4-acetylbenzonitrile

• ChemBase ID: 69528
• Molecular Formular: C9H7NO
• Molecular Mass: 145.15798
• Monoisotopic Mass: 145.05276385
• SMILES: C(#N)c1ccc(cc1)C(=O)C
• Canonical SMILES: N#Cc1ccc(cc1)C(=O)C
• InChI: InChI=1S/C9H7NO/c1-7(11)9-4-2-8(6-10)3-5-9/h2-5H,1H3
• InChIKey: NLPHXWGWBKZSJC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-acetylbenzonitrile
• IUPAC Traditional name: P-cyanoacetophenone
• Synonyms: p-CYANOACETOPHENONE; 4-Acetylbenzonitrile; 4'-Cyanoacetophenone; 1-Acetyl-4-benzonitrile; 4-Cyanoacetophenone; 4-Cyanophenyl Methyl Ketone; 4'-Cyanoacetophenone; Methyl p-Cyanophenyl Ketone; p-Acetylbenzonitrile; p-Cyanoacetophenone; p-Cyanophenyl Methyl Ketone; 4-Acetylbenzonitrile; 4′-Cyanoacetophenone; 4-Acetylbenzonitrile; 对氰基苯乙酮; 4-乙酰苯腈; 4-乙酰基苯甲腈

Database IDs

• CAS Number: 1443-80-7
• EC Number: 215-885-0
• MDL Number: MFCD00001825
• Beilstein Number: 1932887
• PubChem SID: 24849437; 162035254; 24845112
• PubChem CID: 74044

CALCULATED PROPERTIES

• Acid pKa: 15.949796
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.3869895
• LogD (pH = 7.4): 1.3869895
• Log P: 1.3869895
• Molar Refractivity: 42.1824 cm^3
• Polarizability: 15.890429 Å^3
• Polar Surface Area: 40.86 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White Solid
• Melting Point: 55-58°C; 56-59 °C; 56-59 °C(lit.); 57-58°C
• Boiling Point: 95-96°C/14mm; 95-96°C/14mm

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT; Toxic/Harmful
• European Hazard Symbols: X; Harmful (Xn)
• UN Number: UN3439
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: III
• Risk Statements: 20/21/22-36/37/38; 22
• Safety Statements: 26-36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302; H331-H302-H312-H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (GC); 95+%; 97%; 98%; 99%
• Grade: purum
• Linear Formula: CH3COC6H4CN

DETAILS

MP Biomedicals - 05210914

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 154393

Packaging
5, 25 g in glass bottle

Toronto Research Chemicals - C987505

Used in the preparation of antimalarial isonitriles.

REFERENCES

• Singh, C. et al.; Bioorgan. Med. Chem. Lett. 12, 2277 (2002)