3-Cyanobenzoic acid

Base Information

• Chemical Name: 3-Cyanobenzoic acid
• CAS No.: 1877-72-1
• Molecular Formula: C8H5NO2
• Molecular Weight: 147.133
• Hs Code.: 29269090
• European Community (EC) Number: 217-511-1
• UNII: D2GC692D78
• DSSTox Substance ID: DTXSID00172074
• Nikkaji Number: J80.335I
• Wikidata: Q27276020
• ChEMBL ID: CHEMBL66210
• Mol file: 1877-72-1.mol

Synonyms:3-CYANOBENZOIC ACID;1877-72-1;m-Cyanobenzoic acid;Benzoic acid, 3-cyano-;3-Carboxybenzonitrile;3-Cyano-benzoic acid;Benzoic acid, m-cyano-;m-Carboxybenzonitrile;MFCD00002486;UNII-D2GC692D78;D2GC692D78;EINECS 217-511-1;3-Cyanobenzoicacid;Isophthalic acid mononitrile;3-cyano-benzoicacid;3-cyano benzoic acid;Enamine_005492;3-Cyanobenzoic acid, 98%;SCHEMBL60691;CHEMBL66210;DTXSID00172074;HMS1409J14;AMY30318;CS-D1397;STR03459;STL445584;AKOS000120507;AC-7326;TS-01915;A4150;FT-0615553;EN300-17320;AE-562/43460675;W-107769;Q27276020;Z56921155;F2191-0030;tert-butyl?6-fluoro-3-methyl-1H-indazole-1-carboxylate

Chemical Property of 3-Cyanobenzoic acid

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 9.9E-05mmHg at 25°C
• Melting Point: 220-224 °C(lit.)
• Refractive Index: 1.4700 (estimate)
• Boiling Point: 324.7 °C at 760 mmHg
• PKA: 3.60(at 25℃)
• Flash Point: 150.1 °C
• PSA: 61.09000
• Density: 1.32 g/cm³
• LogP: 1.25648
• Storage Temp.: Store at RT.
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 147.032028402
• Heavy Atom Count: 11
• Complexity: 203

Purity/Quality:

99% ^*data from raw suppliers

3-Cyanobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C(=O)O)C#N
• Uses: 3-Cyanobenzoic acid was used in the preparation of new Co(II)-doped Zn(II)-tetrazole-benzoate coordination polymers via in situ [2+3] cycloaddition reactions with NaN3 in the presence of Zn(II) and/or Co(II) salts under hydrothermal conditions. It was also used in the synthesis of three-dimensional coordination polymer, [Mn3(OH)2Na2(3-cnba)6]n (3-Hcnba = 3-cyanobenzoic acid).

Technology Process of 3-Cyanobenzoic acid

There total 45 articles about 3-Cyanobenzoic 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: 99.0%

methyl 3-cyanobenzoate (13531-48-1) → 3-Cyanobenzoic acid (1877-72-1)

Guidance literature:

With iodine; aluminium; In acetonitrile; at 80 ℃; for 18h;

DOI:10.1021/acs.joc.1c00034

Reference yield: 97.0%

carbon monoxide (201230-82-2) + 3-chloro-benzonitrile (766-84-7) → 3-Cyanobenzoic acid (1877-72-1)

Guidance literature:

With 1,3-bis(dicyclohexylphosphino)propane bis(tetrafluoroborate) salt; water; palladium diacetate; potassium carbonate; In dimethyl sulfoxide; at 100 ℃; for 15h; under 760.051 Torr;

DOI:10.1021/jo800907e

Reference yield: 95.0%

benzene-1,3-dicarbonitrile (626-17-5) → 3-Cyanobenzoic acid (1877-72-1)

Guidance literature:

With water; at 30 ℃; for 25h; bacterial hydrolysis with cells of Rhodococcus rhodochrous NCIB 11,216; 0.25 M phosphate buffer, pH 7;

DOI:10.1016/S0040-4039(00)86119-5

upstream raw materials:

isophthalic acid

potassium cyanide

meta-aminobenzoic acid

phosgene

Downstream raw materials:

3-cyanophenyl isocyanate

C₆₀H₇₈N₂O₁₄Si₂

3-Amidinium benzoate

3-(hydroxymethyl)benzonitrile

Refernces

• 1、 Niimi, Ryoko,Suzuka, Toshimasa,Uozumi, Yasuhiro. "Cyanide-Free Cyanation of Aryl Iodides with Nitromethane by Using an Amphiphilic Polymer-Supported Palladium Catalyst". supporting information. p. 40 - 44. Retrieved 2021/11/30.
• 2、 Sang, Dayong,Yue, Huaxin,Fu, Yang,Tian, Juan. "Cleavage of Carboxylic Esters by Aluminum and Iodine". . p. 4254 - 4261. Retrieved 2021/03/09.