289722-43-6

Basic information

• Product Name: Bicyclo[2.2.1]heptane-1-carbonyl fluoride, 7,7-dimethyl-2-oxo-, (1S,4R)- (9CI)
• Synonyms: Bicyclo[2.2.1]heptane-1-carbonyl fluoride, 7,7-dimethyl-2-oxo-, (1S,4R)- (9CI)
• CAS NO: 289722-43-6
• Molecular Formula: C10H13FO2
• Molecular Weight: 184.2074232
• Product Categories: ACIDHALIDE
• Mol File: 289722-43-6.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Bicyclo[2.2.1]heptane-1-carbonyl fluoride, 7,7-dimethyl-2-oxo-, (1S,4R)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[2.2.1]heptane-1-carbonyl fluoride, 7,7-dimethyl-2-oxo-, (1S,4R)- (9CI)(289722-43-6)
• EPA Substance Registry System: Bicyclo[2.2.1]heptane-1-carbonyl fluoride, 7,7-dimethyl-2-oxo-, (1S,4R)- (9CI)(289722-43-6)

Safety Data

• Hazardous Substances Data: 289722-43-6(Hazardous Substances Data)

Upstream product

• 464-78-8 (1S)-(+)-ketopinic acid 

Relevant articles and documents

Reactions of carboxyl derivatives of camphor with sulphur tetrafluoride

Treatment of a mixture of endo- and exo-(1R)-3-camphorcarboxylic acid (1) with sulphur tetrafluoride gave initially, (1R)-3-(fluoroformyl)camphor (2) and (1R)-2,2-difluoro-3-(fluoroformyl)bornane (3) but after prolonged reaction time, a mixture of endo- and exo-(1R)-3-(trifluoromethyl)camphor (4) was obtained, albeit in low yield. Carboxylic groups in (1S)-ketopinic and (1R)-trans-isoketopinic acids (5) and (9) were found to be resistant towards SF4 such that at ambient temperature only corresponding acid fluorides (6) and (10) were obtained but under forced conditions fluorination of the carbocyclic ring carbonyl group occurred affording, respectively, (1S)-2,2-difluoro-1-fluoroformyl-7,7-dimethylbicyclo[2,2,1]heptane (7) and (1R)-2,2-difluoro-trans-7-fluoroformyl-1,7-dimethylbicyclo[2,2,1]heptane (11). Hydrolysis of 7 and 11 gave the corresponding acids 8 and 12.