76185-12-1

Basic information

• Product Name: 2,2-DIFLUORO-5,5-DIMETHYL-1,3-CYCLOHEXANEDIONE MONOHYDRATE
• Synonyms: 2,2-DIFLUORO-5,5-DIMETHYL-1,3-CYCLOHEXANEDIONE MONOHYDRATE
• CAS NO: 76185-12-1
• Molecular Formula: C₈H₁₀F₂O₂
• Molecular Weight: 176.16
• Mol File: 76185-12-1.mol

Chemical Properties

• Boiling Point: 192.081 °C at 760 mmHg
• Flash Point: 70.873 °C
• Appearance: /
• Density: 1.191 g/cm³
• Vapor Pressure: 0.498mmHg at 25°C
• Refractive Index: 1.421
• CAS DataBase Reference: 2,2-DIFLUORO-5,5-DIMETHYL-1,3-CYCLOHEXANEDIONE MONOHYDRATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-DIFLUORO-5,5-DIMETHYL-1,3-CYCLOHEXANEDIONE MONOHYDRATE(76185-12-1)
• EPA Substance Registry System: 2,2-DIFLUORO-5,5-DIMETHYL-1,3-CYCLOHEXANEDIONE MONOHYDRATE(76185-12-1)

Safety Data

• Hazardous Substances Data: 76185-12-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 46, p. 3917, 1981 DOI: 10.1021/jo00332a034

InChI:InChI=1/C8H10F2O2/c1-7(2)3-5(11)8(9,10)6(12)4-7/h3-4H2,1-2H3

Upstream product

• 1807-68-7 diazodimedone 
• 126-81-8 dimedone 

Relevant articles and documents

Elemental fluorine. Part 6. Fluorination of cyclic 1,3-diketones and related compounds

Direct fluorination of cyclic 1,3-diones gives 2-mono- and 2,2-di-fluorinated products. The monofluorinated compounds crystallise in their enol forms and the difluorinated compounds form stable monohydrates whose crystal structures have been elucidated. D

Direct Fluorination of 1,3-Dicarbonyl Compounds

1,3-Dicarbonyls, such as 1,3-diketones and 1,3-ketoesters, react directly with elemental fluorine at room temperature to give the corresponding 2-fluoro- and, in some cases, 2,2-difluoro-compounds in high yield.

CHEMISTRY OF ORGANO HALOGENIC MOLECULES. PART 100. COMPARATIVE BEHAVIOUR OF XENON DIFLUORIDE AND CAESIUM FLUOROXYSULPHATE IN THE FLUORINATION OF ENOL ACETATES AND KETONES

Xenon difluoride and caesium fluoroxysulphate reacted in methylene chloride or acetonitrile with various enol acetates, diketones, and ketones, yielding mainly α-fluoro ketones, the course of the reaction depending on the reagent and the structure of the organic molecule.Enol acetates from cycloalkanones were converted with caesium fluoroxysulphate to α-fluoroxycycloalkanones in high yield.Xenon difluoride and caesium fluoroxysulphate converted enol acetates of benzocycloalkanones-1 to α-fluorobenzocycloalkanones, while the reactivity of enol acetates of benzocycloalkanones-2 depended on the reagent used. 1,3-Diphenyl-propane-1,3-dione and its enol acetate were converted with XeF2 and CsSO4F to mono and difluoro substituted products, the course of the reaction being dependent on the reagent.Xenon difluoride converted 1-indanone to rearranged 2,2-difluorochromane, while caesium fluoroxysulphate reacted to 1-fluoro-2-indanone with 2-indanone.

Room Temperature Fluorination of 1,3-Diketones and Enol Acetates with Xenon Difluoride

Fluorination of 1,3-diketones with xenon difluoride in the presence of the insoluble cross-linked polystyrene-4-vinylpyridine complex with boron trifluoride and insoluble cross-linked polystryrene-4-vinylpyridine resins resulted in the formation of mono- and di-fluoro products, while reactions with enol acetates in the presence of hydrogen fluoride gave α-fluoroketones.