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10298-80-3

Basic Information
CAS No.: 10298-80-3
Name: Benzene,1-chloro-4-methoxy-2-nitro-
Molecular Structure:
Molecular Structure of 10298-80-3 (Benzene,1-chloro-4-methoxy-2-nitro-)
Formula: C7H6 Cl N O3
Molecular Weight: 187.58
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
EINECS: 233-674-1
Density: 1.366
Melting Point: 41-45 ºC
Boiling Point: 293 ºC
Flash Point: 131 ºC
Solubility:
Appearance: Light Cream Dry Crystalline Powder
Hazard Symbols:
Risk Codes: R36/37/38   
Safety: S26;S36
Transport Information:
PSA: 55.05000
LogP: 2.78000
Synthetic route
96-96-8

4-methoxy-2-nitroaniline

10298-80-3

2-chloro-5-methoxynitrobenzene

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
for 16h; Mechanism; Ambient temperature; also reaction with sodium deuteriomethoxide;
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
ConditionsYield
With glycerol at 170 - 190℃;
555-03-3

3-nitroanisole

10298-80-3

2-chloro-5-methoxynitrobenzene

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With hydrogen bromide In acetic acid for 41h; Heating;96%
With acetic anhydride; acetic acid In water; ethyl acetate83.6%
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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;
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    4-Chloro-3-nitroanisole

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Chemistry

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):

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.

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

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.