298197-80-5

Basic information

• Product Name: Naphthalene, 1-fluorodecahydro-, (1R,4aR,8aS)-rel- (9CI)
• Synonyms: Naphthalene, 1-fluorodecahydro-, (1R,4aR,8aS)-rel- (9CI)
• CAS NO: 298197-80-5
• Molecular Formula: C10H17F
• Molecular Weight: 156.2403832
• Product Categories: HALIDE
• Mol File: 298197-80-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Naphthalene, 1-fluorodecahydro-, (1R,4aR,8aS)-rel- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Naphthalene, 1-fluorodecahydro-, (1R,4aR,8aS)-rel- (9CI)(298197-80-5)
• EPA Substance Registry System: Naphthalene, 1-fluorodecahydro-, (1R,4aR,8aS)-rel- (9CI)(298197-80-5)

Safety Data

• Hazardous Substances Data: 298197-80-5(Hazardous Substances Data)

Upstream product

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• 493-01-6 cis-decalin 
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Relevant articles and documents

Process For Synthesizing Fluorinated Cyclic Aliphatic Compounds

The present invention relates to a novel method for producing fluorinated cycloaliphatic compounds from the analogous aromatic compounds by hydrogenation with an Rh-carbene catalyst system.

Hydrogenation of fluoroarenes: Direct access to all-cis-(multi)fluorinated cycloalkanes

All-cis-multifluorinated cycloalkanes exhibit intriguing electronic properties. In particular, they display extremely high dipole moments perpendicular to the aliphatic ring, making them highly desired motifs in material science. Very few such motifs have been prepared, as their syntheses require multistep sequences from diastereoselectively prefunctionalized precursors. Herein we report a synthetic strategy to access these valuable materials via the rhodium-cyclic (alkyl)(amino)carbene (CAAC)-catalyzed hydrogenation of readily available fluorinated arenes in hexane. This route enables the scalable single-step preparation of an abundance of multisubstituted and multifluorinated cycloalkanes, including all-cis-1, 2, 3, 4, 5, 6-hexafluorocyclohexane as well as cis-configured fluorinated aliphatic heterocycles.

C-HALOGEN BOND FORMATION

Methods of halogenating a carbon containing compound having an sp3 C-H bond are provided. Methods of fluorinating a carbon containing compound comprising halogenation with Cl or Br followed by nucleophilic substitution with F are provided. Methods of direct oxidative C-H fluorination of a carbon containing compound having an sp3 C-H bond are provided. The halogenated products of the methods are provided.

Elementalfluorine. Part 14.1 Electrophilic fluorination and nitrogen functionalisation of hydrocarbons

Selective fluorination of a range of hydrocarbons was achieved by reaction with either elemental fluorine or Selectfluor, an electrophilic fluorinating reagent of the N-F class. An electrophilic mechanism is envisaged. On prolonged reaction, the strongly acidic reaction medium that is formed upon substitution of hydrogen by fluorine when Selectfluor is used as the fluorinating reagent, promotes loss of fluoride from the initial fluorinated product. Trapping of the subsequent carbocation by the acetonitrile solvent in a Ritter type process gives overall nitrogen functionalisation of hydrocarbons. Amidation of hydrocarbons could also be achieved in a one-stage process by reaction of the hydrocarbon with fluorine and a Lewis acid, such as boron trifluoride-diethyl ether, in acetonitrile.

Electrophilic fluorination at saturated sites

Transformation of carbon-hydrogen bonds to carbonfluorine bonds at saturated secondary and tertiary carbon sites by electrophilic aliphatic substitution processes is possible using either elemental fluorine or fluorinating reagents of the N-F class.

DIFFERENT SELECTIVITIES IN BROMOFLUORINATION REACTIONS USING N-BROMOSUCCINIMIDE/ TRIETHYLAMINE TRIS HYDROFLUORIDE OR OLAH'S REAGENT

A new reagent is used for bromofluorination.Its selectivity is compared with that of a known one in the competition between normal 1,2-addition and transannular ?-cyclisation of cycloalka-1,5-dienes 1 and 5.