52985
cis-3-Hexene
≥95.0%
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About This Item
Formula empirica (notazione di Hill):
C6H12
Numero CAS:
Peso molecolare:
84.16
Beilstein:
1718858
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22
Prodotti consigliati
Livello qualitativo
Saggio
≥95.0%
Indice di rifrazione
n20/D 1.395
P. ebollizione
66-68 °C (lit.)
Densità
0.681 g/mL at 20 °C (lit.)
Stringa SMILE
CC\C=C/CC
InChI
1S/C6H12/c1-3-5-6-4-2/h5-6H,3-4H2,1-2H3/b6-5-
ZQDPJFUHLCOCRG-WAYWQWQTSA-N
Descrizione generale
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.
Applicazioni
cis-3-Hexene may be used in the preparation of 3-hexanol via asymmetric hydroboration with diisopinocampheylborane (Ipc2BH).
Avvertenze
Danger
Indicazioni di pericolo
Consigli di prudenza
Classi di pericolo
Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 2
Codice della classe di stoccaggio
3 - Flammable liquids
Classe di pericolosità dell'acqua (WGK)
WGK 3
Punto d’infiammabilità (°F)
-13.0 °F - closed cup
Punto d’infiammabilità (°C)
-25 °C - closed cup
Dispositivi di protezione individuale
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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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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