N-[(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ylidene]hydroxylamine

• ChemBase ID: 151999
• Molecular Formular: C10H17NO
• Molecular Mass: 167.24808
• Monoisotopic Mass: 167.13101417
• SMILES: C[C@@]12CC[C@@H](C1(C)C)C/C/2=N\O
• Canonical SMILES: O/N=C/1\C[C@@H]2C([C@@]1(C)CC2)(C)C
• InChI: InChI=1S/C10H17NO/c1-9(2)7-4-5-10(9,3)8(6-7)11-12/h7,12H,4-6H2,1-3H3/t7-,10+/m1/s1
• InChIKey: OVFDEGGJFJECAT-XCBNKYQSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ylidene]hydroxylamine
• IUPAC Traditional name: N-[(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ylidene]hydroxylamine
• Synonyms: (1R)-1,7,7-Trimethylbicylco[2,2,1]heptan-2-one oxime; (1R)-Camphor oxime; (1R)-1,7,7-三甲基二环[2,2,1]庚烷-2-酮肟; (1R)-樟脑肟

Database IDs

• CAS Number: 2792-42-9
• EC Number: 220-525-0
• MDL Number: MFCD00046298
• Beilstein Number: 2413664
• PubChem SID: 162246145; 24852775
• PubChem CID: 7345016

CALCULATED PROPERTIES

• Acid pKa: 11.5069475
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.5623462
• LogD (pH = 7.4): 2.5624301
• Log P: 2.5624654
• Molar Refractivity: 48.3137 cm^3
• Polarizability: 19.10823 Å^3
• Polar Surface Area: 32.59 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 115-119 °C
• Optical Rotation: [α]20/D -40.5±1°, c = 5% in ethanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97.0% (sum of enantiomers, GC)
• Empirical Formula (Hill Notation): C10H17NO

DETAILS

Sigma Aldrich - 21335

Other Notes
Chiral intermediate; starting material for the preparation of R(+)-bornylamine and R(-)isobornylamine1
Packaging
5 g in glass bottle