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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:
876-53-9
Molecular Weight:
294.03
MDL number:
MFCD00077218
UNSPSC Code:
12352100
PubChem Substance ID:
24865163
NACRES:
NA.22

Assay

99%

form

powder

mp

108-110 °C (lit.)

functional group

bromo

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBF8063V
STBF6872V
STBD6231V
06207JR
S32016

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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)
Preparation of 1-silyl-and 1, 3-disilyl-adamantanes.
Pai Y-M, et al.
Journal of Organometallic Chemistry, 270(3), 271-275 (1984)

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