245655-52-1

Basic information

• Product Name: 3-Cyclopentene-1,3-dicarbonyl difluoride, 1,2,2-trimethyl-, (1R)- (9CI)
• Synonyms: 3-Cyclopentene-1,3-dicarbonyl difluoride, 1,2,2-trimethyl-, (1R)- (9CI)
• CAS NO: 245655-52-1
• Molecular Formula: C10H12F2O2
• Molecular Weight: 202.1978864
• Product Categories: ACIDHALIDE
• Mol File: 245655-52-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Cyclopentene-1,3-dicarbonyl difluoride, 1,2,2-trimethyl-, (1R)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Cyclopentene-1,3-dicarbonyl difluoride, 1,2,2-trimethyl-, (1R)- (9CI)(245655-52-1)
• EPA Substance Registry System: 3-Cyclopentene-1,3-dicarbonyl difluoride, 1,2,2-trimethyl-, (1R)- (9CI)(245655-52-1)

Safety Data

• Hazardous Substances Data: 245655-52-1(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.