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4-Chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline
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Name

4-Chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline

 EINECS N/A
CAS No. 118353-04-1 Density 1.588 g/cm3
PSA 81.07000 LogP 6.03390
Solubility N/A Melting Point 149-150 °C(Solv: benzene (71-43-2); ethanol (64-17-5))
Formula C12H7Cl3N2O3 Boiling Point 417.123 °C at 760 mmHg
Molecular Weight 333.558 Flash Point 206.069 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 118353-04-1 (4-Chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline) Hazard Symbols N/A
Synonyms

5-Amino-2',2,3-trichloro-4'-nitrodiphenyl ether;

Article Data 4

4-Chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline Synthetic route

576-24-9

2,3-dichlorophenol

6641-64-1

4,5-dichloro-2-nitroaniline

118353-04-1

4-chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline

Conditions
ConditionsYield
With potassium carbonate In water; N,N-dimethyl-formamide at 125℃; for 3h;70%
95-14-7

1,2,3-Benzotriazole

139368-74-4

3-N-(methanesulfonyl)-5-chloro-6-(2,3dichlorophenoxy)-benzotriazole

124-63-0

methanesulfonyl chloride

118353-04-1

4-chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline

Conditions
ConditionsYield
With triethylamine In N-methyl-acetamide; water
576-24-9

2,3-dichlorophenol

118353-04-1

4-chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 90 °C / Industry scale
2: sodium hydroxide; water / methanol / 4 h / 50 °C / Industry scale
View Scheme
5462-30-6

N-(4,5-dichloro-2-nitrophenyl)acetamide

118353-04-1

4-chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 90 °C / Industry scale
2: sodium hydroxide; water / methanol / 4 h / 50 °C / Industry scale
View Scheme

4-chloro-5-(2,3-dichlorophenoxy)-2-nitrophenyl acetamide

118353-04-1

4-chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline

Conditions
ConditionsYield
With water; sodium hydroxide In methanol at 50℃; for 4h; Industry scale;
576-24-9

2,3-dichlorophenol

5462-30-6

N-(4,5-dichloro-2-nitrophenyl)acetamide

118353-04-1

4-chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline

Conditions
ConditionsYield
Stage #1: 2,3-dichlorophenol; N-(4,5-dichloro-2-nitrophenyl)acetamide With potassium carbonate In N,N-dimethyl-formamide at 20 - 90℃; for 12h; Large scale;
Stage #2: With sodium hydroxide In methanol; water; N,N-dimethyl-formamide at 50℃; for 4h; Large scale;		2 kg
75-15-0

carbon disulfide

118353-04-1

4-chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline

68828-69-3

5-chloro-6-(2,3-dichlorophenoxy)-2,3-dihydro-1H-1,3-benzodiazole-2-thione

Conditions
ConditionsYield
Stage #1: 4-chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline With trichlorosilane; triethylamine In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere;
Stage #2: carbon disulfide With potassium hydroxide In ethanol at 85℃; for 15.5h;		72%
118353-04-1

4-chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline

139369-42-9

4-chloro-5-(2,3-dichlorophenoxy)-1,2-phenylenediamine

Conditions
ConditionsYield
With hydrogen In ethanol at 25℃;
With hydrogen; sodium hydroxide; Raney nickel In methanol at 100℃; for 12h; Industry scale;
With hydrogen; sodium hydroxide In methanol at 100℃; for 12h; Inert atmosphere;810 g
118353-04-1

4-chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline

68786-66-3

6-chloro-5-(2,3-dichlorophenoxy)-2-(methylthio)-1H-benzo[d]imidazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: hydrogen; sodium hydroxide / Raney nickel / methanol / 12 h / 100 °C / Industry scale
2.1: sodium hydroxide / methanol / 6 h / Reflux; Industry scale
2.2: 4 h / 60 - 90 °C / Industry scale
3.1: sodium carbonate / water; methanol / 2 h / 60 °C
View Scheme
Multi-step reaction with 5 steps
1.1: hydrogen; sodium hydroxide / Raney nickel / methanol / 12 h / 100 °C / Industry scale
2.1: sodium hydroxide / methanol / 6 h / Reflux; Industry scale
2.2: 4 h / 60 - 90 °C / Industry scale
3.1: methanol / 6 h / 40 - 65 °C / Industry scale
4.1: hydrogenchloride / water; methanol / 1 h / 20 °C
5.1: ammonia / water
View Scheme
118353-04-1

4-chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline

68828-69-3

6-chloro-5-(2,3-dichlorophenoxy)-1H-benzimidazole-2-thiol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrogen; sodium hydroxide / Raney nickel / methanol / 12 h / 100 °C / Industry scale
2.1: sodium hydroxide / methanol / 6 h / Reflux; Industry scale
2.2: 4 h / 60 - 90 °C / Industry scale
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydroxide; hydrogen / methanol / 12 h / 100 °C / Inert atmosphere
2.1: methanol / 6 h / Reflux
2.2: 4 h / 60 - 90 °C
View Scheme

4-Chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline Specification

The Benzenamine,4-chloro-5-(2,3-dichlorophenoxy)-2-nitro-, with CAS registry number 118353-04-1, belongs to the following product category: API intermediates. It has the systematic name of 4-chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline. And the chemical formula of this chemical is C12H7Cl3N2O3.

Physical properties of Benzenamine,4-chloro-5-(2,3-dichlorophenoxy)-2-nitro-: (1)ACD/LogP: 5.19; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.19; (4)ACD/LogD (pH 7.4): 5.19; (5)ACD/BCF (pH 5.5): 5147.51; (6)ACD/BCF (pH 7.4): 5147.51; (7)ACD/KOC (pH 5.5): 15788.97; (8)ACD/KOC (pH 7.4): 15788.97; (9)#H bond acceptors: 5; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 81.07 Å2; (13)Index of Refraction: 1.666; (14)Molar Refractivity: 78.16 cm3; (15)Molar Volume: 209.9 cm3; (16)Polarizability: 30.98×10-24cm3; (17)Surface Tension: 61.1 dyne/cm; (18)Density: 1.588 g/cm3; (19)Flash Point: 206.1 °C; (20)Enthalpy of Vaporization: 67.05 kJ/mol; (21)Boiling Point: 417.1 °C at 760 mmHg; (22)Vapour Pressure: 3.63E-07 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc2c(Oc1cc(N)c(cc1Cl)[N+]([O-])=O)cccc2Cl
(2)InChI: InChI=1/C12H7Cl3N2O3/c13-6-2-1-3-10(12(6)15)20-11-5-8(16)9(17(18)19)4-7(11)14/h1-5H,16H2
(3)InChIKey: WZFITXMPNXRORE-UHFFFAOYAE

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