3,4-Dichloroaniline Chemical Properties

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 Information

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)

MSDS

• Language:English Provider:3,4-Dichlorobenzenamine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3,4-Dichloroaniline Usage And Synthesis

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.]

3,4-Dichloroaniline(95-76-1)Related Product Information

• 3-Chloroaniline
• ALTRENOGEST
• 2-Chloroaniline
• 1,2-Dichlorobenzene
• 1,4-Dichlorobenzene
• Glycine
• 4-Chloroaniline
• Betaine
• 4-(3-Chloropropyl)morpholine
• Gefitinib-d6
• Gefitinib Impurity 11
• Gefitinib Chloro Impurity
• 7-Methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4(3H)-one
• 2-Amino-4-methoxy-5-(3-morpholinopropoxy)benzonitrile
• Gefitinib Impurity 8
• 4-(3-Chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-ol
• 6,7-Dimethoxy-3,4-dihydroquinazoline-4-one
• Gefitinib 3,4-Difluoro Impurity HCl