Product Name

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  • Name

    Nitromethane

  • EINECS 200-876-6
  • CAS No. 75-52-5
  • Article Data163
  • CAS DataBase
  • Density 1.055 g/cm3
  • Solubility 9.5 g/100 mL (20 °C ) in water
  • Melting Point -29 °C
  • Formula CH3NO2
  • Boiling Point 85.1 °C at 760 mmHg
  • Molecular Weight 61.0403
  • Flash Point 35 °C
  • Transport Information UN 1261 3/PG 2
  • Appearance clear liquid
  • Safety 41
  • Risk Codes 5-10-22
  • Molecular Structure Molecular Structure of 75-52-5 (Nitromethane)
  • Hazard Symbols HarmfulXn,FlammableF,IrritantXi
  • Synonyms Nitromethane [UN1261] [Flammable liquid];Nitrometan (Polish);Nitromethane(Methyl Nitrobenzene);Nitrometan;methane, nitro-;Nitrocarbol;Nitrometan [Polish];
  • PSA 45.82000
  • LogP 0.41610

Synthetic route

formaldoxime
75-17-2

formaldoxime

nitromethane
75-52-5

nitromethane

Conditions
ConditionsYield
With dihydrogen peroxide; triethylamine In tert-butyl alcohol at 60℃; under 6000.6 Torr;96.5%
dimethyl sulfate
77-78-1

dimethyl sulfate

nitromethane
75-52-5

nitromethane

Conditions
ConditionsYield
With sodium carbonate; sodium nitrite In water at 30℃; for 3h; Reagent/catalyst; Temperature;84%
With sodium nitrite In water at 60℃;75%
With water; sodium carbonate; sodium nitrite zuletzt bei 120grad;
tetramethylsilane
75-76-3

tetramethylsilane

A

nitromethane
75-52-5

nitromethane

B

trimethylsilyl fluoride
420-56-4

trimethylsilyl fluoride

Conditions
ConditionsYield
With nitronium tetrafluoborate In sulfolane at 80℃; for 2h; Product distribution; Mechanism; other alkyl- and allylsilanes; other temperature, var. solvents;A 80%
B n/a
6-chloro-1-hexanol
2009-83-8

6-chloro-1-hexanol

methyl 2-nitroacetate
2483-57-0

methyl 2-nitroacetate

A

nitromethane
75-52-5

nitromethane

B

carbon dioxide
124-38-9

carbon dioxide

C

6-chlorohexyl 2-nitroacetate

6-chlorohexyl 2-nitroacetate

Conditions
ConditionsYield
With di(n-butyl)tin oxide at 100℃; for 1.5h; Sealed tube; Inert atmosphere;A n/a
B n/a
C 76%
octanol
111-87-5

octanol

methyl 2-nitroacetate
2483-57-0

methyl 2-nitroacetate

A

nitromethane
75-52-5

nitromethane

B

carbon dioxide
124-38-9

carbon dioxide

C

octyl 2-nitroacetate

octyl 2-nitroacetate

Conditions
ConditionsYield
With di(n-butyl)tin oxide at 100℃; for 1.5h; Catalytic behavior; Reagent/catalyst; Temperature; Sealed tube; Inert atmosphere;A n/a
B n/a
C 69%
methyl iodide
74-88-4

methyl iodide

A

nitromethane
75-52-5

nitromethane

B

methyl nitrite
624-91-9

methyl nitrite

Conditions
ConditionsYield
With tetrabutylammonium nitrite In chloroform-d1 at 20℃;A 67%
B 28 % Spectr.
With silver(I) nitrite
With silver nitrate
(+/-)-2-pentanol
6032-29-7

(+/-)-2-pentanol

methyl 2-nitroacetate
2483-57-0

methyl 2-nitroacetate

A

nitromethane
75-52-5

nitromethane

B

carbon dioxide
124-38-9

carbon dioxide

C

s-pentyl 2-nitroacetate

s-pentyl 2-nitroacetate

Conditions
ConditionsYield
With di(n-butyl)tin oxide at 100℃; for 1.5h; Sealed tube; Inert atmosphere;A n/a
B n/a
C 66%
methyl 2-nitroacetate
2483-57-0

methyl 2-nitroacetate

allyl alcohol
107-18-6

allyl alcohol

A

nitromethane
75-52-5

nitromethane

B

carbon dioxide
124-38-9

carbon dioxide

C

allyl 2-nitroacetate
221116-46-7

allyl 2-nitroacetate

Conditions
ConditionsYield
With di(n-butyl)tin oxide at 100℃; for 1.5h; Sealed tube; Inert atmosphere;A n/a
B n/a
C 66%
ethanol
64-17-5

ethanol

methyl 2-nitroacetate
2483-57-0

methyl 2-nitroacetate

A

nitroacetic acid ethyl ester
626-35-7

nitroacetic acid ethyl ester

B

nitromethane
75-52-5

nitromethane

C

carbon dioxide
124-38-9

carbon dioxide

Conditions
ConditionsYield
With di(n-butyl)tin oxide at 100℃; for 1.5h; Catalytic behavior; Reagent/catalyst; Temperature; Sealed tube; Inert atmosphere;A 61%
B n/a
C n/a
Methyl methanesulfonate
66-27-3

Methyl methanesulfonate

A

nitromethane
75-52-5

nitromethane

B

methyl nitrite
624-91-9

methyl nitrite

Conditions
ConditionsYield
With tetrabutylammonium nitrite In chloroform-d1 at 20℃;A 60%
B 29 % Spectr.
sodium salt of nitromethane
22755-24-4

sodium salt of nitromethane

A

nitromethane
75-52-5

nitromethane

B

difluoro-nitro-methane
1493-05-6

difluoro-nitro-methane

C

fluorotrinitromethane
21824-10-2

fluorotrinitromethane

Conditions
ConditionsYield
With calcium fluoride; fluorine at -70 - -65℃;A 24%
B 20%
C 45%
trimethoxonium tetrafluoroborate
420-37-1

trimethoxonium tetrafluoroborate

A

nitromethane
75-52-5

nitromethane

B

methyl nitrite
624-91-9

methyl nitrite

Conditions
ConditionsYield
With tetrabutylammonium nitrite In chloroform-d1 at 20℃;A 41%
B 41 % Spectr.
methyl trifluoromethanesulfonate
333-27-7

methyl trifluoromethanesulfonate

A

nitromethane
75-52-5

nitromethane

B

methyl nitrite
624-91-9

methyl nitrite

Conditions
ConditionsYield
With tetrabutylammonium nitrite In chloroform-d1 at 20℃;A 38%
B 56 % Spectr.
sodium aci-nitroethane

sodium aci-nitroethane

A

nitromethane
75-52-5

nitromethane

B

difluoro-nitro-methane
1493-05-6

difluoro-nitro-methane

C

1-fluoro-1-nitro-ethane
17003-27-9

1-fluoro-1-nitro-ethane

Conditions
ConditionsYield
With calcium fluoride; fluorine at -80 - -75℃;A 24%
B 20%
C 23%
methanol
67-56-1

methanol

nitromethane
75-52-5

nitromethane

Conditions
ConditionsYield
With Cu(MeNO2)2+ Thermodynamic data; free energie for exchange of both ligands;
With water; sodium hydrogencarbonate; iron(II) sulfate; sodium nitrite
With sulfuric acid; sodium nitrite
methyl bromide
74-83-9

methyl bromide

nitromethane
75-52-5

nitromethane

Conditions
ConditionsYield
With sodium nitrite bei pH 6-10;
methylene chloride
74-87-3

methylene chloride

nitromethane
75-52-5

nitromethane

Conditions
ConditionsYield
With sodium nitrite bei pH 6-10;
diethyl ether
60-29-7

diethyl ether

A

nitromethane
75-52-5

nitromethane

B

1-ethoxy-2-nitroethane
31890-52-5

1-ethoxy-2-nitroethane

Conditions
ConditionsYield
With nitric acid at 400℃; Nebenprod.2:Nitroaethan;
methyl nitrite
624-91-9

methyl nitrite

nitromethane
75-52-5

nitromethane

Conditions
ConditionsYield
With magnesium hydrosilicate at 120 - 130℃;
ethyl nitrate
625-58-1

ethyl nitrate

A

nitromethane
75-52-5

nitromethane

B

methyl nitrite
624-91-9

methyl nitrite

C

ethyl nitrite
109-95-5

ethyl nitrite

Conditions
ConditionsYield
at 160 - 219℃; Kinetics; unter vermindertem Druck.Pyrolysis;
ethyl nitrate
625-58-1

ethyl nitrate

A

formaldehyd
50-00-0

formaldehyd

B

nitromethane
75-52-5

nitromethane

C

acetaldehyde
75-07-0

acetaldehyde

Conditions
ConditionsYield
at 95℃; unter vermindertem Druck.Photolysis;
methane
34557-54-5

methane

nitromethane
75-52-5

nitromethane

Conditions
ConditionsYield
With nitric acid at 475℃;
With nitric acid
With oxygen; nitric acid
ethane
74-84-0

ethane

A

Nitroethane
79-24-3

Nitroethane

B

nitromethane
75-52-5

nitromethane

Conditions
ConditionsYield
at 420℃; beim Nitrieren in der Dampfphase;
ethane
74-84-0

ethane

nitromethane
75-52-5

nitromethane

Conditions
ConditionsYield
bei der Nitrierung;
propane
74-98-6

propane

nitromethane
75-52-5

nitromethane

Conditions
ConditionsYield
bei der Nitrierung;
With nitric acid
With oxygen; nitric acid
With nitric acid; acetic acid In water at 235℃; under 72402.6 Torr; for 0.05h;
Isobutane
75-28-5

Isobutane

nitromethane
75-52-5

nitromethane

Conditions
ConditionsYield
bei der Nitrierung;
methylbutane
78-78-4

methylbutane

nitromethane
75-52-5

nitromethane

Conditions
ConditionsYield
bei der Nitrierung;
2,3-dimethylbutane
79-29-8

2,3-dimethylbutane

nitromethane
75-52-5

nitromethane

Conditions
ConditionsYield
bei der Nitrierung;
2-methyl-1-nitro-2-propanol
5447-98-3

2-methyl-1-nitro-2-propanol

A

nitromethane
75-52-5

nitromethane

B

acetone
67-64-1

acetone

Conditions
ConditionsYield
With water at 130 - 150℃;
at 245.6℃; under 55 Torr; Kinetics; Further Variations:; Pressures; Temperatures; also in the presence of free radical inhibitors;
nitroacetic acid
625-75-2

nitroacetic acid

A

nitromethane
75-52-5

nitromethane

B

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

Conditions
ConditionsYield
at 25℃; Geschwindigkeit in saurer Loesung bei verschiedenen pH und Einfluss von verschiedenen anorganischen und organischen Salzen;
at 15℃; Geschwindigkeit in saurer Loesung bei verschiedenen pH und Einfluss von verschiedenen anorganischen und organischen Salzen;
at 15℃; Geschwindigkeit in saurer Loesung bei verschiedenen pH und Einfluss von Glucose und Rohrzucker;
p-benzyloxybenzaldehyde
4397-53-9

p-benzyloxybenzaldehyde

nitromethane
75-52-5

nitromethane

(E)-1-(benzyloxy)-4-(2-nitrovinyl)benzene
2982-55-0

(E)-1-(benzyloxy)-4-(2-nitrovinyl)benzene

Conditions
ConditionsYield
Stage #1: p-benzyloxybenzaldehyde; nitromethane With sodium methylate In methanol at 0 - 20℃; for 0.166667h;
Stage #2: With hydrogenchloride; water In methanol at 0 - 20℃; for 0.25h;
100%
Stage #1: p-benzyloxybenzaldehyde; nitromethane With sodium methylate In methanol at 0 - 20℃; for 0.166667h;
Stage #2: With hydrogenchloride In methanol; water at 0 - 20℃; for 0.25h;
100%
Stage #1: p-benzyloxybenzaldehyde; nitromethane With sodium methylate In methanol at 0 - 20℃;
Stage #2: With hydrogenchloride In methanol; water at 0 - 20℃;
100%
nitromethane
75-52-5

nitromethane

crotonic acid methyl ester
623-43-8

crotonic acid methyl ester

methyl 3-methyl-4-nitro-butyrate
16507-06-5

methyl 3-methyl-4-nitro-butyrate

Conditions
ConditionsYield
With N,N,N',N'-tetramethylguanidine at 20℃; for 576h;100%
With DBN In methanol at 60℃; for 6h; Inert atmosphere;71.44%
With methanol; potassium carbonate
With N-benzyl-trimethylammonium hydroxide In methanol
With 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol Michael addition;
nitromethane
75-52-5

nitromethane

Octanal
124-13-0

Octanal

2-hydroxy-1-nitrononane
4013-87-0

2-hydroxy-1-nitrononane

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran; butan-1-ol at 23℃; Inert atmosphere;100%
With silica gel; triethylamine at 20℃; for 3h; Henry Nitro Aldol Condensation;95%
With potassium tert-butylate In tetrahydrofuran; tert-butyl alcohol at 20℃; for 18.5h; Henry reaction;94%
nitromethane
75-52-5

nitromethane

2-chloro-3,4-dimethoxybenzaldehyde
5417-17-4

2-chloro-3,4-dimethoxybenzaldehyde

(E)-2-chloro-3,4-dimethoxy-1-(2-nitrovinyl)benzene
41122-35-4

(E)-2-chloro-3,4-dimethoxy-1-(2-nitrovinyl)benzene

Conditions
ConditionsYield
With ammonium acetate; acetic acid for 4h; Inert atmosphere; Reflux;100%
With ammonium acetate In acetic acid for 3h; Heating;95%
With ammonium acetate; acetic acid
nitromethane
75-52-5

nitromethane

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

4-methyl-β-nitrostyrene
7559-36-6

4-methyl-β-nitrostyrene

Conditions
ConditionsYield
With C62H54N2O2; copper diacetate In ethanol at 10℃; for 48h; Henry Nitro Aldol Condensation; enantioselective reaction;100%
With C62H48CuN2O2; copper diacetate; benzaldehyde In ethanol at 10℃; for 48h; Reagent/catalyst; Henry Nitro Aldol Condensation;100%
With (2-hydroxyethyl)ammonium formate at 20℃; for 0.8h; Knoevenagel condensation; Ionic liquid;95%
nitromethane
75-52-5

nitromethane

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

1-chloro-4-(2-nitrovinyl)benzene
706-07-0

1-chloro-4-(2-nitrovinyl)benzene

Conditions
ConditionsYield
With copper(II) ferrite In dimethyl sulfoxide at 120℃; for 0.0333333h; Microwave irradiation;100%
With bridged diamino-functionalized periodic mesoporous organosilicas with high nitrogen contents at 90℃; for 5h; Henry Nitro Aldol Condensation;99%
With acetic acid; benzylamine at 78 - 80℃; for 3.5h; Product distribution / selectivity;97.1%
nitromethane
75-52-5

nitromethane

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

1-(4-chlorophenyl)-2-nitroethanol
89979-04-4

1-(4-chlorophenyl)-2-nitroethanol

Conditions
ConditionsYield
With polymer supported 4-DMAP at 20℃; for 0.416667h; Reagent/catalyst; Henry Nitro Aldol Condensation;100%
With triethylamine at 80℃; for 0.0166667h; Henry reaction; microwave irradiation;99%
With Musca acuminata (banana) peel ash In neat (no solvent) at 20℃; for 0.333333h; Henry Nitro Aldol Condensation; Green chemistry;98%
nitromethane
75-52-5

nitromethane

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

1-(4-nitrophenyl)-2-nitroethanol
18731-47-0

1-(4-nitrophenyl)-2-nitroethanol

Conditions
ConditionsYield
With C57H78N12; copper(II) acetate monohydrate In methanol; dichloromethane for 72h; Henry reaction; Inert atmosphere;100%
With polymer supported 4-DMAP at 20℃; for 0.333333h; Reagent/catalyst; Henry Nitro Aldol Condensation;100%
With P(i-PrNCH2CH2)3N; magnesium sulfate for 0.0833333h; Ambient temperature;99%
nitromethane
75-52-5

nitromethane

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
palladium/alumina at 60℃; for 1h;100%
With 1-butyl-4-aza-1-azoniabicyclo[2.2.2]octane hydroxide In neat (no solvent) at 20℃; for 0.166667h; Reagent/catalyst; Henry Nitro Aldol Condensation; Green chemistry;99%
With 1-butyl-4-aza-1-azoniabicyclo[2.2.2]octane hydroxide In neat (no solvent) at 20℃; for 0.166667h; Catalytic behavior; Reagent/catalyst; Henry Nitro Aldol Condensation; Ionic liquid; Green chemistry;99%
nitromethane
75-52-5

nitromethane

butyraldehyde
123-72-8

butyraldehyde

1-nitropentan-2-ol
2224-37-5

1-nitropentan-2-ol

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 0℃; for 0.166667h; Addition; Henry reaction;100%
With P(i-PrNCH2CH2)3N; magnesium sulfate for 0.666667h; Ambient temperature;98%
With rac-1',2',3',4'-tetrahydro-1,1'-bisisoquinoline In tetrahydrofuran at 20℃; for 24h; Henry Nitro Aldol Condensation;98%
nitromethane
75-52-5

nitromethane

hexanal
66-25-1

hexanal

1-nitroheptan-2-ol
6302-74-5

1-nitroheptan-2-ol

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran; tert-butyl alcohol at 0 - 20℃; for 24h; Henry reaction;100%
With potassium tert-butylate In tetrahydrofuran; tert-butyl alcohol Addition;99%
With (S,S)-1,2-diaminocyclohexane; copper(II) acetate monohydrate In ethanol at 20℃; for 12h; Henry reaction; Inert atmosphere; enantioselective reaction;99%
nitromethane
75-52-5

nitromethane

benzalacetophenone
94-41-7

benzalacetophenone

4-nitro-1,3-diphenyl-butan-1-one
6277-67-4

4-nitro-1,3-diphenyl-butan-1-one

Conditions
ConditionsYield
With potassium carbonate In ethanol Michael condensation; Reflux;100%
With alkaline hydroxide In ethanol at 60℃; for 12h; Michael addition;100%
With potassium fluoride In ethanol at 20℃; for 2h; Addition;98%
nitromethane
75-52-5

nitromethane

o-carboxybenzaldehyde
119-67-5

o-carboxybenzaldehyde

3-(nitromethyl)-isobenzofuran-1-(3H)-one
3598-68-3

3-(nitromethyl)-isobenzofuran-1-(3H)-one

Conditions
ConditionsYield
With sodium hydroxide In methanol at 15 - 30℃; for 1h;100%
With alkaline solution
nitromethane
75-52-5

nitromethane

cyclohexanecarbaldehyde
2043-61-0

cyclohexanecarbaldehyde

Conditions
ConditionsYield
tris(bis(trimethylsilyl)amido)samarium(III) In tetrahydrofuran for 25h; Ambient temperature;100%
With potassium fluoride In isopropyl alcohol at 0 - 20℃; for 24h; Inert atmosphere;100%
With calcium oxide at 50℃; for 12h;99%
nitromethane
75-52-5

nitromethane

cyclohexanone
108-94-1

cyclohexanone

phenylmethanethiol
100-53-8

phenylmethanethiol

1-benzylthio-1-nitromethylcyclohexane
335458-24-7

1-benzylthio-1-nitromethylcyclohexane

Conditions
ConditionsYield
With piperidine In benzene100%
With piperidine In acetonitrile for 4h; Heating;96%
With piperidine In acetonitrile for 4h; Heating / reflux;22%
With piperidine In benzene Heating;
nitromethane
75-52-5

nitromethane

cyclopentanone
120-92-3

cyclopentanone

phenylmethanethiol
100-53-8

phenylmethanethiol

1-benzylthio-1-nitromethylcyclopentane
335458-23-6

1-benzylthio-1-nitromethylcyclopentane

Conditions
ConditionsYield
With piperidine In benzene100%
With piperidine In acetonitrile for 4h; Heating;94%
With piperidine In benzene Heating;
3-phenyl-propionaldehyde
104-53-0

3-phenyl-propionaldehyde

nitromethane
75-52-5

nitromethane

Conditions
ConditionsYield
(anthracenebisresorcinol(4-):2La(3+))polymer In benzene at 20℃; for 0.333333h; Addition; nitroaldol reaction;100%
With potassium fluoride In isopropyl alcohol at 0 - 20℃; for 24h; Inert atmosphere;100%
With silica gel; triethylamine at 20℃; for 2h; Catalytic behavior; Reagent/catalyst; Henry Nitro Aldol Condensation;99%
nitromethane
75-52-5

nitromethane

2-Formyl-2,3-dihydronaphtho<1,8-bc>pyran
133157-50-3

2-Formyl-2,3-dihydronaphtho<1,8-bc>pyran

1-(1-Hydroxy-2-nitroethyl)-2,3-dihydronaphtho<1,8-bc>pyran
133157-51-4

1-(1-Hydroxy-2-nitroethyl)-2,3-dihydronaphtho<1,8-bc>pyran

Conditions
ConditionsYield
With triethylamine 1) 15 min, cooling 2) 2 h, r.t.;100%
nitromethane
75-52-5

nitromethane

(+)-(4S,5S,6R)-6-acetamido-N-(benzyloxycarbonyl)-4,5-(isopropylidenedioxy)-3-piperidinone
127181-13-9

(+)-(4S,5S,6R)-6-acetamido-N-(benzyloxycarbonyl)-4,5-(isopropylidenedioxy)-3-piperidinone

(-)-(2R,3S,4S,5R)-2-acetamido-N-(benzyloxycarbonyl)-3,4-O-isopropylidene-5-(nitromethyl)-3,4,5-piperidinetriol
141781-97-7

(-)-(2R,3S,4S,5R)-2-acetamido-N-(benzyloxycarbonyl)-3,4-O-isopropylidene-5-(nitromethyl)-3,4,5-piperidinetriol

Conditions
ConditionsYield
With sodium hydride In 1,2-dimethoxyethane for 2h; Ambient temperature;100%
nitromethane
75-52-5

nitromethane

benzalacetophenone
94-41-7

benzalacetophenone

A

(R)-1,3-diphenyl-4-nitrobutane-1-one
6277-67-4, 68047-61-0, 122348-60-1, 77670-36-1

(R)-1,3-diphenyl-4-nitrobutane-1-one

B

(S)-4-nitro-1,3-diphenylbutan-1-one
6277-67-4, 77670-36-1, 122348-60-1, 68047-61-0

(S)-4-nitro-1,3-diphenylbutan-1-one

Conditions
ConditionsYield
With (+)-quinidine-acrylonitrile copolymer In toluene under 661957 Torr; for 5h;A n/a
B 100%
With 1-[3,5-bis(trifluoromethyl)phenyl]-3-[(1S,2S)-2-(dimethylamino)cyclohexyl]thiourea In toluene at 20℃; for 192h; Kinetics; Reagent/catalyst; Michael addition; enantioselective reaction;
Stage #1: nitromethane With (1R,1'R,2S,2'S)-1,1'-(propane-1,3-diyl)bis(2-((2,6-diisopropylphenyl)carbamoyl)pyrrolidine-1-oxide); ytterbium(III) triflate In tetrahydrofuran at 30℃; for 0.5h; Asymmetric Michael addition; Inert atmosphere;
Stage #2: benzalacetophenone With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 30℃; for 48h; Asymmetric Michael addition; Inert atmosphere; optical yield given as %ee; enantioselective reaction;
nitromethane
75-52-5

nitromethane

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

methyl-2 β-nitrostyrene
28638-59-7, 34222-71-4

methyl-2 β-nitrostyrene

Conditions
ConditionsYield
ammonium acetate at 90℃; for 2h;100%
With sodium hydroxide
nitromethane
75-52-5

nitromethane

phenylmethanethiol
100-53-8

phenylmethanethiol

acetone
67-64-1

acetone

benzyl(2-methyl-1-nitropropan-2-yl)sulfane
105780-12-9

benzyl(2-methyl-1-nitropropan-2-yl)sulfane

Conditions
ConditionsYield
With piperidine In benzene100%
With piperidine In tetrahydrofuran for 12h; Heating;96%
With piperidine for 15h; Heating;49%
In benzene at 100℃; for 22h; Dean-Stark;23%
With piperidine In benzene for 10h; Reflux; Inert atmosphere;
nitromethane
75-52-5

nitromethane

1-Phenylbut-1-en-3-one
122-57-6

1-Phenylbut-1-en-3-one

Conditions
ConditionsYield
With hydrotalcite for 0.1h; Michael addition; Microwave irradiation;100%
With potassium fluoride; 18-crown-6 ether In acetonitrile for 168h; Heating;93%
With C10H20NaO5*HO(1-); water In methanol at 25℃; for 0.833333h; Michael addition;90%
nitromethane
75-52-5

nitromethane

1-O-methyl-2,3-O-isopropylidene-α-D-mannopentoaldo-1,4-furanose
33985-40-9, 58056-24-9, 63029-10-7, 105368-48-7, 141610-28-8, 141724-46-1

1-O-methyl-2,3-O-isopropylidene-α-D-mannopentoaldo-1,4-furanose

6-Deoxy-2,3-O-isopropylidene-6-nitro-α-D-lyxo-hexofuranoside
85339-08-8, 85339-09-9, 118205-71-3, 118205-72-4, 124648-90-4, 129443-53-4

6-Deoxy-2,3-O-isopropylidene-6-nitro-α-D-lyxo-hexofuranoside

Conditions
ConditionsYield
With sodium methylate In methanol at 0℃; for 2h;100%
With sodium methylate In methanol at 0℃; for 2h;
nitromethane
75-52-5

nitromethane

benzyloxyacetoaldehyde
60656-87-3

benzyloxyacetoaldehyde

(+/-)-3-benzyloxy-1-nitropropan-2-ol
169139-89-3

(+/-)-3-benzyloxy-1-nitropropan-2-ol

Conditions
ConditionsYield
With potassium fluoride In isopropyl alcohol at 20℃; for 15h; Addition; Henry reaction;100%
With aluminum oxide at 21℃; for 24h;98%
With potassium hydroxide In methanol at 20℃; for 1.5h;88%
nitromethane
75-52-5

nitromethane

Toluene-4-sulfonic acid 5-bromo-3-formyl-1H-indol-7-yl ester
201684-34-6

Toluene-4-sulfonic acid 5-bromo-3-formyl-1H-indol-7-yl ester

(E)-5-bromo-3-nitrovinyl-7-(p-toluenesulfonyloxy)indole
126260-59-1

(E)-5-bromo-3-nitrovinyl-7-(p-toluenesulfonyloxy)indole

Conditions
ConditionsYield
With ammonium acetate for 3h; Heating;100%
nitromethane
75-52-5

nitromethane

Benzylidenemalononitrile
2700-22-3

Benzylidenemalononitrile

3-nitro-2-phenylpropane-1,1-dicarbonitrile

3-nitro-2-phenylpropane-1,1-dicarbonitrile

Conditions
ConditionsYield
aluminum oxide at 90℃; for 0.15h;100%
With piperazine-grafted reduced graphene oxide (rGO-NH) In ethanol at 60℃; for 8h; Reagent/catalyst; Michael Addition;72%
With aluminum oxide at 20 - 90℃; for 0.2h; microwave irradiation;63%
at 60℃; for 4h; Michael Addition;
With quinidine In toluene at 20℃;
nitromethane
75-52-5

nitromethane

methyl 2-(2-fluorobenzylidene)-2-cyanoacetate

methyl 2-(2-fluorobenzylidene)-2-cyanoacetate

methyl 2-cyano-4-nitro-3-(2-fluorophenyl)butanoate

methyl 2-cyano-4-nitro-3-(2-fluorophenyl)butanoate

Conditions
ConditionsYield
aluminum oxide at 90℃; for 0.15h;100%
With aluminum oxide at 20 - 90℃; for 0.2h; microwave irradiation;70%
nitromethane
75-52-5

nitromethane

2-(2-Benzyloxy-3-methoxyphenyl)acetaldehyde
211935-30-7

2-(2-Benzyloxy-3-methoxyphenyl)acetaldehyde

1-(2-Benzyloxy-3-methoxyphenyl)-3-nitropropan-2-ol
211935-31-8

1-(2-Benzyloxy-3-methoxyphenyl)-3-nitropropan-2-ol

Conditions
ConditionsYield
With cetyltrimethylammonim bromide In sodium hydroxide100%
With sodium hydroxide; cetyltrimethylammonim bromide Condensation; Henry condensation;100%
nitromethane
75-52-5

nitromethane

(1-Formyl-7-methoxy-naphthalen-2-yloxy)-acetic acid ethyl ester
209175-47-3

(1-Formyl-7-methoxy-naphthalen-2-yloxy)-acetic acid ethyl ester

[7-Methoxy-1-((E)-2-nitro-vinyl)-naphthalen-2-yloxy]-acetic acid ethyl ester
209175-48-4

[7-Methoxy-1-((E)-2-nitro-vinyl)-naphthalen-2-yloxy]-acetic acid ethyl ester

Conditions
ConditionsYield
With ammonium acetate for 3h; Heating;100%

Nitromethane Consensus Reports

Reported in EPA TSCA Inventory.

Nitromethane Standards and Recommendations

OSHA PEL: TWA 100 ppm
ACGIH TLV: TWA 20 ppm; Confirmed Animal Carcinogen with Unknown Relevance to Humans
DFG MAK: 100 ppm (250 mg/m3)
DOT Classification:  3; Label: Flammable Liquid

Nitromethane Analytical Methods

For occupational chemical analysis use NIOSH: Nitromethane, 2527.

 

Nitromethane Specification

The Nitromethane, with the CAS registry number 75-52-5, is also known as Methane, nitro-. It belongs to the product categories of Organics; Analytical Chemistry; Solvents for HPLC & Spectrophotometry; Solvents for Spectrophotometry; Analytical Reagents for General Use; I-N, Puriss p.a.; Puriss p.a.; Reagent Grade Solvents; Reagent Semi-Bulk Solvents; Reagent Solvents; Spectrophotometric Grade Solvents; Spectrophotometric Grade Solvents; Reagent Plus(R) Solvent Grade Products; ReagentPlus(R) Solvents; Chromasolv for HplcSolvents; Chromasolv Solvents (Hplc, LC-MS); Chromasolv(R) Hplc Grade Solvents; Alpha Sort; N-O; Volatiles/ Semivolatiles; ACS Grade Solvents; ACS GradeSemi-Bulk Solvents; ACS Grade Solvents; Amber Glass Bottles; Carbon Steel Cans with NPT Threads; Solvent Bottles. Its EINECS registry number is 200-876-6. This chemical's molecular formula is CH3NO2 and molecular weight is 61.04. Its IUPAC name is called nitromethane. What's more, this chemical's classification code is Tumor data.

Physical properties of Nitromethane: (1)#H bond acceptors: 3; (2)Index of Refraction: 1.358; (3)Molar Refractivity: 12.7 cm3; (4)Molar Volume: 57.8 cm3; (5)Surface Tension: 25.9 dyne/cm; (6)Density: 1.055 g/cm3; (7)Flash Point: 35 °C; (8)Enthalpy of Vaporization: 31.2 kJ/mol; (9)Boiling Point: 85.1 °C at 760 mmHg; (10)Vapour Pressure: 78.6 mmHg at 25°C.

Preparation of Nitromethane: this chemical is produced industrially by treating propane with nitric acid at 350–450 °C (622–842 °F). In addition, it can be prepared in other methods that are of instructional value. The reaction of sodium chloroacetate with sodium nitrite in aqueous solution produces this compound:

ClCH2COONa + NaNO2 + H2O → CH3NO2 + NaCl + NaHCO3

Uses of Nitromethane: The principal use of nitromethane is as a stabilizer for chlorinated solvents, which are used in dry cleaning, semiconductor processing, and degreasing. It is also used most effectively as a solvent or dissolving agent for acrylate monomers, such as cyanoacrylates. In organic synthesis nitromethane is employed as a one carbon building block. In more specialized organic synthesis, nitromethane serves as a Michael donor, adding to α,β-unsaturated carbonyl compounds via 1,4-addition in the Michael reaction. In a minor application, nitromethane is used as a fuel in racing, particularly drag racing, as well as for rockets and model airplanes and commonly referred to in this context as "nitro". Nitromethane can also be used as a monopropellant, i.e., a fuel that burns without added oxygen. The following equation describes this process:

2 CH3NO2 → 2 CO + 2 H2O + H2 + N2

When you are using this chemical, please be cautious about it. This chemical is harmful if swallowed. In addition, it is highly flammable and irritant. If heating may cause an explosion. In case of fire and/or explosion do not breathe fumes.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C[N+](=O)[O-]
(2)InChI: InChI=1S/CH3NO2/c1-2(3)4/h1H3
(3)InChIKey: LYGJENNIWJXYER-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 800mg/kg (800mg/kg) LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL"

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
AMA Archives of Industrial Health. Vol. 11, Pg. 102, 1955.
dog LDLo oral 125mg/kg (125mg/kg) KIDNEY, URETER, AND BLADDER: CHANGES IN BOTH TUBULES AND GLOMERULI

LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL"
AMA Archives of Industrial Health. Vol. 11, Pg. 102, 1955.
guinea pig LCLo inhalation 5000ppm/3H (5000ppm)   Journal of Industrial Hygiene and Toxicology. Vol. 22, Pg. 315, 1940.
monkey LCLo inhalation 1000ppm (1000ppm)   Industrial Medicine. Vol. 16, Pg. 441, 1947.
mouse LCLo inhalation 18gm/m3/2H (18000mg/m3)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 93, 1982.
mouse LD50 intraperitoneal 110mg/kg (110mg/kg)   Khimiko-Farmatsevticheskii Zhurnal. Chemical Pharmaceutical Journal. For English translation, see PCJOAU. Vol. 10(6), Pg. 53, 1976.
mouse LD50 oral 950mg/kg (950mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 32(9), Pg. 9, 1967.
rabbit LCLo inhalation 5000ppm/6H (5000ppm)   Journal of Industrial Hygiene and Toxicology. Vol. 22, Pg. 315, 1940.
rabbit LD skin > 2gm/kg (2000mg/kg)   National Technical Information Service. Vol. OTS0516767,
rabbit LDLo intravenous 750mg/kg (750mg/kg)   AMA Archives of Industrial Health. Vol. 11, Pg. 102, 1955.
rabbit LDLo oral 750mg/kg (750mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: ATAXIA
Journal of Industrial Hygiene and Toxicology. Vol. 22, Pg. 315, 1940.
rat LCLo inhalation 12750mg/m3/1H (12750mg/m3)   National Technical Information Service. Vol. OTS0516767,
rat LD50 oral 940mg/kg (940mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 32(9), Pg. 9, 1967.
rat LDLo intraperitoneal 1500mg/kg (1500mg/kg)   Bulletin de la Societe de Pharmacie de Lille. Vol. (1), Pg. 29, 1973.

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