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99-08-1

Basic Information
CAS No.: 99-08-1
Name: Benzene,1-methyl-3-nitro-
Molecular Structure:
Molecular Structure of 99-08-1 (Benzene,1-methyl-3-nitro-)
Formula: C7H7NO2
Molecular Weight: 137.14
Synonyms: 1-Methyl-3-nitrobenzene;3-Methylnitrobenzene;m-Nitrophenylmethane;m-Nitrotoluol;
EINECS: 202-728-6
Density: 1.167 g/cm3
Melting Point: 15 °C
Boiling Point: 221.999 °C at 760 mmHg
Flash Point: 106.111 °C
Solubility: insoluble in water, soluble in benzene
Appearance: yellow-green liquid
Hazard Symbols: ToxicT,FlammableF
Risk Codes: 23/24/25-33-51/53-36/37/38-11
Safety: 36/37-45-61-37-28A-27-16
Transport Information: UN 1664 6.1/PG 2
PSA: 45.82000
LogP: 2.42640
Synthetic route
3958-57-4

1-bromomethyl-3-nitrobenzene

99-08-1

1-methyl-3-nitrobenzene

Conditions
ConditionsYield
With sodium tetrahydroborate; sodium hydroxide In water at 60℃; for 1.5h; pH=12; Reagent/catalyst; Green chemistry;99%
With diethylzinc; tetrakis(triphenylphosphine) palladium(0) In hexane; N,N-dimethyl-formamide at 25℃; for 1h;63%
With lithium aluminium tetrahydride In diethyl ether at 0℃; for 1.5h;72 % Turnov.
17933-03-8

m-tolylboronic acid

99-08-1

1-methyl-3-nitrobenzene

Conditions
ConditionsYield
With dipotassium peroxodisulfate; bismuth (III) nitrate pentahydrate In toluene at 80℃; for 12h; Inert atmosphere;96%
With N-Bromosuccinimide; [bis(trifluoroacetoxy)iodo]benzene; sodium nitrite In acetonitrile at 20℃; for 3h; Solvent; regioselective reaction;93%
With pyridine; copper(I) oxide; sodium nitrite In acetonitrile at 20℃;78%
108-44-1

1-amino-3-methylbenzene

99-08-1

1-methyl-3-nitrobenzene

Conditions
ConditionsYield
With 1,9-diperoxynonanedioic acid In acetonitrile at 50℃; for 0.5h;95%
With dihydrogen peroxide; acetonitrile In aq. buffer at 20℃; for 1h; pH=11; Green chemistry;88%
With sodium perborate tetrahydrate; cetyltrimethylammonim bromide In water at 60℃; for 12h; silica gel; Micellar solution; Green chemistry; regioselective reaction;53%
With sulfuric acid Diazotization.Behandlung der neutralisierten Diazoniumsalz-Loesung mit NaNO2 und Kupfer(I)-kupfer(II)-sulfit;
With sulfuric acid Diazotization.Behandlung der neutralisierten Diazoniumsalz-Loesung mit NaNO2, CuSO4 und Cu2O;

C12H9N3O6S2

594-27-4

tetramethylstannane

99-08-1

1-methyl-3-nitrobenzene

Conditions
ConditionsYield
palladium diacetate In tetrahydrofuran at 40℃; for 0.25h;90%
13506-76-8

2-methyl-6-nitrobenzoic acid

99-08-1

1-methyl-3-nitrobenzene

Conditions
ConditionsYield
With silver carbonate In dimethyl sulfoxide at 120℃; for 16h;86%
With silver carbonate In dimethyl sulfoxide at 120℃;
Multi-step reaction with 3 steps
1.1: sodium hydroxide / tetrahydrofuran; water / 0.17 h / Darkness
1.2: 0.08 h / Darkness
2.1: acetonitrile / 0.08 h / Darkness
3.1: water / d7-N,N-dimethylformamide / 2 h / 100 °C / Inert atmosphere; Glovebox; Sealed tube; Darkness
View Scheme
108-88-3

toluene

99-08-1

1-methyl-3-nitrobenzene

Conditions
ConditionsYield
With nitric acid; sodium dodecyl-sulfate In acetonitrile at 24.84℃; for 3h; Micellar solution; regioselective reaction;85%
27329-27-7

4-methyl-2-nitrobenzoic acid

99-08-1

1-methyl-3-nitrobenzene

Conditions
ConditionsYield
With copper(l) iodide; triethylamine In dimethyl sulfoxide at 120℃; under 760.051 Torr; for 20h; Inert atmosphere; Schlenk technique;85%
With 1-methyl-pyrrolidin-2-one; quinoline; copper(I) oxide; 1,10-Phenanthroline at 100 - 175℃; for 0.5h; Inert atmosphere; Microwave irradiation;50%
Multi-step reaction with 3 steps
1: tetrahydrofuran / 2 h / 20 °C / Darkness
2: tetrahydrofuran / Darkness
3: water / d7-N,N-dimethylformamide / 0.83 h / 100 °C / Inert atmosphere; Glovebox; Sealed tube; Darkness
View Scheme
625-95-6

3-Iodotoluene

99-08-1

1-methyl-3-nitrobenzene

Conditions
ConditionsYield
With copper; tetrabutylammonium nitrite; N,N`-dimethylethylenediamine In N,N-dimethyl-formamide at 110℃; for 0.333333h; Inert atmosphere; Microwave irradiation;84%
With copper bronze; tetrabutylammonium nitrate; N,N`-dimethylethylenediamine In N,N-dimethyl-formamide at 100℃;69%
With potassium nitrite; copper(II) bis(trifluoromethanesulfonate) In dimethyl sulfoxide at 130℃; for 48h; Inert atmosphere; Sealed tube; regioselective reaction;67%
3748-99-0

N'-(3-nitrobenzylidene)-4-methylbenzenesulfonohydrazide

99-08-1

1-methyl-3-nitrobenzene

Conditions
ConditionsYield
With dichloro bis(1,4-diazabicyclo[2.2.2]octane)(BH4)Zr(IV); toluene-4-sulfonic acid In sulfolane; N,N-dimethyl-formamide at 110℃; for 7.2h;83%
594-27-4

tetramethylstannane

bis-(3-nitro-phenyl)-iodonium ; hydrogen sulfate

99-08-1

1-methyl-3-nitrobenzene

Conditions
ConditionsYield
With palladium diacetate In water at 60 - 70℃; for 4h;80%
palladium diacetate In water at 60℃; for 4h;80 % Chromat.
108-88-3

toluene

A

99-08-1

1-methyl-3-nitrobenzene

B

99-99-0

1-methyl-4-nitrobenzene

C

88-72-2

1-methyl-2-nitrobenzene

Conditions
ConditionsYield
With copper(II) nitrate on K10 montmorillonite; acetic anhydride In tetrachloromethane for 120h; Ambient temperature;A 1%
B 79%
C 20%
With nitric acid In trifluoroacetic acid at 25℃; Rate constant;A 0.7%
B 66.7%
C 32.6%
With ortho-methylphenyl iodide; potassium nitrate In trifluoroacetic acid for 0.5h; Product distribution; nitration of aromatic compounds in the presence of aryl iodides; other temperatures, other reagents;A n/a
B 64%
C 33%
594-27-4

tetramethylstannane

bis(3-nitrophenyl)iodonium tetrafluoroborate

99-08-1

1-methyl-3-nitrobenzene

Conditions
ConditionsYield
With palladium diacetate In N,N-dimethyl-formamide at 60 - 70℃; for 2.5h;77%
palladium diacetate In N,N-dimethyl-formamide at 60℃; for 2h;77 % Chromat.
594-27-4

tetramethylstannane

bis(3-nitrophenyl)iodonium trifluoroacetate

99-08-1

1-methyl-3-nitrobenzene

Conditions
ConditionsYield
With palladium diacetate In N,N-dimethyl-formamide at 60 - 70℃; for 2.5h;77%
palladium diacetate In N,N-dimethyl-formamide at 60℃; for 2.5h;77 % Chromat.
1975-51-5

2-methyl-4-nitrobenzoic acid

99-08-1

1-methyl-3-nitrobenzene

Conditions
ConditionsYield
With [Au(1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene)(O2CAd)] In toluene at 140℃; for 20h;71%
1809-20-7

diisopropyl hydrogenphosphonate

3958-57-4

1-bromomethyl-3-nitrobenzene

A

99-08-1

1-methyl-3-nitrobenzene

B

diisopropyl (3-nitrophenyl)methyl phosphonate

Conditions
ConditionsYield
With sodium hydride In isopropyl alcohol for 3h; Ambient temperature;A 21%
B 69%

N-nitro-2,6-dimethylpyridinium tetrafluoroborate

108-88-3

toluene

A

99-08-1

1-methyl-3-nitrobenzene

B

99-99-0

1-methyl-4-nitrobenzene

C

88-72-2

1-methyl-2-nitrobenzene

Conditions
ConditionsYield
Product distribution; Ambient temperature;A 3%
B 32%
C 65%
594-27-4

tetramethylstannane

1514-51-8

m-nitrobenzenediazonium hexafluorophosphate

99-08-1

1-methyl-3-nitrobenzene

Conditions
ConditionsYield
palladium diacetate In acetonitrile for 2h; Ambient temperature;62%
66146-33-6

2-(3-nitrophenyl)acetaldehyde

A

99-08-1

1-methyl-3-nitrobenzene

B

99-61-6

3-nitro-benzaldehyde

C

19829-61-9

3,3'-dinitrobibenzyl

Conditions
ConditionsYield
In water; acetonitrile for 48h; Product distribution; Irradiation;A 60%
B 40%
C n/a
638-03-9

m-toluidine hydrochloride

A

99-08-1

1-methyl-3-nitrobenzene

B

13290-74-9

1-chloro-2-methyl-4-nitrobenzene

Conditions
ConditionsYield
With 3,3-dimethyldioxirane In acetone at 20℃;A 45%
B 55%
5326-38-5

2-iodo-5-nitrotoluene

A

99-08-1

1-methyl-3-nitrobenzene

B

59517-20-3

2,2'-dimethyl-4,4'-dinitro-biphenyl

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 12h; Catalytic behavior; Ullmann Condensation; Inert atmosphere; Green chemistry;A 10%
B 55%
3958-57-4

1-bromomethyl-3-nitrobenzene

A

99-08-1

1-methyl-3-nitrobenzene

B

19829-61-9

3,3'-dinitrobibenzyl

C

diisopropyl (3-nitrophenyl)methyl phosphonate

Conditions
ConditionsYield
With diisopropyl phosphite; sodium hydride In tetrahydrofuran for 3h; Ambient temperature;A 5%
B 28%
C 52%
108-88-3

toluene

A

99-08-1

1-methyl-3-nitrobenzene

B

99-99-0

1-methyl-4-nitrobenzene

C

88-72-2

1-methyl-2-nitrobenzene

D

121-14-2

2,4-dinitrotoluene

Conditions
ConditionsYield
With trinitratooxovanadium(V) In dichloromethane for 0.05h; Ambient temperature; Further byproducts given;A 3%
B 47%
C 50%
D n/a
With trinitratooxovanadium(V) In dichloromethane for 0.1h; Ambient temperature; Further byproducts given;A 2%
B 41%
C 35%
D 19%
121-72-2

N,N-dimethyl-m-toluidine

99-08-1

1-methyl-3-nitrobenzene

Conditions
ConditionsYield
With tert.-butylhydroperoxide; ammonium iodide; water In dimethyl sulfoxide at 90℃; for 4h; Sealed tube;38%
108-88-3

toluene

A

99-08-1

1-methyl-3-nitrobenzene

B

99-99-0

1-methyl-4-nitrobenzene

C

88-72-2

1-methyl-2-nitrobenzene

D

100-52-7

benzaldehyde

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In water; trifluoroacetic acid for 72h; Ambient temperature; Yield given;A n/a
B n/a
C n/a
D 24.5%
With nitric acid at 90 - 100℃; for 4h; Product distribution; Further Variations:; Temperatures; Reagents;
With nitrogen dioxide at 70℃; for 6h; Reagent/catalyst; Autoclave; Green chemistry;
13238-16-9

dibenzylphosphine oxide

3958-57-4

1-bromomethyl-3-nitrobenzene

A

99-08-1

1-methyl-3-nitrobenzene

B

19829-61-9

3,3'-dinitrobibenzyl

C

(3-nitrophenyl)methyl-dibenzyl-phosphine oxide

Conditions
ConditionsYield
With sodium hydride 1.) THF, 2.) THF, RT, 3 h; Yield given. Multistep reaction;A 2%
B 21%
C n/a
64-17-5

ethanol

1,3-bis-(4-methyl-2-nitro-phenyl)-triazene

A

99-08-1

1-methyl-3-nitrobenzene

B

89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
at 170℃; im geschlossenen Rohr;
2229-07-4

methyl radical

98-95-3

nitrobenzene

A

99-08-1

1-methyl-3-nitrobenzene

B

99-99-0

1-methyl-4-nitrobenzene

C

88-72-2

1-methyl-2-nitrobenzene

Conditions
ConditionsYield
at 143℃;
99-52-5

2-methyl-4-nitro-benzenamine

99-08-1

1-methyl-3-nitrobenzene

Conditions
ConditionsYield
With hydrogenchloride Diazotization.Behandlung der Diazoniumsalz-Loesung mit wss.-alkal. Natriumstannit-Loesung bei -10grad;
Diazotization.Erwaermen des Diazoniumsulfats mit Alkohol;
With formamide; triethylamine; trifluoroacetic acid; sodium nitrite 1.) formamide/water, r.t.; 2.) water, r.t.; Yield given. Multistep reaction;
89-62-3

4-methyl-2-nitroaniline

99-08-1

1-methyl-3-nitrobenzene

Conditions
ConditionsYield
durch Entamidierung;
With hydrogenchloride Diazotization.Behandlung der Diazoniumsalz-Loesung mit H3PO2;
Diazotization.Kochen des Diazoniumsulfats mit absol. Alkohol;
99-08-1

1-methyl-3-nitrobenzene

99-61-6

3-nitro-benzaldehyde

Conditions
ConditionsYield
With laccase from Coriolus versicolor MTCC-138; 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt In 1,4-dioxane for 1h; pH=4.5; Green chemistry; Enzymatic reaction;100%
With laccase at 20℃; Reagent/catalyst; Green chemistry; Enzymatic reaction;100%
With laccase of Pleurotus ostreatus MTCC-1801; 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt In 1,4-dioxane at 20℃; pH=4.5; Enzymatic reaction;98%
99-08-1

1-methyl-3-nitrobenzene

108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With [1-butyl-2,3-dimethylimidazolium][tppm] stabilized rhodium nanoarticles at 50℃; under 22502.3 Torr; for 5h; Ionic liquid; Autoclave; chemoselective reaction;100%
With cadmium sulphide; ammonium formate In water at 20℃; for 14h; Inert atmosphere; Irradiation; Sealed tube;100%
With water; oxalic acid; titanium(IV) oxide for 3h; Wavelength; Irradiation; Inert atmosphere; Sealed tube; Green chemistry; chemoselective reaction;100%
109-74-0

propyl cyanide

99-08-1

1-methyl-3-nitrobenzene

A

60995-75-7

N-butyl-m-toluidine

B

74878-72-1

N-butyl-N-(3-methyl-n-propyl)-m-toluidine

Conditions
ConditionsYield
Stage #1: 1-methyl-3-nitrobenzene With ammonium formate; palladium on activated charcoal In methanol; water at 20℃;
Stage #2: propyl cyanide In methanol; water
A 100%
B n/a
99-08-1

1-methyl-3-nitrobenzene

123-72-8

butyraldehyde

60995-75-7

N-butyl-m-toluidine

Conditions
ConditionsYield
With ammonium formate; palladium on activated charcoal In water; isopropyl alcohol at 20℃; for 1h;100%
99-08-1

1-methyl-3-nitrobenzene

110-13-4

2,5-hexanedione

32570-10-8

N-(3′-methylphenyl)-2,5-dimethylpyrrole

Conditions
ConditionsYield
With formic acid for 12h; Autoclave; Inert atmosphere; Green chemistry;100%
With indium; acetic acid In toluene at 80℃; for 3h; Inert atmosphere;97%
99-08-1

1-methyl-3-nitrobenzene

638-03-9

m-toluidine hydrochloride

Conditions
ConditionsYield
Stage #1: 1-methyl-3-nitrobenzene With hydrogen In ethanol at 25℃; under 11172.7 Torr; Flow reactor;
Stage #2: With hydrogenchloride In ethanol Flow reactor; chemoselective reaction;
99%
With hydrogenchloride; tin(ll) chloride In ethanol; water at 30℃; Rate constant; Mechanism; various concentration of HCl;
Stage #1: 1-methyl-3-nitrobenzene With phosgene; sodium tetrahydroborate; copper(II) sulfate In methanol at 20℃;
Stage #2: With hydrogenchloride In methanol; diethyl ether
550 mg
99-08-1

1-methyl-3-nitrobenzene

108-24-7

acetic anhydride

537-92-8

3-Methylacetanilide

Conditions
ConditionsYield
With indium; acetic acid In methanol at 20℃; for 1h;99%
Stage #1: 1-methyl-3-nitrobenzene With sodium tetrahydroborate In water at 60 - 70℃; Green chemistry;
Stage #2: acetic anhydride In water at 60 - 70℃; Green chemistry;
94%
Stage #1: 1-methyl-3-nitrobenzene In water for 0.0833333h;
Stage #2: With sodium tetrahydroborate In water at 65℃; for 0.05h;
Stage #3: acetic anhydride In water at 65℃; for 0.0333333h; Catalytic behavior;
93%
14040-11-0

tungsten hexacarbonyl

99-08-1

1-methyl-3-nitrobenzene

616-38-6

carbonic acid dimethyl ester

537-92-8

3-Methylacetanilide

Conditions
ConditionsYield
With di(rhodium)tetracarbonyl dichloride; 1,3-bis-(diphenylphosphino)propane; sodium phosphate; sodium iodide In water at 120℃; for 24h; Inert atmosphere; Sealed tube;99%
99-08-1

1-methyl-3-nitrobenzene

588-04-5

3,3'-dimethylazobenzene

Conditions
ConditionsYield
With 1,3-bis(N',N'-dimethyl-4-aminopyridinium)propane diiodide; sodium hydride In N,N-dimethyl-formamide; paraffin oil at 20℃; for 0.25h; Inert atmosphere;98%
With potassium hydroxide In water; isopropyl alcohol at 35℃; under 760.051 Torr; for 8h; Inert atmosphere;95%
With Piperonyl butoxide; ammonium formate In methanol for 1.25h; Heating;94%
99-08-1

1-methyl-3-nitrobenzene

21871-44-3

5-(3-nitrophenyl)-1H-tetrazole

Conditions
ConditionsYield
With sodium azide; hydroxylamine hydrochloride In water at 20℃; for 4.16667h;97%
451-40-1

phenyl benzyl ketone

99-08-1

1-methyl-3-nitrobenzene

123848-41-9

2-(3-methylphenyl)-1,2-diphenylethanone

Conditions
ConditionsYield
With potassium phosphate; bis(acetylacetonato)palladium(II); dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine In cyclohexane at 130℃; for 24h; Inert atmosphere;97%
64-18-6

formic acid

99-08-1

1-methyl-3-nitrobenzene

3085-53-8

N-formyl-m-toluidine

Conditions
ConditionsYield
With gold nano particles supported on rutile TiO2 In toluene at 70℃; under 750.075 Torr; for 3h; Inert atmosphere; chemoselective reaction;96%
With cobalt nanoparticles anchoring on nitrogen doped carbon, pyrolysis at 700 °C In acetonitrile at 110℃; under 750.075 Torr; for 5h; Inert atmosphere; chemoselective reaction;96.2%
With palladium(II) trifluoroacetate; triphenylphosphine In water at 80℃; for 0.333333h; Sealed tube; Green chemistry;92%
With [PdCl4]2-ion-exchanged imidazolium IL containing triethylene glycol-tagged onto silica-coated iron oxide nanoparticles In water at 90℃; for 24h; Inert atmosphere; Green chemistry;
With palladium particles distributed over the surface of fibrous silica nanospheres modified via aminopropyltriethoxysilane In toluene at 70℃; for 3h;98 %Chromat.
99-08-1

1-methyl-3-nitrobenzene

620-25-7

N-(3-methylphenyl)hydroxylamine

Conditions
ConditionsYield
With methyldiazene In acetonitrile at 28℃; for 1.33333h; Irradiation; Sealed tube; Inert atmosphere;95%
With sodium tetrahydroborate; palladium diacetate In ethanol; dichloromethane; water at 20℃; for 0.0833333h;88%
With rhodium contaminated with carbon; hydrazine hydrate In tetrahydrofuran at 0 - 20℃; for 3h;85%
99-08-1

1-methyl-3-nitrobenzene

A

108-44-1

1-amino-3-methylbenzene

B

621-26-1

3,3'-dimethylhydrazobenzene

Conditions
ConditionsYield
With potassium hydroxide; aluminium In methanol at 20℃; for 0.25h; Reduction; Reductive coupling;A 3%
B 95%
64-18-6

formic acid

99-08-1

1-methyl-3-nitrobenzene

121-72-2

N,N-dimethyl-m-toluidine

Conditions
ConditionsYield
With hydrogen In toluene at 140℃; under 30003 Torr; for 3h; chemoselective reaction;95%
99-08-1

1-methyl-3-nitrobenzene

19618-06-5, 71297-97-7, 116723-90-1

3,3'-dimethylazoxybenzene

Conditions
ConditionsYield
With oxygen; ammonium chloride; zinc In [bmim][BF4]; water at 20℃; for 16h;94%
With potassium hydroxide In methanol; toluene for 24h; Heating;90%
Stage #1: 1-methyl-3-nitrobenzene With sodium tetrahydroborate; palladium diacetate In ethanol; dichloromethane; water at 20℃;
Stage #2: With oxygen In ethanol; dichloromethane; water
90%
99-08-1

1-methyl-3-nitrobenzene

3085-53-8

N-formyl-m-toluidine

Conditions
ConditionsYield
With cobalt nanoparticles coated by N,P-codoped carbon shell pyrolyzed at 800°C In tetrahydrofuran at 120℃; for 12h; Schlenk technique; Inert atmosphere;94%
With zinc for 0.05h; microwave irradiation;80%
99-08-1

1-methyl-3-nitrobenzene

583-05-1

1-phenylpentane-1,4-dione

357988-79-5

2-methyl-5-phenyl-1-m-tolyl-1H-pyrrole

Conditions
ConditionsYield
With indium; acetic acid In toluene for 0.5h; Inert atmosphere; Reflux;94%
99-08-1

1-methyl-3-nitrobenzene

121-92-6

3-nitrobenzoic acid

Conditions
ConditionsYield
With ruthenium trichloride; sodium hypochlorite; tetrabutylammomium bromide In 1,2-dichloro-ethane at 25℃; for 2h;93%
With chromium(VI) oxide; periodic acid In acetonitrile at 20℃; for 1h;93%
With oxygen; acetic acid; 1N,3N,5N-trihydroxy-1,3,5-triazin-2,4,6[1H,3H,5H]-trione; cobalt(II) acetate; manganese(II) acetate at 100℃; under 760 Torr; for 14h;88%
99-08-1

1-methyl-3-nitrobenzene

51437-67-3

trans-3,3'-dimethylazobenzene

Conditions
ConditionsYield
With ammonium acetate; lead In methanol at 20℃;93%
With isopropyl alcohol; sodium hydroxide at 30℃; for 2h; Catalytic behavior; Inert atmosphere; UV-irradiation;88%
With ethanolamine; potassium hydroxide at 55℃; for 1h; Sonication; Microwave irradiation;88%
99-08-1

1-methyl-3-nitrobenzene

100-52-7

benzaldehyde

5405-17-4

N-benzyl-3-methylaniline

Conditions
ConditionsYield
With formic acid; Au/TiO2-R In water at 80℃; under 760.051 Torr; for 4h; Inert atmosphere; Green chemistry; chemoselective reaction;93%
With hydrogen In ethanol at 120℃; under 15001.5 Torr; for 8.5h; Autoclave;87%
Stage #1: 1-methyl-3-nitrobenzene With triethylsilane; palladium In methanol at 20℃; under 760.051 Torr; for 2h;
Stage #2: benzaldehyde In methanol
70%
67-56-1

methanol

99-08-1

1-methyl-3-nitrobenzene

696-44-6

N-methyl-m-toluidine

Conditions
ConditionsYield
With potassium tert-butylate at 130℃; for 24h; Sealed tube;93%
With [(N,N′-bis(diisopropylphosphino)-2,6-diaminopyridine)Mn(CO)3][Br]; potassium hydroxide at 110℃; for 16h; Molecular sieve; Sealed tube;80%
With [Ru(2-(6-methoxypyridin-2-yl)-1,10-phenanthroline)(MeCN)2Cl]Cl; sodium methylate at 110℃; for 12h; Green chemistry;87 %Chromat.
With platinum on carbon; potassium tert-butylate; hydrogen at 150℃; under 1500.15 Torr; for 24h; Autoclave;93 %Chromat.
99-08-1

1-methyl-3-nitrobenzene

1160967-80-5

2,2,2-trifluoro-N-(2-iodophenyl)acetimidoyl chloride

13939-06-5, 199620-15-0

molybdenum hexacarbonyl

3-(m–tolyl)-2-(trifluoromethyl)quinazolin-4(3H)-one

Conditions
ConditionsYield
With 1,3-bis-(diphenylphosphino)propane; sodium carbonate; palladium dichloride In 1,4-dioxane at 120℃; for 24h; Inert atmosphere; Sealed tube;93%
99-08-1

1-methyl-3-nitrobenzene

A

99-61-6

3-nitro-benzaldehyde

B

121-92-6

3-nitrobenzoic acid

Conditions
ConditionsYield
With N-acetoxyphthalimide; cobalt(II) acetate; manganese(II) acetate In acetic acid at 130℃; under 7600 Torr; for 14h;A 5%
B 92%
With Coprinus sp. peroxidase; tartaric acid buffer; dihydrogen peroxide In water; acetone at 20℃; pH=5;
99-08-1

1-methyl-3-nitrobenzene

4192-77-2

ethyl cinnamate

(2E)-N-(3-methylphenyl)-3-phenylprop-2-enamide

Conditions
ConditionsYield
With samarium diiodide In tetrahydrofuran at 20℃; for 0.5h;92%
99-08-1

1-methyl-3-nitrobenzene

108-94-1

cyclohexanone

1205-64-7

3-Methyldiphenylamine

Conditions
ConditionsYield
With palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1-methyl-pyrrolidin-2-one at 150℃; for 24h; Inert atmosphere; Sealed vessel;92%
With N/O-doped porous carbon (on base of polypyrrole) supported nanopalladium at 80℃; Inert atmosphere;70%
99-08-1

1-methyl-3-nitrobenzene

A

588-04-5

3,3'-dimethylazobenzene

B

19618-06-5, 71297-97-7, 116723-90-1

3,3'-dimethylazoxybenzene

Conditions
ConditionsYield
With sodium hydroxide; sodium tetrahydroborate; diphenyl ditelluride In ethanol for 20h; Heating;A 90%
B 10%
With sodium tetrahydroborate; water In ethanol at 30℃; for 3h; chemoselective reaction;A n/a
B 78%
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Specification

The 3-Nitrotoluene with CAS registry number of 99-08-1 is also known as Benzene, 1-methyl-3-nitro-. The IUPAC name is 1-Methyl-3-nitrobenzene. It belongs to product categories of Industrial/Fine Chemicals; Aromatic Hydrocarbons (substituted) & Derivatives; Organics; Method 8330Alphabetic; NA - NIAnalytical Standards; 8000 Series Solidwaste Methods; Analytical Standards;AromaticsEnvironmental Standards; Chemical Class; Environmental Standards; ExplosivesEPA; N; Nitro CompoundsChromatography; Solid WasteMore...Close...; Volatiles/ Semivolatiles. Its EINECS registry number is 202-728-6. In addition, the formula is C7H7NO2 and the molecular weight is 137.14.

Physical properties about 3-Nitrotoluene are: (1)ACD/LogP: 2.41; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.41; (4)ACD/LogD (pH 7.4): 2.41; (5)#H bond acceptors: 3; (6)#H bond donors: 0; (7)#Freely Rotating Bonds: 1; (8)Polar Surface Area: 45.82Å2; (9)Index of Refraction: 1.553; (10)Molar Refractivity: 37.62 cm3; (11)Molar Volume: 117.5 cm3; (12)Polarizability: 14.91×10-24cm3; (13)Surface Tension: 42.6 dyne/cm; (14)Density: 1.166 g/cm3; (15)Flash Point: 101.7 °C; (16)Enthalpy of Vaporization: 44.95 kJ/mol; (17)Boiling Point: 231.9 °C at 760 mmHg; (18)Vapour Pressure: 0.0923 mmHg at 25 °C.

Preparation of 3-Nitrotoluene: it is prepared by reaction of 3-nitro-4-amino toluene. The product can be prepared by the following process and the yield is about 67%. What's more, this reaction can simultaneously recycle nitrotoluene.

C6C5CH3+HNO3→C7H7NO2+H2O

Uses of 3-Nitrotoluene: it is mainly used in organic synthesis, and also can be used as pesticide, dye, pharmaceuticals, color reagent, plastics, synthetic fiber and additives intermediate.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. Besides, it's highly flammable and is toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. It has danger of cumulative effects. During using it, wear suitable protective clothing and gloves. Avoid release to the environment. After contact with skin, wash immediately with plenty of water. In case of accident or if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: CC1=CC(=CC=C1)[N+](=O)[O-]
2. InChI: InChI=1S/C7H7NO2/c1-6-3-2-4-7(5-6)8(9)10/h2-5H,1H3
3. InChIKey: QZYHIOPPLUPUJF-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 3600mg/kg (3600mg/kg)   Chemical Abstracts. Vol. 73, Pg. 91015e, 1970.
mouse LC50 inhalation 425mg/m3 (425mg/m3) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS

LIVER: FATTY LIVER DEGERATION

BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 22(7), Pg. 52, 1978.
mouse LD50 oral 330mg/kg (330mg/kg)   Chemical Abstracts. Vol. 73, Pg. 91015e, 1970.
rabbit LD50 oral 1750mg/kg (1750mg/kg) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS

LIVER: FATTY LIVER DEGERATION

BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 22(7), Pg. 52, 1978.
rat LC50 inhalation 693mg/m3 (693mg/m3) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS

LIVER: FATTY LIVER DEGERATION

BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 22(7), Pg. 52, 1978.
rat LD50 oral 1072mg/kg (1072mg/kg)   National Technical Information Service. Vol. PB214-270,