424595
5-Nitro-1-pentene
98%
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About This Item
Linear Formula:
O2N(CH2)3CH=CH2
CAS Number:
Molecular Weight:
115.13
UNSPSC Code:
12352100
PubChem Substance ID:
MDL number:
assay
98%
form
liquid
refractive index
n20/D 1.44 (lit.)
bp
82 °C/32 mmHg (lit.)
density
1.007 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
[O-][N+](=O)CCCC=C
InChI
1S/C5H9NO2/c1-2-3-4-5-6(7)8/h2H,1,3-5H2
InChI key
NPFOLTHIKZSVPQ-UHFFFAOYSA-N
General description
5-Nitro-1-pentene is a nitro alkene. It undergoes conjugate addition to 3-buten-2-one by C-C bond formation. Its enthalpy of vaporization at boiling point has been determined.
Application
5-Nitro-1-pentene was used as a substrate in the microwave assisted cross metathesis reaction with allyl trimethylsilane (allylTMS).
It may be used as a precursor for the preparation of allylrethrone and as a starting material in the synthesis of 3-(3′-butenyl)-5-acetyl-2-isoxazoline.
It may be used as a precursor for the preparation of allylrethrone and as a starting material in the synthesis of 3-(3′-butenyl)-5-acetyl-2-isoxazoline.
signalword
Danger
hcodes
pcodes
Hazard Classifications
Acute Tox. 3 Oral - Skin Sens. 1
Storage Class
6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
wgk
WGK 3
flash_point_f
154.4 °F - closed cup
flash_point_c
68 °C - closed cup
Regulatory Information
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5-Nitro-1-pentene as a precursor for the synthesis of allylrethrone.
Ballini R.
Synthesis, 7, 687-688 (1993)
Reluctant cross-metathesis reactions: the highly beneficial effect of microwave irradiation.
Michaut A, et al.
Synthesis, 18, 2867-2871 (2007)
Silyl nitronates in organic synthesis. Routes to heterocycles and cyclopentanoids. Synthesis of allethrolone and calythrone. Acylation and cyanohydroxylation of double bonds. An exploratory study.
Knudsen J, et al.
Acta Chemica Scandinavica. Series B, 36, 1-14 (1982)