245655-46-3

Basic information

• Product Name: (1R,4S)-(-)-3-oxa-4-trifluoromethylcamphor
• CAS NO: 245655-46-3
• Molecular Weight: 222.207
• Mol File: 245655-46-3.mol

Chemical Properties

• CAS DataBase Reference: (1R,4S)-(-)-3-oxa-4-trifluoromethylcamphor(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,4S)-(-)-3-oxa-4-trifluoromethylcamphor(245655-46-3)
• EPA Substance Registry System: (1R,4S)-(-)-3-oxa-4-trifluoromethylcamphor(245655-46-3)

Safety Data

• Hazardous Substances Data: 245655-46-3(Hazardous Substances Data)

Upstream product

• 67111-66-4 (-)-camphanic acid 

Relevant articles and documents

Selective fluorination of (1S,4R)-(-)-camphanic acid with sulphur tetrafluoride: Preparation of new fluorinated optically active derivatives of camphor and 1,2,2-trimethylcyclopentane

Treatment of (1S,4R)-(-)-camphanic acid (1) with sulphur tetrafluoride affords (1R,4S)-(-)-3-oxa-4-(trifluoromethyl)camphor (2) as a main product together with small amounts of (1S,4R)-camphanoyl fluoride (3), (1R)-3-(trifluoromethyl)camphonenoyl fluoride (4) and (1R)-3,4-dehydrocamphoroyl difluoride (5). Reduction of 2 with LiAlH4 gives the diol, (1R,3S)-(+)-3-hydroxy-1,2,2-trimethyl-3-trifluoromethyl-1-cyclopentanemethanol (6), which when heated with KHSO4 readily dehydrates to (1R,4S)-(-)-3-oxa-4-(trifluoromethyl)bornane (7). Acylation of the diol 6 proceeds regioselectively at the primary hydroxyl group to give exclusively monoacylated derivative 8.