Nitroethylene supplier | CasNO.3638-64-0

Name
Nitroethylene
EINECS
CAS No. 3638-64-0
Article Data49
CAS DataBase
Density 1.052 g/cm³
Solubility
Melting Point -55.5°C
Formula C₂H₃NO₂
Boiling Point 98.5 °C at 760 mmHg
Molecular Weight 73.0513
Flash Point 23.2 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Ethylene,nitro- (6CI,7CI,8CI);1-Nitroethene;1-Nitroethylene;Nitroethene;
PSA 45.82000
LogP 0.92980

Synthetic route

: 625-48-9
2-nitro-1-ethanol

: 3638-64-0
1-nitroethylene

Conditions

Conditions	Yield
With phthalic anhydride at 150 - 180℃; under 80 Torr;	89%
With phthalic anhydride at 180℃; for 3h; Cooling with acetone-dry ice;	69%
With phthalic anhydride at 150 - 180℃; for 23h; Inert atmosphere; Cooling with ice;	55%

: 85-44-9
phthalic anhydride

: 625-48-9
2-nitro-1-ethanol

: 3638-64-0
1-nitroethylene

Conditions

Conditions	Yield
at 140 - 180℃; under 80 Torr; Heating;	80%
at 175 - 180℃; under 80 Torr;

: 79-10-7
acrylic acid

: 3638-64-0
1-nitroethylene

Conditions

Conditions	Yield
With tert.-butylnitrite; silica gel In acetonitrile at 100℃; under 2250.23 Torr; Time; Temperature; Pressure; Microwave irradiation;	80%
With ferric nitrate for 0.5h; Milling;	80%
With Vilsmeier reagent; potassium nitrate In acetonitrile at 20℃; Reagent/catalyst; Temperature; Sonication;	75%

: 39221-06-2
1-nitroethanol

: 3638-64-0
1-nitroethylene

Conditions

Conditions	Yield
With phthalic anhydride In tetrahydrofuran at 130 - 180℃; for 3h;	69%
With phthalic anhydride at 140℃; under 80 Torr;

: 50-00-0
formaldehyd

: 75-52-5
nitromethane

: 3638-64-0
1-nitroethylene

Conditions

Conditions	Yield
Leiten ueber mit Bleisalzen aktiviertes Silicagel;
With lead(IV) tetraacetate; silica gel at 250 - 300℃;
With silica gel; lead(II) oxide at 250 - 300℃;
With lead(II) chromate; silica gel at 250 - 300℃;
beim Leiten ueber einen bleisalzhaltigen Silicagel- oder Aluminiumoxydgel Katalysator;

: 60-29-7
diethyl ether

: 625-47-8
1-chloro-2-nitroethane

: 127-09-3
sodium acetate

: 3638-64-0
1-nitroethylene

...Expand

: 4528-34-1
2-nitroethanol nitrate

: 64-17-5
ethanol

: 3638-64-0
1-nitroethylene

Conditions

Conditions	Yield
at 100℃;

: 4528-34-1
2-nitroethanol nitrate

: 3638-64-0
1-nitroethylene

Conditions

Conditions	Yield
With ethanol at 100℃;

: 64-17-5
ethanol

: 7570-26-5
1,2-dinitroethane

: 3638-64-0
1-nitroethylene

Conditions

Conditions	Yield
at 100℃; unter Ausschluss von Alkali;

: 625-47-8
1-chloro-2-nitroethane

: 3638-64-0
1-nitroethylene

Conditions

Conditions	Yield
With calcium chloride at 250℃;
With calcium carbonate at 300 - 400℃;
With diethyl ether; sodium acetate

: 7570-26-5
1,2-dinitroethane

: 3638-64-0
1-nitroethylene

Conditions

Conditions	Yield
With ethanol at 100℃;

: 421551-02-2
2-nitro-1,4-diphenyl-1,2,3,4-tetrahydro-1,4-epoxido-naphthalene

A: 3638-64-0
1-nitroethylene

B: 5471-63-6
1,3-diphenylisobenzofuran

Conditions

Conditions	Yield
Erhitzen;

: 625-48-9
2-nitro-1-ethanol

A: 3638-64-0
1-nitroethylene

B: 79-24-3
Nitroethane

Conditions

Conditions	Yield
With phthalic anhydride

: 92855-58-8
11-Nitro-9,10-aethanoanthracen

A: 3638-64-0
1-nitroethylene

B: 120-12-7
anthracene

Conditions

Conditions	Yield
In diphenylether at 250℃; Rate constant;

: isobutyric acid-(2-nitro-ethyl ester)

A: 3638-64-0
1-nitroethylene

B: 79-31-2
isobutyric Acid

Conditions

Conditions	Yield
at 225℃; Rate constant; activation energy E, logA, ΔS(excit.); other temp.;

: 18942-89-7
2-nitroethyl acetate

A: 3638-64-0
1-nitroethylene

B: 64-19-7
acetic acid

Conditions

Conditions	Yield
at 225℃; Rate constant; various initial vapour pressures and surface-to-volume ratios; activation energy E, logA, ΔS(excit.); other temp.;

: butyric acid-(2-nitro-ethyl ester)

A: 3638-64-0
1-nitroethylene

B: 107-92-6
butyric acid

Conditions

Conditions	Yield
at 225℃; Rate constant; various initial vapour pressures and surface-to-volume ratios; activation energy E, logA, ΔS(excit.); other temp.;

: 13005-97-5
Trichloressigsaeure-β-nitroaethylester

A: 3638-64-0
1-nitroethylene

B: 76-03-9
trichloroacetic acid

Conditions

Conditions	Yield
at 225℃; Rate constant; various initial vapour pressures and surface-to-volume ratios; activation energy E, logA, ΔS(excit.); other temp.;

: Chloro-acetic acid 2-nitro-ethyl ester

A: 3638-64-0
1-nitroethylene

B: 79-11-8
chloroacetic acid

Conditions

Conditions	Yield
at 225℃; Rate constant; activation energy E, logA, ΔS(excit.); other temp.;

2-nitroethyl acetate: 2-nitroethyl acetate

: 3638-64-0
1-nitroethylene

Conditions

Conditions	Yield
With glass beads at 350℃;
With aluminum(III) sulfate at 240℃;

: 625-48-9
2-nitro-1-ethanol

NaHSO4: NaHSO4

: 3638-64-0
1-nitroethylene

Conditions

Conditions	Yield
bei der Destillation;

: 67-56-1
methanol

: 7570-26-5
1,2-dinitroethane

NH4HCO3: NH4HCO3

: 3638-64-0
1-nitroethylene

...Expand

: 74-85-1
ethene

nitrogen dioxide: nitrogen dioxide

: 3638-64-0
1-nitroethylene

Conditions

Conditions	Yield
at 25℃;

: 4528-34-1
2-nitroethanol nitrate

phosphorus pentoxide: phosphorus pentoxide

: 3638-64-0
1-nitroethylene

: 625-47-8
1-chloro-2-nitroethane

CaCl2: CaCl2

A: 7647-01-0
hydrogenchloride

B: 3638-64-0
1-nitroethylene

Conditions

Conditions	Yield
at 275 - 450℃;

...Expand

: 625-47-8
1-chloro-2-nitroethane

CaCO3: CaCO3

A: 7647-01-0
hydrogenchloride

B: 3638-64-0
1-nitroethylene

Conditions

Conditions	Yield
at 275 - 450℃;

...Expand

: 18942-89-7
2-nitroethyl acetate

Al2(SO4)3: Al2(SO4)3

A: 3638-64-0
1-nitroethylene

B: 64-19-7
acetic acid

Conditions

Conditions	Yield
at 250 - 350℃;

...Expand

: 18942-89-7
2-nitroethyl acetate

AlPO4: AlPO4

A: 3638-64-0
1-nitroethylene

B: 64-19-7
acetic acid

Conditions

Conditions	Yield
at 250 - 350℃;

...Expand

: 18942-89-7
2-nitroethyl acetate

CaSO4: CaSO4

A: 3638-64-0
1-nitroethylene

B: 64-19-7
acetic acid

Conditions

Conditions	Yield
at 250 - 350℃;

...Expand

: 3638-64-0
1-nitroethylene

: 7500-79-0
N-methyl-diphenyl-nitrone

: 126399-44-8
2-Methyl-4-nitro-3,3-diphenyl-isoxazolidine

Conditions

Conditions	Yield
In benzene at 20℃; for 240h;	100%

: 3638-64-0
1-nitroethylene

: 4504-13-6
N-diphenylmethylene-N-pheylnitrone

: 126399-36-8
4-nitro-2,3,3-triphenylisoxazolidine

Conditions

Conditions	Yield
In benzene for 1h; Ambient temperature;	100%
at 20℃; regioselective reaction;

: 3638-64-0
1-nitroethylene

: 542-92-7
cyclopenta-1,3-diene

: 874-44-2
5-endo-nitrobicyclo<2.2.1>hept-2-ene

Conditions

Conditions	Yield
In diethyl ether at -15℃;	99.6%
With diethyl ether at 105 - 110℃;
With benzene
With diethyl ether

: 3638-64-0
1-nitroethylene

: 16649-50-6
N-tert-Butylhydroxylamine

: N-tert-Butyl-N-(2-nitroethyl)hydroxylamin

Conditions

Conditions	Yield
In dichloromethane for 2h; Ambient temperature;	99%

: 3638-64-0
1-nitroethylene

: 99307-35-4
N-demethyl-N-formylthebaibe

: 101077-43-4
4,5α-epoxy-17-formyl-3,6-dimethoxy-7α-nitro-6α,14α-ethenoisomorphinan

Conditions

Conditions	Yield
In benzene for 19h; Heating;	99%

: 3638-64-0
1-nitroethylene

: 101-41-7
benzeneacetic acid methyl ester

: 4-Nitro-2-phenyl-butyric acid methyl ester

Conditions

Conditions	Yield
With diisopropylamine; lithium diisopropyl amide In tetrahydrofuran; hexane -78 deg C, 1 h; -78 deg C to room temp., 35 min;	99%

: 67-56-1
methanol

: 3638-64-0
1-nitroethylene

: 40992-09-4
4-bromo-2-methoxy-5-methylphenol

: endo-5-bromo-3,3-dimethoxy-6-methyl-7-nitrobicyclo[2.2.2]oct-5-en-2-one

Conditions

Conditions	Yield
Stage #1: methanol; 4-bromo-2-methoxy-5-methylphenol With [bis(acetoxy)iodo]benzene at 0℃; Inert atmosphere; Stage #2: 1-nitroethylene In toluene at 20℃; Diels-Alder reaction; Inert atmosphere; regioselective reaction;	99%

...Expand

: 5519-42-6
3,4,5-Trimethylpyrazole

: 3638-64-0
1-nitroethylene

: 83600-05-9
3,4,5-Trimethyl-1-(2-nitro-ethyl)-1H-pyrazole

Conditions

Conditions	Yield
In benzene for 12h; Ambient temperature;	98%

: 3638-64-0
1-nitroethylene

: 1227090-19-8
C24H26IN3O2

: 1227090-20-1
C26H29IN4O4

Conditions

Conditions	Yield
With indium tribromide In dichloromethane; benzene at 0 - 20℃; Inert atmosphere;	98%

: 3638-64-0
1-nitroethylene

: 137334-09-9, 55623-56-8
tert-butyl 2-oxocyclohexanecarboxylate

: 1262669-60-2
(S)-tert-butyl 1-(2-nitroethyl)-2-oxocyclohexanecarboxylate

Conditions

Conditions	Yield
With C34H22N2Ni2O4 In ethyl acetate; toluene at 40℃; for 18h; optical yield given as %ee; enantioselective reaction;	98%

: 3638-64-0
1-nitroethylene

: C18H15NO

: 2-((4R,5R)-4-nitro-1,3,4,5-tetrahydrobenzo[cd]indol-5-yl)-1-(p-tolyl)ethanone

Conditions

Conditions	Yield
Stage #1: C18H15NO With (R)-3,3'-bis(2,4,6-triisopropylphenyl)binol phosphoric acid; magnesium sulfate In dichloromethane at 0℃; for 0.0833333h; Schlenk technique; Inert atmosphere; Stage #2: 1-nitroethylene In dichloromethane; toluene at 0℃; for 60h; Inert atmosphere; Schlenk technique; enantioselective reaction;	98%

: 3638-64-0
1-nitroethylene

: C21H15NO

: 1-(naphthalen-2-yl)-2-((4R,5R)-4-nitro-1,3,4,5-tetrahydrobenzo[cd]indol-5-yl)ethanone

Conditions

Conditions	Yield
Stage #1: C21H15NO With (R)-3,3'-bis(2,4,6-triisopropylphenyl)binol phosphoric acid; magnesium sulfate In dichloromethane; toluene at 0℃; for 0.0833333h; Schlenk technique; Inert atmosphere; Stage #2: 1-nitroethylene In dichloromethane; toluene at 0℃; for 60h; Schlenk technique; Inert atmosphere; enantioselective reaction;	98%

: 3638-64-0
1-nitroethylene

: 91233-19-1
1-(adamantane-1-carbonyloxy)pyridine-2(1H)-thione

: 104543-11-5
2-(1-adamantyl)-1-nitro-1-(pyridine-thiyl)ethane

Conditions

Conditions	Yield
With camphor-10-sulfonic acid In dichloromethane; toluene at -20 - -10℃; for 0.5h; Irradiation;	97%

: 3638-64-0
1-nitroethylene

: 371-40-4
4-fluoroaniline

: 83600-17-3
(4-Fluoro-phenyl)-(2-nitro-ethyl)-amine

Conditions

Conditions	Yield
In benzene for 12h; Ambient temperature;	97%

: 3638-64-0
1-nitroethylene

: 832-80-4
9-diazofluorenone

: 34163-56-9
2-Nitrospiro

Conditions

Conditions	Yield
In benzene	97%

: 3638-64-0
1-nitroethylene

: 100-61-8
N-methylaniline

: 83600-08-2
N-methyl-N-(2-nitroethyl)benzenamine

Conditions

Conditions	Yield
In benzene for 12h; Ambient temperature;	96%

: 67-51-6
3,5-dimethyl-1H-pyrazole

: 3638-64-0
1-nitroethylene

: 83600-04-8
3,5-Dimethyl-1-(2-nitro-ethyl)-1H-pyrazole

Conditions

Conditions	Yield
In benzene for 12h; Ambient temperature;	96%

: 3638-64-0
1-nitroethylene

: 18869-43-7
DL-leucine methyl ester

: 76919-69-2
N-(2-Nitroethyl)-DL-leucine methyl ester

Conditions

Conditions	Yield
In benzene for 12h; Ambient temperature;	96%

: 3638-64-0
1-nitroethylene

: 6322-53-8, 5845-53-4, 7517-19-3
leucine methyl ester hydrochloride

: 76919-69-2
N-(2-Nitroethyl)-DL-leucine methyl ester

Conditions

Conditions	Yield
With triethylamine In diethyl ether; benzene at 10℃; for 96h;	96%

: 3638-64-0
1-nitroethylene

: 71-43-2
benzene

: 952-06-7
deoxybenzoin oxime

Conditions

Conditions	Yield
trifluorormethanesulfonic acid at 0 - 5℃; for 0.25h;	96%

: 3638-64-0
1-nitroethylene

: 110-62-3
pentanal

: 1022985-53-0
C7H13NO3

Conditions

Conditions	Yield
3-nitrobenzoic acid In toluene at 20℃; for 24h; Michael reaction;	96%

: 3638-64-0
1-nitroethylene

: 491-36-1
4-quinazolinol

: 83600-06-0
3-(2'-nitroethyl)-quinazolin-4-one

Conditions

Conditions	Yield
In benzene for 12h; Ambient temperature;	95%

: 3638-64-0
1-nitroethylene

poly(nitroethylene), Mw=7.12E4; monomer(s): nitroethene: poly(nitroethylene), Mw=7.12E4; monomer(s): nitroethene

Conditions

Conditions	Yield
With sodium ethanolate In ethanol at 20℃; for 14h; multiple Michael reaction;	95%

: 3638-64-0
1-nitroethylene

: 123-38-6
propionaldehyde

: 1022985-41-6
(R)-2-methyl-4-nitrobutan-1-ol

Conditions

Conditions	Yield
Stage #1: 1-nitroethylene; propionaldehyde; (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; 3-nitrobenzoic acid In toluene at 3℃; Michael addition; Cooling with ice; Stage #2: With sodium tetrahydroborate In methanol; toluene at 0℃; Stage #3: With ammonium chloride In methanol; toluene at 0℃;	95%

: 3638-64-0
1-nitroethylene

: 84109-76-2
tert-butyl 2-oxocyclopentanecarboxylate

: 1232542-30-1
(S)-tert-butyl 1-(2-nitroethyl)-2-oxocyclopentanecarboxylate

Conditions

Conditions	Yield
With C34H22N2Ni2O4 In ethyl acetate; toluene at 40℃; for 5h; optical yield given as %ee; enantioselective reaction;	95%

: 3638-64-0
1-nitroethylene

: 1610698-76-4
tert-butyl 3-(1-methyl-1H-indol-3-yl)-2-oxoindoline-1-carboxylate

: tert-butyl (S)-3-(1-methyl-1H-indol-3-yl)-3-(2-nitroethyl)-2-oxoindoline-1-carboxylate

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol; [Ni(IAP1)2] In o-xylene at -20℃; for 25h; Reagent/catalyst; Concentration; Time; Temperature; Inert atmosphere; enantioselective reaction;	95%

: 3638-64-0
1-nitroethylene

: 1610698-77-5
C22H21BrN2O3

: tert-butyl (S)-5-bromo-3-(1-methyl-1H-indol-3-yl)-3-(2-nitroethyl)-2-oxoindoline-1-carboxylate

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol; [Ni(IAP1)2] In o-xylene at -20℃; for 20h; Inert atmosphere; enantioselective reaction;	95%

Nitroethylene Specification

The CAS register number of Nitroethylene is 3638-64-0. It also can be called as Ethene, nitro- and the IUPAC name about this chemical is 1-nitroethene. The molecular formula about this chemical is C₂H₃NO₂.

Physical properties about Nitroethylene are: (1)ACD/LogP: 0.01; (2)ACD/LogD (pH 5.5): 0.01; (3)ACD/LogD (pH 7.4): 0.01 ; (4)#H bond acceptors: 3; (5)#Freely Rotating Bonds: 1; (6)Polar Surface Area: 45.82Å²; (7)Index of Refraction: 1.406; (8)Molar Refractivity: 17.06 cm³; (9)Molar Volume: 69.4 cm³; (10)Polarizability: 6.76x10^-24cm³; (11)Surface Tension: 27.7 dyne/cm; (12)Enthalpy of Vaporization: 32.39 kJ/mol; (13)Boiling Point: 98.5 °C at 760 mmHg; (14)Vapour Pressure: 45.8 mmHg at 25°C.

Preparation: this chemical can be prepared by phthalic acid anhydride and 2-nitro-ethanol. The reaction temperature is 140 - 180 ℃. The reaction pressure is 80.

Uses of Nitroethylene: it can be used to produce N-(2-nitro-ethyl)-aniline with aniline at Ambient temperature. This reaction will need solvent benzene with reaction time of 12 hours. The yield is about 90%.

You can still convert the following datas into molecular structure:
(1)SMILES: C=C[N+](=O)[O-]
(2)InChI: InChI=1/C2H3NO2/c1-2-3(4)5/h2H,1H2
(3)InChIKey: RPMXALUWKZHYOV-UHFFFAOYAU
(4)Std. InChI: InChI=1S/C2H3NO2/c1-2-3(4)5/h2H,1H2
(5)Std. InChIKey: RPMXALUWKZHYOV-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LDLo	oral	300mg/kg (300mg/kg)	PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	National Technical Information Service. Vol. OTS0555773,

Product Name

Nitroethylene

Synthetic route

Nitroethylene Specification

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