469777
6-Chloro-1-hexyne
98%
Synonym(s):
(4-Chlorobutyl)acetylene, 1-Chlorohex-5-yne
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About This Item
Linear Formula:
Cl(CH2)4C≡CH
CAS Number:
Molecular Weight:
116.59
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
assay
98%
refractive index
n20/D 1.451 (lit.)
bp
83 °C/95 mmHg (lit.)
density
0.962 g/mL at 25 °C (lit.)
functional group
alkyl halide
chloro
SMILES string
ClCCCCC#C
InChI
1S/C6H9Cl/c1-2-3-4-5-6-7/h1H,3-6H2
InChI key
ZUKOCGMVJUXIJA-UHFFFAOYSA-N
Related Categories
General description
6-Chloro-1-hexyne is a halogenated hydrocarbon. It shows high reactivity in milling process during the synthesis of chloroalkyl-functionalized silicon nanoparticles due to the presence of triple bond.
Application
6-Chloro-1-hexyne was used in the preparation of novel bis(indolyl)maleimide pyridinophanes and disubstituted polyacetylenes bearing naphthalene pendants with varying spacer lengths. It may be used in the preparation of diethyl 6-chloro-1-hexynylphosphonate, by lithiation with n-BuLi followed by the reaction with diethyl chlorophosphate.
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_germany
WGK 3
flash_point_f
98.6 °F - closed cup
flash_point_c
37 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Mechanochemical synthesis of functionalized silicon nanoparticles with terminal chlorine groups.
Hallmann S, et al.
Journal of Materials Research, 26(08), 1052-1060 (2011)
Comparison of amine-induced cyclization of 6-chloro-1-hexynylphosphonate and isobutyl 7-chlorohept-2-ynoate.
Srivastava HK, et al.
Tetrahedron, 65(22), 4389-4395 (2009)
Han-Cheng Zhang et al.
Bioorganic & medicinal chemistry letters, 17(10), 2863-2868 (2007-03-14)
Novel bis(indolyl)maleimide pyridinophanes 3, 9a, 9b, 10a, 10b, and 11 were prepared by cobalt-mediated [2+2+2] cycloaddition of an appropriate alpha,omega-diyne with an N,N-dialkylcyanamide. These macrocyclic heterophanes were found to be potent, selective inhibitors of glycogen synthase kinase-3beta. An X-ray structure
Jacky W Y Lam et al.
The journal of physical chemistry. B, 112(36), 11227-11235 (2008-08-19)
Poly(1-phenyl-1-alkyne)s bearing chromophoric pendants and containing alkyl spacers (-{(C 6H 5)CC[(CH 2) m OCOC 6H 4CCNp]} n - [P 1( m) ( m = 3, 4, 9); Np = 1-naphthyl]) were synthesized, and the effects of structural variations on the
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