NITROETHANE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C2H5NO2
Molecular Weight	75.0666
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=MCSAJNNLRCFZED-UHFFFAOYSA-N

InChI=1S/C2H5NO2/c1-2-3(4)5/h2H2,1H3

HIDE SMILES / InChI

Molecular Formula	C2H5NO2
Molecular Weight	75.0666
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Formation of multi-stereogenic centers using a catalytic diastereoselective Henry reaction.	2010-11-14	20862429
trans-2-(2-Nitro-1-phenyl-eth-yl)cyclo-hexa-none.	2010-11-13	21589437
Pd-catalyzed cross-coupling of carboxylic acids with nitroethane via combination of decarboxylation and dehydrogenation.	2010-08-14	20596562
Synthesis and properties of chiral pyrazolidines derived from (+)-pulegone.	2010-07-05	20496356
Effect of nitroethane, dimethyl-2-nitroglutarate and 2-nitro-methyl-propionate on ruminal methane production and hydrogen balance in vitro.	2010-07	20194018
1-Nitro-4-(2-nitro-prop-1-en-yl)benzene.	2010-06-26	21587993
Identification of a hypothetical protein from Podospora anserina as a nitroalkane oxidase.	2010-06-22	20481475
delta(13)C and delta(2)H isotope ratios in amphetamine synthesized from benzaldehyde and nitroethane.	2010-06-15	20486262
Characterization of active site residues of nitroalkane oxidase.	2010-06	20056514
Toxicological methods for tracing drug abuse: chromatographic, spectroscopic and biological characterisation of ecstasy derivatives.	2010-03	20338868
Hydrolase-catalyzed fast Henry reaction of nitroalkanes and aldehydes in organic media.	2010-02-01	19963019
The Henry reaction of (1R)-(1,4:3,6-dianhydro-D-mannitol-2-yl)-1,4:3,6-dianhydro-D-fructose 5,5'-dinitrate. Different reactive features of nitromethane to nitroethane.	2009-12-14	19880098
(E)-1-Bromo-4-(2-nitro-prop-1-en-yl)benzene.	2009-11-21	21578889
Bifunctional heterogeneous catalysis of silica-alumina-supported tertiary amines with controlled acid-base interactions for efficient 1,4-addition reactions.	2009-10-19	19746475
Effects of the methane-inhibitors nitrate, nitroethane, lauric acid, Lauricidin and the Hawaiian marine algae Chaetoceros on ruminal fermentation in vitro.	2009-09	19362827
Switchable performance of an L-proline-derived basic catalyst controlled by supramolecular gelation.	2009-08-19	19459635
Effect of nitroethane and nitroethanol on the production of indole and 3-methylindole (skatole) from bacteria in swine feces by gas chromatography.	2009-08	20183070
(E)-2-(2-Nitro-prop-1-en-yl)furan.	2009-07-31	21583722
(E)-5-(2-Nitro-prop-1-en-yl)-2,3-dihydro-1-benzofuran.	2009-06-27	21582947
Crystal structures of intermediates in the nitroalkane oxidase reaction.	2009-04-21	19265437
Inflated kinetic isotope effects in the branched mechanism of Neurospora crassa 2-nitropropane dioxygenase.	2009-03-24	19199786
Monensin causes dose dependent inhibition of Mycobacterium avium subspecies paratuberculosis in radiometric culture.	2009-02-09	19338684
A new route to multifunctionalized p-terphenyls and heteroaryl analogues via [5C + 1C(N)] annulation strategy.	2009-01-16	19053616
Photodissociation dynamics of 2-nitropropane and 2-methyl-2-nitropropane at 248 and 193 nm.	2008-12-11	19053556
Effects of select nitrocompounds on in vitro ruminal fermentation during conditions of limiting or excess added reductant.	2008-12	18538564
The nonoxidative conversion of nitroethane to ethylnitronate in Neurospora crassa 2-nitropropane dioxygenase is catalyzed by histidine 196.	2008-09-02	18690716
Aliphatic beta-nitro alcohols for non-enzymatic collagen cross-linking of scleral tissue.	2008-09	18616942
Vibrational spectroscopy of nitroalkane chains using electron autodetachment and ar predissociation.	2008-08-21	18661964
Negative ions of nitroethane and its clusters.	2008-08-14	18715070
Effects of nitroethane and monensin on ruminal fluid fermentation characteristics and nitrocompound-metabolizing bacterial populations.	2008-06-25	18491914
Level of expression of the nonmutant Ferrochelatase allele is a determinant of biochemical phenotype in a mouse model of erythropoietic protoporphyria.	2008-05-29	19787086
Theoretical study of the nitroalkane thermolysis. 1. Computation of the formation enthalpy of the nitroalkanes, their isomers and radical products.	2008-05-15	18422293
Novel bifunctional chiral thiourea catalyzed highly enantioselective aza-Henry reaction.	2008-05-01	18396893
Oxidation of alkyl nitronates catalyzed by 2-nitropropane dioxygenase from Hansenula mrakii.	2008-05-01	18329375
Frozen natural orbital coupled-cluster theory: forces and application to decomposition of nitroethane.	2008-04-28	18447415
Thermochemistry of methyl and ethyl nitro, RNO2, and nitrite, RONO, organic compounds.	2008-04-10	18348551
Combined QM/MM and path integral simulations of kinetic isotope effects in the proton transfer reaction between nitroethane and acetate ion in water.	2008-03	17722009
Enantioselective aza-Henry reaction with an N-sulfinyl urea organocatalyst.	2007-12-12	18004853
Ab initio, density functional theory, and continuum solvation model prediction of the product ratio in the S(N)2 reaction of NO2(-) with CH3CH2Cl and CH3CH2Br in DMSO solution.	2007-10-11	17880192
Is there a general rule for the gauche effect in the conformational isomerism of 1,2-disubstituted ethanes?	2007-08-02	17616112
Carbanion reactivity, kinetic and equilibrium studies of sigma-adduct formation and elimination in the reactions of 4-nitrobenzofurazan derivatives with nitroalkane anions.	2007-05-21	17571196
Effects of short-chain nitrocompounds against Campylobacter jejuni and Campylobacter coli in vitro.	2007-03	17995842
Effects of nitrate or nitro supplementation, with or without added chlorate, on Salmonella enterica serovar Typhimurium and Escherichia coli in swine feces.	2007-02	17340863
Zoonotic bacterial populations, gut fermentation characteristics and methane production in feedlot steers during oral nitroethane treatment and after the feeding of an experimental chlorate product.	2007-02	17208022
Probing the chemical steps of nitroalkane oxidation catalyzed by 2-nitropropane dioxygenase with solvent viscosity, pH, and substrate kinetic isotope effects.	2006-11-21	17105207
Synthesis of multisubstituted quinolines from Baylis-Hillman adducts obtained from substituted 2-chloronicotinaldehydes and their antimicrobial activity.	2006-07-01	16510289
Inhibitory effect of select nitrocompounds on growth and survivability of Listeria monocytogenes in vitro.	2006-05	16715805
Effects of nitro compounds and feedstuffs on in vitro methane production in chicken cecal contents and rumen fluid.	2006-04	16701620
Low level nitrate or nitroethane preconditioning enhances the bactericidal effect of suboptimal experimental chlorate treatment against Escherichia coli and Salmonella Typhimurium but not Campylobacter in swine.	2006	17199529
Transferable potentials for phase equilibria. 7. Primary, secondary, and tertiary amines, nitroalkanes and nitrobenzene, nitriles, amides, pyridine, and pyrimidine.	2005-10-13	16853443

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:10:57 GMT 2025` Edited by `admin` on `Mon Mar 31 21:10:57 GMT 2025`
Record UNII	6KEL3ZAU0V
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

NITROETHANE

Official Name

English

NSC-8800

Preferred Name

English

NITROETHANE [HSDB]

Common Name

English

NITROETHANE [MI]

Common Name

English

ETHANE, NITRO-

Systematic Name

English

Classification Tree Code System Code

DEA NO.

6724