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2,3-Dichloronitrobenzene

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Name

2,3-Dichloronitrobenzene

EINECS 221-717-7
CAS No. 3209-22-1 Density 1.533 g/cm3
PSA 45.82000 LogP 3.42480
Solubility 67 mg/L in water Melting Point 60 °C
Formula C6H3Cl2NO2 Boiling Point 257.5 °C at 760 mmHg
Molecular Weight 192.001 Flash Point 123.9 °C
Transport Information UN 3077 9/PG 3 Appearance light yellow to light brown crystalline powder
Safety 60-61-37 Risk Codes 22-51/53-20/22
Molecular Structure Molecular Structure of 3209-22-1 (2,3-Dichloronitrobenzene) Hazard Symbols HarmfulXn, DangerousN
Synonyms

1,2-Dichloro-3-nitrobenzene;2,3-Dichloro-1-nitrobenzene;NSC 60641;

Article Data 24

2,3-Dichloronitrobenzene Synthetic route

151169-74-3

2,3-dichlorobenzeneboronic acid

3209-22-1

1,2-Dichloro-3-nitrobenzene

Conditions
ConditionsYield
With 1,1,1,3',3',3'-hexafluoro-propanol; 2-nitrobenzo[d]isothiazol-3(2H)-one 1,1-dioxide at 60℃; for 19h; Inert atmosphere; Schlenk technique;96%
95-50-1

1,2-dichloro-benzene

A

99-54-7

3,4-dichloronitrobenzene

B

3209-22-1

1,2-Dichloro-3-nitrobenzene

Conditions
ConditionsYield
With nitric acid at 50℃; for 3h;A 90.2%
B 9.8%
With Iron(III) nitrate nonahydrate; phosphorus pentoxide In neat (no solvent) at 20℃; for 6h; Milling; Green chemistry;A 87%
B 13%
With Nitrogen dioxide; ozone In dichloromethane at 0 - 5℃; for 2h; Product distribution; reactions of polyhalogenobenzenes under var. conditions;
602-03-9

2,3-dinitroaniline

3209-22-1

1,2-Dichloro-3-nitrobenzene

Conditions
ConditionsYield
With hydrogenchloride; copper(l) chloride Diazotization;
Diazotization.Behandeln mit Kupfer(I)-chlorid;
(i) NaNO2, aq. HCl, (ii) CuCl, Cu, aq. HCl; Multistep reaction;
88-73-3

2-Chloronitrobenzene

A

611-06-3

2,4-dichloronitrobenzene

B

3209-22-1

1,2-Dichloro-3-nitrobenzene

Conditions
ConditionsYield
With antimonypentachloride beim Chlorieren;
769-11-9

2-chloro-6-nitroaniline

3209-22-1

1,2-Dichloro-3-nitrobenzene

Conditions
ConditionsYield
(i) NaNO2, aq. HCl, (ii) CuCl, aq. HCl; Multistep reaction;
121-73-3

3-Chloronitrobenzene

A

99-54-7

3,4-dichloronitrobenzene

B

3209-22-1

1,2-Dichloro-3-nitrobenzene

C

89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With chlorine; iron(III) chloride at 90℃; Product distribution; relative rates;
98-95-3

nitrobenzene

A

99-54-7

3,4-dichloronitrobenzene

B

121-73-3

3-Chloronitrobenzene

C

3209-22-1

1,2-Dichloro-3-nitrobenzene

D

100-00-5

4-chlorobenzonitrile

E

88-73-3

2-Chloronitrobenzene

F

89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With chlorine; iron(III) chloride at 60 - 120℃; Product distribution; Kinetics; relative rates of each steps;
88-73-3

2-Chloronitrobenzene

A

3209-22-1

1,2-Dichloro-3-nitrobenzene

B

606-21-3

1-chloro-2,6-dinitrobenzene

C

97-00-7

1-chloro-2,4-dinitro-benzene

D

89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With hydrogenchloride; sulfuric acid; nitric acid at 25℃; Product distribution;A 0.2 % Chromat.
B 6.7 % Chromat.
C 94.8 % Chromat.
D 0.3 % Chromat.
88-73-3

2-Chloronitrobenzene

A

3209-22-1

1,2-Dichloro-3-nitrobenzene

B

89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With chlorine; iron(III) chloride at 90℃; Product distribution; relative rates;
7697-37-2

nitric acid

95-50-1

1,2-dichloro-benzene

A

99-54-7

3,4-dichloronitrobenzene

B

3209-22-1

1,2-Dichloro-3-nitrobenzene

Conditions
ConditionsYield
at 0℃;

2,3-Dichloronitrobenzene Consensus Reports

Reported in EPA TSCA Inventory.

2,3-Dichloronitrobenzene Specification

The CAS register number of 2,3-Dichloronitrobenzene is 3209-22-1. It also can be called as 3-Nitro-o-dichlorobenzene and the IUPAC name about this chemical is 1,2-dichloro-3-nitrobenzene. The molecular formula about this chemical is C6H3Cl2NO2 and the molecular weight is 192.00. Classification code about this chemical is Mutation data. If you want to store this chemical, please keep it in a sealed, cool and dry container.

Physical properties about 2,3-Dichloronitrobenzene are: (1)ACD/LogP: 2.90; (2)ACD/LogD (pH 5.5): 2.9; (3)ACD/LogD (pH 7.4): 2.9; (4)ACD/BCF (pH 5.5): 94.13; (5)ACD/BCF (pH 7.4): 94.13; (6)ACD/KOC (pH 5.5): 900.32; (7)ACD/KOC (pH 7.4): 900.32; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 1; (10)Polar Surface Area: 45.82Å2; (11)Index of Refraction: 1.595; (12)Molar Refractivity: 42.58 cm3; (13)Molar Volume: 125.1 cm3; (14)Polarizability: 16.88x10-24cm3; (15)Surface Tension: 50.9 dyne/cm; (16)Enthalpy of Vaporization: 47.51 kJ/mol; (17)Boiling Point: 257.5 °C at 760 mmHg; (18)Vapour Pressure: 0.0233 mmHg at 25°C.

Uses of 2,3-Dichloronitrobenzene: it can be used to produce 1-chloro-2-fluoro-3-nitro-benzene at temperature of 150 ℃. This reaction will need reagent dimethylformamide and potassium fluoride.

When you are using this chemical, please be cautious about it as the following:
This chemical is toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment and it is harmful by inhalation and if swallowed. When you are using it, wear suitable gloves and avoid release to the environment. Refer to special instructions / safety data sheets. This material and its container must be disposed of as hazardous waste.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC(=C(C(=C1)Cl)Cl)[N+](=O)[O-]
(2)InChI: InChI=1S/C6H3Cl2NO2/c7-4-2-1-3-5(6(4)8)9(10)11/h1-3H
(3)InChIKey: CMVQZRLQEOAYSW-UHFFFAOYSA-N

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