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Benzidine

Benzidine Structure
CAS No.
92-87-5
Chemical Name:
Benzidine
Synonyms
BENZIDINE-D8;Benzidin;Benzidina;benzidine solution;BENZIDINE-RINGS-D8;biphenyl-4,4’-diamine;4,4’-biphenylenediamine;BENZIDINE-D8 (RINGS-D8);ai3-00140;Benzydyna
CBNumber:
CB5152058
Molecular Formula:
C12H12N2
Molecular Weight:
184.24
MOL File:
92-87-5.mol
MSDS File:
SDS
Modify Date:
2025/1/6 13:21:43

Benzidine Properties

Melting point 127-128 °C
Boiling point 402°C
Density 1.25
vapor pressure Based on the specific vapor density value of 6.36 (Sims et al., 1988), the vapor pressure wascalculated to be 0.83 at 20 °C.
refractive index 1.6266 (estimate)
Flash point 11 °C
storage temp. 2-8°C
solubility Soluble in ethanol (U.S. EPA, 1985) and ether (1 g/50 mL) (Windholz et al., 1983)
pka 4.66(at 30℃)
color Grayish-yellow, crystalline powder; white or sltlyreddish crystals, powder
Water Solubility Sparingly soluble. <0.1 g/100 mL at 22 ºC
Merck 13,1077
BRN 742770
Henry's Law Constant (x 10-11 atm?m3/mol): 3.88 at 25 °C (estimated, Howard, 1989)
Exposure limits Because it is a carcinogen and readily absorbed through skin, no TLV has been assigned. Exposure should be at an absolute minimum.
Recognized Human Carcinogen (ACGIH); Human Carcinogen (MSHA); Carcinogen (OSHA); Human Sufficient Evidence, Animal Sufficient Evidence (IARC).
Stability Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey HFACYLZERDEVSX-UHFFFAOYSA-N
CAS DataBase Reference 92-87-5(CAS DataBase Reference)
IARC 1 (Vol. 29, Sup 7, 99, 100F) 2012
NIST Chemistry Reference Benzidine(92-87-5)
EPA Substance Registry System Benzidine (92-87-5)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08,GHS09
Signal word  Danger
Hazard statements  H302-H350-H410
Precautionary statements  P201-P202-P264-P273-P301+P312-P308+P313
Hazard Codes  T,N,F,Xn
Risk Statements  45-22-50/53-52/53-39/23/24/25-23/24/25-11-36/37/38-20/21/22-51/53-67
Safety Statements  53-45-60-61-36/37-16-7-36-26
RIDADR  UN 1885 6.1/PG 2
WGK Germany  3
RTECS  DC9625000
8
HazardClass  6.1(a)
PackingGroup  II
HS Code  29215900
Hazardous Substances Data 92-87-5(Hazardous Substances Data)
Toxicity Acute oral LD50 for mice 214 mg/kg, rats 309 mg/kg (quoted, RTECS, 1985).

Benzidine price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) B3503 Benzidine ≥98.0% (N) 92-87-5 10G ₹44339.2 2022-06-14 Buy
Sigma-Aldrich(India) 40005 Benzidine solution certified reference material, 5000?μg/mL in methanol 92-87-5 1ML ₹5705.7 2022-06-14 Buy
Sigma-Aldrich(India) 31614 Benzidine analytical standard 92-87-5 100MG ₹5390.85 2022-06-14 Buy
Sigma-Aldrich(India) 12115 Benzidine purum p.a., ≥98.0% (N) 92-87-5 10G ₹37151.4 2022-06-14 Buy
Sigma-Aldrich(India) 12115 Benzidine purum p.a., ≥98.0% (N) 92-87-5 100G ₹154808.33 2022-06-14 Buy
Product number Packaging Price Buy
B3503 10G ₹44339.2 Buy
40005 1ML ₹5705.7 Buy
31614 100MG ₹5390.85 Buy
12115 10G ₹37151.4 Buy
12115 100G ₹154808.33 Buy

Benzidine Chemical Properties,Uses,Production

Description

Benzidine is a white, greyish-yellow, or slightly reddish crystalline solid or powder. The major use for benzidine is in the production of dyes, especially azo dyes in the leather, textile, and paper industries and as a synthetic precursor in the preparation and manufacture of dyestuffs. It is also used in the manufacture of rubber, as a reagent, and as a stain in microscopy. It is slightly soluble and slowly changes from a solid to a gas.

Chemical Properties

Benzidine is a white, grayish-yellow, or slightly reddish crystalline solid or powder. The major use for benzidine is in the production of dyes, especially azo dyes in the leather, textile, and paper industries, as a synthetic precursor in the preparation and manufacture of dyestuffs. It is also used in the manufacture of dyes and rubber, as a reagent, and as a stain in microscopy. It is slightly soluble and slowly changes from a solid to a gas.

Physical properties

Grayish-yellow to pale reddish powder or crystals. Darkens on exposure to air or light. Odorless.

Uses

Benzidine was used extensively in the manu facture of dyes. Because of its cancer-causingeffects in humans, its application in dyes hasbeen curtailed. Other uses of this compoundare in chemical analysis: as a reagent for thedetermination of hydrogen peroxide in milkand in the analysis of nicotine. Its hydrochlo ride is used as a reagent to analyze metalsand sulfate.

Preparation

1-Nitrobenzene restore 1,2-Diphenylhydrazine?turn with acid rearrangement.

Production Methods

Benzidine production is now exclusively for captive consumption and must be carried out in closed systems under stringent workplace controls. Benzidine is used in the synthesisofdyesanddyeintermediates,asahardenerforrubber, and as a laboratory reagent. The ?rst successful synthetic direct dye was Congo Red, a diazo derivative prepared from benzidinebyBoettigerin1884.Nearlyalldirectdyesareazo products. Congo Red is used in humans intravenously for the medical diagnosis of amyloidosis. The basis for its use is an unexplained af?nity for amyloid, which rapidly removes the dye from the blood. It is used medically for the management of profuse capillary hemorrhage such as the one occurring in septicemias and in the terminal phases of leukemia.

Definition

ChEBI: A member of the class of biphenyls that is 1,1'-biphenyl in which the hydrogen at the para-position of each phenyl group has been replaced by an amino group.

General Description

A grayish-yellow to grayish-red, crystalline solid. Toxic by ingestion, inhalation, and skin absorption. Combustion produces toxic oxides of nitrogen. Used to make other chemicals and in chemical and biological analysis.

Air & Water Reactions

Darkens on exposure to air and light. Soluble in hot water.

Reactivity Profile

Benzidine forms insoluble salts with sulfuric acid. Can be diazotized, acetylated and alkylated. Is hypergolic with red fuming nitric acid . Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Hazard

Highly toxic by ingestion, inhalation, and skin absorption. Confirmed carcinogen.

Health Hazard

Exposure to benzidine causes irritation to the eyes. Laboratory animals exposed to benzidine at as low as 0.01% to 0.08% in food showed adverse health effects, such as organ weight decrease in the liver, kidney, and body weight, and an increase in spleen weight, swelling of the liver, and blood in the urine. Exposure may cause an increase in urination, blood in the urine, and urinary tract tumors. Benzidine is considered acutely toxic to humans by ingestion, with an estimated oral lethal dose of between 50 and 500 mg/kg. The symptoms of acute ingestion exposure include cyanosis, headache, mental confusion, nausea, and vertigo. Dermal exposure may cause skin rashes and irritation. Prolonged exposure to benzidine causes bladder injury in humans

Safety Profile

Confirmed human carcinogen producing bladder tumors. Experimental carcinogenic and tumorigenic data. Poison by ingestion and intraperitoneal routes. Human mutation data reported. Can cause damage to blood, including hemolysis and bone marrow depression. On ingestion causes nausea and vomiting, which may be followed by liver and kidney damage. Any exposure is considered extremely hazardous. When heated to decomposition it emits highly toxic fumes of NOx. See also AROMATIC AMINES.

Carcinogenicity

Benzidine is known to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in humans.

Environmental Fate

Biological. In activated sludge, <0.1% mineralized to carbon dioxide after 5 d (Freitag et al., 1985). Kincannon and Lin (1985) reported a half-life of 76 d when benzidine in sludge was applied to a sandy loam soil.
Soil. Benzidine was added to different soils and incubated in the dark at 23 °C under a carbon dioxide-free atmosphere. After 1 yr, 8.3 to 11.6% of the added benzidine degraded to carbon dioxide primarily by microbial metabolism and partially by hydrolysis (Graveel et al., 1986). Tentatively identified biooxidation compounds using GC/MS include hydroxybenzidine, 3- hydroxybenzidine, 4-amino-4′-nitrobiphenyl, N,N′-dihydroxybenzidine, 3,3′-dihydroxybenzidine and 4,4′-dinitrobiphenyl (Baird et al., 1977). Under aerobic conditions, the half-life was estimated to be 2 to 8 d (Lu et al., 1977).
Chemical/Physical. Benzidine is not subject to hydrolysis (Kollig, 1993). Reacts with HCl forming a salt (C12H12N2?2HCl) that is very soluble in water (61.7 mg/L at 25 °C) (Bowman et al., 1976).

storage

Benzidine should be kept stored in a cool, well-ventilated area, in closed, sealed containers and out of sunlight and away from heat.

Shipping

UN1885 Benzidine, Hazard Class: 6.1; Labels: 6.1—Poisonous materials. PGII.

Purification Methods

Its solution in *benzene is decolorized by percolating through two 2-cm columns of activated alumina, then concentrated until benzidine crystallises on cooling. Recrystallise alternately from EtOH and *benzene to constant absorption spectrum [Carlin et al. J Am Chem Soc 73 1002 1951]. It has also been crystallised from hot water (charcoal) and from diethyl ether. Dry it under vacuum in an Abderhalden pistol. Store it in the dark in a stoppered container. CARCINOGENIC. [Beilstein 13 IV 364.]

Incompatibilities

Dust may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. On contact with strong reducing agents, such as hydrides may form flammable gases. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Contact with red fuming nitric acid may cause fire. Oxidizes in air. Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides.

Waste Disposal

Incineration; oxides of nitrogen are removed from the effluent gas by scrubber, catalytic or thermal device. Package spill residues and sorbent media in 17 hour epoxy-lined drums and move to an EPA-approved disposal site. Treatment may include destruction by potassium permanganate oxidation, hightemperature incineration, or microwave plasma methods. 398 Benzidine Encapsulation by organic polyester resin or silicate fixation. These disposal procedures should be confirmed with responsible environmental engineering and regulatory officials.

Precautions

At high temperatures, benzidine breaks down and releases highly poisonous fumes. During use and handling, workers should wear butyl rubber gloves, goggles, and full body plastic coveralls and ensure that no skin is exposed.

Global( 208)Suppliers
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Dhruvtara Chemicals Pvt. Ltd. 91 40 27154607 New Delhi, India 180 56 Inquiry
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Otto Chemie Pvt. Ltd. +91 9820041841 Mumbai, India 5870 58 Inquiry
Henan Tianfu Chemical Co.,Ltd. +86-0371-55170693 +86-19937530512 China 21634 55 Inquiry
ATK CHEMICAL COMPANY LIMITED +undefined-21-51877795 China 32956 60 Inquiry
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Chongqing Chemdad Co., Ltd +86-023-6139-8061 +86-86-13650506873 China 39894 58 Inquiry

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