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294861 Aldrich

1-Chloroadamantane

98%

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Properties

Related Categories Alkyl, Building Blocks, Chemical Synthesis, Halogenated Hydrocarbons, Organic Building Blocks More...
assay   98%
mp   165-166 °C(lit.)

Description

Packaging

5, 25 g in glass bottle

Application

1-Chloroadamantane was employed as precursor for the synthesis of perfluoroadmantane derivatives via aerosol direct fluorination1.

General description

An unusual zwitterionic diradical intermediate complex was generated during the photoinduced electron-transfer substitution reaction between 1-chloroadamantane and tert-butylamine system in a hydrocarbon glass2.

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Safety & Documentation

Safety Information

WGK Germany 
3

Protocols & Articles

Peer-Reviewed Papers

References

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1. Aerosol fluorination of 1-chloroadamantane, 2-chloroadamantane, and methyl 1-adamantylacetate: a novel synthetic approach to 1-and 2-substituted hydryl-, methyl-, and (difluoromethyl-F-adamantanes. Adcock JL, et al. J. Org. Chem. 57(17), 4749-52, (1992)

2. An unusual zwitterionic, diradical intermediate in photochemical electron-transfer substitution reactions. Miller JB, Breeding J, and Smith TJ J. Am. Chem. Soc. 126(40), 12742-3, (2004)

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Beil. 5,IV,469

Fieser 4,475 / Fieser 8,161

FT-IR 2 (1), 154:B / FT-NMR 1 (1), 157:B / RegBook 1 (1), 111:C / Structure Index 1, 13:D:3 / Vapor Phase 3, 148:C

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