2,2'-dichlorobenzidine

Product Name
2,2'-dichlorobenzidine
CAS No.
84-68-4
Chemical Name
2,2'-dichlorobenzidine
Synonyms
2,2'-dichlorobenzidine;2,2'-Dichlorobenzidine;Gentamycin Sulfate Impurity 25;2,2'-Dichlorobiphenyl-4,4'-diamine;2,2'-Dichloro-4,4'-diaminobiphenyl;4,4'-Diamino-2,2'-dichlorobiphenyl;4-(4-amino-2-chlorophenyl)-3-chloroaniline;[1,1'-Biphenyl]-4,4'-diamine,2,2'-dichloro-;4-(4-azanyl-2-chloro-phenyl)-3-chloro-aniline;4-(4-amino-2-chlorophenyl)-3-chlorobenzenamine
CBNumber
CB6875747
Molecular Formula
C12H10Cl2N2
Formula Weight
253.13
MOL File
84-68-4.mol
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2,2'-dichlorobenzidine Property

Melting point:
165°C
Boiling point:
398.89°C (rough estimate)
Density 
1.3171 (rough estimate)
refractive index 
1.6400 (estimate)
pka
3.58±0.10(Predicted)
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Safety

HazardClass 
IRRITANT
HS Code 
2921599090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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

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N-Bromosuccinimide Price

TRC
Product number
D492648
Product name
4,4''-Diamino-2,2''-dichlorobiphenyl
Packaging
1g
Price
$185
Updated
2021/12/16
TRC
Product number
D492648
Product name
4,4''-Diamino-2,2''-dichlorobiphenyl
Packaging
500mg
Price
$105
Updated
2021/12/16
AK Scientific
Product number
0495AF
Product name
2,2'-Dichloro-1,1'-biphenyl-4,4'-diamine
Packaging
250mg
Price
$136
Updated
2021/12/16
Matrix Scientific
Product number
037065
Product name
2,2'-Dichloro-1,1'-biphenyl-4,4'-diamine
Packaging
500mg
Price
$144
Updated
2021/12/16
Matrix Scientific
Product number
037065
Product name
2,2'-Dichloro-1,1'-biphenyl-4,4'-diamine
Packaging
1g
Price
$168
Updated
2021/12/16
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2,2'-dichlorobenzidine Chemical Properties,Usage,Production

Chemical Properties

3,3' -Dichlorobenzidine is barely discolored on exposure to air and is chemically resistant to water. Oxidizing agents, such as bromine water, potassium dichromate, and iron(III) chloride, cause the formation of a green color. With gold, the green color is still detectable at a dilution of 1 : 5000000. N-Acetyl-3,3' -dichlorobenzidine and N,N' - diacetyl-3,3' -dichlorobenzidine form when 3,3' - dichlorobenzidine is treated with acetic anhydride in dilute alcohol. The tetrazotizing behavior is similar to that of benzidine and o-tolidine.

Uses

4,4''-Diamino-2,2''-Dichlorobiphenyl is a useful reactant for the synthesis of benzidine, L-?proline, and diaminofluorene derivatives which are hepatitis C virus NS5A inhibitors.

Uses

3,3' -Dichlorobenzidine was introduced about 1932 and is now the most important diphenyl base. It is used as the starting material for pigments with yellow and red shades. These are used for coloring printing inks, paints, plastics, and rubbers. The important diarylide yellow pigments, which are incorrectly known as benzidine yellows, are formed by the combination of 3,3' - dichlorobenzidine with acetic acid arylides. 3,3' - Dichlorobenzidine is also used in the production of polyurethane rubbers.

Production Methods

3,3' -Dichlorobenzidine is made from o-nitro-chlorobenzene by reduction with zinc dust and sodium hydroxide solution and subsequent rearrangement with dilute hydrochloric acid or sulfuric acid. It is assayed by titration with sodium nitrite solution in dilute hydrochloric acid and detected in human urine by colorimetry using chloramine. The detection limit is 0.1 mg/kg.

Production Methods

2,2' -Dichlorobenzidine is made from m-nitrochlorobenzene, preferably using zinc dust and sodium hydroxide solution. It is subsequently rearranged and isolated in the form of a dihydrochloride.

Solubility in water

It is almost insoluble in water but readily soluble in alcohol.

Purification Methods

Crystallise the benzidine from EtOH or H2O. [Beilstein 13 H 234, 13 I 66, 13 II 106, 13 III 477, 13 IV 384.]

2,2'-dichlorobenzidine Preparation Products And Raw materials

Raw materials

Preparation Products

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84-68-4, 2,2'-dichlorobenzidineRelated Search:


  • 4-(4-amino-2-chlorophenyl)-3-chlorobenzenamine
  • 2,2'-Dichloro-4,4'-diaminobiphenyl
  • 2,2'-Dichlorobiphenyl-4,4'-diamine
  • 2,2'-dichlorobenzidine
  • 4,4'-Diamino-2,2'-dichlorobiphenyl
  • [4-(4-amino-2-chloro-phenyl)-3-chloro-phenyl]amine
  • 4-(4-amino-2-chlorophenyl)-3-chloroaniline
  • 4-(4-azanyl-2-chloro-phenyl)-3-chloro-aniline
  • [1,1'-Biphenyl]-4,4'-diamine,2,2'-dichloro-
  • Gentamycin Sulfate Impurity 25
  • 2,2'-Dichlorobenzidine
  • 84-68-4