N-(2-phenylethyl)formamide

• ChemBase ID: 143523
• Molecular Formular: C9H11NO
• Molecular Mass: 149.18974
• Monoisotopic Mass: 149.08406398
• SMILES: c1ccc(cc1)CCNC=O
• Canonical SMILES: O=CNCCc1ccccc1
• InChI: InChI=1S/C9H11NO/c11-8-10-7-6-9-4-2-1-3-5-9/h1-5,8H,6-7H2,(H,10,11)
• InChIKey: NOOOMJZHMKSKBF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-phenylethyl)formamide
• IUPAC Traditional name: N-(2-phenylethyl)formamide
• Synonyms: (2-Phenylethyl)formamide; 2-Phenylethylformamide; N-β-Phenethylformamide; N-(β-Phenylethyl)formamide; N-(2-Phenylethyl)formamide; N-Formyl-N-(2-phenylethyl)amine; N-Formylphenethylamine; N-Phenethylformamide; NSC 18966; N-(Phenethyl)formamide

Database IDs

• CAS Number: 23069-99-0
• MDL Number: MFCD00962346
• PubChem SID: 162237742
• PubChem CID: 140995

CALCULATED PROPERTIES

• Acid pKa: 16.392868
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.1578231
• LogD (pH = 7.4): 1.1578233
• Log P: 1.1578233
• Molar Refractivity: 44.2397 cm^3
• Polarizability: 17.061459 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: >110 °C; >230 °F
• Density: 1.049 g/mL at 25 °C
• Refractive Index: n20/D 1.546

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-37/38-41-43
• Safety Statements: 26-36/37/39
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H317-H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Storage Temperature: -20°C

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C9H11NO

DETAILS

Sigma Aldrich - 731161

Packaging
1, 5 g in glass bottle
Application
Reactant for:
• Preparation of allenamides by alkylation with propargyl bromide and isomerization1
• Ugi 3CC reaction2