Product Name

  • Name

    2-Nitro-4-methylsulfonyltoluene

  • EINECS 430-550-0
  • CAS No. 1671-49-4
  • Article Data15
  • CAS DataBase
  • Density 1.35 g/cm3
  • Solubility 370mg/L at 25℃
  • Melting Point 120-121 °C
  • Formula C8H9NO4S
  • Boiling Point 387.8 °C at 760 mmHg
  • Molecular Weight 215.23
  • Flash Point 188.3 °C
  • Transport Information UN 2811
  • Appearance
  • Safety 26-36/37/39
  • Risk Codes 23/24/25-36/37/38
  • Molecular Structure Molecular Structure of 1671-49-4 (2-Nitro-4-methylsulfonyltoluene)
  • Hazard Symbols
  • Synonyms Sulfone,methyl 3-nitro-p-tolyl (6CI,7CI,8CI);1-Methyl-4-methylsulfonyl-2-nitrobenzene;4-Methylsulfonyl-1-methyl-2-nitrobenzene;4-Methylsulfonyl-2-nitrotoluene;
  • PSA 88.34000
  • LogP 2.91070

Synthetic route

Methyl p-tolyl sulfone
3185-99-7

Methyl p-tolyl sulfone

1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

Conditions
ConditionsYield
With sulfuric acid; nitric acid In water at 100℃; Flow reactor; chemoselective reaction;98%
With sulfuric acid; nitric acid
In sulfuric acid
Methyl p-tolyl sulfone
3185-99-7

Methyl p-tolyl sulfone

A

1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

B

Methyl-<3,5-dinitro-4-methyl-phenyl>-sulfon
89977-30-0

Methyl-<3,5-dinitro-4-methyl-phenyl>-sulfon

Conditions
ConditionsYield
With sulfuric acid; nitric acid In water at 75℃; for 0.00416667h; Temperature; Time; Flow reactor; chemoselective reaction;A 90%
B 9%
1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

Methanesulfonic anhydride
7143-01-3

Methanesulfonic anhydride

1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; tris(trifluoromethanesulfonyloxy)boron at 50℃; for 3h; Substitution;47 % Chromat.
1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

A

1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

B

2-nitro-6-methylsulphonyltoluene
90764-86-6

2-nitro-6-methylsulphonyltoluene

Conditions
ConditionsYield
With aluminum (III) chloride; tetrabutyl-ammonium chloride at 160℃; for 16h; Temperature; Inert atmosphere; Large scale;
...Expand
1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: chlorosulfonic acid / 3.5 h / 110 - 115 °C
1.2: 3 h / 60 - 65 °C
2.1: sodium sulfite; sodium carbonate / water / 3 h / 0 - 25 °C / pH 7.5 - 8
2.2: 14 h / 40 - 100 °C
View Scheme
4-methyl-3-nitrobenzenesulfonyl chloride
616-83-1

4-methyl-3-nitrobenzenesulfonyl chloride

chloroacetic acid
79-11-8

chloroacetic acid

1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

Conditions
ConditionsYield
Stage #1: 4-methyl-3-nitrobenzenesulfonyl chloride With sodium carbonate; sodium sulfite In water at 0 - 25℃; for 3h; pH=7.5 - 8;
Stage #2: chloroacetic acid With pyrographite In water at 40 - 100℃; for 14h; Temperature;
p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydrogencarbonate; sodium sulfite / water / 9 h / 75 °C
1.2: 4.5 h / 45 - 130 °C
2.1: sulfuric acid / 0.5 h / 20 °C
2.2: 10 h / 10 °C
View Scheme
1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

2-methyl-5-(methylsulphonyl)aniline
1671-48-3

2-methyl-5-(methylsulphonyl)aniline

Conditions
ConditionsYield
With hydrogen; platinum(IV) oxide In ethyl acetate under 3800.26 Torr; for 1.25h;99%
With platinum(IV) oxide; hydrogen In ethyl acetate under 3800.26 Torr; for 1.25h; Autoclave;99%
With hydrogenchloride; iron
With hydrogenchloride; tin
1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

4-methanesulfonyl-2-nitro-benzoic acid
110964-79-9

4-methanesulfonyl-2-nitro-benzoic acid

Conditions
ConditionsYield
With sulfuric acid; oxygen; nitric acid; vanadia at 140℃; for 11h; Temperature;98%
With sulfuric acid; oxygen; nitric acid; vanadia at 138 - 140℃; under 37.5038 Torr; Catalytic behavior; Temperature; Autoclave;96.7%
With oxygen; nitric acid; acetic acid; 2,6-dihydroxypyrrolo[3,4-f]isoindolo-1,3,5,7(2H,6H)tetrone at 150℃; under 37503.8 Torr; for 5h; Catalytic behavior; Reagent/catalyst; Temperature; Pressure; Autoclave;94.9%
1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

2-nitro-4-methanesulfonyl-α,α,α-trichlorotoluene

2-nitro-4-methanesulfonyl-α,α,α-trichlorotoluene

Conditions
ConditionsYield
With chlorine; sodium carbonate at 20 - 80℃; under 1500.15 - 6000.6 Torr; for 12h; Temperature; Pressure; Autoclave;93.3%
1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

acetic acid
64-19-7

acetic acid

4-methanesulfonyl-2-nitro-benzoic acid
110964-79-9

4-methanesulfonyl-2-nitro-benzoic acid

Conditions
ConditionsYield
With 1,1,2,2-tetrabromoethane; cobalt(II) acetate; manganese(III) triacetate dihydrate In water at 210℃; under 22801.5 Torr; for 3h; Reagent/catalyst; Solvent; Temperature; Pressure; Reflux;92%
1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

2-amino-4-(methylsulfonyl)benzoic acid
393085-45-5

2-amino-4-(methylsulfonyl)benzoic acid

Conditions
ConditionsYield
With selenium; cobalt(II) chloride hexahydrate; nitrobenzene In methanol; water; dimethyl sulfoxide at 90℃; for 5h; Inert atmosphere;59%
Multi-step reaction with 2 steps
1: KMnO4; aqueous pyridine
2: iron-powder; aqueous HCl
View Scheme
1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

2-iodo-1-methyl-4-(methylsulfonyl)benzene
100959-90-8

2-iodo-1-methyl-4-(methylsulfonyl)benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: iron; aqueous HCl
View Scheme
Multi-step reaction with 2 steps
1.1: platinum(IV) oxide; hydrogen / ethyl acetate / 1.25 h / 3800.26 Torr / Autoclave
2.1: hydrogenchloride; sodium nitrite / water / 0.5 h / 0 °C
2.2: 1 h / 20 °C
View Scheme
1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

3-methanesulfonyl-benzo[4,5]thiazolo[2,3-b]quinazolin-12-one

3-methanesulfonyl-benzo[4,5]thiazolo[2,3-b]quinazolin-12-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: KMnO4; aqueous pyridine
2: iron-powder; aqueous HCl
View Scheme
vanadium(V) oxide
788133-24-4

vanadium(V) oxide

1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

4-methanesulfonyl-2-nitro-benzoic acid
110964-79-9

4-methanesulfonyl-2-nitro-benzoic acid

Conditions
ConditionsYield
With nitric acid In sulfuric acid
1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

4-methylsulphonyl-2-nitrobenzoyl chloride
110964-80-2

4-methylsulphonyl-2-nitrobenzoyl chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: vanadia; nitric acid / 135 - 160 °C
2: thionyl chloride; N,N-dimethyl-formamide / 1,2-dichloro-ethane / 6 h / 60 - 65 °C
View Scheme
Multi-step reaction with 2 steps
1.1: vanadia; sulfuric acid; nitric acid / 13 h / 145 - 165 °C
2.1: N,N-dimethyl-formamide / dichloromethane / 0.5 h
2.2: 5 h / 30 - 80 °C
View Scheme
Multi-step reaction with 2 steps
1: oxygen; cobalt(II) chloride; iron(III) sulfate / acetic acid / 300 °C / 18751.9 Torr
2: bis(trichloromethyl) carbonate / N,N-dimethyl-formamide / 3 h / 70 °C
View Scheme
1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

3-(4'-methylsulfonyl-2'-nitro-benzoyloxy)-2-cyclohexene-1-one
226944-49-6

3-(4'-methylsulfonyl-2'-nitro-benzoyloxy)-2-cyclohexene-1-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: vanadia; nitric acid / 135 - 160 °C
2: thionyl chloride; N,N-dimethyl-formamide / 1,2-dichloro-ethane / 6 h / 60 - 65 °C
3: triethylamine / 1,2-dichloro-ethane / 1 h / 5 - 35 °C
View Scheme
Multi-step reaction with 3 steps
1.1: vanadia; sulfuric acid; nitric acid / 13 h / 145 - 165 °C
2.1: N,N-dimethyl-formamide / dichloromethane / 0.5 h
2.2: 5 h / 30 - 80 °C
3.1: tetrabutylammomium bromide / water; dichloromethane / 6 h / 2 °C
View Scheme
1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

mesotrione
104206-82-8

mesotrione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: vanadia; nitric acid / 135 - 160 °C
2: thionyl chloride; N,N-dimethyl-formamide / 1,2-dichloro-ethane / 6 h / 60 - 65 °C
3: triethylamine / 1,2-dichloro-ethane / 1 h / 5 - 35 °C
4: triethylamine; 2-hydroxy-2-methylpropanenitrile / 5 h / 20 - 25 °C
View Scheme
Multi-step reaction with 4 steps
1.1: vanadia; sulfuric acid; nitric acid / 13 h / 145 - 165 °C
2.1: N,N-dimethyl-formamide / dichloromethane / 0.5 h
2.2: 5 h / 30 - 80 °C
3.1: tetrabutylammomium bromide / water; dichloromethane / 6 h / 2 °C
4.1: triethylamine / dichloromethane / 0.25 h / 30 °C
4.2: 3 h / 30 °C
View Scheme
Multi-step reaction with 3 steps
1.1: oxygen; cobalt(II) chloride; iron(III) sulfate / acetic acid / 300 °C / 18751.9 Torr
2.1: bis(trichloromethyl) carbonate / N,N-dimethyl-formamide / 3 h / 70 °C
3.1: 15-crown-5; sodium hydroxide / chloroform / 1.5 h / 35 °C
3.2: 3.5 h / 350 °C
View Scheme
1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

A

(R)-6-(methylsulfonyl)-3-(2-phenylbut-3-en-2-yl)-1H-indazole

(R)-6-(methylsulfonyl)-3-(2-phenylbut-3-en-2-yl)-1H-indazole

B

6-(methylsulfonyl)-3-(2-phenylbut-3-en-2-yl)-1H-indazole

6-(methylsulfonyl)-3-(2-phenylbut-3-en-2-yl)-1H-indazole

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / Inert atmosphere; Reflux
2: ammonia / methanol / 20 °C
3: sodium hydroxide / methanol / Reflux
4: dmap / diethyl ether / 20 °C / Inert atmosphere
5: copper diacetate; (+)-1,2-bis((2S,5S)-2,5-diphenylphospholanyl)ethane; (dimethoxy)methylsilane / tetrahydrofuran / 12 h / 60 °C / Inert atmosphere; Glovebox; Sealed tube
View Scheme
1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

6-(methylsulfonyl)-1H-indazol-1-yl 2,4,6-trimethylbenzoate

6-(methylsulfonyl)-1H-indazol-1-yl 2,4,6-trimethylbenzoate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / Inert atmosphere; Reflux
2: ammonia / methanol / 20 °C
3: sodium hydroxide / methanol / Reflux
4: dmap / diethyl ether / 20 °C / Inert atmosphere
View Scheme
1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

6-(methylsulfonyl)-1H-indazol-1-ol

6-(methylsulfonyl)-1H-indazol-1-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / Inert atmosphere; Reflux
2: ammonia / methanol / 20 °C
3: sodium hydroxide / methanol / Reflux
View Scheme
1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

4-(methylsulfonyl)-2-nitrobenzylamine

4-(methylsulfonyl)-2-nitrobenzylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / Inert atmosphere; Reflux
2: ammonia / methanol / 20 °C
View Scheme
1-methyl-4-(methylsulfonyl)-2-nitrobenzene
1671-49-4

1-methyl-4-(methylsulfonyl)-2-nitrobenzene

2-nitro-4-(methylsulphonyl)benzyl bromide

2-nitro-4-(methylsulphonyl)benzyl bromide

Conditions
ConditionsYield
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane Inert atmosphere; Reflux;

2-Nitro-4-methylsulfonyltoluene Specification

The Benzene,1-methyl-4-(methylsulfonyl)-2-nitro-, with the CAS registry number 1671-49-4, is also known as 2-Nitro-4-methylsulfonyltoluene. Its EINECS number is 430-550-0. This chemical's molecular formula is C8H9NO4S and formula weight is 215.22. What's more, its IUPAC name is 1-methyl-4-methylsulfonyl-2-nitrobenzene. It is used as intermediates in medicine, dye.  

Physical properties of Benzene,1-methyl-4-(methylsulfonyl)-2-nitro- are: (1)ACD/LogP: 0.96; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 5; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 2; (6)Polar Surface Area: 88.34 Å2; (7)Index of Refraction: 1.551; (8)Molar Refractivity: 50.85 cm3; (9)Molar Volume: 159.3 cm3; (10)Surface Tension: 47.6 dyne/cm; (11)Density: 1.35 g/cm3; (12)Flash Point: 188.3 °C; (13)Enthalpy of Vaporization: 61.2 kJ/mol; (14)Boiling Point: 387.8 °C at 760 mmHg; (15)Vapour Pressure: 7.16E-06 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
It is toxic by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you must wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1=C(C=C(C=C1)S(=O)(=O)C)[N+](=O)[O-]
(2)InChI: InChI=1S/C8H9NO4S/c1-6-3-4-7(14(2,12)13)5-8(6)9(10)11/h3-5H,1-2H3
(3)InChIKey: OXBDLEXAVKAJFD-UHFFFAOYSA-N

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