N-(cyclohex-1-en-1-yl)formamide

• ChemBase ID: 139190
• Molecular Formular: C7H11NO
• Molecular Mass: 125.16834
• Monoisotopic Mass: 125.08406398
• SMILES: C1CCC(=CC1)NC=O
• Canonical SMILES: O=CNC1=CCCCC1
• InChI: InChI=1S/C7H11NO/c9-6-8-7-4-2-1-3-5-7/h4,6H,1-3,5H2,(H,8,9)
• InChIKey: PMOWTTQUPBFWRL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(cyclohex-1-en-1-yl)formamide
• IUPAC Traditional name: N-(cyclohex-1-en-1-yl)formamide
• Synonyms: 1-Formamido-1-cyclohexene; N-(1-Cyclohexenyl)formamide; N-(Cyclohex-1-en-1-yl)forMaMide; 1-甲酰胺基-1-环己烯; N-(1-环己烯)甲酰胺

Database IDs

• CAS Number: 40652-40-2
• MDL Number: MFCD01863768
• Beilstein Number: 2828041
• PubChem SID: 24857602; 162233438
• PubChem CID: 4144151

CALCULATED PROPERTIES

• Acid pKa: 14.209444
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.611703
• LogD (pH = 7.4): 0.6117029
• Log P: 0.611703
• Molar Refractivity: 37.3797 cm^3
• Polarizability: 13.860147 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 58-63 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (GC); 97%
• Empirical Formula (Hill Notation): C7H11NO

DETAILS

Sigma Aldrich - 29263

Other Notes
Stable, crystalline precursor of the "universal, convertible" 1-cyclohexenyl isocyanide employed in the Ugi four component condensation, 4CC, to give α-(acylamino)amides1,2,3