633453

4-Cyanophenylacetic acid

97%

• Empirical Formula (Hill Notation): C₉H₇NO₂
• CAS Number: 5462-71-5
• Molecular Weight: 161.16
• EC Number: 226-753-7
• MDL number: MFCD06798066
• UNSPSC Code: 12352100
• PubChem Substance ID: 24882554
• NACRES: NA.22

Properties

• Assay: 97%
• form: solid
• mp: 150-154 °C (lit.)
• SMILES string: OC(=O)Cc1ccc(cc1)C#N
• InChI: 1S/C9H7NO2/c10-6-8-3-1-7(2-4-8)5-9(11)12/h1-4H,5H2,(H,11,12)
• InChI key: WEBXRQONNWEETE-UHFFFAOYSA-N

Description

Application

4-Cyanophenylacetic acid can be used as a nitrile precursor to synthesize 1,2,4,5-tetrazines by reacting with aliphatic nitriles and hydrazine in the presence of Lewis acid metal catalysts.
It can also be used as a reactant to prepare:

• 4-pyrrolo[1,2-a]quinoxalin-4-ylbenzonitrile by copper-catalyzed reaction with 1-(2-aminoaryl)pyrrole in the presence of 2,2′-bipyridyl as the ligand.
• 4-(1,2-Diphenyl-1H-imidazol-4-yl)benzonitrile by one-pot three-component reaction with N-phenylbenzamidine and nitromethane via activation of C-H and N-H bonds.
• 4-Cyano-N,N-di-2-propen-1-ylbenzeneacetamide by reacting with diallylamine.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302,H315,H319
• Precautionary Statements: P264 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338 - P332 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves