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About This Item
Linear Formula:
Cl(CH2)4CH=CH2
CAS Number:
Molecular Weight:
118.60
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
213-186-5
MDL number:
Product Name
6-Chloro-1-hexene, 96%
assay
96%
SMILES string
ClCCCCC=C
InChI key
BLMIXWDJHNJWDT-UHFFFAOYSA-N
InChI
1S/C6H11Cl/c1-2-3-4-5-6-7/h2H,1,3-6H2
refractive index
n20/D 1.438 (lit.)
bp
135-136 °C (lit.)
density
0.896 g/mL at 25 °C (lit.)
functional group
alkyl halide
allyl
chloro
Quality Level
Related Categories
Application
6-Chloro-1-hexene may be used in the synthesis of 1-(5-hexen)-2,3-dimethyl-imidazolium chloride.
General description
6-Chloro-1-hexene is an ω-chloro-1-alkene. It reacts with β-substituted imines in the presence of a rhodium catalyst to afford tri- and tetra-substituted imines. It undergoes cross-coupling reaction in the presence of copper(II) chloride and 1-phenylpropyne.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
84.0 °F - closed cup
flash_point_c
28.9 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
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The Signs of Si29-H1 and Si29-F19 Coupling Constants
Danyluk SS.
Journal of the American Chemical Society, 86.20, 4504-4505 (1964)
Stereoselective alkylation of a, ?-unsaturated imines via CH bond activation
Colby, Denise A., Robert G. Bergman, and Jonathan A. Ellman
Journal of the American Chemical Society, 128.17, 5604-5605 (2006)
New ionic liquid-modified silica gels as recyclable materials for l-proline-or H?Pro?Pro?Asp?NH2-catalyzed aldol reaction
Aprile C, et al.
Green Chemistry, 9.12, 1328-1334 (2007)
Copper nanoparticle-catalyzed cross-coupling of alkyl halides with Grignard reagents.
Kim JH and Chung YK.
Chemical Communications (Cambridge, England), 49(94), 11101-11103 (2013)
Christopher L Rock et al.
Dalton transactions (Cambridge, England : 2003), 48(2), 461-467 (2018-11-30)
The phosphine-substituted α-diimine Ni precursor, (Ph2PPrDI)Ni, has been found to catalyze alkene hydrosilylation in the presence of Ph2SiH2 with turnover frequencies of up to 124 h-1 at 25 °C (990 h-1 at 60 °C). Moreover, the selective hydrosilylation of allylic
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