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Key Documents

294861

Sigma-Aldrich

1-Chloroadamantane

98%

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About This Item

Empirical Formula (Hill Notation):
C10H15Cl
CAS Number:
Molecular Weight:
170.68
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

solid

mp

165-166 °C (lit.)

SMILES string

ClC12C[C@H]3C[C@H](C[C@H](C3)C1)C2

InChI

1S/C10H15Cl/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9H,1-6H2/t7-,8+,9-,10-

InChI key

OZNXTQSXSHODFR-CHIWXEEVSA-N

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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 glass.

Application

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Xue Li et al.
Journal of pharmaceutical sciences, 106(1), 395-401 (2016-11-07)
Supramolecular cyclodextrin-based nanoparticles (CD-NPs) mediated by host-guest interactions have gained increased popularity because of their "green" and simple preparation procedure, as well as their versatility in terms of inclusion of active molecules. Herein, we showed that original CD-NPs of around
John B Miller et al.
Journal of the American Chemical Society, 126(40), 12742-12743 (2004-10-08)
An unusual zwitterionic diradical intermediate complex R*...X-...HR'B*+ is generated during the photoinduced electron-transfer substitution reaction between alkyl halides (RX) and Lewis bases (HR'B). This reaction intermediate was observed for the 1-chloroadamantane and tert-butylamine system in a hydrocarbon glass at 25
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.
The Journal of Organic Chemistry, 57(17), 4749-4752 (1992)

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