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95-82-9

Basic Information
CAS No.: 95-82-9
Name: 2,5-Dichloroaniline
Article Data: 72
Molecular Structure:
Molecular Structure of 95-82-9 (2,5-Dichloroaniline)
Formula: C6H5Cl2N
Molecular Weight: 162.018
Synonyms: Lake Scarlet GG Base;Hiltonil Fast Scarlet 2G Base;Azoene Fast Scarlet 2G Base;Naphtoelan Fast Scarlet GG Base;Fast scarlet 2g base;Naphtoelan fast scarlet GG salt;Amarthol fast scarlet GG salt;Mitsui scarlet GG salt;CI Azoic Diazo Component 3;Symulon scarlet 2g salt;Kayaku Scarlet GG Base;Azogene Fast Scarlet GGC;Spectrolene Scarlet 2G;
EINECS: 202-455-2
Density: 1.401 g/cm3
Melting Point: 48 °C
Boiling Point: 250.999 °C at 760 mmHg
Flash Point: 100.361 °C
Solubility: water: 0.56 g/L (20 °C)
Appearance: light brown solid
Hazard Symbols: ToxicT,DangerousN
Risk Codes: 23/24/25-33-50/53
Safety: 28-36/37-45-60-61-28
Transport Information: UN 3442 6.1/PG 2
PSA: 26.02000
LogP: 3.15680
Synthetic route
89-61-2

2,5-dichloronitrobenzene

95-82-9

2,5 dichloroaniline

Conditions
ConditionsYield
With hydrogen; zinc dibromide; palladium on activated charcoal In ethyl acetate under 760 Torr;100%
99%
With platinum on activated charcoal; hydrogen at 60℃; for 1h; Temperature; Inert atmosphere; Autoclave; Supercritical conditions;99.4%
106-46-7

para-dichlorobenzene

95-82-9

2,5 dichloroaniline

Conditions
ConditionsYield
Stage #1: para-dichlorobenzene With sulfuric acid; nitric acid
Stage #2: With platinum on activated charcoal; hydrogen In acetic acid under 3102.97 Torr;
95%
With ammonium hydroxide; bis(acetylacetonate)oxovanadium; tetrabutylammomium bromide; dihydrogen peroxide In acetonitrile at 90℃; for 5h; Reagent/catalyst; Solvent; Time; Molecular sieve;57%
Multi-step reaction with 2 steps
1: H2SO4; HNO3
2: 88.9 percent / aq. H2SO4 / ethanol / 48 - 50 °C / Electrochemical reaction
View Scheme
Multi-step reaction with 2 steps
1: bei der Nitrierung
2: tin; hydrochloric acid
View Scheme
135145-90-3

2,5-dichlorobenzeneboronic acid

95-82-9

2,5 dichloroaniline

Conditions
ConditionsYield
With copper(I) oxide; ammonium hydroxide; air In methanol at 20℃; for 20h;89%
6626-75-1

N-(2,5-dichlorophenyl)benzamide

95-82-9

2,5 dichloroaniline

Conditions
ConditionsYield
With sulfuric acid for 3h; Heating;82%
110-86-1

pyridine

305-15-7

(2,5-dichlorophenyl)hydrazine

A

95-82-9

2,5 dichloroaniline

B

106-46-7

para-dichlorobenzene

C

4381-30-0

2-(2,5-dichlorophenyl)pyridine

D

4467-14-5

4-(2,5-Dichloro-phenyl)-pyridine

Conditions
ConditionsYield
With KO2 for 10h; Ambient temperature; Yield given. Further byproducts given;A 6%
B 59%
C n/a
D n/a
305-15-7

(2,5-dichlorophenyl)hydrazine

A

95-82-9

2,5 dichloroaniline

B

106-46-7

para-dichlorobenzene

C

4381-30-0

2-(2,5-dichlorophenyl)pyridine

D

4467-14-5

4-(2,5-Dichloro-phenyl)-pyridine

Conditions
ConditionsYield
With KO2 In pyridine for 10h; Ambient temperature; Further byproducts given;A 6%
B 59%
C n/a
D n/a
588-07-8

3-Chloroacetanilide

A

95-82-9

2,5 dichloroaniline

B

95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With acetic acid Durch Chlorieren und Destillation des Reaktionsproduktes mit Natronlauge;
With acetic acid Durch Chlorieren;
29551-86-8

N-chloro-m-chloroacetanilide

A

95-82-9

2,5 dichloroaniline

B

95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With acetic acid Verseifen des Reaktionsproduktes;
With acetic acid und Verseifung des Reaktionsproduktes;
67083-41-4

1,4-dichloro-2-nitroso-benzene

124-41-4

sodium methylate

A

95-82-9

2,5 dichloroaniline

B

961-28-4

bis-(2,5-dichloro-phenyl)-diazene-N-oxide

3032-32-4

3,6-dichloroanthranilic acid

95-82-9

2,5 dichloroaniline

Conditions
ConditionsYield
at 230 - 240℃;
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The 2,5-Dichloroaniline, with the CAS registry number 95-82-9, is also known as Benzenamine, 2,5-dichloro-. It belongs to the product categories of Intermediates of Dyes and Pigments; Dyes and Pigments; Amines; C2 to C6; Nitrogen Compounds; Alpha Sort; Aromatics Pesticides & Metabolites; Chemical Class; D; DAlphabetic; DIA - DIC. Its EINECS registry number is 202-455-2. This chemical's molecular formula is C6H5Cl2N and molecular weight is 162.02. What's more, its IUPAC name is the same with its product name. It should be stored in a cool, dry and well-ventilated place.

Physical properties about 2,5-Dichloroaniline are: (1)ACD/LogP: 2.715; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.72; (4)ACD/LogD (pH 7.4): 2.72; (5)ACD/BCF (pH 5.5): 68.10; (6)ACD/BCF (pH 7.4): 68.11; (7)ACD/KOC (pH 5.5): 714.10; (8)ACD/KOC (pH 7.4): 714.18; (9)#H bond acceptors: 1; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 26.02 Å2; (13)Index of Refraction: 1.613; (14)Molar Refractivity: 40.279 cm3; (15)Molar Volume: 115.615 cm3; (16)Polarizability: 15.968×10-24 cm3; (17)Surface Tension: 48.33 dyne/cm; (18)Density: 1.401 g/cm3; (19)Flash Point: 100.361 °C; (20)Enthalpy of Vaporization: 48.829 kJ/mol; (21)Boiling Point: 250.999 °C at 760 mmHg; (22)Vapour Pressure: 0.021 mmHg at 25 °C.

Preparation of 2,5-Dichloroaniline: This chemical can be prepared by pyridine with (2,5-dichloro-phenyl)-hydrazine. This reaction needs reagent KO2 at ambient temperature. The reaction time is 10 hours. The yield is 59 %.

Preparation of 2,5-Dichloroaniline

Uses of 2,5-Dichloroaniline: (1) It is used for synthetizing dye intermediates, it is also used in the manufacture of nitrogen fertilizer synergist. (2) It is used to produce other chemicals. For example, it can react with formic acid to get formic acid-(2,5-dichloro-anilide). This reaction temperature is 20 °C. The reaction time is 72 hours. The yield is 67 %.

2,5-Dichloroaniline can react with formic acid to get formic acid-(2,5-dichloro-anilide).

When you are dealing with this chemical, you should be very careful. This chemical may cause damage to health at low levels. It's very toxic by inhalation, in contact with skin and if swallowed. So you should keep it away from food, drink and animal feeding stuffs. After contacting with skin, you should wash immediately with plenty of abluent which is be specified by the manufacturer. In case of accident or if you feel unwell seek medical advice immediately. In addition, it may present an immediate or delayed danger to one or more components of the environment. This chemical very toxic to aquatic organisms and may cause long-term adverse effects in the aquatic environment. What's more, it may cause danger of cumulative effects. Therefore, this material and its container must be disposed of as hazardous waste. And you should refer to special instructions/safety data sheet before releasing it to the environment.

You can still convert the following datas into molecular structure:
(1) SMILES: Clc1ccc(Cl)c(N)c1
(2) InChI: InChI=1S/C6H5Cl2N/c7-4-1-2-5(8)6(9)3-4/h1-3H,9H2
(3) InChIKey: AVYGCQXNNJPXSS-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 3750mg/kg (3750mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 33(4), Pg. 8, 1968.
mouse LD50 intraperitoneal 400mg/kg (400mg/kg)   Office of Toxic Substances Report. Vol. OTS,
mouse LD50 intravenous 56mg/kg (56mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00202,
mouse LD50 oral 1600mg/kg (1600mg/kg)   Office of Toxic Substances Report. Vol. OTS,
rabbit LD50 oral 3750mg/kg (3750mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 33(4), Pg. 8, 1968.
rat LD50 intraperitoneal 400mg/kg (400mg/kg)   Office of Toxic Substances Report. Vol. OTS,
rat LD50 oral 1600mg/kg (1600mg/kg)   Office of Toxic Substances Report. Vol. OTS,