2-Chloro-4-nitrotoluene supplier

Name
2-Chloro-4-nitrotoluene
EINECS 204-501-7
CAS No. 121-86-8
Article Data35
CAS DataBase
Density 1.324 g/cm³
Solubility 49 mg/L (20 °C) in water
Melting Point 61 °C
Formula C₇H₆ClNO₂
Boiling Point 256.8 °C at 760 mmHg
Molecular Weight 171.583
Flash Point 109.1 °C
Transport Information UN 3457 6.1/PG 3
Appearance light yellow crystalline powder
Safety 36/37/39-26-61
Risk Codes 22-36/37/38-20/21/22-52/53
Molecular Structure
Hazard Symbols Xn, N
Synonyms Toluene,2-chloro-4-nitro- (7CI,8CI);1-Chloro-2-methyl-5-nitrobenzene;2-Chloro-1-methyl-4-nitrobenzene;2-Chloro-4-nitro-1-methylbenzene;2-Chloro-4-nitrophenylmethane;3-Chloro-4-methyl-1-nitrobenzene;3-Chloro-4-methylnitrobenzene;4-Nitro-2-chlorotoluene;Benzene,2-chloro-1-methyl-4-nitro-;
PSA 45.82000
LogP 3.07980

Synthetic route

: 99-99-0
1-methyl-4-nitrobenzene

: 121-86-8
2-chloro-4-nitrotoluene

Conditions

Conditions	Yield
With hypochlorous anhydride; sulfuric acid In tetrachloromethane	99%
With iron(III) chloride at 57 - 59℃; durch Chlorierung; unter Ausschluss von Sonnenlicht;
With antimony(III) chloride at 65 - 75℃; durch Chlorierung; unter Ausschluss von Sonnenlicht;

: 95-49-8
2-methylchlorobenzene

: 121-86-8
2-chloro-4-nitrotoluene

Conditions

Conditions	Yield
With nitric acid; acetic anhydride In dichloromethane for 6h; Reagent/catalyst; Solvent; Reflux;	85.4%
With nitric acid; acetic anhydride In dichloromethane; water for 0.333333h; Solvent; Reagent/catalyst; Microwave irradiation;	80.9%

: 99-54-7
3,4-dichloronitrobenzene

: 16160-46-6
1-Methoxy-2-(dimethyl-alanoxy)-ethan

: 121-86-8
2-chloro-4-nitrotoluene

Conditions

Conditions	Yield
Pd(dippp)2 In benzene at 90℃; for 22h; Methylation;	61%

: 540-23-8
p-toluidine hydrochloride

A: 121-86-8
2-chloro-4-nitrotoluene

B: 38939-88-7
2-chloro-4-methyl-1-nitrobenzene

C: 2-chloro-4-methylnitrosobenzene

Conditions

Conditions	Yield
With 3,3-dimethyldioxirane In acetone at 20℃;	A 35% B 51% C 14%

...Expand

: 99-54-7
3,4-dichloronitrobenzene

: [3-(dimethylamino)propyl]dimethyl aluminium(III)

: 121-86-8
2-chloro-4-nitrotoluene

Conditions

Conditions	Yield
tetrakis(triphenylphosphine) palladium(0) In benzene at 90℃; for 22h; Methylation;	21%

: 121-03-9
4-nitrotoluene-2-sulfonic acid

: 121-86-8
2-chloro-4-nitrotoluene

Conditions

Conditions	Yield
With copper dichloride

: 55730-13-7
2-chloro-3-methyl-6-nitro-aniline

: 121-86-8
2-chloro-4-nitrotoluene

Conditions

Conditions	Yield
Diazotieren und Kochen mit Alkohol.Diazotization;

: 99-55-8
2-methyl-5-nitroaniline

: 121-86-8
2-chloro-4-nitrotoluene

Conditions

Conditions	Yield
With hydrogenchloride Diazotization.Kochen der Diazoniumsalz-Loesung mit CuCl;
With hydrogenchloride; Methamphetamin mit NaNO2 diazotieren und in CuCl-Loesung giessen;

: 99-99-0
1-methyl-4-nitrobenzene

A: 121-86-8
2-chloro-4-nitrotoluene

B: 7149-69-1
1,3-dichloro-2-methyl-5-nitrobenzene

C: 22548-85-2
2,3,6-trichloro-4-nitrotoluene

D: 22490-21-7
2,3,5,6-tetrachloro-4-nitrotoluene

Conditions

Conditions	Yield
With iodine; chlorine; iron In dichloromethane at 25℃; Title compound not separated from byproducts;

...Expand

: 99-99-0
1-methyl-4-nitrobenzene

A: 121-86-8
2-chloro-4-nitrotoluene

B: 7149-69-1
1,3-dichloro-2-methyl-5-nitrobenzene

C: 22548-85-2
2,3,6-trichloro-4-nitrotoluene

D: 569340-31-4
2,3-dichloro-4-nitro-toluene

E: 22490-21-7
2,3,5,6-tetrachloro-4-nitrotoluene

F: 7149-76-0
2,5-dichloro-4-nitrotoluene

Conditions

Conditions	Yield
With iodine; chlorine; iron In dichloromethane at 25℃; Product distribution; var. temp., var. time;

...Expand

: 95-49-8
2-methylchlorobenzene

A: 121-86-8
2-chloro-4-nitrotoluene

B: 13290-74-9
1-chloro-2-methyl-4-nitrobenzene

Conditions

Conditions	Yield
With molecular sieve; nitric acid; acetic anhydride at 0℃; for 0.5h; Yield given; Yields of byproduct given. Title compound not separated from byproducts;

: 99-99-0
1-methyl-4-nitrobenzene

: 7647-18-9
antimonypentachloride

: 121-86-8
2-chloro-4-nitrotoluene

Conditions

Conditions	Yield
at 100℃;

: 99-99-0
1-methyl-4-nitrobenzene

: 7782-50-5
chlorine

antimony (III)-chloride: antimony (III)-chloride

: 121-86-8
2-chloro-4-nitrotoluene

Conditions

Conditions	Yield
at 65 - 75℃; unter Ausschluss von Sonnenlicht;

...Expand

: 99-99-0
1-methyl-4-nitrobenzene

: 7705-08-0
iron(III) chloride

chlorination: chlorination

: 121-86-8
2-chloro-4-nitrotoluene

Conditions

Conditions	Yield
at 57 - 59℃; unter Ausschluss von Sonnenlicht;

...Expand

: 121-03-9
4-nitrotoluene-2-sulfonic acid

copper (II)-chloride: copper (II)-chloride

: 121-86-8
2-chloro-4-nitrotoluene

: 95-49-8
2-methylchlorobenzene

: 7697-37-2
nitric acid

A: 83-42-1
6-chloro-2-nitrotoluene

B: 121-86-8
2-chloro-4-nitrotoluene

C: 13290-74-9
1-chloro-2-methyl-4-nitrobenzene

D: 3970-40-9
2-chloro-3-nitrotoluene

Conditions

Conditions	Yield
at 0℃; Product distribution;

...Expand

4-nitro-toluene-2-diazonium sulfate: 4-nitro-toluene-2-diazonium sulfate

A: 121-86-8
2-chloro-4-nitrotoluene

B: 32304-72-6
2,2'-dimethyl-5,5'-dinitrobiphenyl

Conditions

Conditions	Yield
With hydrogenchloride; copper dichloride

: 95-53-4
o-toluidine

: 121-86-8
2-chloro-4-nitrotoluene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid; nitric acid 2: ice; concentrated hydrochloric acid / mit NaNO2 diazotieren und in CuCl-Loesung giessen View Scheme

dichloride monoxide: dichloride monoxide

: 121-86-8
2-chloro-4-nitrotoluene

: 1-nitro-3-chloro-4-trichloromethylbenzene

Conditions

Conditions	Yield
In tetrachloromethane	99.2%

: 121-86-8
2-chloro-4-nitrotoluene

: 95-74-9
3-chloro-p-toluidine

Conditions

Conditions	Yield
With LaCu0.67Si1.33; hydrogen In isopropyl alcohol at 120℃; under 22502.3 Torr; for 84h; Autoclave;	99%
Stage #1: 2-chloro-4-nitrotoluene With hydrogenchloride; 1,1,1,3',3',3'-hexafluoro-propanol; iron In water at 20℃; for 0.5h; Stage #2: With sodium hydrogencarbonate In water chemoselective reaction;	83%
With hydrogenchloride; tin

: 121-86-8
2-chloro-4-nitrotoluene

: 100-10-7
4-dimethylamino-benzaldehyde

: 106987-33-1
dimethyl-(2'-chloro-4'-nitro-trans-stilbenyl-(4))-amine

Conditions

Conditions	Yield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride for 3h; Ambient temperature;	98%
With piperidine at 170℃;

: 292638-84-7
styrene

: 121-86-8
2-chloro-4-nitrotoluene

: (E)-1-methyl-4-nitro-2-styrylbenzene

Conditions

Conditions	Yield
Stage #1: 2-chloro-4-nitrotoluene With palladium diacetate; heptakis(6-amino-6-deoxy)-β-cyclodextrin; potassium iodide In water; N,N-dimethyl-formamide for 0.5h; Stage #2: styrene With potassium carbonate In water; N,N-dimethyl-formamide at 80℃; for 16h;	92%

: 121-86-8
2-chloro-4-nitrotoluene

: 106-49-0
p-toluidine

Conditions

Conditions	Yield
With hydrogen; triethylamine; palladium on activated charcoal In methanol at 20℃; for 2h;	90%

: 121-86-8
2-chloro-4-nitrotoluene

: 201230-82-2
carbon monoxide

: 1,3-bis(3-chloro-4-methylphenyl)urea

Conditions

Conditions	Yield
With sodium acetate; selenium In water; N,N-dimethyl-formamide at 95℃; for 12h; atmospheric pressure;	89%

: 121-86-8
2-chloro-4-nitrotoluene

: 130-15-4
[1,4]naphthoquinone

: 2-(3-chloro-4-methylphenylamino)naphthalene-1,4-dione

Conditions

Conditions	Yield
With zinc(II) acetate dihydrate; acetic acid; zinc at 20℃; for 5h;	88%
With zinc(II) acetate dihydrate; acetic acid; zinc In water at 20℃; for 5h;	38%

: 109-12-6
2-aminopyrimidine

: 121-86-8
2-chloro-4-nitrotoluene

: 201230-82-2
carbon monoxide

: 64699-76-9
N-(3-chloro-4-methylphenyl)-N'-(2-pyrimidyl)urea

Conditions

Conditions	Yield
With triethylamine; selenium(IV) oxide In toluene at 140 - 150℃; under 22501.8 Torr; for 4h;	87.5%

...Expand

: 121-86-8
2-chloro-4-nitrotoluene

: 56136-79-9
2-chloro-4,5-dinitro-toluene

Conditions

Conditions	Yield
With sulfuric acid; uronium nitrate at 0 - 20℃; Nitration;	86%

: 36315-01-2
4,6-dimethoxy-2-aminopyrimidine

: 121-86-8
2-chloro-4-nitrotoluene

: 201230-82-2
carbon monoxide

: N-(3-chloro-4-methylphenyl)-N'-(4,6-dimethoxy-2-pyrimidyl)urea

Conditions

Conditions	Yield
With triethylamine; selenium(IV) oxide In toluene at 140 - 150℃; under 22501.8 Torr; for 4h;	86%

...Expand

: 121-86-8
2-chloro-4-nitrotoluene

: 10387-40-3
potassium thioacetate

: 7149-79-3
N-(3-chloro-4-methylphenyl)acetamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 130℃; for 2h;	85%
In N,N-dimethyl-formamide at 130℃; for 2h; Product distribution / selectivity;	85%
Triton-X 405 at 130℃; for 2h; Product distribution / selectivity;	75%

: 107-03-9
1-thiopropane

: 121-86-8
2-chloro-4-nitrotoluene

: 201230-82-2
carbon monoxide

: (3-chloro-4-methyl-phenyl)-thiocarbamic acid S-propyl ester

Conditions

Conditions	Yield
With selenium; triethylamine at 60℃; for 10h;	83%

...Expand

: 767-15-7
2-Amino-4,6-dimethylpyrimidine

: 121-86-8
2-chloro-4-nitrotoluene

: 201230-82-2
carbon monoxide

: 1-(3-chloro-4-methyl-phenyl)-3-(4,6-dimethyl-pyrimidin-2-yl)-urea

Conditions

Conditions	Yield
With selenium; triethylamine In toluene at 150℃; for 4h;	82.5%

...Expand

: 461-98-3
4-amino-2,6-dimethylpyrimidine

: 121-86-8
2-chloro-4-nitrotoluene

: 201230-82-2
carbon monoxide

: 1-(3-chloro-4-methyl-phenyl)-3-(2,6-dimethyl-pyrimidin-4-yl)-urea

Conditions

Conditions	Yield
With selenium; triethylamine In toluene at 150℃; for 4h;	82.5%

...Expand

: 1072-98-6
5-chloro-2-pyridylamine

: 121-86-8
2-chloro-4-nitrotoluene

: 201230-82-2
carbon monoxide

: 1-(3-chloro-4-methyl-phenyl)-3-(5-chloro-pyridin-2-yl)-urea

Conditions

Conditions	Yield
With selenium; triethylamine In toluene at 130℃; for 4h;	81%

...Expand

: 260783-80-0
N,N,N-trimethyl-1-phenylmethanaminium trifluoromethanesulfonate

: 121-86-8
2-chloro-4-nitrotoluene

: 13939-06-5, 199620-15-0
molybdenum hexacarbonyl

: N-(3-chloro-4-methylphenyl)-2-phenylacetamide

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; palladium(II) acetylacetonate; water; potassium carbonate In acetonitrile at 130℃; for 13h; Inert atmosphere; Sealed tube;	79%

...Expand

: 121-86-8
2-chloro-4-nitrotoluene

: 1,2-bis(2-chloro-4-nitrophenyl)ethanol

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 30℃; for 48h;	73%

: 121-86-8
2-chloro-4-nitrotoluene

: 42533-63-1
1-(bromomethyl)-2-chloro-4-nitrobenzene

Conditions

Conditions	Yield
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane Reflux; Inert atmosphere;	72%
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane at 80℃; Solvent; Inert atmosphere; Reflux;	72%
With bromine at 130 - 135℃;

: 292638-84-7
styrene

: 121-86-8
2-chloro-4-nitrotoluene

: 13939-06-5, 199620-15-0
molybdenum hexacarbonyl

: N-(3-chloro-4-methylphenyl)cinnamamide

Conditions

Conditions	Yield
With bis(acetylacetonato)palladium(II); 1,3-bis-(diphenylphosphino)propane; benzenesulfonic acid In 1,4-dioxane at 130℃; for 14h; Inert atmosphere; Sealed tube; regioselective reaction;	72%

...Expand

: 928-49-4
hex-3-yne

: 121-86-8
2-chloro-4-nitrotoluene

: 13939-06-5, 199620-15-0
molybdenum hexacarbonyl

: C14H18ClNO

Conditions

Conditions	Yield
With palladium(II) trifluoroacetate; toluene-4-sulfonic acid; bis[2-(diphenylphosphino)phenyl] ether In water; toluene at 140℃; for 14h;	72%

...Expand

: 928-49-4
hex-3-yne

: 121-86-8
2-chloro-4-nitrotoluene

: 13939-06-5, 199620-15-0
molybdenum hexacarbonyl

: C15H16ClNO2

Conditions

Conditions	Yield
With bis(acetylacetonato)palladium(II); 4-chloro-benzenesulfonic acid; 1,3-bis-(diphenylphosphino)propane In N,N-dimethyl-formamide at 100℃; for 14h;	62%

...Expand

: 121-86-8
2-chloro-4-nitrotoluene

: 1616776-05-6
2-[1-cyano-2,2-bis(methylsulfanyl)vinyl]benzonitrile

: 4-amino-3-(2-chloro-4-nitrophenyl)-2-(methylthio)-1-naphthonitrile

Conditions

Conditions	Yield
With potassium hydroxide In N,N-dimethyl-formamide at 90℃; for 2h;	41%

: 121-86-8
2-chloro-4-nitrotoluene

: 64608-21-5
2-(3,3-bis(methylthio)-1-phenylallylidene)malononitrile

: 3'-amino-2″-chloro-5'-(methylthio)-4″-nitro-[1,1':4',1″-terphenyl]-2'-carbonitrile

Conditions

Conditions	Yield
With potassium hydroxide In N,N-dimethyl-formamide at 60℃; for 5h;	41%

: 121-86-8
2-chloro-4-nitrotoluene

: 108-24-7
acetic anhydride

: 77455-54-0
2-chloro-4-nitrobenzal diacetate

Conditions

Conditions	Yield
With chromium(VI) oxide; sulfuric acid In acetic acid at 5 - 8℃;	36%
With chromium(VI) oxide; sulfuric acid; acetic acid at 0 - 10℃;	28%
With chromium(VI) oxide; sulfuric acid In acetic acid at 0℃; for 1.25h;	24%

: 121-86-8
2-chloro-4-nitrotoluene

: 83-38-5
2,6-dichlorobenzaldehyde

: (Z)-3-chloro-N-(2,6-dichlorobenzylidene)-4-methylaniline oxide

Conditions

Conditions	Yield
With ammonium chloride; zinc In ethanol; water at 0 - 20℃; for 16h;	35%

2-Chloro-4-nitrotoluene Consensus Reports

Reported in EPA TSCA Inventory.

2-Chloro-4-nitrotoluene Specification

The IUPAC name of 2-Chloro-4-nitrotoluene is 2-chloro-1-methyl-4-nitrobenzene. With the CAS registry number 121-86-8, it is also named as Toluene, 2-chloro-4-nitro-; Benzene, 2-chloro-1-methyl-4-nitro-. The product's categories are aromatic hydrocarbons (substituted) & derivatives, halides and phenyls & phenyl-Het. It is light yellow crystalline powder which is soluble in benzene, toluene and other solvents, and insoluble in water.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.10; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.1; (4)ACD/LogD (pH 7.4): 3.1; (5)ACD/BCF (pH 5.5): 133.15; (6)ACD/BCF (pH 7.4): 133.15; (7)ACD/KOC (pH 5.5): 1154.03; (8)ACD/KOC (pH 7.4): 1154.03; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.57; (13)Molar Refractivity: 42.51 cm³; (14)Molar Volume: 129.5 cm³; (15)Polarizability: 16.85×10^-24 cm³; (16)Surface Tension: 45.4 dyne/cm; (17)Enthalpy of Vaporization: 47.44 kJ/mol; (18)Vapour Pressure: 0.0243 mmHg at 25°C; (19)Exact Mass: 171.008706; (20)MonoIsotopic Mass: 171.008706; (21)Topological Polar Surface Area: 45.8; (22)Heavy Atom Count: 11.

The 2-Chloro-4-nitrotoluene can be obtained by 1,2-dichloro-4-nitro-benzene and 1-Methoxy-2-(dimethyl-alanoxy)-ethan. This reaction needs catalytic agent Pd(dippp)₂ and solvent benzene at temperature of 90 °C. The reaction time is 22 hours. The yield is 61%.

This chemical is used as intermediates for the production Chlorotoluron. It is also can be used in many organic synthesis. For example: It can react with acetic acid anhydride to get 2-Chlor-4-nitro-a,a-diacetoxy-toluol. This reaction needs reagent CrO₄, H₂SO₄ and AcOH at temperature of 10 °C.

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

People can use the following data to convert to the molecule structure.
1.SMILES: Clc1cc([N+]([O-])=O)ccc1C;
2.InChI: InChI=1/C7H6ClNO2/c1-5-2-3-6(9(10)11)4-7(5)8/h2-4H,1H3.

Product Name

2-Chloro-4-nitrotoluene

Synthetic route

2-Chloro-4-nitrotoluene Consensus Reports

2-Chloro-4-nitrotoluene Specification

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