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293911

Sigma-Aldrich

2-Hexyne

99%

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Linear Formula:
CH3CH2CH2C≡CCH3
CAS Number:
764-35-2
Molecular Weight:
82.14
Beilstein:
1731542
EC Number:
212-117-6
MDL number:
MFCD00009470
PubChem Substance ID:
24857687
NACRES:
NA.22

Quality Level

100

Assay

99%

refractive index

n20/D 1.414 (lit.)

bp

84-85 °C (lit.)

density

0.731 g/mL at 25 °C (lit.)

SMILES string

CCCC#CC

InChI

1S/C6H10/c1-3-5-6-4-2/h3,5H2,1-2H3

InChI key

MELUCTCJOARQQG-UHFFFAOYSA-N

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General description

Pd/SiO2 modified with ionic liquid catalyzed lead free stereoselective hydrogenation of 2-hexyne has been reported. Polymerization of 2-hexyne in toluene catalyzed by MoCl5.Ph4Sn and WCl6.Ph4Sn has been reported. Mechanism of hydrogenation of 2-hexyne in solution on selective and unselective bulk Pd has been investigated. Lanthanum-catalyzed dimerization of 2-hexyne has been reported.

Pictograms

Flame
GHS02

Signal Word

Danger

Hazard Statements

H225

Precautionary Statements

P210

Hazard Classifications

Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

12.2 °F - closed cup

Flash Point(C)

-11 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Mechanism of 2-hexyne hydrogenation on heterogeneous palladium.
Ulan JG and Maier WF.
J. Mol. Catal., 54(2), 243-261 (1989)
Polymerization of 2-hexyne and higher 2-alkynes catalyzed by MoCl5.Ph4Sn and WCl6.Ph4Sn .
Higashimura T, et al.
Macromolecules, 15(2), 234-238 (1982)
Organolanthanide-catalyzed cyclodimerizations of disubstituted alkynes.
Heeres HJ, et al.
Organometallics, 9(5), 1508-1510 (1990)
Frederick Schwab et al.
Chemical communications (Cambridge, England), 50(72), 10406-10408 (2014-07-30)
A simple Pd/SiO2 catalyst which was modified with the ionic liquid [BMPL][DCA] gave an excellent yield of 88% towards cis-2-hexene in the stereoselective hydrogenation of 2-hexyne. The catalyst outperforms, even at full conversion, the commonly used lead-poisoned, toxic Lindlar catalyst
He Nan et al.
Journal of chromatography. A, 1523, 316-320 (2017-06-26)
Silver ion or argentation chromatography utilizes stationary phases containing silver ions for the separation of unsaturated compounds. In this study, a mixed-ligand silver-based ionic liquid (IL) was evaluated for the first time as a gas chromatographic (GC) stationary phase for

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