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Sigma-Aldrich

2-Nitropropane

≥96%

Synonym(s):

Isonitropropane, Nitro propane

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About This Item

Linear Formula:
CH3CH(NO2)CH3
CAS Number:
79-46-9
Molecular Weight:
89.09
Beilstein/REAXYS Number:
1740684
EC Number:
201-209-1
MDL number:
MFCD00007397
UNSPSC Code:
12352100
PubChem Substance ID:
24847954
NACRES:
NA.22

vapor density

~3 (vs air)

Quality Level

200

vapor pressure

~13 mmHg ( 20 °C)

assay

≥96%

autoignition temp.

802 °F

refractive index

n20/D 1.394 (lit.)

bp

120 °C (lit.)

mp

−93 °C (lit.)

solubility

H2O: slightly soluble
organic solvents: miscible

density

0.992 g/mL at 25 °C (lit.)

SMILES string

CC(C)[N+]([O-])=O

InChI

1S/C3H7NO2/c1-3(2)4(5)6/h3H,1-2H3

InChI key

FGLBSLMDCBOPQK-UHFFFAOYSA-N

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General description

2-Nitropropane can be converted to mutagenic metabolites by human SULT1A1.

Application

2-Nitropropane was used to prepare 5,5-Dimethylpyrroline N-oxide and 5,5-di(trideuteromethyl)pyrroline N-oxide. It was also used to determine the concordance of results for a pair of structural isomers, 2-nitropropane (2-NP) and 1-nitropropane (1-NP).

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 1B - Flam. Liq. 3 - Muta. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

78.8 °F - closed cup

flash_point_c

26 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Bente Riis et al.
DNA repair, 1(9), 709-717 (2003-01-02)
This study was set up to investigate the relationships between the formation and removal of DNA damage in form of 8-oxodeoxyguanosine (8-oxodG) in neonatal (day 16 of gestation) as compared to adult rats. The hypothesis addressed was whether the rapidly
Reversal of enantioselectivity by tuning the conformational flexibility of phase-transfer catalysts.
Ming-Qing Hua et al.
Angewandte Chemie (International ed. in English), 49(15), 2772-2776 (2010-03-17)
Fabian Leinisch et al.
Molecules (Basel, Switzerland), 16(10), 8428-8436 (2011-10-12)
5,5-Dimethylpyrroline N-oxide (15N) and 5,5-di(trideuteromethyl)pyrroline N-oxide were synthesized from the respective isotopically labeled 2-nitropropane analogs obtained from the reaction of sodium nitrate with 2-halopropanes. This facile, straightforward process allows synthesizing isotopically labeled DMPO analogs in a 4-step reaction without special
Kevin Francis et al.
The Journal of biological chemistry, 280(7), 5195-5204 (2004-12-08)
2-Nitropropane dioxygenase (EC 1.13.11.32) catalyzes the oxidation of nitroalkanes into their corresponding carbonyl compounds and nitrite. In this study, the ncd-2 gene encoding for the enzyme in Neurospora crassa was cloned, expressed in Escherichia coli, and the resulting enzyme was
Jun Yong Ha et al.
The Journal of biological chemistry, 281(27), 18660-18667 (2006-05-10)
Nitroalkane compounds are widely used in chemical industry and are also produced by microorganisms and plants. Some nitroalkanes have been demonstrated to be carcinogenic, and enzymatic oxidation of nitroalkanes is of considerable interest. 2-Nitropropane dioxygenases from Neurospora crassa and Williopsis
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