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3,4-Diaminotoluene
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Name

3,4-Diaminotoluene

 EINECS 207-826-2
CAS No. 496-72-0 Density 1.107 g/cm3
PSA 52.04000 LogP 2.32180
Solubility 16 g/L (20 °C) in water Melting Point 87-89 °C(lit.)
Formula C7H10N2 Boiling Point 262.3 °C at 760 mmHg
Molecular Weight 122.17 Flash Point 132.1 °C
Transport Information UN 2811 Appearance off-white small blocks
Safety 26-37/39-61-36/37/39 Risk Codes 20/21/22-36/37/38-52/53-40-36-22
Molecular Structure Molecular Structure of 496-72-0 (3,4-Diaminotoluene) Hazard Symbols HarmfulXn
Synonyms

Toluene-3,4-diamine(7CI,8CI);1,2-Diamino-4-methylbenzene;2-Amino-4-methylaniline;2-Amino-5-methylaniline;3,4-Diamino-1-methylbenzene;3,4-Tolylenediamine;4-Methyl-1,2-benzenediamine;4-Methyl-1,2-diaminobenzene;4-Methyl-1,2-phenylenediamine;4-Methyl-2-aminoaniline;4-Methyl-o-phenylenediamine;1,2-Benzenediamine,4-methyl-;

Article Data 90

3,4-Diaminotoluene Synthetic route

89-62-3

4-methyl-2-nitroaniline

496-72-0

4-methyl-1,2-diaminobenzene

Conditions
ConditionsYield
With hydrogen; nickel In methanol at 65 - 75℃; for 1h; Autoclave; Inert atmosphere;97%
With aluminum oxide; hydrazine hydrate; iron(III) chloride at 111℃; for 0.1h; Irradiation; microwave;96%
With hydrazine hydrate In ethanol at 70℃; for 4h; chemoselective reaction;94%
610-39-9

3,4-Dinitrotoluene

496-72-0

4-methyl-1,2-diaminobenzene

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen In ethanol at 20℃; for 48h;96.6%
With hydrogen In methanol at 50℃; under 1500.15 Torr; for 0.25h; Inert atmosphere;88%
With 5 wt% ruthenium/carbon; hydrogen; sodium nitrite In isopropyl alcohol at 150℃; under 62256.2 Torr; for 4h; Temperature; Autoclave;
1457-93-8

5-methylbenzo[c][1,2,5]thiadiazole

496-72-0

4-methyl-1,2-diaminobenzene

Conditions
ConditionsYield
With methanol; samarium diiodide In tetrahydrofuran at 20℃; for 0.333333h;91%
With magnesium In methanol at 45 - 60℃; for 1.83333h;86%

2-nitro-5,5'-dimethylazobenzene

496-72-0

4-methyl-1,2-diaminobenzene

Conditions
ConditionsYield
With formic acid; zinc In methanol at 20℃; for 24h; Inert atmosphere;90%
578-46-1

5-methyl-2-nitroaniline

496-72-0

4-methyl-1,2-diaminobenzene

Conditions
ConditionsYield
With tetrahydroxydiboron; water at 80℃; for 8h;86%
With tetrahydroxydiboron; 5%-palladium/activated carbon; water In acetonitrile at 50℃; for 24h;80%
With hydrogenchloride; tin
19164-41-1

5-methylbenzofuroxan

496-72-0

4-methyl-1,2-diaminobenzene

Conditions
ConditionsYield
With ammonium sulfate; magnesium In methanol Ambient temperature;80%
With Saccharomyces cerevisiae BY In methanol at 20℃; for 6.5h; pH=7.0; aq. buffer; Enzymatic reaction;80%

2-nitro-4,4'-dimethylazobenzene

496-72-0

4-methyl-1,2-diaminobenzene

Conditions
ConditionsYield
With formic acid; zinc In methanol at 20℃; for 10h; Inert atmosphere;76%
53476-34-9

2-amino-4-methylacetanilide

A

1792-41-2

2,5-dimethylbenzimidazole

B

496-72-0

4-methyl-1,2-diaminobenzene

Conditions
ConditionsYield
Erhitzen;
63189-97-9

(4-amino-3-nitrophenyl)methanol

496-72-0

4-methyl-1,2-diaminobenzene

Conditions
ConditionsYield
With hydrogenchloride; tin

(E)-1-(4-methyl-2-nitrophenyl)-2-(p-tolyl)diazene

496-72-0

4-methyl-1,2-diaminobenzene

Conditions
ConditionsYield
With hydrogenchloride; tin

3,4-Diaminotoluene Consensus Reports

Reported in EPA TSCA Inventory.

3,4-Diaminotoluene Specification

3,4-Diaminotoluene(CAS NO.496-72-0), its Synonyms are o-Tolamine; Tolamine-3.4; Toluene-3.4-diamine;
1.2-Diamino-4-methylbenzene; 3.4-Diamino-1-methylbenzene; 4-Methyl-1.2-benzenediamine; Methylorthamine; 3-Methylorthamine; 4-Methyl-o-phenylenediamine; o-Toluylenediamine; 3.4-Toluylenediamine. It is off-white small blocks. It is used in the synthesis of colorlant compounds (dyestuffs, pigments, optical brighteners and hair dyes), pesticides, corrosion inhibitors and antioxidants.

Physical properties about 3,4-Diaminotoluene are: (1)ACD/LogP: 0.508; (2)ACD/LogD (pH 5.5): 0.43; (3)ACD/LogD (pH 7.4): 0.51; (4)ACD/BCF (pH 5.5): 1.21; (5)ACD/BCF (pH 7.4): 1.43; (6)ACD/KOC (pH 5.5): 37.99; (7)ACD/KOC (pH 7.4): 44.90; (8)#H bond acceptors: 2; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.636; (12)Molar Refractivity: 39.55 cm3; (13)Molar Volume: 110.269 cm3; (14)Polarizability: 15.679 10-24cm3; (15)Surface Tension: 52.3349990844727 dyne/cm; (16)Density: 1.108 g/cm3; (17)Flash Point: 132.104 °C; (18)Enthalpy of Vaporization: 50.005 kJ/mol; (19)Boiling Point: 262.278 °C at 760 mmHg; (20)Vapour Pressure: 0.0109999999403954 mmHg at 25°C

When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing and gloves;
3. Avoid release to the environment. Refer to special instructions safety data sheet;
4. Wear suitable protective clothing, gloves and eye/face protection;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C7H10N2/c1-5-2-3-6(8)7(9)4-5/h2-4H,8-9H2,1H3;
(2)InChIKey=DGRGLKZMKWPMOH-UHFFFAOYSA-N;
(3)Smilesc1(c(ccc(c1)C)N)N;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LDLo subcutaneous 100mg/kg (100mg/kg)   Zeitschrift fuer Experimentelle Pathologie und Therapie. Vol. 17, Pg. 59, 1915.

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