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403083

Sigma-Aldrich

1,3-Dibromoadamantane

99%

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About This Item

Empirical Formula (Hill Notation):
C10H14Br2
CAS Number:
Molecular Weight:
294.03
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

form

powder

mp

108-110 °C (lit.)

SMILES string

Br[C@]12C[C@@H]3C[C@H](C1)C[C@@](Br)(C3)C2

InChI

1S/C10H14Br2/c11-9-2-7-1-8(4-9)5-10(12,3-7)6-9/h7-8H,1-6H2/t7-,8+,9+,10-

InChI key

HLWZKLMEOVIWRK-FIRGSJFUSA-N

General description

1,3-Dibromoadamantane is reported to react with diphenylphosphide ions (Ph2P-) under photostimulation by the SRN1 mechanism. The viscosity-dependent retarding effect of 1,3-dibromoadamantane in highly viscous polymeric chlorotrifluoroethene has been studied by 13C NMR relaxation measurements. Preparation of 1,3-dibromoadamantane via dibromination of adamantine has been reported.

Application

1,3-Dibromoadamantane may be used in the preparation of 1,3-bis(phenyldimethylsilyl)adamantine.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Preparation of 1-silyl-and 1, 3-disilyl-adamantanes.
Pai Y-M, et al.
Journal of Organometallic Chemistry, 270(3), 271-275 (1984)
Lienin et al.
Journal of magnetic resonance (San Diego, Calif. : 1997), 131(2), 184-190 (1998-05-08)
The viscosity-dependent retarding effect of a polymeric solvent on the rotation of small solute molecules is investigated by 13C NMR relaxation measurements. It is found that the relaxation data of 1,3-dibromoadamantane in highly viscous polymeric chlorotrifluoroethene can be explained neither
Selective dibromination of adamantane.
Talaty ER, et al.
J. Chem. Soc. Sect. C, 1902-1903 (1968)
Reactions of 1, 3-dihaloadamantanes with diphenylphosphide ions by the SRN1 mechanism. Competition between intermolecular and intramolecular electron transfer reactions.
Lukach AE, et al.
Journal of Physical Organic Chemistry, 7(11), 610-614 (1994)

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