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cis-3-Hexen
≥95.0%
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About This Item
Empirische Formel (Hill-System):
C6H12
CAS-Nummer:
Molekulargewicht:
84.16
Beilstein:
1718858
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22
Empfohlene Produkte
Qualitätsniveau
Assay
≥95.0%
Brechungsindex
n20/D 1.395
bp
66-68 °C (lit.)
Dichte
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-
InChIKey
ZQDPJFUHLCOCRG-WAYWQWQTSA-N
Allgemeine Beschreibung
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.
Anwendung
cis-3-Hexene may be used in the preparation of 3-hexanol via asymmetric hydroboration with diisopinocampheylborane (Ipc2BH).
Signalwort
Danger
H-Sätze
Gefahreneinstufungen
Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 2
Lagerklassenschlüssel
3 - Flammable liquids
WGK
WGK 3
Flammpunkt (°F)
-13.0 °F - closed cup
Flammpunkt (°C)
-25 °C - closed cup
Persönliche Schutzausrüstung
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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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.
Van HD, et al.
Journal of Molecular Structure, 74(1), 123-135 (1981)
Epoxidation by dimethyldioxirane. Electronic and steric effects.
Baumstark AL and Vasquez PC.
The Journal of Organic Chemistry, 53(15), 3437-3439 (1988)
Hydroboration. XI. The hydroboration of acetylenes-A convenient conversion of internal acetylenes into cis-olefins and of terminal acetylenes into aldehydes
Brown HC and Zweifel G.
Journal of the American Chemical Society, 83(18), 3834-3840 (1961)
Hydroboration. 61. Diisopinocampheylborane of high optical purity. Improved preparation and asymmetric hydroboration of representative cis-disubstituted alkenes.
Brown HC, et al.
The Journal of Organic Chemistry, 47(26), 5065-5069 (1982)
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