4-Chloro-3-nitroanisole supplier

Name
4-Chloro-3-nitroanisole
EINECS 233-674-1
CAS No. 10298-80-3
Article Data19
CAS DataBase
Density 1.366
Solubility
Melting Point 41-45 ºC
Formula C7H6 Cl N O3
Boiling Point 293 ºC
Molecular Weight 187.583
Flash Point 131 ºC
Transport Information
Appearance Light Cream Dry Crystalline Powder
Safety S26;S36
Risk Codes R36/37/38
Molecular Structure
Hazard Symbols
Synonyms Anisole,4-chloro-3-nitro- (6CI,7CI,8CI); 1-Chloro-4-methoxy-2-nitrobenzene;2-Nitro-4-methoxychlorobenzene; 4-Chloro-3-nitroanisole; NSC 47339
PSA 55.05000
LogP 2.78000

Synthetic route

: 96-96-8
4-methoxy-2-nitroaniline

: 10298-80-3
2-chloro-5-methoxynitrobenzene

Conditions

Conditions	Yield
Stage #1: 4-methoxy-2-nitroaniline With hydrogenchloride; sodium nitrite In water; acetonitrile at 20℃; for 0.25h; Stage #2: With copper(l) chloride In water; acetonitrile at 60℃; for 3h;	99%
With hydrogenchloride; copper(l) chloride; cobalt(II) chloride; palladium dichloride; sodium nitrite In water at 0 - 5℃; Catalytic behavior; Reagent/catalyst; Concentration;	96%
Stage #1: 4-methoxy-2-nitroaniline With potassium hydrogensulfate; phosphoric acid In water at 8 - 9℃; for 0.833333h; Stage #2: With potassium chloride; tin(II) bromide In water at 19 - 70℃; Temperature;	93%

: 610-78-6
3-nitro-4-chlorophenol

: 616-38-6
carbonic acid dimethyl ester

: 10298-80-3
2-chloro-5-methoxynitrobenzene

Conditions

Conditions	Yield
With magnesium oxide In N,N-dimethyl-formamide at 170℃; for 0.5h; Microwave irradiation; Green chemistry;	84%

: 33844-21-2
2-nitro-4-methoxybenzoic acid

: 10298-80-3
2-chloro-5-methoxynitrobenzene

Conditions

Conditions	Yield
With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper (I) acetate; silver sulfate; sodium chloride In dimethyl sulfoxide at 160℃; for 24h; Schlenk technique;	53%
With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper diacetate; silver sulfate; sodium chloride In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 20h; Schlenk technique;	53%
With copper(l) iodide; oxygen; copper(l) chloride In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 30h; Schlenk technique; Sealed tube;	46%

: 30930-62-2
3-nitro-4-chlorobenzenediazonium cation

: 124-41-4
sodium methylate

A: 91-23-6
2-Nitroanisole

B: 88-73-3
2-Chloronitrobenzene

C: 10298-80-3
2-chloro-5-methoxynitrobenzene

Conditions

Conditions	Yield
for 16h; Mechanism; Ambient temperature; also reaction with sodium deuteriomethoxide;

...Expand

: 562-54-9
potassium methyl sulfate

potassium-<4-chloro-3-nitro-phenolate>: potassium-<4-chloro-3-nitro-phenolate>

: 10298-80-3
2-chloro-5-methoxynitrobenzene

Conditions

Conditions	Yield
With glycerol at 170 - 190℃;

: 555-03-3
3-nitroanisole

: 10298-80-3
2-chloro-5-methoxynitrobenzene

Conditions

Conditions	Yield
With Oxone; ammonium chloride In acetonitrile at 20℃; for 48h;	31 % Chromat.

: 33844-21-2
2-nitro-4-methoxybenzoic acid

A: 5344-78-5
4-bromo-3-nitroanizole

B: 10298-80-3
2-chloro-5-methoxynitrobenzene

Conditions

Conditions	Yield
With Bromotrichloromethane; trichloroisocyanuric acid; bromine at 10 - 120℃; for 18h; Photolysis;

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 36210-53-4
2-[(2-amino-4-methoxyphenyl)disulfanyl]-4-methoxyaniline

Conditions

Conditions	Yield
With sodiumsulfide nonahydrate In water at 100℃;	100%

: 75-15-0
carbon disulfide

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 55690-60-3
5-methoxybenzo[d]thiazole-2-thiol

Conditions

Conditions	Yield
With sodium sulfide at 80℃; for 10h; Temperature; Microwave irradiation;	99%
Stage #1: carbon disulfide; 2-chloro-5-methoxynitrobenzene for 5h; Reflux; Stage #2: With hydrogenchloride In water	93.1%

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 14482-32-7
2-amino-4-methoxybenzenethiol

Conditions

Conditions	Yield
Stage #1: 2-chloro-5-methoxynitrobenzene With sodium sulfide In water for 20h; Heating / reflux; Stage #2: With hydrogenchloride In water at 20℃; pH=7;	98.9%
(i) Na2S, sulfur, (ii) Sn, aq. HCl; Multistep reaction;
Multi-step reaction with 2 steps 1: ethanol; Na2S2 2: tin; aq.-ethanolic HCl View Scheme
With sodium sulfide; water for 24h; Reflux;

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 2401-24-3
2-chloro-5-methoxyaniline

Conditions

Conditions	Yield
With iron; ammonium chloride In ethanol; water at 95℃; for 12h;	98%
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,10-Phenanthroline; isopropyl alcohol; potassium hydroxide at 100℃; for 15h; Inert atmosphere; Schlenk technique;	96%
With maghemite; methylhydrazine In ethanol at 60℃; for 1h; Sealed tube; Inert atmosphere; chemoselective reaction;	95%

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 610-78-6
3-nitro-4-chlorophenol

Conditions

Conditions	Yield
With hydrogen bromide In acetic acid for 41h; Heating;	96%
With acetic anhydride; acetic acid In water; ethyl acetate	83.6%
With pyridine hydrochloride at 200℃;
With hydrogen bromide In acetic acid at 120℃; for 24h;
With hydrogen bromide In acetic acid for 41h; Heating;

: 100-53-8
phenylmethanethiol

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 22057-42-7
2-Nitro-4-methoxy-1-benzylmercapto-benzol

Conditions

Conditions	Yield
With sodium carbonate In ethanol; water for 5h; Heating;	96%
With potassium hydroxide

: 24850-33-7
allyltributylstanane

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 848492-86-4
1-allyl-4-methoxy-2-nitrobenzene

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride In 1,2-dichloro-ethane at 120℃; for 0.75h; Microwave irradiation;	95%

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 55690-60-3
5-methoxybenzo[d]thiazole-2-thiol

Conditions

Conditions	Yield
Stage #1: 2-chloro-5-methoxynitrobenzene With carbon disulfide for 5h; Reflux; Stage #2: With hydrogenchloride In water	93.1%

: 109-89-7
diethylamine

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 3360-85-8
N-ethyl-(4-methoxy-2-nitrophenyl)amine

Conditions

Conditions	Yield
In water at 105℃; for 24h;	92%

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 156641-98-4
(6-methoxy-2-naphthalene)boronic acid

: 2-methoxy-6-(4-methoxy-2-nitrophenyl)naphthalene

Conditions

Conditions	Yield
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene for 5h; Suzuki Coupling; Inert atmosphere; Reflux;	91%

: 75-04-7
ethylamine

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 3360-85-8
N-ethyl-(4-methoxy-2-nitrophenyl)amine

Conditions

Conditions	Yield
In water at 100℃; for 12h;	90%
In ethanol

: 111-26-2
hexan-1-amine

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 117703-19-2
N-hexyl-4-methoxy-2-nitroaniline

Conditions

Conditions	Yield
In water at 75℃; for 12h;	90%

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 26198-31-2
6-methoxy-1H-benzo[d][1,2,3]triazol-1-ol

Conditions

Conditions	Yield
With hydrazine hydrate In n-heptan1ol at 110 - 120℃; for 5h;	90%
With hydrazine hydrate In ethanol at 20℃; for 20h; Reflux;

: 3124-37-6
carbamic acid 2-trimethylsilylethyl ester

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 1257310-77-2
(4-methoxy-2-nitrophenyl)carbamic acid 2-trimethylsilanylethyl ester

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 120℃; for 15h; Inert atmosphere;	88%

: 105-56-6
ethyl 2-cyanoacetate

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 65547-98-0
ethyl 2-cyano-2-(4-methoxy-2-nitrophenyl)acetate

Conditions

Conditions	Yield
Stage #1: ethyl 2-cyanoacetate With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; Stage #2: 2-chloro-5-methoxynitrobenzene In N,N-dimethyl-formamide; mineral oil at 70℃;	87%
With sodium hydride In N,N-dimethyl-formamide at 100℃;	62%
Stage #1: ethyl 2-cyanoacetate With sodium hydride In dimethyl sulfoxide; mineral oil at 0 - 20℃; for 1.5h; Stage #2: 2-chloro-5-methoxynitrobenzene In dimethyl sulfoxide; mineral oil at 90℃; for 16h;	32%
With sodium hydride In dimethyl sulfoxide at 5 - 90℃; for 8h;
With sodium hydride; cesium fluoride In N,N-dimethyl-formamide at 70℃; for 18h;

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 108-95-2
phenol

: 84594-95-6
4-methoxy-2-nitro-1-phenoxybenzene

Conditions

Conditions	Yield
With potassium tert-butylate In N,N-dimethyl-formamide at 110℃; for 4h; Substitution;	84%
With potassium carbonate In N,N-dimethyl-formamide at 100℃; Inert atmosphere;	38%

: 100-44-7
benzyl chloride

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 5-methoxy-2-phenyl-1,3-benzothiazole

Conditions

Conditions	Yield
With N-methylcyclohexylamine; sulfur at 110℃; for 24h; Sealed tube; Inert atmosphere;	83%

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 100-46-9
benzylamine

: 5-methoxy-2-phenyl-1,3-benzothiazole

Conditions

Conditions	Yield
With sulfur In neat (no solvent) at 130℃; for 24h; Sealed tube; Inert atmosphere;	80%
With sulfur In pyridine at 100℃; for 16h; Inert atmosphere;	66%

: 98-88-4
benzoyl chloride

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: N-(2-chloro-5-methoxyphenyl)benzamide

Conditions

Conditions	Yield
With water; iron at 60℃; for 36h;	78%

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 104-84-7
para-methylbenzylamine

: 101078-50-6
5-methoxy-2-(4′-tolyl)benzo[d]thiazole

Conditions

Conditions	Yield
With sulfur In neat (no solvent) at 130℃; for 24h; Sealed tube; Inert atmosphere;	76%

: 98-86-2
acetophenone

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: (5-methoxybenzothiazol-2-yl)(phenyl)methanone

Conditions

Conditions	Yield
With 4-methyl-morpholine; sulfur at 120℃; for 16h; Inert atmosphere;	76%

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 105-53-3
diethyl malonate

: 10565-15-8
diethyl 2-(4-methoxy-2-nitrophenyl)malonate

Conditions

Conditions	Yield
Stage #1: diethyl malonate With sodium hydride In N,N-dimethyl-formamide at 20 - 100℃; for 0.666667h; Stage #2: 2-chloro-5-methoxynitrobenzene In N,N-dimethyl-formamide at 20 - 100℃; for 1.5h;	75%
Stage #1: diethyl malonate With sodium hydride In dimethyl sulfoxide at 0 - 83℃; for 3h; Stage #2: 2-chloro-5-methoxynitrobenzene In dimethyl sulfoxide at 50 - 106℃; for 55h;	34%
Stage #1: diethyl malonate With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.333333h; Stage #2: 2-chloro-5-methoxynitrobenzene With cesium fluoride In N,N-dimethyl-formamide at 20 - 105℃;	28%
With sodium hydride 1) DMSO, 100 deg C, 40 min, 2a) RT, 30 min, 2b) 100 deg C, 1 h; Yield given. Multistep reaction;

: 3731-53-1
4-(aminomethyl)pyridine

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 51643-53-9
5-methoxy-2-(pyridin-4-yl)benzo[d]thiazole

Conditions

Conditions	Yield
With sulfur In neat (no solvent) at 130℃; for 24h; Sealed tube; Inert atmosphere;	75%

: 125486-96-6
2-(trimethylsilyl)ethanesulfonamide

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 1045771-65-0
2-(trimethylsilanyl)ethanesulfonic acid (4-methoxy-2-nitrophenyl)amide

Conditions

Conditions	Yield
With caesium carbonate; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 120℃; for 15h;	74%

: 996-82-7, 34727-00-9, 73177-21-6
sodium diethylmalonate

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 10565-15-8
diethyl 2-(4-methoxy-2-nitrophenyl)malonate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide Heating;	70%

: 91-21-4
1,2,3,4-tetrahydroisoquinoline

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 10-methoxy-5,6-dihydrobenzo[4,5]imidazo[2,1-a]isoquinoline

Conditions

Conditions	Yield
at 130℃; for 24h; Inert atmosphere;	70%

: 872-35-5
1,3-dihydro-imidazole-2-thione

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 88251-67-6
2-(4-methoxy-2-nitrophenylthio)imidazole

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 4h; Heating;	68%

: 150-76-5
4-methoxy-phenol

: 10298-80-3
2-chloro-5-methoxynitrobenzene

: 4-methoxy-1-(4-methoxyphenoxy)-2-nitrobenzene

Conditions

Conditions	Yield
Stage #1: 4-methoxy-phenol With sodium hydride In N,N-dimethyl-formamide; Petroleum ether at 0℃; for 0.5h; Stage #2: 2-chloro-5-methoxynitrobenzene In N,N-dimethyl-formamide; Petroleum ether at 95℃; for 48h;	67%
With potassium tert-butylate In N,N-dimethyl-formamide at 110℃; for 4h; Substitution;
With sodium hydride In N,N-dimethyl-formamide at 20 - 95℃; for 72h;

4-Chloro-3-nitroanisole Chemical Properties

IUPAC Name: 1-chloro-4-methoxy-2-nitrobenzene
The MF of 4-Chloro-3-nitroanisole(10298-80-3): C₇H₆ClNO₃
The MW of 4-Chloro-3-nitroanisole(10298-80-3): 187.58
EINECS: 233-674-1
mp: 41-43 °C(lit.)
bp: 293°C
density: 1.366
Fp: >230 °F
Appearance: Ochre powder.
Solubility in water: Insoluble
Incompatibilities: Oxidizing agents.
Stability: Stable under normal temperatures and pressures.
Decomposition: Hydrogen chloride, nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Categories: FINE Chemical & INTERMEDIATES;Miscellaneous;Anisole;Anisoles, Alkyloxy Compounds & Phenylacetates;Chlorine Compounds;Nitro Compounds
Synonyms: 2-Nitro-4-methoxychlorobenzene;2-CHLORO-5-METHOXYNITROBENZENE;1-CHLORO-4-METHOXY-2-NITROBENZENE;4-CHLORO-3-NITROANISOLE;4-chloro-3-nitro-anisol;4-Chloro-3-Nitroanisole98%(Gc);Benzene, 1-chloro-4-methoxy-2-nitro-;4-methoxy-2-nitrochlorobenzene
The Structure of 4-Chloro-3-nitroanisole(10298-80-3):

4-Chloro-3-nitroanisole Toxicity Data With Reference

1. mouse LD50 intravenous 180mg/kg (180mg/kg)
U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04759.

4-Chloro-3-nitroanisole Safety Profile

Hazard Codes:

Xi
Risk Statements: 36/37/38
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-36
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
WGK Germany: 3
RTECS: BZ8580000
Hazard Note: Irritant
HS Code: 29093090

4-Chloro-3-nitroanisole Specification

1. First Aid Measures
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Eyes:
Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
2. Handling and Storage
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.

Product Name

4-Chloro-3-nitroanisole

Synthetic route

4-Chloro-3-nitroanisole Chemical Properties

4-Chloro-3-nitroanisole Toxicity Data With Reference

4-Chloro-3-nitroanisole Safety Profile

4-Chloro-3-nitroanisole Specification

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