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
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
98.6 °F - closed cup
Flash Point(C)
37 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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Comparison of amine-induced cyclization of 6-chloro-1-hexynylphosphonate and isobutyl 7-chlorohept-2-ynoate.
Srivastava HK, et al.
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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)
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