DL-Phenylsuccinic acid

Base Information

• Chemical Name: DL-Phenylsuccinic acid
• CAS No.: 635-51-8
• Deprecated CAS: 10424-29-0
• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.187
• Hs Code.: 29173980
• European Community (EC) Number: 211-238-1
• NSC Number: 16635,11342
• DSSTox Substance ID: DTXSID60883518
• Nikkaji Number: J76.673I
• ChEMBL ID: CHEMBL76085
• Mol file: 635-51-8.mol

Synonyms:Butanedioicacid, phenyl- (9CI);Succinic acid, phenyl- (6CI,7CI,8CI);(RS)-Phenylsuccinicacid;2-Phenylbutanedioic acid;2-Phenylsuccinic acid;NSC 11342;NSC 16635;Phenylsuccinic acid;a-Phenylsuccinicacid;

Chemical Property of DL-Phenylsuccinic acid

Chemical Property:

• Appearance/Colour: light beige powder
• Vapor Pressure: 0.000306mmHg at 25°C
• Melting Point: 166-168 °C(lit.)
• Refractive Index: 1.5430 (estimate)
• Boiling Point: 307.8 °C at 760 mmHg
• PKA: pK1:3.78;pK2:5.55 (20°C)
• Flash Point: 154.2 °C
• PSA: 74.60000
• Density: 1.336 g/cm³
• LogP: 1.32950
• Storage Temp.: Store below +30°C.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 194.05790880
• Heavy Atom Count: 14
• Complexity: 218

Purity/Quality:

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

Phenylsuccinic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of DL-Phenylsuccinic acid

There total 96 articles about DL-Phenylsuccinic 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%

C20H20O6 → 2-phenylsuccinic acid (635-51-8,10424-29-0)

Guidance literature:

With hydrogenchloride; In water; for 24h; Reflux;

DOI:10.1002/cctc.202000684

Reference yield: 90.0%

carbon dioxide (124-38-9,18923-20-1) + phenylacetylene (536-74-3) → 2-phenylmaleic anhydride (36122-35-7) + 2-phenylsuccinic acid (635-51-8,10424-29-0)

Guidance literature:

With tetrabutylammomium bromide; In water; N,N-dimethyl-formamide; at 20 ℃; under 22502.3 Torr; Electrochemical reaction; Ni cathode; Al anode;

DOI:10.1016/j.tet.2008.04.053

Reference yield: 87.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + carbon dioxide (124-38-9,18923-20-1) → 2-phenylsuccinic acid (635-51-8,10424-29-0) + 3-Phenylpropionic acid (501-52-0)

Guidance literature:

With 1,2,2,6,6-pentamethylpiperidine; [1,1';4',1'']terphenyl; water; In hexane; N,N-dimethyl-formamide; at 35 - 38 ℃; for 0.0833333h; under 760.051 Torr; Catalytic behavior; Schlenk technique; UV-irradiation; Flow reactor;

DOI:10.1021/jacs.7b05942

upstream raw materials:

5-phenyl-cyclohexane-1,3-dione

(+-)-phenylsuccinonitrile

3-cyano-3-phenyl propionic acid

3-cyano-3-phenylpropanoic acid ethyl ester

Downstream raw materials:

dimethyl 2-phenylsuccinate

(S)-(+)-dimethyl 2-phenylsuccinate

3-phenyl-1-propyl-pyrrolidine-2,5-dione

fluorescein

Refernces

• 1、 Alkayal, Anas,Buckley, Benjamin R.,Malkov, Andrei V.,Montanaro, Stephanie,Tabas, Volodymyr,Wright, Iain A.. "Harnessing Applied Potential: Selective β-Hydrocarboxylation of Substituted Olefins". supporting information. . Retrieved 2020/02/13.
• 2、 Zhang, Yue,Wei, Yi,Li, Shen,Ma, Jun-An. "Stereoselective One-Pot Synthesis of cis-1,2-Dicyanoalkenes from 1,1-Bis(benzenesulfonyl)alkenes and KCN". . p. 199 - 203. Retrieved 2019/01/04.