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About This Item
Empirical Formula (Hill Notation):
C6H12
CAS Number:
Molecular Weight:
84.16
Beilstein:
1718858
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
≥95.0%
refractive index
n20/D 1.395
bp
66-68 °C (lit.)
density
0.681 g/mL at 20 °C (lit.)
SMILES string
CC\C=C/CC
InChI
1S/C6H12/c1-3-5-6-4-2/h5-6H,3-4H2,1-2H3/b6-5-
InChI key
ZQDPJFUHLCOCRG-WAYWQWQTSA-N
General description
cis-3-Hexene is a symmetrical cis-disubstituted alkene that can be prepared by the hydroboration of 3-hexyne followed by protonolysis. The gas-phase study of its molecular structure by electron diffraction combined with molecular mechanical calculations reveals the presence of the (+ac, +ac) and the (-ac, +ac) forms. cis-3-Hexene undergoes epoxidation with dimethyldioxirane to form the corresponding epoxide.
Application
cis-3-Hexene may be used in the preparation of 3-hexanol via asymmetric hydroboration with diisopinocampheylborane (Ipc2BH).
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 2
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
-13.0 °F - closed cup
Flash Point(C)
-25 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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The molecular structures of cis-3-hexene and trans-3-hexene in the gas phase by electron diffraction and molecular mechanical calculations.
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Hydroboration. XI. The hydroboration of acetylenes-A convenient conversion of internal acetylenes into cis-olefins and of terminal acetylenes into aldehydes
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Hydroboration. 61. Diisopinocampheylborane of high optical purity. Improved preparation and asymmetric hydroboration of representative cis-disubstituted alkenes.
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