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Sigma-Aldrich

4-Methyl-o-phenylenediamine

purum, ≥98.0% (NT)

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Synonym(s):
3,4-Toluenediamine
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:
329754508
NACRES:
NA.22

grade

purum

Quality Level

100

Assay

≥98.0% (NT)

bp

155-156 °C/18 mmHg (lit.)

mp

87-89 °C (lit.)
87-89 °C

application(s)

agriculture
environmental

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

4-Methyl-o-phenylenediamine is the 4-substituted derivative of o-phenylenediamine. It reacts with selenous acid in acid solution to form benzoselenadiazoles.

Application

4-Methyl-o-phenylenediamine was employed as chromogenic reagent in the spectrophotometric determination of selenium(IV). It was used in the synthesis of an asymmetrical tetradentate Schiff base via condensation with dehydroacetic acid and salicylic aldehyde.

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

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis, characterization and thermal study of some transition metal complexes of an asymmetrical tetradentate Schiff base ligand.
Munde AS, et al.
J. Serb. Chem. Soc., 75(3), 349-359 (2010)
Some 4-substituted< i> o</i>-phenylenediamines as reagents for selenium.
Tanaka M and Kawashima T.
Talanta, 12(3), 211-219 (1965)
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
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)
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
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