ChemicalBook--->CAS DataBase List--->89359-54-6

89359-54-6

89359-54-6 Structure

89359-54-6 Structure
IdentificationBack Directory
[Name]

9-BROMO-1-NONENE
[CAS]

89359-54-6
[Synonyms]

9-BROMO-1-NONENE
9-BroMonon-1-ene
9-Bromo-1-decene
8-Nonenyl Bromide
1-Nonene, 9-bromo-
9-Bromonon-1-ene 98%
Non-8-en-1-yl bromide
9-BROMO-1-NONENE ISO 9001:2015 REACH
[Molecular Formula]

C9H17Br
[MDL Number]

MFCD09037826
[MOL File]

89359-54-6.mol
[Molecular Weight]

205.135
Chemical PropertiesBack Directory
[Boiling point ]

100-101℃/15mm
[density ]

1.1034 (estimate)
[refractive index ]

1.4675
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[form ]

Liquid
[color ]

Colorless to pale yellow
[InChI]

InChI=1S/C9H17Br/c1-2-3-4-5-6-7-8-9-10/h2H,1,3-9H2
[InChIKey]

RQXPBVHYVAOUBY-UHFFFAOYSA-N
[SMILES]

C=CCCCCCCCBr
Questions And AnswerBack Directory
[Uses]

Non-8-enyl Bromide is a reactant in the synthesis of breast cancer drug, Fulvestrant (Falsodex).
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[HS Code ]

2903691990
Spectrum DetailBack Directory
[Spectrum Detail]

9-BROMO-1-NONENE(89359-54-6)FT-IR
Hazard InformationBack Directory
[Synthesis]

8-NONEN-1-OL

13038-21-6

9-BROMO-1-NONENE

89359-54-6

General procedure for the synthesis of 9-bromo-1-nonene from 8-nonen-1-ol: Triphenylphosphine (5.42 g, 20.67 mmol) was dissolved in 20 ml of acetonitrile and placed in a cold bath at -10 °C. Subsequently, bromine (1.01 ml, 19.83 mmol) was slowly added dropwise and the reaction mixture was stirred at that temperature for 30 min. Next, a solution of 8-nonen-1-ol (2 g, 14.06 mmol) and pyridine (1.8 ml, 22.36 mmol) in 10 ml of acetonitrile was added. The cold bath was removed and the reaction mixture was continued to be stirred at room temperature for 1 hour. After completion of the reaction, the solvent was removed by evaporation and the residue was purified by silica gel column chromatography using heptane as eluent. Finally, vacuum distillation was carried out through a bulb tube oven at 120 °C/1 mm Hg to give a colorless liquid product (1.44 g, 50% yield).

[References]

[1] Tetrahedron Letters, 2013, vol. 54, # 29, p. 3865 - 3867
[2] Patent: WO2015/181116, 2015, A1. Location in patent: Page/Page column 51
[3] Journal of the Chemical Society, 1937, p. 1977
[4] Organic letters, 1999, vol. 1, # 2, p. 241 - 243
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