4-cyanobenzoic acid

• ChemBase ID: 69653
• Molecular Formular: C8H5NO2
• Molecular Mass: 147.1308
• Monoisotopic Mass: 147.03202841
• SMILES: C(=O)(c1ccc(cc1)C#N)O
• Canonical SMILES: N#Cc1ccc(cc1)C(=O)O
• InChI: InChI=1S/C8H5NO2/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4H,(H,10,11)
• InChIKey: ADCUEPOHPCPMCE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-cyanobenzoic acid
• IUPAC Traditional name: P-cyanobenzoic acid
• Synonyms: p-Cyanobenzoic Acid; NSC 6306; p-Carboxybenzonitrile; Terephthalic acid mononitrile; 4-Cyanobenzoic acid; p-CYANOBENZOIC ACID; 4-Cyanobenzoic acid; 4-Carboxybenzonitrile; 4-Cyanobenzoic acid 98%; 对氰基苯甲酸; 4-氰基苯甲酸

Database IDs

• CAS Number: 619-65-8
• EC Number: 210-606-9
• MDL Number: MFCD00002528
• Beilstein Number: 1862865
• PubChem SID: 24893119; 24857126; 162035379
• PubChem CID: 12087

CALCULATED PROPERTIES

• Acid pKa: 3.535183
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.4709004
• LogD (pH = 7.4): -1.8776518
• Log P: 1.4869249
• Molar Refractivity: 39.0358 cm^3
• Polarizability: 14.502435 Å^3
• Polar Surface Area: 61.09 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Beige Solid
• Melting Point: 217-219°C (dec.); 219-221 °C; 219-221 °C (dec.)(lit.); 219-221(dec.)°C; ca 221°C dec.

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Air Sensitive; Harmful/Irritant/Air Sensitive/Store under Argon; IRRITANT
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38; 22-36/37/38
• Safety Statements: 26-36; 26-36/37
• TSCA Listed: false; 是
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H315-H319-H335; H302-H312-H315-H319-H332-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338; P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (T); 95+%; 98%; 99%
• Grade: purum
• Linear Formula: NCC6H4CO2H

DETAILS

MP Biomedicals - 05215907

MP Biomedicals Rare Chemical collection

Sigma Aldrich - C89803

Packaging
5, 25 g in glass bottle

Toronto Research Chemicals - C962325

An inhibitor. The studies show that 4-cyanobenzaldehyde and 4-cyanobenzoic acid can inhibit both the monophenolase activity and the diphenolase activity of mushroom tyrosinase.

REFERENCES

• Espin, J., et al.: J. Agric. Food Chem., 47, 2638 (1999)
• Chen, Q., et al.: J. Agric.Food Chem., 50, 4108 (1999)