3,4-Dichloroaniline Property

Melting point:

69-71 °C(lit.)

Boiling point:

272 °C(lit.)

Density 

1,34 g/cm³

vapor pressure 

97.5Pa at 78℃

refractive index 

1.6140 (estimate)

Flash point:

166 °C

storage temp. 

0-6°C

solubility 

0.73g/l

form 

Crystalline Mass and/or Chunks

pka

2.90±0.10(Predicted)

color 

Beige to brown

PH

7.1 (0.8g/l, H2O)

Water Solubility 

0.06 g/100 mL

Merck 

14,3054

BRN 

636837

Stability:

Stable, but darkens in storage. Combustible. Incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides.

LogP

2.68 at 20℃

CAS DataBase Reference

95-76-1(CAS DataBase Reference)

NIST Chemistry Reference

Benzenamine, 3,4-dichloro-(95-76-1)

EPA Substance Registry System

3,4-Dichloroaniline (95-76-1)

Safety

Hazard Codes 

T,N

Risk Statements 

23/24/25-41-43-50/53-51/53-33

Safety Statements 

26-36/37/39-45-60-61-36/37-28

RIDADR 

UN 3442 6.1/PG 2

WGK Germany 

3

RTECS 

BX2625000

F 

8

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

II

HS Code 

29214210

Hazardous Substances Data

95-76-1(Hazardous Substances Data)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H317May cause an allergic skin reaction

H318Causes serious eye damage

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

3,4-Dichloroaniline Chemical Properties,Usage,Production

Description

3,4-Dichloroaniline, 1-amino- 3,4- dichlorobenzene, is a gray to dark-brown crystalline solid at room temperature. It is used as an intermediate for pesticides and dyes and is produced by catalytic hydrogenation of 3,4-dichloronitrobenzene with noble metal catalysts under pressure. Various types of additives prevent dehalogenation during production and reactors must be fabricated with special steel alloys to inhibit corrosion .

Chemical Properties

brown solid

Uses

3,4-Dichloroaniline is used in the preparation of the herbicide propanil (P760840).

Uses

3,4-Dichloroaniline may be employed as derivatization reagent for the HPLC analysis of perfluorooctanoic acid (PFOA).

Uses

3,4-Dichloroaniline is used as an intermediate for pesticides and dyes.

Preparation

3,4-Dichloroaniline is produced by catalytic hydrogenation of 3,4-dichloronitrobenzene with noble metal catalysts under pressure. Various types of additives prevent dehalogenation during production and reactors must be fabricated with special steel alloys to inhibit corrosion.

Definition

ChEBI: A dichloroaniline having the two chloro-substituents at the 3- and 4-positions.

General Description

Light tan to dark gray crystals or brown solid. Melting point 71-72°C.

Air & Water Reactions

Sensitive to prolonged exposure to heat, light and air. Darkens in storage. Insoluble in water.

Reactivity Profile

3,4-Dichloroaniline is incompatible with oxidizing agetns, acids, acid chlorides and acid anhydrides. 3,4-Dichloroaniline can decompose at low pH. Hydrochloric acid accelerates decomposition. Reacts at temperatures above 356°F in the presence of ferric chloride .

Fire Hazard

3,4-Dichloroaniline is combustible.

Metabolic pathway

The basidiomycete Filoboletus sp. TA9054 metabolizes 3,4-dichloroaniline and forms several condensation products on solid media and in liquid culture, and no oligomers are produced. Six metabolites are identified as 3,3'-4,4'- tetrachloroazobenzene, 4-(3,4-dichloroanilino)-3,3',4' - trichloroazobenzene, 4-[(3,4-dichloroanilino)-4-(3,4- dichloroanilino)]-3,3'4'-trichloroazobenzene, 2-(3,4- dichloroanilino)-N-(3,4-dichlorophenyl)-4- (chlorophenylene), 6-(3,4-dichloroanilino)-N-(3,4- dichlorophenyl)-4-(chlorophenylene), and 3,5-bis(3,4- dichloroanilino)-1,4-chlorobenzoquinone.

Purification Methods

Crystallise the aniline from MeOH. [Beilstein 12 IV 1257.]