3-Biphenylcarboxylic acid

Base Information

• Chemical Name: 3-Biphenylcarboxylic acid
• CAS No.: 716-76-7
• Molecular Formula: C13H10O2
• Molecular Weight: 198.221
• Hs Code.: 29163990
• European Community (EC) Number: 671-702-8
• NSC Number: 408030,178898
• UNII: W48UX3L48Z
• DSSTox Substance ID: DTXSID40221833
• Nikkaji Number: J55.476F
• Wikidata: Q72443652
• ChEMBL ID: CHEMBL123234
• Mol file: 716-76-7.mol

Synonyms:3-Biphenylcarboxylicacid (7CI,8CI);Benzoic acid, m-phenyl- (3CI);1-Carboxy-3-phenylbenzene;3-Phenylbenzoic acid;NSC 178898;NSC 408030;m-Phenylbenzoic acid;

Chemical Property of 3-Biphenylcarboxylic acid

Chemical Property:

• Appearance/Colour: off-white to beige crystalline powder
• Vapor Pressure: 7.47E-07mmHg at 25°C
• Melting Point: 164-169 °C
• Boiling Point: 392.2 °C at 760 mmHg
• PKA: 4.14±0.10(Predicted)
• Flash Point: 177.3 °C
• PSA: 37.30000
• Density: 1.185 g/cm³
• LogP: 3.05180
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• Water Solubility.: Insoluble
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 198.068079557
• Heavy Atom Count: 15
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

3-Biphenylcarboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-51/53-36-22
• Safety Statements: 37/39-26-61-53

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=CC=C2)C(=O)O
• Uses: 3-Biphenylcarboxylic Acid is a ortho-substituted biphenyl with inhibitory effect on glyceride synthesis. 3-Biphenylcarboxylic Acid is an anlogue of Diflusinal (D445751) and shows allosteric modulatory effects.

Technology Process of 3-Biphenylcarboxylic acid

There total 10 articles about 3-Biphenylcarboxylic 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: 79.0%

C26H26O11 (1105557-03-6) → 3-phenylbenzoic acid (716-76-7) + methyl 1-O-(m-phenyl)benzoyl-β-D-glucopyranuronate (1105557-04-7)

Guidance literature:

With Aspergillus niger lipase AS Amano; Streptomyces rochei carboxylesterase; In dimethyl sulfoxide; at 40 ℃; for 2h; pH=5; chemoselective reaction; aq. buffer; Enzymatic reaction;

DOI:10.1016/j.molcatb.2010.12.014

Reference yield: 54.0%

1,3-diphenylbenzene (92-06-8) → 3-phenylbenzoic acid (716-76-7) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

With magnesium(II) perchlorate; oxygen; 9,10-Dicyanoanthracene; In acetonitrile; for 3h; Thermodynamic data; Mechanism; Rate constant; Irradiation; with and without singlet oxygen senzitizers, in less polar solvents; addition of 1,4-diazabicyclo<2.2.2>octane; ΔG; fluorescence quenching rate const.; var. biphenyls and terphenyls;

DOI:10.1016/S0040-4039(00)98936-6

Reference yield: 35.0%

C26H26O11 (1105557-01-4) → 3-phenylbenzoic acid (716-76-7) + methyl 1-O-(m-phenyl)benzoyl-β-D-glucopyranuronate (1105557-04-7)

Guidance literature:

With Aspergillus niger lipase AS Amano; In dimethyl sulfoxide; at 40 ℃; for 4h; pH=5; chemoselective reaction; aq. buffer; Enzymatic reaction;

DOI:10.1016/j.molcatb.2010.12.014

upstream raw materials:

phenyl radical

Benzotrichlorid

benzoic acid

benzoic acid ethyl ester

Downstream raw materials:

3-phenyl-benzyl alcohol

4'-nitrobiphenyl-3-carboxylic acid

methyl 3-phenylbenzoate

3-phenylbenzoyl chloride

Refernces

• 1、 Shibahara, Fumitoshi,Kinoshita, Shinsuke,Nozaki, Kyoko. "Palladium(II)-catalyzed sequential hydroxylation-carboxylation of biphenyl using formic acid as a carbonyl source". . p. 2437 - 2439. Retrieved 2007/10/03.
• 2、 Bumagin, N.A.,Nikitin, K.V.,Beletskaya, I.P.. "COMPETITION OF CARBONYLATION AND CROSS-COMBINATION IN SYSTEM CONSISTING OF AN ARYL HALIDE AND AN ARYL DERIVATIVE OF BORON, WITH CATALYSIS BY PALLADIUM COMPLEXES". . p. 263 - 265. Retrieved 2007/10/02.