(2E)-3-phenylprop-2-enamide

• ChemBase ID: 43025
• Molecular Formular: C9H9NO
• Molecular Mass: 147.17386
• Monoisotopic Mass: 147.06841391
• SMILES: C(=O)(/C=C/c1ccccc1)N
• Canonical SMILES: NC(=O)/C=C/c1ccccc1
• InChI: InChI=1S/C9H9NO/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H2,10,11)/b7-6+
• InChIKey: APEJMQOBVMLION-VOTSOKGWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-3-phenylprop-2-enamide; 3-phenylprop-2-enamide
• IUPAC Traditional name: cinnamamide; 3-phenylprop-2-enamide
• Synonyms: Cinnamamide, predominantly trans; 3-Phenylacrylamide; CINNAMAMIDE; 3-Phenyl-2-propenamide; Cinnamamide; 3-Phenylacrylamide; 肉桂酰胺，主要为反式; 肉桂酰胺, 主体成分为反式

Database IDs

• CAS Number: 621-79-4; 22031-64-7
• EC Number: 210-707-8
• MDL Number: MFCD00008033
• Beilstein Number: 2040577
• PubChem SID: 162047788; 24893019
• PubChem CID: 5273472

CALCULATED PROPERTIES

• Acid pKa: 16.527065
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.3291427
• LogD (pH = 7.4): 1.3291436
• Log P: 1.3291436
• Molar Refractivity: 44.8821 cm^3
• Polarizability: 16.897972 Å^3
• Polar Surface Area: 43.09 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder
• Melting Point: 145-149°C; 146-150 °C; 148-150 °C(lit.)

Safety Information

• Storage Warning: IRRITANT
• RTECS: GD6853000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• GHS Precautionary statements: P264-P270-P301+P312-P330-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: >95%; 95+%; 97%
• Linear Formula: C6H5CH=CHCONH2

DETAILS

Sigma Aldrich - C80806

Packaging
5, 25 g in glass bottle

REFERENCES

• Transamidation with acetonitrile in the presence of formaldehyde and formic acid under mild conditions gives cinnamonitrile in 87% yield: J. Org. Chem., 61, 6486 (1996). For further details, see Benzamide, A10501.