Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

469777

Sigma-Aldrich

6-Chloro-1-hexyne

98%

Synonym(s):

(4-Chlorobutyl)acetylene, 1-Chlorohex-5-yne

Sign Into View Organizational & Contract Pricing


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

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.

pictograms

FlameExclamation mark

signalword

Warning

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


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
Mechanochemical synthesis of functionalized silicon nanoparticles with terminal chlorine groups.
Hallmann S, et al.
Journal of Materials Research, 26(08), 1052-1060 (2011)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service