511404
5-Hexenenitrile
95%
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About This Item
Linear Formula:
H2C=CH(CH2)3CN
CAS Number:
Molecular Weight:
95.14
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Product Name
5-Hexenenitrile, 95%
InChI
1S/C6H9N/c1-2-3-4-5-6-7/h2H,1,3-5H2
SMILES string
C=CCCCC#N
InChI key
UNAQSRLBVVDYGP-UHFFFAOYSA-N
assay
95%
refractive index
n20/D 1.427 (lit.)
bp
165 °C (lit.)
density
0.837 g/mL at 25 °C (lit.)
Application
5-Hexenenitrile may be used in the synthesis of 1,8-dicyano-4-octene.
General description
5-Hexenenitrile, an aliphatic nitrile, is a volatile compound that is formed as a degradation product of glucobrassicanapin in Aurinia sinuata. It is reported to be an attractant from oilseed rape for the cabbage seed weevil, Ceutorhynchus assimilis. 5-Hexenenitrile is the main volatile compound found in wheat extract. It undergoes Wacker oxidation to form the corresponding methyl ketone using PdCl2-DMA (palladium dichloride-N,N-diemthylacetamide) catalytic system.
signalword
Warning
hcodes
Hazard Classifications
Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
104.9 °F - closed cup
flash_point_c
40.5 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
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Convenient and Efficient Pd-Catalyzed Regioselective Oxyfunctionalization of Terminal Olefins by Using Molecular Oxygen as Sole Reoxidant.
Mitsudome T, et al.
Angewandte Chemie (Weinheim an der Bergstrasse, Germany), 118(3), 495-499 (2006)
Shengxiang Ji et al.
Polymer, 49(24), 5307-5313 (2009-11-13)
High molecular weight, high functionality diamino telechelic polybutadienes (TPBs) were synthesized by ring-opening metathesis polymerization (ROMP) of 1,5-cyclooctadiene (COD) in the presence of a chain transfer agent, 1,8-dicyano-4-octene, followed by lithium aluminum hydride reduction. Melt coupling of diamino TPB with
The responses of the cabbage seed weevil Ceutorhynchus assimilis to volatile compounds from oilseed rape in a linear track olfactometer.
Bartlet E, et al.
Entomologia Experimentalis et Applicata, 85(3), 257-262 (1997)
Composition of the young green barley and wheat leaves.
Shibamoto T, et al.
J. Essent. Oil Res., 19(2), 134-137 (2007)
Glucosinolates, glycosidically bound volatiles and antimicrobial activity of Aurinia sinuata (Brassicaceae).
Blazevic I, et al.
Food Chemistry, 121(4), 1020-1028 (2010)
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