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1,3-Dibromoadamantane

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1,3-Dibromoadamantane manufacturers

  • 1,3-Dibromoadamantane
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  • 2026-04-10
  • CAS:876-53-9
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  • Purity: 99% hplc
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1,3-Dibromoadamantane Basic information
Product Name:1,3-Dibromoadamantane
Synonyms:1,3-DIBROMOADAMANTANE;1,3-DIBROMOTRICYCLO[3.3.1.1(3,7)]DECANE;1,3-DIBROMO- ADAMANTINE;Dibromoadamantane,97%;tricyclo[3.3.1.1~3,7~]decane, 1,3-dibromo-;1,3-Dibromoadamantan;Adamantane, 1,3-dibromo-;NSC 102289
CAS:876-53-9
MF:C10H14Br2
MW:294.03
EINECS:1533716-785-6
Product Categories:Alkyl;Halogenated Hydrocarbons;Organic Building Blocks;Adamantane derivatives;Miscellaneous Reagents;Adamantanes
Mol File:876-53-9.mol
1,3-Dibromoadamantane Structure
1,3-Dibromoadamantane Chemical Properties
Melting point 108-110 °C (lit.)
Boiling point 287.6±13.0 °C(Predicted)
density 1.864±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Ethyl Acetate (Slightly)
form Solid
color White to Pale Gray
InChIInChI=1S/C10H14Br2/c11-9-2-7-1-8(4-9)5-10(12,3-7)6-9/h7-8H,1-6H2
InChIKeyHLWZKLMEOVIWRK-UHFFFAOYSA-N
SMILESC12(Br)CC3CC(CC(Br)(C3)C1)C2
CAS DataBase Reference876-53-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
HazardClass IRRITANT
HS Code 2902190000
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
1,3-Dibromoadamantane Usage And Synthesis
Chemical PropertiesWhite Solid
Uses1,3-Dibromoadamantane may be used in the preparation of 1,3-bis(phenyldimethylsilyl)adamantine.
General Description1,3-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.
Synthesis
Adamantane

281-23-2

1-Bromoadamantane

768-90-1

1,3-Dibromoadamantane

876-53-9

Reactions were carried out in 20 mL glass ampoules or 17 mL stainless steel pressure microreactors with consistent results from parallel experiments. Under argon protection, 0.3 mmol of tris(acetylacetonato)iron(III) [Fe(acac)3], 10 mmol of adamantane, 10 mmol of carbon tetrabromide (CBr4), and 150 mmol of dibromomethane (CH2Br2) were added to the microreactor (or ampoule). The reactor (or ampoule) was sealed and heated under stirring conditions. After completion of the reaction, the reactor (or ampoule) was cooled to room temperature, opened and the solvent was removed by distillation and the residue was purified by crystallization with hexane or ethanol. The conversion of adamantane and the yield of its derivatives were determined by gas chromatography (GLC) using decene as an internal standard with correction factors of 1.09 and 1.53 for adamantane and bromoadamantane, respectively.The structures of the resulting compounds were confirmed by comparison with known samples and literature data.

References[1] Russian Journal of Organic Chemistry, 2015, vol. 51, # 2, p. 184 - 187
[2] Zh. Org. Khim., 2015, vol. 51, # 2, p. 196 - 199
[3] Tetrahedron Letters, 1986, vol. 27, # 12, p. 1399 - 1402
[4] Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, p. 2041
[5] Zhurnal Organicheskoi Khimii, 1984, vol. 20, # 10, p. 2239 - 2240
1,3-Dibromoadamantane Preparation Products And Raw materials
Raw materialsIron-->Liquid bromine-->Adamantane
Preparation Products1,3-Dimethyladamantane-->1-Bromoadamantane
Tag:1,3-Dibromoadamantane(876-53-9) Related Product Information
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