Product Name

  • Name

    2,4,6-Trimethyl-1,3-phenylenediamine

  • EINECS 221-456-9
  • CAS No. 3102-70-3
  • Density 1.051 g/cm3
  • Solubility 22.7g/L at 20℃
  • Melting Point 89-91 °C(lit.)
  • Formula C9H14N2
  • Boiling Point 297.7 °C at 760 mmHg
  • Molecular Weight 150.224
  • Flash Point 158.4 °C
  • Transport Information
  • Appearance
  • Safety 26-36
  • Risk Codes 20/21/22-36/37/38
  • Molecular Structure Molecular Structure of 3102-70-3 (2,4,6-Trimethyl-1,3-phenylenediamine)
  • Hazard Symbols HarmfulXn
  • Synonyms 2,4-Mesitylenediamine(7CI,8CI);1,3,5-Trimethyl-2,6-benzenediamine;2,4,6-Trimethyl-1,3-benzenediamine;2,4,6-Trimethyl-1,3-phenylenediamine;2,4,6-Trimethyl-m-phenylenediamine;NSC 10392;
  • PSA 52.04000
  • LogP 2.93860

Synthetic route

2,4-dinitromesitylene
608-50-4

2,4-dinitromesitylene

2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

Conditions
ConditionsYield
With hydrogenchloride; zinc
With ethanol; nickel at 60 - 100℃; under 102971 Torr; Hydrogenation;
With hydrogenchloride; tin
With hydrogen In methanol at 65 - 80℃; under 30003 Torr; for 1h; Temperature; Pressure; Autoclave; Large scale;135 kg
hydrogenchloride
7647-01-0

hydrogenchloride

2,4,6-trinitromesitylene
602-96-0

2,4,6-trinitromesitylene

tin

tin

2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

eso-dinitro-mesitylene

eso-dinitro-mesitylene

2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

Conditions
ConditionsYield
With hydrogenchloride; tin
eso-trinitro-mesitylene

eso-trinitro-mesitylene

2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

Conditions
ConditionsYield
With hydrogenchloride; tin
2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

N,N'-bis(4-bromobenzylidene)-2,4,6-trimethylbenzene-1,3-diamine

N,N'-bis(4-bromobenzylidene)-2,4,6-trimethylbenzene-1,3-diamine

Conditions
ConditionsYield
In ethanol for 5h; Reflux;97%
2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

4-cyanobenzaldehyde
105-07-7

4-cyanobenzaldehyde

N,N'-bis(4-cyanobenzylidene)-2,4,6-trimethylbenzene-1,3-diamine

N,N'-bis(4-cyanobenzylidene)-2,4,6-trimethylbenzene-1,3-diamine

Conditions
ConditionsYield
In ethanol for 5h; Reflux;97%
2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

N,N'-bis(4-nitrobenzylidene)-2,4,6-trimethylbenzene-1,3-diamine

N,N'-bis(4-nitrobenzylidene)-2,4,6-trimethylbenzene-1,3-diamine

Conditions
ConditionsYield
In ethanol for 5h; Reflux;96%
2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

acetylacetone
123-54-6

acetylacetone

4-(3-amino-2,4,6-trimethylphenylimino)-pent-2-en-2-ol

4-(3-amino-2,4,6-trimethylphenylimino)-pent-2-en-2-ol

Conditions
ConditionsYield
With acetic acid In methanol for 6h; Reflux;90%
2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

C21H20O2

C21H20O2

C51H50N2O2

C51H50N2O2

Conditions
ConditionsYield
In ethanol at 60℃; for 6h;88%
4-(Diethylamino)salicylaldehyde
17754-90-4

4-(Diethylamino)salicylaldehyde

2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

6,6′-((1E,1′E)-((2,4,6-trimethyl-1,3-phenylene)-bis(azanylylidene))bis(methanylylidene))bis(3-(diethylamino)-phenol)

6,6′-((1E,1′E)-((2,4,6-trimethyl-1,3-phenylene)-bis(azanylylidene))bis(methanylylidene))bis(3-(diethylamino)-phenol)

Conditions
ConditionsYield
In methanol for 8h; Reflux;86%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

2,4,6-Trimethylbenzol-1,3-diyldiisocyanat
16959-10-7

2,4,6-Trimethylbenzol-1,3-diyldiisocyanat

Conditions
ConditionsYield
With dmap In acetonitrile at 25℃; for 0.166667h;84%
2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

5-(phenylazo)salicylaldehyde
27147-03-1

5-(phenylazo)salicylaldehyde

trans-N,N′-bis(2-hydroxy-5-phenylazobenzilidene)-2,4,6-trimethylbenzene-1,3-diamine

trans-N,N′-bis(2-hydroxy-5-phenylazobenzilidene)-2,4,6-trimethylbenzene-1,3-diamine

Conditions
ConditionsYield
In methanol for 2h; Reflux;84%
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

2,4,6-trimethyl-N,N'-bis-(pyridin-2-ylmethylene)benzene-1,3-diamine
1354921-91-7

2,4,6-trimethyl-N,N'-bis-(pyridin-2-ylmethylene)benzene-1,3-diamine

Conditions
ConditionsYield
In benzene for 8h; Reflux;83%
2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

acetylacetone
123-54-6

acetylacetone

4-[3-(3-hydroxy-1-methyl-but-2-enylideneamino)-2,4,6-trimethylphenylimino]-pent-2-en-2-ol

4-[3-(3-hydroxy-1-methyl-but-2-enylideneamino)-2,4,6-trimethylphenylimino]-pent-2-en-2-ol

Conditions
ConditionsYield
With acetic acid In methanol for 24h; Reflux;80%
2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

2-hydroxynaphthalene-1-carbaldehyde
708-06-5

2-hydroxynaphthalene-1-carbaldehyde

1,1′-(1E,1′E)-(2,4,6-trimethyl-1,3-phenylene)bis-(azan-1-yl-1-ylidene)bis(methan-1-yl-1-ylidene)dinaphthalen-2-ol

1,1′-(1E,1′E)-(2,4,6-trimethyl-1,3-phenylene)bis-(azan-1-yl-1-ylidene)bis(methan-1-yl-1-ylidene)dinaphthalen-2-ol

Conditions
ConditionsYield
In methanol for 3h; Reflux;80%
In methanol Reflux;
2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

salicylaldehyde
90-02-8

salicylaldehyde

C16H18N2O

C16H18N2O

Conditions
ConditionsYield
Stage #1: 2,4,6-trimethyl-1,3-benzenediamine In ethanol at 20℃; for 0.166667h;
Stage #2: salicylaldehyde In ethanol at 20℃; for 4h;
79%
2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

salicylaldehyde
90-02-8

salicylaldehyde

N,N'-bis(2-hydroxybenzilidene)-2,4,6-trimethylbenzene-1,3-diamine
294649-85-7

N,N'-bis(2-hydroxybenzilidene)-2,4,6-trimethylbenzene-1,3-diamine

Conditions
ConditionsYield
In methanol for 10h; Reflux;70%
ferrocenecarboxaldehyde
12093-10-6

ferrocenecarboxaldehyde

2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

N,N'-bis(ferrocenylmethylene)-2,4,6-trimethylbenzene-1,3-diamine

N,N'-bis(ferrocenylmethylene)-2,4,6-trimethylbenzene-1,3-diamine

Conditions
ConditionsYield
In benzene addn. of benzene soln. of diamine deriv. to ferrocene deriv. in benzene,refluxing for 8 h; cooling to room temp., filtration, slow evapn., filtration, filtration, washing with diethyl ether, drying in vac., elem. anal.;66%
carbon dioxide
124-38-9

carbon dioxide

2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

2,4,6-Trimethylbenzol-1,3-diyldiisocyanat
16959-10-7

2,4,6-Trimethylbenzol-1,3-diyldiisocyanat

Conditions
ConditionsYield
With tributylphosphine; di-isopropyl azodicarboxylate In dichloromethane at -78 - 20℃; under 760 Torr;65%
2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

3’,6’-dichlorospiro[3H-2,1-benzoxathiol-3,9’-[9H]xanthene]-1,1-dioxide
77545-45-0

3’,6’-dichlorospiro[3H-2,1-benzoxathiol-3,9’-[9H]xanthene]-1,1-dioxide

C37H36N4O4S

C37H36N4O4S

Conditions
ConditionsYield
With zinc(II) chloride In ethylene glycol at 150℃; for 6h;50%
With zinc(II) chloride In ethylene glycol at 150℃; for 6h;50%
With zinc(II) chloride In ethylene glycol at 150℃; for 6h;50%
2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

N,2,4,6-tetramethyl-m-phenylenediamine

N,2,4,6-tetramethyl-m-phenylenediamine

Conditions
ConditionsYield
With zeolite NaY for 48h; Heating;44%
2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

N-(3-amino-2,4,6-trimethylphenyl)methanesulfonamide

N-(3-amino-2,4,6-trimethylphenyl)methanesulfonamide

Conditions
ConditionsYield
With triethylamine In ethyl acetate mesylation; a) 0 deg C, 30 min, b) RT, 1 h;41%
2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

sodium 1-amino-4-bromoanthraquinone-2-sulfonate
6258-06-6

sodium 1-amino-4-bromoanthraquinone-2-sulfonate

sodium 1-amino-4-(3-amino-2,4,6-trimethylphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
124515-86-2

sodium 1-amino-4-(3-amino-2,4,6-trimethylphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate

Conditions
ConditionsYield
With disodium hydrogenphosphate; sodium dihydrogenphosphate; copper In water at 120℃; under 7500.75 Torr; for 0.0833333h; pH=6 - 7; Ullmann reaction; Microwave irradiation;40%
2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

dichlorosulfophthalein

dichlorosulfophthalein

C37H36N4O4S

C37H36N4O4S

Conditions
ConditionsYield
In ethylene glycol for 4h; Heating;31%
2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

1,3-diazido-2,4,6-trimethylbenzene
646054-88-8

1,3-diazido-2,4,6-trimethylbenzene

Conditions
ConditionsYield
Stage #1: 2,4,6-trimethyl-1,3-benzenediamine With hydrogenchloride; sodium nitrite In water at 0 - 2℃;
Stage #2: With sodium azide In water at 0 - 5℃;
30%
tert-Butyl 2,2,2-trichloroacetimidate
98946-18-0

tert-Butyl 2,2,2-trichloroacetimidate

2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

A

N-tert-Butyl-2,4,6-trimethyl-benzene-1,3-diamine

N-tert-Butyl-2,4,6-trimethyl-benzene-1,3-diamine

B

N,N'-Di-tert-butyl-2,4,6-trimethyl-benzene-1,3-diamine
142448-82-6

N,N'-Di-tert-butyl-2,4,6-trimethyl-benzene-1,3-diamine

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane; cyclohexane for 18h; Yield given;A n/a
B 2%
With boron trifluoride diethyl etherate In dichloromethane; cyclohexane for 18h; Yields of byproduct given;A n/a
B 2%
succinic acid anhydride
108-30-5

succinic acid anhydride

2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

N,N'-(2,4,6-trimethyl-m-phenylene)-bis-succinamic acid

N,N'-(2,4,6-trimethyl-m-phenylene)-bis-succinamic acid

Conditions
ConditionsYield
With benzene
ethyl bromide
74-96-4

ethyl bromide

2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

N-ethyl-2,4,6-trimethyl-m-phenylenediamine
856189-55-4

N-ethyl-2,4,6-trimethyl-m-phenylenediamine

Conditions
ConditionsYield
With water
ethyl bromide
74-96-4

ethyl bromide

2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

N,N'-diethyl-2,4,6-trimethyl-m-phenylenediamine
856189-58-7

N,N'-diethyl-2,4,6-trimethyl-m-phenylenediamine

Conditions
ConditionsYield
With ethanol
methyl 3-(chlorosulfonyl)propanoate
15441-07-3

methyl 3-(chlorosulfonyl)propanoate

2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

3-(3-amino-2,4,6-trimethyl-phenylsulfamoyl)-propionic acid methyl ester

3-(3-amino-2,4,6-trimethyl-phenylsulfamoyl)-propionic acid methyl ester

Conditions
ConditionsYield
With benzene
methyl 3-(chlorosulfonyl)propanoate
15441-07-3

methyl 3-(chlorosulfonyl)propanoate

2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

3,3'-(2,4,6-trimethyl-m-phenylenedisulfamoyl)-di-propionic acid dimethyl ester
856811-63-7

3,3'-(2,4,6-trimethyl-m-phenylenedisulfamoyl)-di-propionic acid dimethyl ester

3-nitrophthalic acid anhydride
641-70-3

3-nitrophthalic acid anhydride

2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

3,3'-dinitro-N,N'-(2,4,6-trimethyl-m-phenylene)-bis-phthalamic acid

3,3'-dinitro-N,N'-(2,4,6-trimethyl-m-phenylene)-bis-phthalamic acid

Conditions
ConditionsYield
With benzene
3-bromopropanesulfonyl chloride
89123-01-3

3-bromopropanesulfonyl chloride

2,4,6-trimethyl-1,3-benzenediamine
3102-70-3

2,4,6-trimethyl-1,3-benzenediamine

2,4-bis-(3-bromo-propane-1-sulfonylamino)-1,3,5-trimethyl-benzene

2,4-bis-(3-bromo-propane-1-sulfonylamino)-1,3,5-trimethyl-benzene

2,4,6-Trimethyl-1,3-phenylenediamine Chemical Properties

The Molecular Structure of 1,3-Benzenediamine, 2,4,6-trimethyl- (CAS NO.3102-70-3):

Empirical Formula: C9H14N2
Molecular Weight: 150.2209
IUPAC Name: 2,4,6-trimethylbenzene-1,3-diamine
Product Categories: AMINEPRIMARY;Aromatic Hydrocarbons (substituted) & Derivatives
Nominal Mass: 150 Da
Average Mass: 150.2209 Da
Monoisotopic Mass: 150.115698 Da 
Index of Refraction: 1.605
Molar Refractivity: 49.19 cm3
Molar Volume: 142.8 cm3
Surface Tension: 45.9 dyne/cm
Density: 1.051 g/cm3
Flash Point: 158.4 °C
Enthalpy of Vaporization: 53.76 kJ/mol
Boiling Point: 297.7 °C at 760 mmHg
Vapour Pressure: 0.00132 mmHg at 25°C 
InChI
InChI=1/C9H14N2/c1-5-4-6(2)9(11)7(3)8(5)10/h4H,10-11H2,1-3H3
Smiles
c1(c(c(C)cc(c1N)C)N)C

2,4,6-Trimethyl-1,3-phenylenediamine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD skin > 7500mg/kg (7500mg/kg)   Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 677, 1992.
rat LC inhalation > 5700mg/m3/4H (5700mg/m3) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 677, 1992.
rat LDLo oral 630mg/kg (630mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 677, 1992.

2,4,6-Trimethyl-1,3-phenylenediamine Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 20/21/22-36/37/38 
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36: Wear suitable protective clothing
RIDADR: 2811
WGK Germany: 3
RTECS: CZ1607000
F: 8-9-23 
F 8: Photosensitive
F 9: Keep under nitrogen
F 23: Sensitive to air
HazardClass: 6.1(a)
PackingGroup: II

2,4,6-Trimethyl-1,3-phenylenediamine Specification

 1,3-Benzenediamine, 2,4,6-trimethyl- (CAS NO.3102-70-3) is also called as 2,4,6-Trimethyl-1,3-benzenediamine ; 2,4,6-Trimethyl-m-phenylenediamine ; 3-13-00-00343 (Beilstein Handbook Reference) ; 2,4-Diaminomesitylene ; 2,4-Mesitylenediamine (7CI,8CI) .

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