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Merck
CN

339938

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
EC Number:
207-826-2
UNSPSC Code:
12352100
PubChem Substance ID:
24860746
Beilstein/REAXYS Number:
507965
MDL number:
MFCD00007728
Assay:
99%

Key Documents

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InChI key

DGRGLKZMKWPMOH-UHFFFAOYSA-N

InChI

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

SMILES string

Cc1ccc(N)c(N)c1

assay

99%

purified by

sublimation

bp

155-156 °C/18 mmHg (lit.)

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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

signalword

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

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
05219CH
22529CA
13715BI
11508BQ
10630AS

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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)
The catalysis of the reduction of Zn (II) ions by 3, 4-diaminotoluene.
Dalmata G.
Electrochimica Acta, 42(9), 1307-1314 (1997)
Synthesis and tuberculostatic activity of new benzimidazole derivatives.
Foks H, et al.
Chemistry of Heterocyclic Compounds, 42(5), 611-614 (2006)
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)
T A Marks et al.
Teratology, 24(3), 253-265 (1981-12-01)
Pregnant outbred albino (CD-1) mice were given 2-nitro-p-phenylenediamine (2NPPD; 32-256 mg/kg/day), 4-nitro-o-phenylenediamine (4NOPD; 16-1024 mg/kg/day) or 2,5-toluenediamine sulfate (2,5TDS; 16-64 mg/kg/day) by subcutaneous injection on Days 6-15 of gestation. The mice were killed on Day 18, the general health and
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