Product Name

  • Name

    N,N'-Bis(2,4,6-trimethylphenyl)ethylenediamine

  • EINECS
  • CAS No. 134030-21-0
  • Article Data24
  • CAS DataBase
  • Density 1.033
  • Solubility
  • Melting Point
  • Formula C20H28N2
  • Boiling Point 471.5oC at 760 mmHg
  • Molecular Weight 296.456
  • Flash Point 289.4oC
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 134030-21-0 (N,N'-Bis(2,4,6-trimethylphenyl)ethylenediamine)
  • Hazard Symbols
  • Synonyms (2,4,6-Me3C6H2)NHCH2CH2NH(2,4,6-Me3C6H2);N,N'-bis(2,4,6-trimethylphenylamino)ethane;N1,N2-Dimesitylethane-1,2-diamine;N,N'-bis(mesityl)ethylenediamine;1,2-bis(2,4,6-trimethylphenylamino)ethane;N,N'-(2,4,6-trimethylphenyl)ethylenediamine;UPCMLD00WV-78;
  • PSA 24.06000
  • LogP 5.20700

Synthetic route

N,N'-bis(2,4,6-trimethylphenyl)ethanediimine
56222-36-7

N,N'-bis(2,4,6-trimethylphenyl)ethanediimine

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

Conditions
ConditionsYield
With hydrogen; tris(pentafluorophenyl)borane In (2)H8-toluene at 120℃; under 3040.2 Torr; for 24h;99%
With sodium tetrahydroborate In tetrahydrofuran; methanol at 0 - 20℃; for 3h;99%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃;98%
(E,E)-N1,N2-bis(2,4,6-trimethylphenyl)ethane-1,2-diimine
56222-36-7

(E,E)-N1,N2-bis(2,4,6-trimethylphenyl)ethane-1,2-diimine

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at 0 - 20℃;95%
With sodium tetrahydroborate In tetrahydrofuran at 20℃; for 24h;
N,N′-bis(2,4,6-trimethylphenyl)oxalamide
91325-46-1

N,N′-bis(2,4,6-trimethylphenyl)oxalamide

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at 120℃; for 1.5h; Microwave irradiation;75%
N1,N2-dimesitylethane-1,2-diaminium chloride
258278-23-8

N1,N2-dimesitylethane-1,2-diaminium chloride

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

Conditions
ConditionsYield
With sodium hydrogencarbonate for 1h;7%
2,4,6-trimethylaniline
88-05-1

2,4,6-trimethylaniline

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2O; acetone
View Scheme
Multi-step reaction with 2 steps
1: 92 percent / formic acid / methanol; H2O / 3 h / 20 °C
2: 97 percent / NaBH4 / tetrahydrofuran; methanol / 2 h
View Scheme
Multi-step reaction with 2 steps
1: 86 percent / H2O; methanol / 12 h / 22 °C
2: 96 percent / NaCNBH3; coc. aq. HCl / methanol
View Scheme
2,4,6-trimethylphenyl bromide
576-83-0

2,4,6-trimethylphenyl bromide

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 99 percent / 1,3-bis(2,6-diisopropylphenyl)imidazolium chloride; Pd(dba)2; t-BuOK / dioxane / 10 h / 80 °C
2: 87 percent / Acid hydrolysis
3: 92 percent / formic acid / methanol; H2O / 3 h / 20 °C
4: 97 percent / NaBH4 / tetrahydrofuran; methanol / 2 h
View Scheme
N-(diphenyl methylene)-2,4,6-trimethylaniline
67565-93-9

N-(diphenyl methylene)-2,4,6-trimethylaniline

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 87 percent / Acid hydrolysis
2: 92 percent / formic acid / methanol; H2O / 3 h / 20 °C
3: 97 percent / NaBH4 / tetrahydrofuran; methanol / 2 h
View Scheme
Glyoxal
131543-46-9

Glyoxal

2,4,6-trimethylaniline
88-05-1

2,4,6-trimethylaniline

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

Conditions
ConditionsYield
Stage #1: Glyoxal; 2,4,6-trimethylaniline
Stage #2: With sodium tetrahydroborate In ethanol
2-(2,4,6-trimethylphenylamino)-2-oxoacetic acid ethyl ester
79354-30-6

2-(2,4,6-trimethylphenylamino)-2-oxoacetic acid ethyl ester

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: boric acid / 1 h / 180 °C
2: lithium aluminium tetrahydride / diethyl ether / 1.5 h / 120 °C / Microwave irradiation
View Scheme
Glyoxal
131543-46-9

Glyoxal

4-isopropoxy-2,6-dimethylaniline
100054-69-1

4-isopropoxy-2,6-dimethylaniline

2,4,6-trimethylaniline
88-05-1

2,4,6-trimethylaniline

A

N1,N2-bis(4-isopropoxy-2,6-dimethylphenyl)ethylene-1,2-diamine

N1,N2-bis(4-isopropoxy-2,6-dimethylphenyl)ethylene-1,2-diamine

B

N1-(2,4,6-trimethylphenyl)-N2-(4-isopropoxy-2,6-dimethylphenyl)ethane-1,2-diamine

N1-(2,4,6-trimethylphenyl)-N2-(4-isopropoxy-2,6-dimethylphenyl)ethane-1,2-diamine

C

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

Conditions
ConditionsYield
Stage #1: Glyoxal; 4-isopropoxy-2,6-dimethylaniline; 2,4,6-trimethylaniline With acetic acid In water; isopropyl alcohol at 20℃; for 4h;
Stage #2: With methanol; sodium tetrahydroborate In tetrahydrofuran at 20℃; for 5h;
orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

N,N'-dimesityl-4,5-dihydro-1H-imidazolium tetrafluoroborate

N,N'-dimesityl-4,5-dihydro-1H-imidazolium tetrafluoroborate

Conditions
ConditionsYield
With ammonium tetrafluoroborate at 120℃;100%
With ammonium tetrafluroborate for 3h; cyclocondensation; Heating;54%
orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride
173035-10-4

1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride

Conditions
ConditionsYield
With ammonium chloride at 110℃; for 1.5h;97%
With hydrogenchloride In diethyl ether; water at 110℃; for 24h;70%
With ammonium chloride at 110℃; for 1.5h;
perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

1,3-di(2,4,6-trimethylphenyl)-2-(pentafluorophenyl)-2,4,5-trihydroimidazole
782479-45-2

1,3-di(2,4,6-trimethylphenyl)-2-(pentafluorophenyl)-2,4,5-trihydroimidazole

Conditions
ConditionsYield
With acetic acid at 20℃; for 16h;90%
With acetic acid71%
With acetic acid at 20℃; for 24h;65%
With acetic acid at 20℃; for 16h;35%
palladium dichloride

palladium dichloride

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

C20H28Cl2N2Pd

C20H28Cl2N2Pd

Conditions
ConditionsYield
In tetrahydrofuran at 55℃; for 18h; Inert atmosphere;90%
3,5-Bis(trifluoromethyl)benzaldehyde
401-95-6

3,5-Bis(trifluoromethyl)benzaldehyde

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

1,3-bis(2,4,6-trimethylphenyl)-2-(3,5-bis(trifluoromethyl)phenyl)imidazolidine

1,3-bis(2,4,6-trimethylphenyl)-2-(3,5-bis(trifluoromethyl)phenyl)imidazolidine

Conditions
ConditionsYield
With acetic acid87%
thiophosgene
463-71-8

thiophosgene

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinethione

1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinethione

Conditions
ConditionsYield
With sodium carbonate In tetrahydrofuran at 20℃;85%
With sodium carbonate In tetrahydrofuran at 20℃;85%
lead(II) bis(trimethylsilyl)amide
55147-59-6, 65455-92-7

lead(II) bis(trimethylsilyl)amide

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

(2,4,6-trimethylphenyl)N(CH2)2N(2,4,6-trimethylphenyl)Pb
1093656-77-9

(2,4,6-trimethylphenyl)N(CH2)2N(2,4,6-trimethylphenyl)Pb

Conditions
ConditionsYield
In toluene room temp.;85%
N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

2,5-di(2,4,6-trimethylphenyl)-1,2,5-thiadiazolidine-1-oxide
1180524-84-8

2,5-di(2,4,6-trimethylphenyl)-1,2,5-thiadiazolidine-1-oxide

Conditions
ConditionsYield
With thionyl chloride; triethylamine In diethyl ether at 0℃; for 12h;83%
With thionyl chloride; triethylamine In diethyl ether at 0 - 20℃;83%
2,3,5,6-tetrafluorobenzaldehyde
19842-76-3

2,3,5,6-tetrafluorobenzaldehyde

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

1,3-bis(2,4,6-trimethylphenyl)-2-(2,3,5,6-tetrafluorophenyl)imidazolidine

1,3-bis(2,4,6-trimethylphenyl)-2-(2,3,5,6-tetrafluorophenyl)imidazolidine

Conditions
ConditionsYield
With acetic acid82%
(C2H5)3N*BF3
368-37-6

(C2H5)3N*BF3

boron trifluoride diethyl etherate
109-63-7

boron trifluoride diethyl etherate

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

1,3-bis(2,4,6-trimethylphenyl)-2-fluoro-1,3,2-diazaborolidine

1,3-bis(2,4,6-trimethylphenyl)-2-fluoro-1,3,2-diazaborolidine

Conditions
ConditionsYield
In toluene at 200℃; Microwave irradiation; Schlenk technique; Inert atmosphere;78%
triethylaluminum
97-93-8

triethylaluminum

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

[AlEt(μ-2,4,6-Me3C6H2NCH2CH2N-2,4,6-Me3C6H2)](n)

[AlEt(μ-2,4,6-Me3C6H2NCH2CH2N-2,4,6-Me3C6H2)](n)

Conditions
ConditionsYield
In benzene soln. of AlEt3 added by pipette to soln. of diamine in Schlenk flask in drybox, stirred for 15 h at room temp., heated to reflux for 22 h; vac. distn., washing (pentane), elem. anal.;76.2%
N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

2-chloro-1,3-bis-(2,4,6-trimethylphenyl)[1,3,2]diazaphospholidine
314730-64-8

2-chloro-1,3-bis-(2,4,6-trimethylphenyl)[1,3,2]diazaphospholidine

Conditions
ConditionsYield
With 4-methyl-morpholine; phosphorus trichloride In tetrahydrofuran at -78 - 20℃; for 19h;73%
With triethylamine; phosphorus trichloride In dichloromethane at 20℃; for 1h;
With triethylamine; phosphorus trichloride In tetrahydrofuran at -78℃;
With triethylamine; phosphorus trichloride In dichloromethane
With triethylamine; phosphorus trichloride In tetrahydrofuran at -78 - 20℃; for 6.25h; Inert atmosphere; Schlenk technique; Glovebox;
N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

Trifluoroacetaldehyde ethyl hemiacetal
433-27-2

Trifluoroacetaldehyde ethyl hemiacetal

1,3-bis(2,4,6-trimethylphenyl)-2-(trifluoromethyl)imidazolidine

1,3-bis(2,4,6-trimethylphenyl)-2-(trifluoromethyl)imidazolidine

Conditions
ConditionsYield
With magnesium sulfate; toluene-4-sulfonic acid In toluene at 40℃; for 24h;68%
orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

1,3-dimesitylimidazolinium chloride

1,3-dimesitylimidazolinium chloride

Conditions
ConditionsYield
With ammonium chloride at 110℃; for 2h;66%
boron tribromide
10294-33-4

boron tribromide

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

(C2H4N2(2,4,6-Me3C6H2)2)BBr
1082608-16-9

(C2H4N2(2,4,6-Me3C6H2)2)BBr

Conditions
ConditionsYield
With ((CH3)2CH)2NCH2CH3 In not given treatment of diamine deriv. with boron compd. in presence of amine deriv.;64%
N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

(C2H4N2(2,4,6-Me3C6H2)2)BBr
1082608-16-9

(C2H4N2(2,4,6-Me3C6H2)2)BBr

Conditions
ConditionsYield
Stage #1: N,N'-dimesityl-1,2-ethanediamine With boron tribromide In dichloromethane at 20℃; for 1h; Inert atmosphere;
Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane for 1h; Inert atmosphere;
64%
tetrahydrofuran
109-99-9

tetrahydrofuran

uranium(IV) chloride
10026-10-5

uranium(IV) chloride

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

C44H60N4OU

C44H60N4OU

Conditions
ConditionsYield
Stage #1: N,N'-dimesityl-1,2-ethanediamine With benzyl potassium In tetrahydrofuran for 0.166667h;
Stage #2: tetrahydrofuran; uranium(IV) chloride for 1h;
46%
thiophosgene
463-71-8

thiophosgene

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

Di-n-amylamine
2050-92-2

Di-n-amylamine

C42H70N4S2

C42H70N4S2

Conditions
ConditionsYield
Stage #1: thiophosgene; N,N'-dimesityl-1,2-ethanediamine With triethylamine In tetrahydrofuran at 0 - 20℃;
Stage #2: Di-n-amylamine at 100℃; for 24h;
40%
trimethylamine alane
16842-00-5, 855944-65-9

trimethylamine alane

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

[{κ2-((mesytil)NCH2)2}AlH(trimethylamine)]

[{κ2-((mesytil)NCH2)2}AlH(trimethylamine)]

Conditions
ConditionsYield
In diethyl ether at 25℃; for 16h; Glovebox; Inert atmosphere;39%
uranium(IV) chloride
10026-10-5

uranium(IV) chloride

sodium cyclopentadienide

sodium cyclopentadienide

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

C30H36N2U

C30H36N2U

Conditions
ConditionsYield
Stage #1: N,N'-dimesityl-1,2-ethanediamine With benzyl potassium In tetrahydrofuran for 0.166667h;
Stage #2: uranium(IV) chloride; sodium cyclopentadienide In tetrahydrofuran for 1h;
39%
thiophosgene
463-71-8

thiophosgene

diethylamine
109-89-7

diethylamine

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

C30H46N4S2

C30H46N4S2

Conditions
ConditionsYield
Stage #1: thiophosgene; N,N'-dimesityl-1,2-ethanediamine With triethylamine In tetrahydrofuran at 0 - 20℃;
Stage #2: diethylamine at 100℃; for 24h;
38%
chloral
75-87-6

chloral

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

1,3-bis(2,4,6-trimethylphenyl)-2-(trichloromethyl)imidazolidine
260054-47-5

1,3-bis(2,4,6-trimethylphenyl)-2-(trichloromethyl)imidazolidine

Conditions
ConditionsYield
at 20℃; for 17h;36%
tin(ll) chloride

tin(ll) chloride

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

((CH3)3C6H2N(CH2)2N(CH3)3C6H2Sn)2
1083333-49-6

((CH3)3C6H2N(CH2)2N(CH3)3C6H2Sn)2

Conditions
ConditionsYield
With C4H9Li In diethyl ether; hexane (Ar, glovebox); 1.6 M soln. of n-BuLi in hexane was added to soln. of diimine in Et2O at 0°C, stirred for 2 h, suspn. of SnCl2 in Et2O was added at -78°C, warmed to room temp., stirred for 2 h; evapd., extd. with nhexane, extract was filtered, filtrate concd. in vac, left at -18°C fo crystn., elem. anal.;15%
orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

2-ethoxy-1,3-bis[(2,4,6-trimethyl)phenyl]imidazolidine
465543-02-6

2-ethoxy-1,3-bis[(2,4,6-trimethyl)phenyl]imidazolidine

Conditions
ConditionsYield
Stage #1: orthoformic acid triethyl ester; N,N'-dimesityl-1,2-ethanediamine With hydrogenchloride In diethyl ether at 200℃; for 2h;
Stage #2: With potassium hydride for 0.5h;
N,N'-dimesityl-1,2-ethanediamine
134030-21-0

N,N'-dimesityl-1,2-ethanediamine

1,3-dimesityl-1,3,2-diazaphospholidine-2-oxide

1,3-dimesityl-1,3,2-diazaphospholidine-2-oxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: PCl3; Et3N / CH2Cl2 / 1 h / 20 °C
2: 0.94 g / H2O / CH2Cl2 / 20 °C
View Scheme

N,N'-Bis(2,4,6-trimethylphenyl)ethane-1,2-diamine Chemical Properties

Molecular Structure of N,N'-Bis(2,4,6-trimethylphenyl)ethane-1,2-diamine (CAS NO.134030-21-0):

Molecular Formula: C20H28N2
Molecular Weight: 296.4497
IUPAC Name: N,N'-Bis(2,4,6-trimethylphenyl)ethane-1,2-diamine
CAS NO: 134030-21-0 
Index of Refraction: 1.603
Molar Refractivity: 98.62 cm3
Molar Volume: 286.8 cm3
Surface Tension: 41 dyne/cm
Density: 1.033 g/cm3
Flash Point: 289.4 °C
Enthalpy of Vaporization: 73.43 kJ/mol
Boiling Point: 471.5 °C at 760 mmHg
Vapour Pressure of N,N'-Bis(2,4,6-trimethylphenyl)ethane-1,2-diamine (CAS NO.134030-21-0): 4.63E-09 mmHg at 25°C

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