3-Phenylglutaric acid

Base Information

• Chemical Name: 3-Phenylglutaric acid
• CAS No.: 4165-96-2
• Molecular Formula: C11H12 O4
• Molecular Weight: 208.214
• Hs Code.: 2917399090
• European Community (EC) Number: 224-016-4
• UNII: WSG2NF7Z5J
• DSSTox Substance ID: DTXSID30194466
• Nikkaji Number: J224.969C
• Wikidata: Q72501879
• ChEMBL ID: CHEMBL310821
• Mol file: 4165-96-2.mol

Synonyms:3-Phenylglutaric acid;4165-96-2;3-Phenylpentanedioic acid;Pentanedioic acid, 3-phenyl-;WSG2NF7Z5J;3-Phenyl-pentanedioic acid;EINECS 224-016-4;MFCD00002718;3-Phenylglutaricacid;UNII-WSG2NF7Z5J;I(2)-Phenylglutaric acid;Glutaric acid, 3-phenyl-;3-Phenylpentanedioic acid #;3-Phenylglutaric acid, 97%;SCHEMBL503819;CHEMBL310821;AMY3982;DTXSID30194466;AKOS015888419;AS-30102;SY013010;FT-0616341;EN300-142112;F1993-0033;Z1508914976

Chemical Property of 3-Phenylglutaric acid

Chemical Property:

• Appearance/Colour: Tan powder.
• Vapor Pressure: 8.61E-06mmHg at 25°C
• Melting Point: 140-143 ºC
• Refractive Index: 1.5020 (estimate)
• Boiling Point: 379oC
• PKA: 4.06±0.10(Predicted)
• Flash Point: 185.3oC
• PSA: 74.60000
• Density: 1.2252 (rough estimate)
• LogP: 1.71960
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 208.07355886
• Heavy Atom Count: 15
• Complexity: 215

Purity/Quality:

98% ^*data from raw suppliers

3-Phenylglutaric acid ^*data from reagent suppliers

Safty Information:

• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(CC(=O)O)CC(=O)O
• Uses: 3-Phenylglutaric Acid is useful in the synthesis of manganese catalysts for the stereoselective synthesis of cyclealkanes.

Technology Process of 3-Phenylglutaric acid

There total 54 articles about 3-Phenylglutaric 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: 100.0%

2-phenyl-propane-1,1,3-tricarboxylic acid triethyl ester (5394-85-4) → 3-phenylglutaric acid (4165-96-2)

Guidance literature:

In potassium hydroxide; for 24h; Heating;

DOI:10.1139/v96-279

Reference yield: 71.0%

3-methyl-5-[3-(3-methyl-4-nitro-5-isoxazolyl)-2-phenylpropyl]-4-nitroisoxazole (496806-21-4) → 3-phenylglutaric acid (4165-96-2)

Guidance literature:

With potassium permanganate; In water; acetone;

DOI:10.1016/j.tet.2007.07.015

Reference yield: 60.0%

3,5-dimethyl-4-nitroisoxazole (1123-49-5) + benzaldehyde (100-52-7) → 3-phenylglutaric acid (4165-96-2)

Guidance literature:

3,5-dimethyl-4-nitroisoxazole; benzaldehyde; With piperidine; In tetrahydrofuran; at 70 - 80 ℃; for 12h;

With potassium permanganate; In tetrahydrofuran; water; acetone; at 20 ℃; Further stages.;

DOI:10.1016/j.tet.2007.07.015

upstream raw materials:

5-phenyl-cyclohexane-1,3-dione

cinnamonitrile

sodium diethylmalonate

sodium diethylmalonate

Downstream raw materials:

7-Hydroxy-2-methyl-5-phenyl-heptanoic acid ethyl ester

7-Bromo-2-methyl-5-phenyl-heptanoic acid ethyl ester

3-(4-nitro-phenyl)-pentanedioic acid anhydride

4-phenyltetrahydro-2H-pyran

Refernces

• 1、 Rezaee, Elham,Amrolah, Somayeh Minaei,Nazari, Maryam,Tabatabai, Sayyed Abbas. "Novel amide derivatives of 3-phenylglutaric acid as potent soluble epoxide hydrolase inhibitors". . p. 45 - 53. Retrieved 2020/01/03.
• 2、 Bettoni, Léo,Gaillard, Sylvain,Renaud, Jean-Luc. "A phosphine-free iron complex-catalyzed synthesis of cycloalkanes: Via the borrowing hydrogen strategy". supporting information. p. 12909 - 12912. Retrieved 2020/11/07.