". . p. 2080 - 2088. Retrieved 2020/02/20.