(1R,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride

• ChemBase ID: 91063
• Molecular Formular: C10H13ClO3
• Molecular Mass: 216.66142
• Monoisotopic Mass: 216.05532196
• SMILES: O1C(=O)[C@]2(C([C@]1(CC2)C(=O)Cl)(C)C)C
• Canonical SMILES: ClC(=O)[C@]12CC[C@](C2(C)C)(C(=O)O1)C
• InChI: InChI=1S/C10H13ClO3/c1-8(2)9(3)4-5-10(8,6(11)12)14-7(9)13/h4-5H2,1-3H3/t9-,10-/m0/s1
• InChIKey: PAXWODJTHKJQDZ-UWVGGRQHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride
• IUPAC Traditional name: (1R,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride
• Synonyms: (1S,4R)-(-)-Camphanoyl chloride; [1S]-3-Oxo-4,7,7-trimethyl-2-oxabicyclo[2.2.1]heptane-1-carbonyl Chloride; (-)-(1S,4R)-Camphanoyl Chloride

Database IDs

• CAS Number: 39637-74-6
• MDL Number: MFCD00135626
• PubChem SID: 162077767
• PubChem CID: 12364936

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.2617886
• LogD (pH = 7.4): 2.2617886
• Log P: 2.2617886
• Molar Refractivity: 50.7758 cm^3
• Polarizability: 20.4906 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: Off-White Powder
• Melting Point: 69-71°C; 69-71°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Irritant

DETAILS

Apollo Scientific Ltd - OR6501T

An optically active resolving agent.

Toronto Research Chemicals - C165000

An optically active resolving agent.

REFERENCES

• Helv. Chim. Acta, 61, 2773 (1978)