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Merck
CN

247219

6-Bromo-1-hexene

95%

Synonym(s):

1-Bromo-5-hexene, 5-Hexen-1-yl bromide, 5-Hexenyl bromide, 6-Bromohexene

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About This Item

Linear Formula:
Br(CH2)4CH=CH2
CAS Number:
2695-47-8
Molecular Weight:
163.06
Beilstein:
506203
MDL number:
MFCD00000269
UNSPSC Code:
12352100
PubChem Substance ID:
24854859
NACRES:
NA.22

Key Documents

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Quality Level

200

Assay

95%

form

liquid

impurities

<3% DMF

refractive index

n20/D 1.465 (lit.)

bp

47-51 °C/16 mmHg (lit.)

density

1.22 g/mL at 25 °C (lit.)

functional group

alkyl halide
allyl
bromo

SMILES string

BrCCCCC=C

InChI

1S/C6H11Br/c1-2-3-4-5-6-7/h2H,1,3-6H2

InChI key

RIMXEJYJXDBLIE-UHFFFAOYSA-N

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General description

Reaction of 6-bromo-1-hexene with Mg to form Grignard compounds has been investigated. The thermal chemistry of 6-bromo-1-hexene on Ni (100) surface has been studied under ultrahigh vacuum conditions by X-ray photoelectron spectroscopy and temperature-programmed desorption.

Application

6-Bromo-1-hexene was used in the preparation of epoxide, 6-bromo-1,2-epoxyhexane. It was also used in a simple, direct preparation of 4-alkenylbenzonitriles via anionic reduced forms of terephthalonitrile in liquid ammonia.

Signal Word

Danger

Hazard Statements

H226,H315,H319,H335,H360D

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Repr. 1B - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

129.2 °F - closed cup

Flash Point(C)

54 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCX3199
MKCF1523
MKBW9328V
MKBV5736V
MKBV0792V

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The formation of grignard compounds-III: The influence of the solvent.
Bodewitz HWHJ, et al.
Tetrahedron, 31(8), 1053-1063 (1975)
Synlett, 1616-1616 (2007)
Cyclization of 6-bromo-1, 2-epoxyhexane promoted by metal-halogen exchange: unexpected regioselectivity.
Babler JH and Bauta WE.
Tetrahedron Letters, 25(39), 4323-4324 (1984)
Thermal chemistry of 1, 6-diiodohexane on Ni (100) single-crystal surfaces: Mimicking cyclization reactions.
Tjandra S and Zaera F.
The Journal of Physical Chemistry A, 103(!4), 2312-2320 (1999)
Hiroshi Toda et al.
Applied and environmental microbiology, 81(6), 1919-1925 (2015-01-04)
We describe the development of biocatalysis for producing optically pure straight-chain (S)-epoxyalkanes using styrene monooxygenase of Rhodococcus sp. strain ST-10 (RhSMO). RhSMO was expressed in the organic solvent-tolerant microorganism Kocuria rhizophila DC2201, and the bioconversion reaction was performed in an
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