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219533

Sigma-Aldrich

1-Nitro-1-cyclohexene

99%

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About This Item

Empirical Formula (Hill Notation):
C6H9NO2
CAS Number:
2562-37-0
Molecular Weight:
127.14
EC Number:
219-883-0
MDL number:
MFCD00001540
UNSPSC Code:
12352100
PubChem Substance ID:
24853132
NACRES:
NA.22

Assay

99%

form

liquid

refractive index

n20/D 1.505 (lit.)

bp

66-68 °C/1.5 mmHg (lit.)

density

1.127 g/mL at 25 °C (lit.)

functional group

nitro

storage temp.

2-8°C

SMILES string

[O-][N+](=O)C1=CCCCC1

InChI

1S/C6H9NO2/c8-7(9)6-4-2-1-3-5-6/h4H,1-3,5H2

InChI key

DJBRXNRKYAWTBL-UHFFFAOYSA-N

General description

Chemoselective hydrogenation of 1-nitro-1-cyclohexene catalyzed by gold nanoparticles supported on TiO2 or Fe2O3 has been reported.

Application

1-Nitro-1-cyclohexene was used in the preparation of substituted anilines via chemoselective hydrogenation catalyzed by supported gold nanoparticles (Au/TiO2 and Au/Fe2O3).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

174.2 °F - closed cup

Flash Point(C)

79 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW5379
MKCK2505
MKCF0980
MKBZ9311V
MKBW2599V

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Cyclohexene contains 100 ppm BHT as inhibitor, ≥99.0%

Sigma-Aldrich

29240

Cyclohexene

Avelino Corma et al.
Science (New York, N.Y.), 313(5785), 332-334 (2006-07-22)
The selective reduction of a nitro group when other reducible functions are present is a difficult process that often requires stoichiometric amounts of reducing agents or, if H2 is used, the addition of soluble metals. Gold nanoparticles supported on TiO2
Avelino Corma et al.
Nature protocols, 1(6), 2590-2595 (2007-04-05)
A protocol for the chemoselective hydrogenation of nitro compounds to the corresponding anilines by means of supported gold catalysts is described. Nitro groups on different compounds--containing double bonds, carbonyl, nitrile or amide groups--have been successfully hydrogenated on supported gold nanoparticles
Fabian Niedermair et al.
Inorganic chemistry, 49(20), 9333-9342 (2010-09-16)
A series of π-extended phosphorescent palladium(II) and platinum(II) porphyrin complexes were synthesized, in which additional benzene rings are fused radially onto at least one of the four peripheral benzo groups. The photophysical properties of the metalloporphyrins palladium(II)-meso-tetra-(4-fluorophenyl)mononaphthotribenzoporphyrin (Pd1NF), cis-palladium(II)-meso-tetra-(4-fluorophenyl)dibenzodinaphthoporphyrin (Pd2NF)

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