2,6-Diaminotoluene supplier

Name
2,6-Diaminotoluene
EINECS 212-513-9
CAS No. 823-40-5
Article Data48
CAS DataBase
Density 1.107 g/cm³
Solubility 60 g/L (15 °C) in water
Melting Point 104-106 °C(lit.)
Formula C₇H₁₀N₂
Boiling Point 284.2 °C at 760 mmHg
Molecular Weight 122.17
Flash Point 148.3 °C
Transport Information UN 3077 9/PG 3
Appearance off-white crystals
Safety 24-36/37-61
Risk Codes 21/22-43-51/53-68-50/53-40
Molecular Structure
Hazard Symbols Xn, N
Synonyms Toluene-2,6-diamine(7CI,8CI);1,3-Diamino-2-methylbenzene;2,6-Diamino-1-methylbenzene;2,6-Toluenediamine;2-Methyl-m-phenylenediamine;
PSA 52.04000
LogP 2.32180

Synthetic route

: 606-20-2
2,6-dinitrotoluene

: 823-40-5
2,6-Diaminotoluene

Conditions

Conditions	Yield
With hydrogen In methanol at 50℃; under 1500.15 Torr; for 0.666667h; Inert atmosphere;	100%
With Fe3O4Rh; hydrazine hydrate In ethanol at 80℃; for 2h; Inert atmosphere;	99%
With hydrogen In ethanol at 20℃; under 760.051 Torr; for 1h;	99%

: 91-08-7
2,6-Toluene diisocyanate

: 823-40-5
2,6-Diaminotoluene

Conditions

Conditions	Yield
With formic acid; trifluoroborane diethyl ether	94%
With water In 1,2-dimethoxyethane at 37℃; for 0.0166667h; Kinetics; Further Variations:; Solvents; Reaction partners; Hydrolysis;	10.7%

: 87-60-5
3-chloro-2-methylbenzenamine

: 823-40-5
2,6-Diaminotoluene

Conditions

Conditions	Yield
With ammonium hydroxide; urea; copper(l) chloride at 160℃; under 17251.7 Torr; for 20h; Reagent/catalyst; Temperature; Pressure; Autoclave;	85.5%

: 603-83-8
3-nitro-o-tolylamine

: 823-40-5
2,6-Diaminotoluene

Conditions

Conditions	Yield
With hydrogenchloride; tin; tin(ll) chloride auf dem Wasserbade;
With formic acid In ethanol; water at 20℃; for 1h;
With sodium tetrahydroborate In ethanol; water at 25℃; for 0.5h;
With hydrazine hydrate In ethanol at 80℃; for 0.483333h; Catalytic behavior;
With hydrazine hydrate In ethanol at 90℃; for 14h; Catalytic behavior; Green chemistry;

: 7647-01-0
hydrogenchloride

: 603-83-8
3-nitro-o-tolylamine

tin: tin

: 823-40-5
2,6-Diaminotoluene

...Expand

: 64-17-5
ethanol

: 606-20-2
2,6-dinitrotoluene

palladium charcoal: palladium charcoal

A: 823-40-5
2,6-Diaminotoluene

B: 5805-95-8
2-hydroxylamino-6-nitrotoluene

Conditions

Conditions	Yield
Hydrogenation;

...Expand

: 7664-93-9
sulfuric acid

: 606-20-2
2,6-dinitrotoluene

vanadium compound: vanadium compound

A: 823-40-5
2,6-Diaminotoluene

B: 603-83-8
3-nitro-o-tolylamine

C: 5806-00-8
6,6'-Dinitro-2,2'-azoxytoluene

Conditions

Conditions	Yield
bei der elektrolytischen Reduktion;

...Expand

: 606-20-2
2,6-dinitrotoluene

A: 823-40-5
2,6-Diaminotoluene

B: 603-83-8
3-nitro-o-tolylamine

Conditions

Conditions	Yield
In phosphate buffer pH=2; Electrochemical reaction;

: 188910-15-8
(S)-2-Amino-4-[(R)-2-{3-[(R)-2-((S)-4-amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanylcarbonylamino]-2-methyl-phenylcarbamoylsulfanyl}-1-(carboxymethyl-carbamoyl)-ethylcarbamoyl]-butyric acid

A: 823-40-5
2,6-Diaminotoluene

B: 2-amino-6-isocyanatotoluene

C: (S)-2-Amino-4-[(R)-2-(3-amino-2-methyl-phenylcarbamoylsulfanyl)-1-(carboxymethyl-carbamoyl)-ethylcarbamoyl]-butyric acid

D: (S)-2-Amino-4-[(R)-1-(carboxymethyl-carbamoyl)-2-(3-isocyanato-2-methyl-phenylcarbamoylsulfanyl)-ethylcarbamoyl]-butyric acid

Conditions

Conditions	Yield
With Hank's balanced salts solution at 25℃; for 72h; Kinetics; Product distribution; Further Variations:; Temperatures;

...Expand

: 121-14-2
2,4-dinitrotoluene

: 618-85-9
3,5-dinitrotoluene

: 606-20-2
2,6-dinitrotoluene

: 602-01-7
1-methyl-2,3-dinitrobenzene

: 610-39-9
3,4-Dinitrotoluene

: 619-15-8
2,5-dinitrotoluene

A: 108-71-4
3,5-diaminotoluene

B: 823-40-5
2,6-Diaminotoluene

C: 95-80-7
4-methylbenzene-1,3-diamine

D: 496-72-0
4-methyl-1,2-diaminobenzene

E: 95-70-5
2-methyl-p-phenylenediamine

F: 2687-25-4
3-methyl-1,2-benzenediamine

Conditions

Conditions	Yield
With hydrogen; nickel at 120 - 140℃; under 11251.1 - 22502.3 Torr; Product distribution / selectivity;

...Expand

: 99-99-0
1-methyl-4-nitrobenzene

: 121-14-2
2,4-dinitrotoluene

: 618-85-9
3,5-dinitrotoluene

: 606-20-2
2,6-dinitrotoluene

: 602-01-7
1-methyl-2,3-dinitrobenzene

: 619-15-8
2,5-dinitrotoluene

A methylcyclohexylamine: methylcyclohexylamine

B methylcyclohexyldiamine: methylcyclohexyldiamine

C toluidine: toluidine

D: 108-71-4
3,5-diaminotoluene

E: 823-40-5
2,6-Diaminotoluene

F: 95-80-7
4-methylbenzene-1,3-diamine

G: 95-70-5
2-methyl-p-phenylenediamine

H: 2687-25-4
3-methyl-1,2-benzenediamine

Conditions

Conditions	Yield
With hydrogen at 170 - 215.6℃; under 67.5068 Torr;

...Expand

: 121-14-2
2,4-dinitrotoluene

: 606-20-2
2,6-dinitrotoluene

A: 823-40-5
2,6-Diaminotoluene

B: 95-80-7
4-methylbenzene-1,3-diamine

Conditions

Conditions	Yield
With hydrogen; Ni hydrogenation catalyst In water at 120 - 122℃; under 18751.9 Torr;
With hydrogen; nickel In water at 180℃; under 19502 Torr; for 18 - 215h; Product distribution / selectivity;
With hydrogen; nickel on SiO2 and ZrO2 mixture In water at 116 - 126℃; under 18751.9 Torr; Product distribution / selectivity; Inert atmosphere; Industry scale;

...Expand

: 53278-85-6
1,2-dichloro-4-methyl-3,5-dinitro-benzene

: 823-40-5
2,6-Diaminotoluene

Conditions

Conditions	Yield
With sodium hydroxide; calcium carbonate; aluminum nickel In methanol

: 2,6-diamino-3,4-dichlorotoluene

: 823-40-5
2,6-Diaminotoluene

Conditions

Conditions	Yield
With calcium oxide In palladium on charcoal; isopropyl alcohol

: 118-69-4
2,6-dichlorotoluene

: 823-40-5
2,6-Diaminotoluene

Conditions

Conditions	Yield
With ammonium hydroxide; C30H42NOP*C9H9ClPd In ethanol at 80℃; under 760.051 Torr; for 8h; Catalytic behavior; Temperature;	58.3 g

: 823-40-5
2,6-Diaminotoluene

: 541-41-3
chloroformic acid ethyl ester

: 16648-51-4
ethyl N-(3-ethoxycarbonylamino-2-methylphenyl)carbamate

Conditions

Conditions	Yield
With TEA In tetrahydrofuran for 1h; Heating;	98%
In chloroform

: 823-40-5
2,6-Diaminotoluene

: 110-13-4
2,5-hexanedione

: 2,6-di(2,5-dimethyl-1H-pyrrol-1-yl)toluene

Conditions

Conditions	Yield
montmorillonite K-10 at 90℃; for 0.05h; modified Paal-Knorr synthesis; microwave heating;	97%

: 823-40-5
2,6-Diaminotoluene

: 762-42-5
dimethyl acetylenedicarboxylate

: 49635-43-0
2,6-bis(1,2-dicarbomethoxyvinylamino)toluene

Conditions

Conditions	Yield
In methanol; chloroform standing overnight;	95%
In methanol at 0 - 20℃;

: 823-40-5
2,6-Diaminotoluene

: 762-42-5
dimethyl acetylenedicarboxylate

: C19H22N2O8

Conditions

Conditions	Yield
In methanol; chloroform at 0 - 20℃; for 16h; Inert atmosphere; Schlenk technique;	95%

: 823-40-5
2,6-Diaminotoluene

: 56800-36-3
4-formylphenyl 4-(dodecyloxy)benzoate

: 1373878-22-8
N,N'-bis[4-(4-n-dodecyloxybenzoyloxy)benzylidene]-(2-methyl-1,3-phenylene)diamine

Conditions

Conditions	Yield
With acetic acid In ethanol at 20℃; for 24h;	93%

: 823-40-5
2,6-Diaminotoluene

: 3788-94-1
2-ethoxymethylene-3-oxobutanoic acid ethyl ester

: C21H26N2O6

Conditions

Conditions	Yield
In ethanol at 70℃; for 0.333333h; Microwave irradiation; Inert atmosphere;	93%

: 539-92-4
diisobutyl carbonate

: 823-40-5
2,6-Diaminotoluene

: 1187831-01-1
2,4-TDA

Conditions

Conditions	Yield
With sodium isobutoxide at 120℃; for 0.5h; Inert atmosphere;	92%

: 823-40-5
2,6-Diaminotoluene

: 2-methyl-1,3-diaminocyclohexane

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen; sodium sulfate In 1,4-dioxane at 220℃; under 105011 Torr; for 6h; Solvent; Pressure; Temperature; Reagent/catalyst; Autoclave;	91%
Hydrogenation;
With 5 wt% ruthenium/carbon; hydrogen; sodium nitrite In isopropyl alcohol at 170℃; under 62256.2 Torr; for 4h; Temperature; Autoclave;

: 823-40-5
2,6-Diaminotoluene

: 4755-77-5
Ethyl oxalyl chloride

: 47300-42-5
diethyl N,N'-[1,3-(2-methyl)phenyl]dioxalamate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran for 1h; Reflux;	90%
With triethylamine In N,N-dimethyl-formamide

: 823-40-5
2,6-Diaminotoluene

: 87-13-8
diethyl 2-ethoxymethylenemalonate

: 39595-13-6
diethyl 2-{[3-(2,2-bisethoxycarbonylvinylamino)-2-methylphenylamino]methylene}malonate

Conditions

Conditions	Yield
In ethanol for 5h; Heating;	90%

: 823-40-5
2,6-Diaminotoluene

: 407-25-0
trifluoroacetic anhydride

: 25116-07-8
N-[3-(2,2-dimethylpropionylamino)-2-methylphenyl]-2,2-dimethylpropionamide

Conditions

Conditions	Yield
In tetrahydrofuran Cooling with ice;	90%

: 14447-02-0
dipropyl acetylenedicarboxylate

: 823-40-5
2,6-Diaminotoluene

: C27H38N2O8

Conditions

Conditions	Yield
In methanol; chloroform at 0 - 20℃; for 16h; Schlenk technique; Inert atmosphere;	90%

: 823-40-5
2,6-Diaminotoluene

: C28H50O4

: C63H110N2O8

Conditions

Conditions	Yield
In methanol; chloroform at 0 - 20℃; for 16h; Schlenk technique; Inert atmosphere;	88%

: 823-40-5
2,6-Diaminotoluene

: acetylenedicarboxylic acid di-n-hexyl ester

: C39H62N2O8

Conditions

Conditions	Yield
In methanol; chloroform at 0 - 20℃; for 16h; Schlenk technique; Inert atmosphere;	86%

: 823-40-5
2,6-Diaminotoluene

: 141-97-9
ethyl acetoacetate

: 182410-18-0
(Z)-3-[3-((Z)-2-Ethoxycarbonyl-1-methyl-vinylamino)-2-methyl-phenylamino]-but-2-enoic acid ethyl ester

Conditions

Conditions	Yield
With calcium sulfate; acetic acid In ethanol at 80℃; for 2h;	85%
With copper(II) sulfate In ethanol at 80℃; for 4h;

: 67-56-1
methanol

: 823-40-5
2,6-Diaminotoluene

: N2,N2,N6,N6-tetrakis(methoxymethyl)-2,6-diaminotoluene

Conditions

Conditions	Yield
With oxygen at 120℃; under 7500.75 Torr; for 10h; Reagent/catalyst; Autoclave;	85%

: 823-40-5
2,6-Diaminotoluene

: 3282-30-2
pivaloyl chloride

: 25116-07-8
N-[3-(2,2-dimethylpropionylamino)-2-methylphenyl]-2,2-dimethylpropionamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran for 0.5h;	84%
With pyridine
With triethylamine

: 3972-65-4
1-bromo-4-tert-butylbenzene

: 823-40-5
2,6-Diaminotoluene

: N1,N3-bis(4-tert-butylphenyl)-2-methylbenzene-1,3-diamine

Conditions

Conditions	Yield
With chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)]palladium (II); sodium t-butanolate In toluene at 90℃; for 12h; Inert atmosphere;	81%

: 823-40-5
2,6-Diaminotoluene

: 623-47-2
propynoic acid ethyl ester

: 2,6-bis(2'-carboethoxyvinylamino)toluene

Conditions

Conditions	Yield
In methanol for 24h; Ambient temperature;	80%

: 823-40-5
2,6-Diaminotoluene

: 91-56-5
indole-2,3-dione

: 3,3'-[(2-methyl-1,3-phenylene)dinitrilo]bis[1,3-dihydro-2H-indole-2-one]

Conditions

Conditions	Yield
With acetic acid In ethanol for 19h; Heating;	80%

: 823-40-5
2,6-Diaminotoluene

: 214470-55-0
4-chloro-6,7-dimethoxyquinoline-3-carbonitrile

: 936833-38-4
10,11-dimethoxy-4-methyldibenzo[c,f]-2,7-naphthyridine-3,6-diamine

Conditions

Conditions	Yield
With pyridine hydrochloride In 2-ethoxy-ethanol at 210℃; under 1034.32 Torr; for 1h; Product distribution / selectivity; Microwave irradiation;	80%
With pyridine hydrochloride In 2-ethoxy-ethanol at 130℃; for 8h; Product distribution / selectivity;	65%
In 2-ethoxy-ethanol for 15h; Heating;

: 823-40-5
2,6-Diaminotoluene

: 214470-55-0
4-chloro-6,7-dimethoxyquinoline-3-carbonitrile

A: 936833-38-4
10,11-dimethoxy-4-methyldibenzo[c,f]-2,7-naphthyridine-3,6-diamine

B: 4-[(3-amino-2-methylphenyl)amino]-6,7-dimethoxyquinoline-3-carbonitrile

Conditions

Conditions	Yield
With pyridine hydrochloride In 2-ethoxy-ethanol at 210℃; for 1h; Temperature; Time; Concentration; Microwave irradiation;	A 79% B n/a

...Expand

: 823-40-5
2,6-Diaminotoluene

: 2-dimethylaminomethylene-1,3-bis(dimethylimmonio)propane bistetrafluoroborate

: 521074-55-5
7-amino-8-methylquinoline-3-carboxaldehyde

Conditions

Conditions	Yield
Stage #1: 2,6-toluenediamine; 2-dimethylaminomethylene-1,3-bis(dimethylimmonio)propane bistetrafluoroborate In isopropyl alcohol for 16h; Reflux; Stage #2: With hydrogenchloride In water at 20 - 70℃; for 5h; Stage #3: With potassium carbonate In water; ethyl acetate at 90℃; for 16h;	77%
Stage #1: 2,6-toluenediamine; 2-dimethylaminomethylene-1,3-bis(dimethylimmonio)propane bistetrafluoroborate In isopropyl alcohol for 16h; Heating / reflux; Stage #2: With hydrogenchloride; water In isopropyl alcohol at 70℃; for 5h; Stage #3: With potassium carbonate In water; ethyl acetate at 90℃;

: 823-40-5
2,6-Diaminotoluene

: 762-21-0
acetylenedicarboxylic acid diethyl ester

: C23H30N2O8

Conditions

Conditions	Yield
In methanol; chloroform at 0 - 20℃; for 16h; Schlenk technique; Inert atmosphere;	77%

: 95-46-5
2-methylphenyl bromide

: 823-40-5
2,6-Diaminotoluene

: 2-methyl-N1,N3-di-o-tolylbenzene-1,3-diamine

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In 1,4-dioxane at 110℃; Inert atmosphere;	76.06%

: 823-40-5
2,6-Diaminotoluene

: 1363404-49-2
4-formyl-3-hydroxyphenyl 4-n-dodecyloxy-3-fluorobenzoate

: 1373878-32-0
N,N'-bis[4-(4-n-dodecyloxy-3-fluorobenzoyloxy)-2-hydroxybenzylidene]-(2-methyl-1,3-phenylene)diamine

Conditions

Conditions	Yield
With acetic acid In ethanol at 20℃; for 24h;	76%

2,6-Diaminotoluene Analytical Methods

For occupational chemical analysis use OSHA: #ID-65 or NIOSH: 2,6-Toluenediamine 5516.

2,6-Diaminotoluene Specification

The 2,6-Diaminotoluene, with the CAS registry number 823-40-5,is also known as 1,3-Diamino-2-methylbenzene; 2,6-Diamino-1-methylbenzene; 2,6-Toluenediamine; 2-Methyl-m-phenylenediamine. It belongs to the product categories of Aromatics;Mutagenesis Research Chemicals. This chemical's molecular formula is C₇H₁₀N₂ and molecular weight is 122.17. Its EINECS number is 212-513-9.What's more,Its systematic name is 2,6-Diaminotoluene.It is a off-white crystals and water soluble. Its neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Physical properties about 2,6-Diaminotoluene are:
(1)ACD/LogP: -0.241; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.31; (4)ACD/LogD (pH 7.4): -0.24; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 15.00; (8)ACD/KOC (pH 7.4): 17.57; (9)#H bond acceptors: 2; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.636; (13)Molar Refractivity: 39.55 cm³; (14)Molar Volume: 110.269 cm³; (15)Surface Tension: 52.3349990844727 dyne/cm; (16)Density: 1.108 g/cm³; (17)Flash Point: 148.346 °C; (18)Enthalpy of Vaporization: 52.319 kJ/mol; (19)Boiling Point: 284.224 °C at 760 mmHg; (20)Vapour Pressure: 0.00300000002607703 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:Nc1cccc(N)c1C;
(2)Std. InChI:InChI=1S/C7H10N2/c1-5-6(8)3-2-4-7(5)9/h2-4H,8-9H2,1H3;
(3)Std. InChIKey:RLYCRLGLCUXUPO-UHFFFAOYSA-N.

Safety Information of 2,6-Diaminotoluene:
The 2,6-Diaminotoluene is Harmful in contact with skin and if swallowed and possible risk of irreversible effects. It may cause sensitization by skin contact. And it is very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment,avoid release to the environment. Refer to special instructions / safety data sheets. But there is limited evidence of a carcinogenic effect. When you use it ,wear suitable protective clothing and gloves,and avoid contact with skin.

Product Name

2,6-Diaminotoluene

Synthetic route

2,6-Diaminotoluene Analytical Methods

2,6-Diaminotoluene Specification

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