ChemicalBook > CAS DataBase List > O-Tolidine

O-Tolidine

Product Name
O-Tolidine
CAS No.
119-93-7
Chemical Name
O-Tolidine
Synonyms
DMB;Tolidine;ORTHO TOLIDINE;2-Tolidine;DIMETHYLBENZIDINE;3,3'-DIMETHYLBENZIDINE;2-Tolidin;o-Tolidin;C.I. 3723;2-Tolidina
CBNumber
CB7852914
Molecular Formula
C14H16N2
Formula Weight
212.29
MOL File
119-93-7.mol
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O-Tolidine Property

Melting point:
128-131 °C(lit.)
Boiling point:
300.5 °C
Density 
0.9678 (rough estimate)
refractive index 
n20/D 1.341
Flash point:
244 °C
storage temp. 
-20°C
solubility 
2% HCl: 10 mg/mL, clear
Colour Index 
37230
form 
powder (may contain lumps)
pka
4.59±0.10(Predicted)
color 
light brown
Water Solubility 
Slightly soluble in water.
Merck 
14,9514
BRN 
2210640
Exposure limits
TLV-TWA none; carcinogenicity: A2 — Suspected Human Carcinogen (ACGIH), Animal Limited Evidence (IARC).
InChIKey
NUIURNJTPRWVAP-UHFFFAOYSA-N
IARC
2B (Vol. 1, Sup 7) 1987
NIST Chemistry Reference
[1,1'-Biphenyl]-4,4'-diamine, 3,3'-dimethyl-(119-93-7)
EPA Substance Registry System
3,3'-Dimethylbenzidine (119-93-7)
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Safety

Hazard Codes 
T,N,F
Risk Statements 
45-68-51/53-22-11
Safety Statements 
53-45-61-16
RIDADR 
UN 3082 9/PG 3
OEL
Ceiling: 0.02 mg/m3 [60-minute] [skin]
WGK Germany 
3
RTECS 
DD1225000
F 
8
TSCA 
Yes
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29215900
Hazardous Substances Data
119-93-7(Hazardous Substances Data)
Toxicity
dog,LDLo,oral,600mg/kg (600mg/kg),Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 58, Pg. 167, 1907.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H350May cause cancer

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
T8533
Product name
o-Tolidine
Purity
≥97%, powder
Packaging
25g
Price
$94.6
Updated
2024/03/01
Sigma-Aldrich
Product number
31659
Product name
o-Tolidine
Purity
analytical standard
Packaging
100mg
Price
$62
Updated
2024/03/01
TCI Chemical
Product number
T0253
Product name
o-Tolidine
Purity
min. 98.0 %
Packaging
1G
Price
$68
Updated
2024/03/01
TCI Chemical
Product number
T0253
Product name
o-Tolidine
Purity
min. 98.0 %
Packaging
5G
Price
$237
Updated
2024/03/01
TCI Chemical
Product number
T0253
Product name
o-Tolidine
Purity
>98.0%(GC)
Packaging
25g
Price
$39
Updated
2021/12/16
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O-Tolidine Chemical Properties,Usage,Production

Description

o-Tolidine, also called orthotolidine or 2-tolidine, is a chemical compound with the molecular formula (C6H4(CH3)NH2)2. It is a white to reddish-colored, combustible, aromatic amine that emits toxic fumes of nitrogen oxides when heated to decomposition. Several isomers are known; the 3-tolidine derivative is also important commercially. It is a colorless compound although commercial samples are often colored. It is slightly soluble in water. It forms salts with acids, such as hydrochloride, which is commercially available. 2-Tolidine can be produced by a benzidine rearrangement from a hydrazine derivative derived from 2-nitrotoluene.

Chemical Properties

o-Tolidine is a white to reddish crystal or powder and has an aniline-like odor. It is soluble in alcohol, ether, and dilute acid, but only slightly soluble in water. It has a tendency to darken when exposed to air and is commonly utilized in paste or wet cake form. This compound serves as a fundamental component for the production of numerous dyes.

Uses

o-Tolidine is used extensively in the manufacture of dyes, especially in the production of soluble azo dyes and insoluble pigments for the textile, leather, and paper sectors. Additionally, It is also used as a sensitive colorimetric reagent for the analysis of gold and free chlorine in water.

Uses

3,3'-Dimethylbenzidine be used for preparation polyimide and epoxy resin material.

Preparation

There are two commonly used methods for producing o-Tolidine. The first method involves reducing ortho-nitrotoluene to 1,2-diorthotolylhydrazine, which is then rearranged with acid. The second method involves reducing o-nitrotoluene using zinc dust and caustic soda, then converting the resulting hydrazotoluene to o-Tolidine by boiling it with hydrochloric acid. Once either of these methods is completed, o-Tolidine can be extracted and purified through techniques such as solvent extraction and recrystallization.

Definition

ChEBI: 3,3'-Dimethylbenzidine is a member of biphenyls.

General Description

3,3'-dimethylbenzidine appears as white to reddish crystals or crystalline powder or a light tan powder. (NTP, 1992)

Air & Water Reactions

Insoluble in water.

Reactivity Profile

C.I. 37230 is sensitive to exposure to light. May be sensitive to prolonged exposure to air. A weak base that forms salts with hydrochloric acid or sulfuric acid. C.I. 37230 can be acetylated. Incompatible with strong agents .

Hazard

Eye, bladder and kidney irritant, bladder cancer, and methemoglobinemia. Possible carcinogen.

Health Hazard

The information on toxicity and carcinogenicity of o-tolidine is very little. o-Tolidineoften contains other biphenylamine contaminants. Its structure and chemical propertiesare similar to those of benzidine. The toxicproperties are therefore expected to be similar to those of benzidine.
o-Tolidine is absorbed into body throughthe skin, respiratory, and gastrointestinaltract. The acute oral and dermal toxicity wasmoderate in experimental animals. An oralLD50 value in rats is within the range of400 mg/kg.
o-Tolidine produced bladder cancer in testspecies. Also, cancers in other tissues werenoted in some animals. ACGIH lists thissubstance as a suspected human carcinogen.

Fire Hazard

Flash point data for C.I. 37230 are not available; however, C.I. 37230 is probably combustible.

Safety Profile

Confirmed carcinogen with experimental carcinogenic and tumorigenic data. Poison by intraperitoneal route. Moderately toxic by ingestion. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Potential Exposure

Over 75% of o-tolidine is used as a dye and as an intermediate in the production of rubber products, dyestuffs, pigments and pesticides. Approximately 20% of o-tolidine is used in the production of polyurethane-based high-strength elastomers, coatings, and rigid plastics. o-Tolidine has also been used in small quantities in chlorine test kits by water companies and swimming pool owners. Used as a laboratory agent to detect blood.

Carcinogenicity

3,3′-Dimethylbenzidine is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.

Purification Methods

Dissolve the tolidine in *benzene by percolation through a column of activated alumina and crystallise it from *benzene/pet ether. [Beilstein 13 IV 410.]

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, epoxides, strong reducing agents.

Waste Disposal

Dissolve in flammable solvent and spray into firebox of an incinera tor equipped with afterburner and scrubber. 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.

O-Tolidine Preparation Products And Raw materials

Raw materials

Preparation Products

disodium 3-[[4'-[(6-amino-1-hydroxy-3-sulphonato-2-naphthyl)azo]-3,3'-dimethoxy[1,1'-biphenyl]-4-yl]azo]-4-hydroxynaphthalene-1-sulphonate DIRECT BLUE 15
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View Lastest Price from O-Tolidine manufacturers

Shanghai Daken Advanced Materials Co.,Ltd
Product
3,3'-Dimethyl-[1,1'-biphenyl]-4,4'-Diamine(O-Tolidine) 119-93-7
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
1500KG/month
Release date
2021-11-01
Hebei Yanxi Chemical Co., Ltd.
Product
O-Tolidine 119-93-7
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20 tons
Release date
2023-11-29
Henan Bao Enluo International TradeCo.，LTD
Product
O-Tolidine 119-93-7
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000tons
Release date
2023-08-15

119-93-7, O-TolidineRelated Search:

O-TOLIDINE SULFONE o-Toluidine O-TOLIDINE SULFONE DIRECT FAST RED 3B 3,3'-Dimethyl-4,4'-biphenylene diisocyanate N-(3-Sulfopropyl)-3,3',5,5'-tetramethylbenzidine sodium salt 3,3'-Dimethylbenzidine dihydrochloride 4,4'-DIAMINOBIPHENYL-3,3'-DICARBOXYLIC ACID Trypan Blue 3,3'-DIMETHYLNAPHTHIDINE BENZOPURPURIN 4B N,N'-(3,3'-Dimethyl-4,4'-biphenyldiyl)bis(3-oxobutanamide) Tetramethylbenzidine ACID RED 114 2,2'-Dimethyl-1,1'-biphenyl-4,4'-diamine dihydrochloride m-Tolidine DIANIL BLUE 2R CI 23790

  • 3,3'-Dimethyl-[1,1'-biphenyl]-4,4'-Diamine(O-Tolidine)
  • 1’-biphenyl)-4,4’-diamine,3,3’-dimethyl-(
  • 1’-Biphenyl)-4,4’-diamine,3,3’-dimethyl-(1
  • 1’-biphenyl)-4,4’-diamine-3,3’-dimethyl-(
  • 1’-biphenyl]-4,4’-diamine,3,3’-dimethyl-[
  • 2-Tolidin
  • 2-Tolidina
  • 2-Tolidine
  • 3,3’-dimethyl-4,4’-biphenyldiamine
  • 3,3’-dimethylbenzidin
  • 3,3’-dimethyl-benzidin
  • 3,3’-dimethyldiphenyl-4,4’-diamine
  • TIMTEC-BB SBB008947
  • O-TOLIDINE PRACTICAL GRADE
  • O-TOLIDINE SOLUTION ACCORDING TO ELLMS-H AUSER
  • O-TOLIDINE, TECH.
  • 3,3-DIMETHYLBENZIDINE OEKANAL, 100 M
  • O-TolidineGr
  • O-TolidineGr-(3,3'-Dimethylbenzidine)
  • 3,3<sup>'</sup>-dimethylbenzidine
  • 3 3,3-Tolidine
  • 1,1-Biphenyl-4,4-diamine, 3,3-dimethyl-
  • o-tolidine solution
  • O-TOLIDINE,POWDER,REAGENT
  • 3,3''-DIMETHYL-4,4''-DIAMINOBIPHENYL OR O-TOLIDINE
  • DIMETHYLBENZIDINE
  • DMB
  • 4,4 -Bi-o-toulidin
  • o-TOLIDINE (3,3-Dimethyl Benzidine) extrapure AR
  • o-Tolidine, pract, 95%
  • PATENT BLUE VF ULTRA PURE GRADE
  • 3,3'-dimethyl-4,4'-diaminobiphenyl(o-tolidine)
  • 3,3'-Dimethylbenzidene, 98%, indicator
  • 3,3'-Dimethyl-[1,1'-biphenyl]-4
  • dihydrofluoride
  • 3,3'-Dimethyl-4,4'-biphenyldiamine
  • 3,3'-Dimethylbenzidin
  • 3,3'-Dimethyldiphenyl-4,4'-diamine
  • 4,4’-diamino-3,3’-dimethyldiphenyl
  • 4,4’-di-o-toluidine
  • 4,4'-Diamino-3,3'-dimethyldiphenyl
  • 4,4'-Di-o-toluidine
  • 4'-Amino-3,3'-dimethyl[1,1'-biphenyl]-4-ylamine
  • Benzidine, 3,3'-dimethyl-
  • bianisidine
  • C.I. Azoic Diazo Component 113
  • c.i.azoicdiazocomponent113
  • ciazoicdiazocomponent113
  • Diaminoditolyl
  • diaminotolyl
  • di-o-toluidine
  • o,o’-tolidine
  • o,o'-Tolidine
  • o-Tolidin
  • Rcra waste number U095
  • rcrawastenumberu095
  • Tolidine
  • ORTHO-TOLIDINE REAGENT