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3,3'-Dichlorobenzidine

3,3'-Dichlorobenzidine Structure
CAS No.
91-94-1
Chemical Name:
3,3'-Dichlorobenzidine
Synonyms
Dichlorobenzidine;3,3'-Dichlorbenzidin;ci23060;CCRIS 220;c.i.23060;C.I. 23060;curithanec126;3.3'-Dichlorob;Benzidine &Curithane C 126
CBNumber:
CB5178304
Molecular Formula:
C12H10Cl2N2
Molecular Weight:
253.13
MOL File:
91-94-1.mol
MSDS File:
SDS
Modify Date:
2024/3/14 15:18:26

3,3'-Dichlorobenzidine Properties

Melting point 132.5°C
Boiling point 398.89°C (rough estimate)
Density 1.3171 (rough estimate)
vapor pressure 4.2 x 10-7 at 25 °C (estimated, Howard, 1989)
refractive index 1.6400 (estimate)
Flash point 10 °C
storage temp. 2-8°C
solubility Soluble in ethanol, benzene, and glacial acetic acid (Windholz et al., 1983)
pka 2.70±0.10(Predicted)
Water Solubility 3.114mg/L(25 ºC)
Henry's Law Constant 4.5 x 10-8 atm?m3/mol at 25 °C (estimated, Howard, 1989)
Stability Stable. Incompatible with strong oxidizing agents.
InChIKey HUWXDEQWWKGHRV-UHFFFAOYSA-N
CAS DataBase Reference 91-94-1(CAS DataBase Reference)
IARC 2B (Vol. 29, Sup 7) 1987
NIST Chemistry Reference [1,1'-Biphenyl]-4,4'-diamine, 3,3'-dichloro-(91-94-1)
EPA Substance Registry System 3,3'-Dichlorobenzidine (91-94-1)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08,GHS09
Signal word  Danger
Hazard statements  H312-H317-H350-H410
Precautionary statements  P201-P202-P273-P280-P302+P352+P312-P308+P313
Hazard Codes  T,N,F
Risk Statements  45-21-43-50/53-52/53-39/23/24/25-23/24/25-11-51/53
Safety Statements  53-45-60-61-36/37-16-7
RIDADR  UN 3077 9/PG 3
WGK Germany  3
RTECS  DD0550000
HazardClass  IRRITANT
HS Code  29215900
Toxicity Acute oral LD50 for rats as free base or dihydrochloride are 7,070 and 3,820, respectively (Gerade and Gerade, 1974).

3,3'-Dichlorobenzidine price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 48525 3,3′-Dichlorobenzidine analytical standard 91-94-1 100MG ₹12318.85 2022-06-14 Buy
Sigma-Aldrich(India) 48029 3,3′-Dichlorobenzidine solution certified reference material, 2000?μg/mL in methanol 91-94-1 1ML ₹5160.4 2022-06-14 Buy
Sigma-Aldrich(India) 40026 3,3′-Dichlorobenzidine solution certified reference material, 5000?μg/mL in methanol 91-94-1 1ML ₹5639.2 2022-06-14 Buy
Product number Packaging Price Buy
48525 100MG ₹12318.85 Buy
48029 1ML ₹5160.4 Buy
40026 1ML ₹5639.2 Buy

3,3'-Dichlorobenzidine Chemical Properties,Uses,Production

Chemical Properties

colourless to white crystalline solid

Physical properties

Colorless to grayish-purple needles or crystals with a mild or pungent odor

Uses

Intermediate in the manufacture of azo dyes and pigments for printing inks, textiles, paints, plastics, and crayons; curing agent for isocyanate-terminated polymers and resins; rubber compounding ingredient; analytical determination of gold; formerly used as chemical intermediate for direct red 61 dye.

General Description

Gray to purple crystalline powder. Insoluble in water. Very toxic. Used in the dye industry, curing agent for isocyanate terminated resins.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

A halogenated amine. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Health Hazard

3,3'-Dichlorobenzidine (DCB) is carcinogenic in several animal species.

Fire Hazard

Combustible.

Safety Profile

Confirmed carcinogen with experimental carcinogenic and tumorigenic data. Human mutation data reported. When heated to decomposition it emits very toxic fumes of Cl and NOx.

Potential Exposure

A halide-and amine-substituted aromatic compound used in the dye industry, curing agent for isocyanate terminated resins. The major uses of dichlorobenzidine are in the manufacture of pigments for printing ink, textiles, plastics, and crayons and as a curing agent for solid urethane plastics. There are no substitutes for many of its uses. Additional groups that may be at risk include workers in the printing or graphic arts professions handling the 3,3’-DCB-based azo pigments. 3,3’-DCB may be present as an impurity in the pigments, and there is some evidence that 3,3’-DCB may be metabolically liberated from the azo pigment

Carcinogenicity

Studies in several test systems have shown DCB to be genotoxic in vitro and in vivo and suggest that this effect most likely mediates the carcinogenicity of the chemical. In vitro, DCB has induced sister chromatid exchanges, unscheduled DNA synthesis, and positive responses in bacterial Salmonella assays; in vivo DCB induced micronuclei in polychromatic erythrocytes in male mice and fetuses.
Because of demonstrated potent carcinogenicity in multiple animal species, evidence of genotoxicity, and structural relationship to the known bladder carcinogen benzidine, DCB should be regarded as a probable human carcinogen and exposure by any route should be avoided.
3,3¢-Dichlorobenzidene has no threshold limit value (TLV) exposure limit and is classified as an A3, confirmed animal carcinogen with unknown relevance to humans, and a notation for skin absorption.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required

Purification Methods

Crystallise the benzidine from EtOH, pet ether (m 133o) or *benzene. [Beilstein 13 H 234, 13 I 67, 13 II 106, 13 III 477, 13 IV 384.] CARCINOGEN.

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, and epoxides. Achemical base: neutralize acids to form salts plus water with an exothermic reaction. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generatedby amines in combination with strong reducing agents such as hydrides, nitrides, alkali metals, and sulfides.

Waste Disposal

Incineration (816C, 0.5 second for primary combustion; 1204C, 1.0 second for secondary combustion). The formation of elemental chlorine can be prevented through injection of steam ormethane into the combustion process. nitrogen oxides may be abated through the use of thermal or catalytic devices. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal

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4,4'-Bi[2-chloroaniline] [4-(4-amino-3-chloro-phenyl)-2-chloro-phenyl]amine 4-(4-azanyl-3-chloro-phenyl)-2-chloro-aniline 3.3'-Dichlorobenzidine 100mg [91-94-1] CCRIS 220 3.3'-Dichlorob 3,3'-Dichlorobenzidine Solution, 100ppm 3,3'-Dichlorbenzidin [Czech] 3,3'-Dichloro-4,4'-biphenyldiami 1’-biphenyl)-4,4’-diamine,3,3’-dichloro-( 1’-biphenyl]-4,4’-diamine,3,3’-dichloro-[ 1’-Biphenyl]-4,4’-diamine,3,3’-dichloro-[1 3,3’-dichlorbenzidin 3,3’-dichloro(1,1’-biphenyl)-4,4’-diamine 3,3’-dichloro-4,4’-biphenyldiamine 3,3’-dichloro-4,4’-diamino(1,1-biphenyl) 3,3’-dichloro-4,4’-diaminobiphenyl 3,3’-dichloro-4,4’-diaminodiphenyl 3,3’-dichloro-benzidin 3,3’-dichlorobenzidin(czech) 3,3’-dichlorobenzidina 3,3’-dichlorobenzidine(anditssalts) 3,3’-dichlorobenzidinebase 3,3’-dichlorobiphenyl-4,4’-diamine 3,3-Dichloro-[1,1]-biphenyl-4,4-diamine 3,3'-Dichloro-4,4'-biphenyldiamine 3,3'-Dichloro-4,4'-diamino(1,1-biphenyl) 3,3'-Dichloro-4,4'-diaminodiphenyl 3,3'-Dichlorobenzidina 3,3'-Dichlorobiphenyl-4,4'-diamine 3,3'-dichlorobiphenyl-4,4'-ylenediamine 4,4’-diamino-3,3’-dichlorodiphenyl 4,4'-Diamino-3,3'-dichlorodiphenyl 4'-Amino-3,3'-dichloro[1,1'-biphenyl]-4-ylamine Benzidine, 3,3'-dichloro- C.I. 23060 c.i.23060 ci23060 Curithane C 126 curithanec126 Dichlorobenzidine base dichlorobenzidinebase o,o’-dichlorobenzidine o,o'-Dichlorobenzidine ortho,ortho’-dichlorobenzidine Rcra waste number U073 rcrawastenumberu073 4,4'-DIAMINO-3,3'-DICHLOROBIPHENYL 4-(4-amino-3-chlorophenyl)-2-chlorobenzenamine 3,3'-DICHLOROBENZIDINE, 100MG, NEAT 3,3'-DICHLOROBENZIDINE, 1X1ML, MEOH, 200 0UG/ML 1,1-Biphenyl-4,4-diamine, 3,3-dichloro- 3,3-dichlorobenzidine (2nd lot) 3,3'-dichlorobenzidine solution WLN: ZR BG DR DZ CG 3,3'-DICHLOROBENZIDINE 3,3'-dichloro-[1,1'-Biphenyl]-4,4'-diamine 。 3,3'-dichloro-benzidin 。 3,3'-dichlorbenzidin 。 3,3'-dichloro(1,1'-biphenyl)-4,4'-diamine 。 3,3'-dichloro-4,4'-biphenyldiamine 。 3, 3 -Dichlorbenzidine and salts