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560855

Sigma-Aldrich

10-Bromo-1-decene

97%

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About This Item

Linear Formula:
Br(CH2)8CH=CH2
CAS Number:
Molecular Weight:
219.16
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

refractive index

n20/D 1.4660 (lit.)

bp

50 °C/0.3 mmHg (lit.)

density

1.092 g/mL at 25 °C (lit.)

SMILES string

BrCCCCCCCCC=C

InChI

1S/C10H19Br/c1-2-3-4-5-6-7-8-9-10-11/h2H,1,3-10H2

InChI key

JVVPJOMYWVYPOF-UHFFFAOYSA-N

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General description

10-Bromo-1-decene can be synthesized by reacting 9-decen-1-ol with PBr3. The product undergoes reduction reaction with 2-propylbenzo[d][1,3,2]dioxaborole (PBD) and Bu3SnH under room temperature conditions to yield 1-decene.

Packaging

10-Bromo-1-decene may be used to synthesize:
  • 4′-(9-decenyloxy) biphenyl-4-carboxylic acid methyl ester
  • 4′-(9-decenyloxy)biphenyl-4-carboxylic acid
  • 9-decenylmagnesium bromide, which was employed for the preparation of (R)-tridec-12-en-2-ol

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

206.0 °F - closed cup

Flash Point(C)

96.67 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Radical initiation using borole derivatives.
Montgomery I, et al.
Tetrahedron Letters, 49(4), 628-630 (2008)
Room temperature ferroelectric terpolymers with large spontaneous polarization.
Naciri J, et al.
Macromolecules, 28(15), 5274-5279 (1995)
The four-membered-ring chemical shift anomaly.
Lambert JB, et al.
The Journal of Organic Chemistry, 48(22), 3982-3985 (1983)
Julian Gebauer et al.
The Journal of organic chemistry, 71(5), 2021-2025 (2006-02-25)
A simple access to gamma,delta-unsaturated-beta-keto lactones is presented, allowing a rapid total synthesis of the naturally occurring 16-membered macrolide antibiotic (-)-A26771B via cross metathesis, asymmetric dihydroxylation, and lactonization as the key steps.
Novel ferroelectric and electroclinic organosiloxane liquid crystals.
Naciri J, et al.
Chemistry of Materials, 7(7), 1397-1402 (1995)

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