3102-70-3

Basic information

• Product Name: 2,4,6-Trimethyl-1,3-phenylenediamine
• Synonyms: 2,4,6-TRIMETHYL-M-PHENYLENEDIAMINE;2,4-Diamino-1,3,5-trimethylbenzene (Diaminomesitylene);2,4-Mesitylenediamine;2,4,6-trimethylbenzene-1,3-diamine;2,4,6-TRIMETHYL-1,3-PHENYLENEDIAMINE, 96 %;1,3-Benzenediamine,2,4,6-trimethyl-(9CI);2,4,6-TRIMETHYL-1,3-PHENYLENEDIAMINE 98+%;2,4,6-Trimethyl-1,3-phenylenediamine, 2,4-Diamino-1,3,5-trimethylbenzene, 2,4-Diaminomesitylene
• CAS NO: 3102-70-3
• Molecular Formula: C9H14N2
• Molecular Weight: 150.22
• EINECS: 221-456-9
• Product Categories: AMINEPRIMARY;Aromatic Hydrocarbons (substituted) & Derivatives
• Mol File: 3102-70-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 89-91 °C(lit.)
• Boiling Point: 297.7 °C at 760 mmHg
• Flash Point: 158.4 °C
• Appearance: /
• Density: 1.051 g/cm³
• Vapor Pressure: 0.00132mmHg at 25°C
• Refractive Index: 1.605
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 5.03±0.10(Predicted)
• Water Solubility: 22.7g/L at 20℃
• BRN: 2717221
• CAS DataBase Reference: 2,4,6-Trimethyl-1,3-phenylenediamine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-Trimethyl-1,3-phenylenediamine(3102-70-3)
• EPA Substance Registry System: 2,4,6-Trimethyl-1,3-phenylenediamine(3102-70-3)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• RIDADR: 2811
• WGK Germany: 3
• RTECS: CZ1607000
• F: 8-9-23
• HazardClass: 6.1(a)
• PackingGroup: II
• Hazardous Substances Data: 3102-70-3(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow powder

Uses

Different sources of media describe the Uses of 3102-70-3 differently. You can refer to the following data:
1. 2,4,6-Trimethyl-1,3-benzenediamine is a compound used in the synthesis of various polymers.
2. 2,4,6-Trimethyl-1,3-phenylenediamine is a compound used in the synthesis of various polymers.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C9H14N2/c1-5-4-6(2)9(11)7(3)8(5)10/h4H,10-11H2,1-3H3

Synthetic route

2,4-dinitromesitylene (608-50-4) → 2,4,6-trimethyl-1,3-benzenediamine (3102-70-3)

Conditions	Yield
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) + 2,4,6-trinitromesitylene (602-96-0) + tin → 2,4,6-trimethyl-1,3-benzenediamine (3102-70-3)

eso-dinitro-mesitylene → 2,4,6-trimethyl-1,3-benzenediamine (3102-70-3)

Conditions	Yield
With hydrogenchloride; tin

eso-trinitro-mesitylene → 2,4,6-trimethyl-1,3-benzenediamine (3102-70-3)

Conditions	Yield
With hydrogenchloride; tin

2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) + 4-bromo-benzaldehyde (1122-91-4) → N,N'-bis(4-bromobenzylidene)-2,4,6-trimethylbenzene-1,3-diamine

Conditions	Yield
In ethanol for 5h; Reflux;	97%

2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) + 4-cyanobenzaldehyde (105-07-7) → N,N'-bis(4-cyanobenzylidene)-2,4,6-trimethylbenzene-1,3-diamine

Conditions	Yield
In ethanol for 5h; Reflux;	97%

2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) + 4-nitrobenzaldehdye (555-16-8) → N,N'-bis(4-nitrobenzylidene)-2,4,6-trimethylbenzene-1,3-diamine

Conditions	Yield
In ethanol for 5h; Reflux;	96%

2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) + acetylacetone (123-54-6) → 4-(3-amino-2,4,6-trimethylphenylimino)-pent-2-en-2-ol

Conditions	Yield
With acetic acid In methanol for 6h; Reflux;	90%

2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) + C21H20O2 → C51H50N2O2

Conditions	Yield
In ethanol at 60℃; for 6h;	88%

4-(Diethylamino)salicylaldehyde (17754-90-4) + 2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) → 6,6′-((1E,1′E)-((2,4,6-trimethyl-1,3-phenylene)-bis(azanylylidene))bis(methanylylidene))bis(3-(diethylamino)-phenol)

Conditions	Yield
In methanol for 8h; Reflux;	86%

di-tert-butyl dicarbonate (24424-99-5) + 2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) → 2,4,6-Trimethylbenzol-1,3-diyldiisocyanat (16959-10-7)

Conditions	Yield
With dmap In acetonitrile at 25℃; for 0.166667h;	84%

2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) + 5-(phenylazo)salicylaldehyde (27147-03-1) → trans-N,N′-bis(2-hydroxy-5-phenylazobenzilidene)-2,4,6-trimethylbenzene-1,3-diamine

Conditions	Yield
In methanol for 2h; Reflux;	84%

pyridine-2-carbaldehyde (1121-60-4) + 2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) → 2,4,6-trimethyl-N,N'-bis-(pyridin-2-ylmethylene)benzene-1,3-diamine (1354921-91-7)

Conditions	Yield
In benzene for 8h; Reflux;	83%

2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) + acetylacetone (123-54-6) → 4-[3-(3-hydroxy-1-methyl-but-2-enylideneamino)-2,4,6-trimethylphenylimino]-pent-2-en-2-ol

Conditions	Yield
With acetic acid In methanol for 24h; Reflux;	80%

2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) + 2-hydroxynaphthalene-1-carbaldehyde (708-06-5) → 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	Yield
In methanol for 3h; Reflux;	80%
In methanol Reflux;

2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) + salicylaldehyde (90-02-8) → C16H18N2O

Conditions	Yield
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) + salicylaldehyde (90-02-8) → N,N'-bis(2-hydroxybenzilidene)-2,4,6-trimethylbenzene-1,3-diamine (294649-85-7)

Conditions	Yield
In methanol for 10h; Reflux;	70%

ferrocenecarboxaldehyde (12093-10-6) + 2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) → N,N'-bis(ferrocenylmethylene)-2,4,6-trimethylbenzene-1,3-diamine

Conditions	Yield
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) + 2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) → 2,4,6-Trimethylbenzol-1,3-diyldiisocyanat (16959-10-7)

Conditions	Yield
With tributylphosphine; di-isopropyl azodicarboxylate In dichloromethane at -78 - 20℃; under 760 Torr;	65%

2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) + 3’,6’-dichlorospiro[3H-2,1-benzoxathiol-3,9’-[9H]xanthene]-1,1-dioxide (77545-45-0) → C37H36N4O4S

Conditions	Yield
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) + carbonic acid dimethyl ester (616-38-6) → N,2,4,6-tetramethyl-m-phenylenediamine

Conditions	Yield
With zeolite NaY for 48h; Heating;	44%

2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) + methanesulfonyl chloride (124-63-0) → N-(3-amino-2,4,6-trimethylphenyl)methanesulfonamide

Conditions	Yield
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) + sodium 1-amino-4-bromoanthraquinone-2-sulfonate (6258-06-6) → sodium 1-amino-4-(3-amino-2,4,6-trimethylphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate (124515-86-2)

Conditions	Yield
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) + dichlorosulfophthalein → C37H36N4O4S

Conditions	Yield
In ethylene glycol for 4h; Heating;	31%

2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) → 1,3-diazido-2,4,6-trimethylbenzene (646054-88-8)

Conditions	Yield
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) + 2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) → N-tert-Butyl-2,4,6-trimethyl-benzene-1,3-diamine + N,N'-Di-tert-butyl-2,4,6-trimethyl-benzene-1,3-diamine (142448-82-6)

Conditions	Yield
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) + 2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) → N,N'-(2,4,6-trimethyl-m-phenylene)-bis-succinamic acid

Conditions	Yield
With benzene

ethyl bromide (74-96-4) + 2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) → N-ethyl-2,4,6-trimethyl-m-phenylenediamine (856189-55-4)

Conditions	Yield
With water

ethyl bromide (74-96-4) + 2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) → N,N'-diethyl-2,4,6-trimethyl-m-phenylenediamine (856189-58-7)

Conditions	Yield
With ethanol

methyl 3-(chlorosulfonyl)propanoate (15441-07-3) + 2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) → 3-(3-amino-2,4,6-trimethyl-phenylsulfamoyl)-propionic acid methyl ester

Conditions	Yield
With benzene

methyl 3-(chlorosulfonyl)propanoate (15441-07-3) + 2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) → 3,3'-(2,4,6-trimethyl-m-phenylenedisulfamoyl)-di-propionic acid dimethyl ester (856811-63-7)

3-nitrophthalic acid anhydride (641-70-3) + 2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) → 3,3'-dinitro-N,N'-(2,4,6-trimethyl-m-phenylene)-bis-phthalamic acid

Conditions	Yield
With benzene

3-bromopropanesulfonyl chloride (89123-01-3) + 2,4,6-trimethyl-1,3-benzenediamine (3102-70-3) → 2,4-bis-(3-bromo-propane-1-sulfonylamino)-1,3,5-trimethyl-benzene

Upstream product

• 7647-01-0 hydrogenchloride 
• 602-96-0 2,4,6-trinitromesitylene 
• 608-50-4 2,4-dinitromesitylene 

Downstream Products

• 856811-63-7 3,3'-(2,4,6-trimethyl-m-phenylenedisulfamoyl)-di-propionic acid dimethyl ester 
• 107976-20-5 N-(3-Butyrylamino-2,4,6-trimethyl-phenyl)-butyramide 
• 107976-31-8 Octadecanoic acid (2,4,6-trimethyl-3-octadecanoylamino-phenyl)-amide 
• 107976-30-7 Hexadecanoic acid (3-hexadecanoylamino-2,4,6-trimethyl-phenyl)-amide 
• 16959-10-7 2,4,6-Trimethylbenzol-1,3-diyldiisocyanat 

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