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89-61-2

Basic Information
CAS No.: 89-61-2
Name: 2,5-Dichloronitrobenzene
Article Data: 51
Cas Database
Molecular Structure:
Molecular Structure of 89-61-2 (2,5-Dichloronitrobenzene)
Formula: C6H3Cl2NO2
Molecular Weight: 192.001
Synonyms: 2,5-Dichloronitrobenzol;2,5-Dichloro-1-nitrobenzene;Benzene, 2,5-dichloronitro-;Benzene, 1,4-dichloro-2-nitro-;2,5-Dichlornitrobenzen [Czech];2, 5-Dichlornitrobenzen;1-Nitro-2,5-dichlorobenzene;Nitro-p-dichlorobenzene;1,4-dichloro-2-nitro-benzene;1,4-Dichloro-2-nitrobenzene;
EINECS: 201-923-3
Density: 1.533 g/cm3
Melting Point: 52-54 °C(lit.)
Boiling Point: 267 °C at 760 mmHg
Flash Point: 109.4 °C
Solubility: Soluble in water, ethanol, ether, benzene, carbon disulfide. Slightly soluble in carbon tetrachloride.
Appearance: yellow flakes
Hazard Symbols: HarmfulXn; DangerousN
Risk Codes: 22-36-51/53
Safety: 26-60
Transport Information: UN 3077 9/PG 3
PSA: 45.82000
LogP: 3.42480
Synthetic route
95-82-9

2,5 dichloroaniline

89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With fluoro alcohol In water; ethyl acetate; acetonitrile at -20℃; for 0.0833333h;97%
106-46-7

para-dichlorobenzene

89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With ortho-difluorobenzene; sulfuric acid; nitric acid at 35℃; Temperature;96.7%
With sulfuric acid; nitric acid at 0 - 23℃; for 0.283333h; Inert atmosphere;93%
With nitric acid
6280-88-2

4-chloro-2-nitro-benzoic acid

89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With copper(l) iodide; oxygen; copper(l) chloride In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 30h; Schlenk technique; Sealed tube;78%
With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper (I) acetate; silver sulfate; sodium chloride In dimethyl sulfoxide at 160℃; for 24h; Schlenk technique;54%
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;54%
27165-22-6

2-nitro-4-chlorobenzenediazonium cation

A

56978-50-8

4,4'-dichloro-2,2'-dinitrobiphenyl

B

89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With hydrogenchloride; copper dichloride
10203-04-0

3,6-dichloro-2-nitro-benzaldehyde

89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With potassium hydroxide at 100℃;
610-41-3

3,4-dinitroaniline

89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With hydrogenchloride; acetic acid at 40℃; anschliessendes Behandeln mit Kupfer(I)-chlorid und konz. wss. Salzsaeure bei 70grad;
98-95-3

nitrobenzene

89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With antimonypentachloride beim Chlorieren;
88-73-3

2-Chloronitrobenzene

89-61-2

2,5-dichloronitrobenzene

Conditions
ConditionsYield
With antimonypentachloride bei der Chlorierung;
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;
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  • 2,5-Dichloronitrobenzene  CAS: 89-61-2

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The 1,4-Dichloro-2-nitrobenzene, with the CAS registry number 89-61-2 and EINECS registry number 201-923-3, is also called 2,5-Dichloronitrobenzene. It is a kind of yellow flakes, and belongs to the following proudct categories: Intermediates of Dyes and Pigments; Aromatic Halides (substituted); Benzene derivates. And the molecular formula of this chemical is C6H3Cl2NO2. What's more, it is used as a kind of dye intermediate, and it is also used as nitrogen adjuvant.

The physical properties of 1,4-Dichloro-2-nitrobenzene are as following: (1)ACD/LogP: 2.95; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.95; (4)ACD/LogD (pH 7.4): 2.95; (5)#H bond acceptors: 3; (6)#H bond donors: 0; (7)#Freely Rotating Bonds: 1; (8)Polar Surface Area: 45.82 Å2; (9)Index of Refraction: 1.595; (10)Molar Refractivity: 42.58 cm3; (11)Molar Volume: 125.1 cm3; (12)Polarizability: 16.88×10-24cm3; (13)Surface Tension: 50.9 dyne/cm; (14)Density: 1.533 g/cm3; (15)Flash Point: 109.4 °C; (16)Enthalpy of Vaporization: 48.47 kJ/mol; (17)Boiling Point: 267 °C at 760 mmHg; (18)Vapour Pressure: 0.0138 mmHg at 25°C.

Preparation of 1,4-Dichloro-2-nitrobenzene: It can be prepared by p-dichlorobenzene via nitration, water scrubbing, neutralization and separation.

1,4-Dichloro-2-nitrobenzene can be prepared by p-dichlorobenzene

You should be cautious while dealing with this chemical. It irritates eyes, and it is also harmful if swallowed. What's more, it is very toxic to aquatic organisms, and may cause long-term adverse effects in the aquatic environment. Therefore, you had better take the following instructions: This material and/or its container must be disposed of as hazardous waste, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=[N+]([O-])c1cc(Cl)ccc1Cl
(2)InChI: InChI=1/C6H3Cl2NO2/c7-4-1-2-5(8)6(3-4)9(10)11/h1-3H
(3)InChIKey: RZKKOBGFCAHLCZ-UHFFFAOYAY

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 800mg/kg (800mg/kg)   National Technical Information Service. Vol. OTS0536149,
mouse LD50 oral 2850mg/kg (2850mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 25(8), Pg. 50, 1981.
rat LD50 oral 1gm/kg (1000mg/kg)   Zhonghua Yufangyixue Zazhi. Chinese Journal of Preventive Medicine. Vol. 21, Pg. 315, 1987.