N,N'-bis(2,4,6-trimethylphenyl)ethanediimine
N,N'-dimesityl-1,2-ethanediamine
Conditions | Yield |
---|---|
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
N,N'-dimesityl-1,2-ethanediamine
Conditions | Yield |
---|---|
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
N,N'-dimesityl-1,2-ethanediamine
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether at 120℃; for 1.5h; Microwave irradiation; | 75% |
N1,N2-dimesitylethane-1,2-diaminium chloride
N,N'-dimesityl-1,2-ethanediamine
Conditions | Yield |
---|---|
With sodium hydrogencarbonate for 1h; | 7% |
2,4,6-trimethylaniline
N,N'-dimesityl-1,2-ethanediamine
Conditions | Yield |
---|---|
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
N,N'-dimesityl-1,2-ethanediamine
Conditions | Yield |
---|---|
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
N,N'-dimesityl-1,2-ethanediamine
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
Stage #1: Glyoxal; 2,4,6-trimethylaniline Stage #2: With sodium tetrahydroborate In ethanol |
2-(2,4,6-trimethylphenylamino)-2-oxoacetic acid ethyl ester
N,N'-dimesityl-1,2-ethanediamine
Conditions | Yield |
---|---|
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
4-isopropoxy-2,6-dimethylaniline
2,4,6-trimethylaniline
C
N,N'-dimesityl-1,2-ethanediamine
Conditions | Yield |
---|---|
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
N,N'-dimesityl-1,2-ethanediamine
Conditions | Yield |
---|---|
With ammonium tetrafluoroborate at 120℃; | 100% |
With ammonium tetrafluroborate for 3h; cyclocondensation; Heating; | 54% |
orthoformic acid triethyl ester
N,N'-dimesityl-1,2-ethanediamine
1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride
Conditions | Yield |
---|---|
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
N,N'-dimesityl-1,2-ethanediamine
1,3-di(2,4,6-trimethylphenyl)-2-(pentafluorophenyl)-2,4,5-trihydroimidazole
Conditions | Yield |
---|---|
With acetic acid at 20℃; for 16h; | 90% |
With acetic acid | 71% |
With acetic acid at 20℃; for 24h; | 65% |
With acetic acid at 20℃; for 16h; | 35% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 55℃; for 18h; Inert atmosphere; | 90% |
3,5-Bis(trifluoromethyl)benzaldehyde
N,N'-dimesityl-1,2-ethanediamine
Conditions | Yield |
---|---|
With acetic acid | 87% |
thiophosgene
N,N'-dimesityl-1,2-ethanediamine
Conditions | Yield |
---|---|
With sodium carbonate In tetrahydrofuran at 20℃; | 85% |
With sodium carbonate In tetrahydrofuran at 20℃; | 85% |
lead(II) bis(trimethylsilyl)amide
N,N'-dimesityl-1,2-ethanediamine
(2,4,6-trimethylphenyl)N(CH2)2N(2,4,6-trimethylphenyl)Pb
Conditions | Yield |
---|---|
In toluene room temp.; | 85% |
N,N'-dimesityl-1,2-ethanediamine
2,5-di(2,4,6-trimethylphenyl)-1,2,5-thiadiazolidine-1-oxide
Conditions | Yield |
---|---|
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
N,N'-dimesityl-1,2-ethanediamine
Conditions | Yield |
---|---|
With acetic acid | 82% |
(C2H5)3N*BF3
boron trifluoride diethyl etherate
N,N'-dimesityl-1,2-ethanediamine
Conditions | Yield |
---|---|
In toluene at 200℃; Microwave irradiation; Schlenk technique; Inert atmosphere; | 78% |
triethylaluminum
N,N'-dimesityl-1,2-ethanediamine
Conditions | Yield |
---|---|
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
2-chloro-1,3-bis-(2,4,6-trimethylphenyl)[1,3,2]diazaphospholidine
Conditions | Yield |
---|---|
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
Trifluoroacetaldehyde ethyl hemiacetal
Conditions | Yield |
---|---|
With magnesium sulfate; toluene-4-sulfonic acid In toluene at 40℃; for 24h; | 68% |
orthoformic acid triethyl ester
N,N'-dimesityl-1,2-ethanediamine
Conditions | Yield |
---|---|
With ammonium chloride at 110℃; for 2h; | 66% |
boron tribromide
N,N'-dimesityl-1,2-ethanediamine
(C2H4N2(2,4,6-Me3C6H2)2)BBr
Conditions | Yield |
---|---|
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
(C2H4N2(2,4,6-Me3C6H2)2)BBr
Conditions | Yield |
---|---|
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
uranium(IV) chloride
N,N'-dimesityl-1,2-ethanediamine
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
N,N'-dimesityl-1,2-ethanediamine
Conditions | Yield |
---|---|
In diethyl ether at 25℃; for 16h; Glovebox; Inert atmosphere; | 39% |
uranium(IV) chloride
N,N'-dimesityl-1,2-ethanediamine
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
N,N'-dimesityl-1,2-ethanediamine
1,3-bis(2,4,6-trimethylphenyl)-2-(trichloromethyl)imidazolidine
Conditions | Yield |
---|---|
at 20℃; for 17h; | 36% |
N,N'-dimesityl-1,2-ethanediamine
((CH3)3C6H2N(CH2)2N(CH3)3C6H2Sn)2
Conditions | Yield |
---|---|
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
N,N'-dimesityl-1,2-ethanediamine
2-ethoxy-1,3-bis[(2,4,6-trimethyl)phenyl]imidazolidine
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: PCl3; Et3N / CH2Cl2 / 1 h / 20 °C 2: 0.94 g / H2O / CH2Cl2 / 20 °C View Scheme |
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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