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1,4-Benzenediamine,2,3,5,6-tetramethyl-
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Name

1,4-Benzenediamine,2,3,5,6-tetramethyl-

 EINECS 221-457-4
CAS No. 3102-87-2 Density 1.032 g/cm3
PSA 52.04000 LogP 3.24700
Solubility N/A Melting Point 150-155 °C(lit.)
Formula C10H16N2 Boiling Point 310.6 °C at 760 mmHg
Molecular Weight 164.25 Flash Point 167.8 °C
Transport Information N/A Appearance beige fine crystalline powder
Safety 26-36-22 Risk Codes 36/37/38-40
Molecular Structure Molecular Structure of 3102-87-2 (2,3,5,6-TETRAMETHYL-1,4-PHENYLENEDIAMINE) Hazard Symbols IrritantXi,HarmfulXn
Synonyms

p-Phenylenediamine,2,3,5,6-tetramethyl- (6CI,7CI,8CI);1,4-Diamino-2,3,5,6-tetramethylbenzene;2,3,5,6-Tetramethyl-1,4-benzenediamine;2,3,5,6-Tetramethyl-1,4-phenylenediamine;2,3,5,6-Tetramethyl-p-phenylenediamine;2,3,5,6-Tetramethylphenylenediamine;DAD(H);Diaminodurene;Diaminodurol;Durenediamine;NSC 158251;

Article Data 9

1,4-Benzenediamine,2,3,5,6-tetramethyl- Synthetic route

5465-13-4

dinitrodurene

3102-87-2

tetramethyl-p-phenylenediamine

Conditions
ConditionsYield
With ethanol; nickel at 60℃; Hydrogenation;
With ethanol; nickel under 110326 Torr; Hydrogenation;
With nickel; hydrazine hydrate In ethanol at 60 - 70℃;
13171-61-4

2,3,5,6-tetramethyl-4-amino-1-nitrobenzene

3102-87-2

tetramethyl-p-phenylenediamine

Conditions
ConditionsYield
With ammonium sulfide at 135℃;
eso-dinitro-durol

eso-dinitro-durol

3102-87-2

tetramethyl-p-phenylenediamine

Conditions
ConditionsYield
With acetic acid; zinc
eso-dinitro-durol

eso-dinitro-durol

A

3102-87-2

tetramethyl-p-phenylenediamine

B

13171-61-4

2,3,5,6-tetramethyl-4-amino-1-nitrobenzene

Conditions
ConditionsYield
With ammonium sulfide at 130℃;
5465-13-4

dinitrodurene

A

3102-87-2

tetramethyl-p-phenylenediamine

B

tellurium

tellurium

Conditions
ConditionsYield
With disodium telluride In 1,4-dioxane; water at 50℃; for 7h; twice amount of reducing agent; Yield given;
3102-87-2

tetramethyl-p-phenylenediamine

81-30-1

1,4,5,8-naphthalenetetracarboxylic dianhydride

13821-25-5

2,7-diaminobenzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone

Conditions
ConditionsYield
With NH-pyrazole at 110℃; for 17h;95%
3102-87-2

tetramethyl-p-phenylenediamine

128-69-8

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride

1454647-98-3

2,9-bis-(4-amino-2,3,5,6-tetramethylphenyl)anthra[2,1,9-def;6,5,10-d′e′f ′]diisoquinolin-1,3,8,10-tetraone

Conditions
ConditionsYield
With NH-pyrazole at 140℃; for 4h;95%
933-00-6

p-methylbenzenesulfenyl chloride

3102-87-2

tetramethyl-p-phenylenediamine

2,3,5,6-tetramethyl-N,N′-bis(4-methylphenylsulfanyl)cyclohexa-2,5-diene-1,4-diimine

Conditions
ConditionsYield
With pyridine at 0 - 20℃; for 1h;95%
75-77-4

chloro-trimethyl-silane

3102-87-2

tetramethyl-p-phenylenediamine

N,N'-bis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-phenylenediamine

Conditions
ConditionsYield
Stage #1: tetramethyl-p-phenylenediamine With n-butyllithium In tetrahydrofuran; hexane at 20℃; for 16h;
Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane at 20℃; for 12h;		91%
75-09-2

dichloromethane

172481-11-7

trans,mer-[Ti(t-butylimide)Cl2(pyridine)3]

3102-87-2

tetramethyl-p-phenylenediamine

[Ti(pyridine)3Cl2(1,4-NC6Me4NH2)]*0.4CH2Cl2

Conditions
ConditionsYield
In dichloromethane byproducts: tBuNH2; (Ar); for 2 h at room temp.; evapd., layered with hexane at room temp. from CH2Cl2 soln.;91%

1,4-Benzenediamine,2,3,5,6-tetramethyl- Specification

The CAS register number of 1,4-Benzenediamine,2,3,5,6-tetramethyl- is 3102-87-2. It also can be called as Diaminodurene and the IUPAC name about this chemical is 2,3,5,6-tetramethylbenzene-1,4-diamine. The molecular formula about this chemical is C10H16N2 and the molecular weight is 164.25. It belongs to the following product categories which include Fluorenes, etc. (reagent for high-performance polymer research); Functional Materials; Reagent for High-Performance Polymer Research and so on.

Physical properties about 1,4-Benzenediamine,2,3,5,6-tetramethyl- are: (1)ACD/LogP: 1.16; (2)ACD/LogD (pH 5.5): 0.45; (3)ACD/LogD (pH 7.4): 1.13; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 4.24; (6)ACD/KOC (pH 5.5): 20.08; (7)ACD/KOC (pH 7.4): 96.46; (8)#H bond acceptors: 2; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 6.48Å2; (12)Index of Refraction: 1.594; (13)Molar Refractivity: 54.02 cm3; (14)Molar Volume: 159 cm3; (15)Polarizability: 21.41x10-24cm3; (16)Surface Tension: 43.9 dyne/cm; (17)Enthalpy of Vaporization: 55.14 kJ/mol; (18)Boiling Point: 310.6 °C at 760 mmHg; (19)Vapour Pressure: 0.000595 mmHg at 25°C.

Uses of 1,4-Benzenediamine,2,3,5,6-tetramethyl-: it can be used to produce 1,4-bis-(2,5-dimethylpyrrol-1-yl)-2,3,5,6-tetramethylbenzene with hexane-2,5-dione at heating. This reaction will need reagent conc. HCl and solvent ethanol with reaction time of 1 hours. The yield is about 62%.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. It is limited evidence of a carcinogenic effect. When you are using it, please wear suitable protective clothing and do not breathe dust. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Nc1c(c(c(c(c1C)C)N)C)C
(2)InChI: InChI=1/C10H16N2/c1-5-6(2)10(12)8(4)7(3)9(5)11/h11-12H2,1-4H3
(3)InChIKey: WCZNKVPCIFMXEQ-UHFFFAOYAX
(4)Std. InChI: InChI=1S/C10H16N2/c1-5-6(2)10(12)8(4)7(3)9(5)11/h11-12H2,1-4H3
(5)Std. InChIKey: WCZNKVPCIFMXEQ-UHFFFAOYSA-N

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