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339938

Sigma-Aldrich

3,4-Diaminotoluene

99%, purified by sublimation

Synonym(s):

4-Methyl-o-phenylenediamine, 3,4-Toluenediamine

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About This Item

Linear Formula:
CH3C6H3(NH2)2
CAS Number:
496-72-0
Molecular Weight:
122.17
Beilstein:
507965
EC Number:
207-826-2
MDL number:
MFCD00007728
UNSPSC Code:
12352100
PubChem Substance ID:
24860746

Assay

99%

purified by

sublimation

bp

155-156 °C/18 mmHg (lit.)

mp

87-89 °C (lit.)

SMILES string

Cc1ccc(N)c(N)c1

InChI

1S/C7H10N2/c1-5-2-3-6(8)7(9)4-5/h2-4H,8-9H2,1H3

InChI key

DGRGLKZMKWPMOH-UHFFFAOYSA-N

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General description

3,4-Diaminotoluene on treatment with [{PhP(Se)(μ-Se)}2], causes the rupture of the dimer, giving PhP(Se)(NHC6H3(CH3-3)NH-1,2).

Application

3,4-Diaminotoluene was employed as catalyst for the two-step reduction of Zn(II) ions at dropping mercury electrode in 1M NaClO4 + 0.001M HClO4. It was also used in the synthesis of new benzimidazole derivatives with cyclohexylalkyl and aralkyl substituents in position 2.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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The catalysis of the reduction of Zn (II) ions by 3, 4-diaminotoluene.
Dalmata G.
Electrochimica Acta, 42(9), 1307-1314 (1997)
Bridge cleavage of [{PhP(Se)(?-Se)}2] by 1,2- C6H4(EH)(E'H) (E, E'=O or NH). X-ray crystal structure of PhP(Se)(NHC6H4NH-1,2).
Bhattacharyya P, et al.
Journal of Organometallic Chemistry, 623(1), 116-119 (2001)
Synthesis and tuberculostatic activity of new benzimidazole derivatives.
Foks H, et al.
Chemistry of Heterocyclic Compounds, 42(5), 611-614 (2006)
P J Becci et al.
Toxicology and applied pharmacology, 71(3), 323-329 (1983-12-01)
o-Toluenediamine in corn oil was administered po to Sprague-Dawley rats at dosages of 10, 30, 100, or 300 mg/kg body wt/day during Days 6 through 15 of gestation. All animals were killed on Day 20 of gestation. A similar study
Effect of 4 toluene diamine isomers on murine testicular DNA synthesis.
E J Greene et al.
Mutation research, 91(1), 75-79 (1981-01-01)
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