2-cyanobenzoic acid

• ChemBase ID: 8805
• Molecular Formular: C8H5NO2
• Molecular Mass: 147.1308
• Monoisotopic Mass: 147.03202841
• SMILES: c1cc(c(cc1)C#N)C(=O)O
• Canonical SMILES: N#Cc1ccccc1C(=O)O
• InChI: InChI=1S/C8H5NO2/c9-5-6-3-1-2-4-7(6)8(10)11/h1-4H,(H,10,11)
• InChIKey: DTNSDCJFTHMDAK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-cyanobenzoic acid
• IUPAC Traditional name: 2-cyanobenzoic acid
• Synonyms: o-Carboxybenzonitrile; NSC 193443; 2-Cyanobenzoic acid; 2-Cyanobenzoic acid; o-CYANOBENZOIC ACID; 2-氰基苯甲酸

Database IDs

• CAS Number: 3839-22-3
• MDL Number: MFCD00045796
• PubChem SID: 24874642; 160972112
• PubChem CID: 138061

CALCULATED PROPERTIES

• Acid pKa: 2.9005163
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.0654044
• LogD (pH = 7.4): -1.9983507
• Log P: 1.4869249
• Molar Refractivity: 39.0358 cm^3
• Polarizability: 14.505027 Å^3
• Polar Surface Area: 61.09 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 184°C; 210-212°C; 212 °C(lit.); 220-222°C
• Hydrophobicity(logP): 1.545

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: X
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS06
• GHS Hazard statements: H301-H315-H319-H335
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95%; 96%; 98%
• Grade: technical grade
• Linear Formula: NCC6H4CO2H

DETAILS

Sigma Aldrich - 527742

Packaging
1, 5 g in glass bottle
Application
Reactant involved in the synthesis of:
• T-box riboswitch antiterminator RNA-binding oxazolidinone derivatives1
• Benzoate modified β-cyclodextrin derivatives2
• Pyrrolo[1,2-f]triazines for use as JAK2 inhibitors3Reactant involved in:
• Decarboxylation4
• Decarboxylative halogenation3
• Protodecarboxylation5