1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride supplier

Name
1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride
EINECS 627-434-9
CAS No. 250285-32-6
Article Data50
CAS DataBase
Density
Solubility Slightly soluble in water.
Melting Point 278 °C (dec.)(lit.)
Formula C₂₇H₃₇ClN₂
Boiling Point
Molecular Weight 425.057
Flash Point
Transport Information
Appearance White, off-white or tan powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1H-Imidazolium,1,3-bis[2,6-bis(1-methylethyl)phenyl]-, chloride (9CI);1,3-Bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidenemonohydrochloride;1,3-Bis(2,6-diisopropylphenyl)-1H-imidazolium chloride;1,3-Bis[2,6-bis(1-methylethyl)phenyl]-1H-imidazolium chloride;1,3-(2,6-Diisopropylphenyl)imidazolium Chloride;
PSA 8.81000
LogP 4.25160

Synthetic route

: 1207373-09-8
C34H50Cl2N4Pd

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
With trifluoroacetic acid In chloroform-d1 at 20℃; for 12h; Inert atmosphere;	100%

: 50-00-0
formaldehyd

: 74663-75-5
1,2-bis(2,6-diisopropylphenylimino)ethane

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
With chloro-trimethyl-silane In ethyl acetate at 70℃; for 2h;	97%
With chloro-trimethyl-silane In ethyl acetate at 70℃; for 2h; Inert atmosphere; Glovebox;	87%
With chloro-trimethyl-silane In ethyl acetate at 70℃; for 2.75h; Inert atmosphere;	86%

: 74663-75-5
1,2-bis(2,6-diisopropylphenylimino)ethane

: 3188-13-4
ethyl chloromethyl ether

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 24h; Molecular sieve; Inert atmosphere;	94%
With air In tetrahydrofuran; water at 40℃; for 16h; Solvent;	65%
With water In tetrahydrofuran at 40℃; for 16h; Condensation;	47%

: 50-00-0
formaldehyd

: 74663-75-5
(1E,2E)-N1,N2-bis(2,6-diisopropylphenyl)-ethane-1,2-diimine

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
With chloro-trimethyl-silane In ethyl acetate at 70℃; for 2h;	90%
With chloro-trimethyl-silane In ethyl acetate at 70℃; for 2h;	89%
With hydrogenchloride In 1,4-dioxane; ethyl acetate at 20℃; for 17h;	86%
Stage #1: formaldehyd; (1E,2E)-N1,N2-bis(2,6-diisopropylphenyl)-ethane-1,2-diimine In toluene at 100℃; Formylation; Stage #2: With hydrogenchloride In 1,4-dioxane; toluene at 70℃; for 5h; chloridation;	47%
With hydrogenchloride In 1,4-dioxane; ethyl acetate at 20℃; Heating;	41%

: 50-00-0
formaldehyd

: 131543-46-9
Glyoxal

: 24544-04-5
2,6-diisopropylbenzenamine

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
With hydrogenchloride In methanol for 36h; Reflux;	84.6%

...Expand

: 578743-87-0
chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I)

A: 1060651-05-9
1,3-bis[2,6-di(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-one

B: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
With air In dimethylsulfoxide-d6 at 150℃; for 155h;	A 16% B 81%
With water; oxygen In dimethylsulfoxide-d6 at 150℃; for 155h; Kinetics; Sealed tube;	A 16 %Spectr. B 81 %Spectr.

: 67-56-1
methanol

: 74663-75-5
1,2-bis(2,6-diisopropylphenylimino)ethane

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
Stage #1: methanol; 1,2-bis(2,6-diisopropylphenylimino)ethane With sodium tetrahydroborate In tetrahydrofuran at 0 - 20℃; for 3h; Stage #2: With ammonium chloride In tetrahydrofuran	80%

: 244187-81-3
1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene

A: SiCl2*NHC

B: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
With trichlorosilane In toluene at 25℃; for 12h; Inert atmosphere;	A 79% B n/a

: 74663-75-5
1,2-bis(2,6-diisopropylphenylimino)ethane

: 123-63-7
paracetaldehyde

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
With chloro-trimethyl-silane In ethyl acetate at 70℃; for 2.75h;	76%

: 50-00-0
formaldehyd

: 1,4-bis(2,6-diisopropylphenyl)-2,3-dimethyl-1,4-diazabuta-1,3-diene

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran; 1,4-dioxane at 40℃; for 72h;	58%

: {1,3-bis[2,6-bis(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene}dichloro(pyridine)palladium

: 121-44-8
triethylamine

A: {1,3-bis[2,6-bis(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene}dichloro(N-ethylethanamine)palladium

B: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 140℃; for 20h; Inert atmosphere; Schlenk technique; Sealed tube;	A n/a B 54%

...Expand

: 107-30-2
chloromethyl methyl ether

: 74663-75-5
1,2-bis(2,6-diisopropylphenylimino)ethane

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
at 40℃; for 16h; Sealed tube;	52%
at 40℃; for 16h; Sealed tube;	52%

: 24544-04-5
2,6-diisopropylbenzenamine

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 77.5 percent / formic acid / ethanol; H2O / 48 h 2.1: toluene / 100 °C 2.2: 47 percent / HCl / toluene; dioxane / 5 h / 70 °C View Scheme
Multi-step reaction with 2 steps 1: 90 percent / propan-1-ol; H2O / 1 h / 70 °C 2: 47 percent / water / tetrahydrofuran / 16 h / 40 °C View Scheme
Multi-step reaction with 2 steps 1: ethanol / 12 h / 20 °C 2: tetrahydrofuran / 18 h / 40 °C / Inert atmosphere View Scheme

: 131543-46-9
Glyoxal

: 24544-04-5
2,6-diisopropylbenzenamine

: 3188-13-4
ethyl chloromethyl ether

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
Inert atmosphere;

...Expand

: trans-[PdCl2(1,3-diethylimidazole)(1,3-(2,6-(i-Pr)2C6H3)2C3H2N2)]

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
Stage #1: trans-[PdCl2(1,3-diethylimidazole)(1,3-(2,6-(i-Pr)2C6H3)2C3H2N2)] With silver tetrafluoroborate In [D3]acetonitrile at 80℃; for 48h; Inert atmosphere; Stage #2: With lithium chloride In [D3]acetonitrile Inert atmosphere;

: 1080030-15-4
C27H36Cl3N2P

: 244187-81-3
1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene

A: C54H72Cl2N4P(1+)*Cl(1-)

B: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
at -30 - 20℃; for 50h; Inert atmosphere;

...Expand

: 1,3-bis(2,6-diisopropylphenyl)imidazolium fluoride

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
With chloroform

: 25364-47-0
1-(2,6-diisopropylphenyl)-1H-imidazole

: 2-chloro-1,3-bis(1-methylethyl)benzene

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
In acetonitrile for 36h; Reflux; Inert atmosphere; Schlenk technique;

: 131543-46-9
Glyoxal

: 24544-04-5
2,6-diisopropylbenzenamine

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
With chloro-trimethyl-silane In formic acid

: {1,3-bis[2,6-di(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene}(dichloro)(N-ethylethanamine)palladium

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 140℃; for 21h; Inert atmosphere; Schlenk technique; Sealed tube;	21 %Chromat.

: {1,3-bis[2,6-di(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene}dichloro(1-propylamine)palladium

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 140℃; for 21h; Inert atmosphere; Schlenk technique; Sealed tube;	18 %Chromat.

: {1,3-bis[2,6-di(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene}(dichloro)(N,N-diethylethanamine)palladium

: {1,3-bis[2,6-di(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene}(dichloro)(N-ethylethanamine)palladium

B: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 100℃; for 1h; Inert atmosphere; Schlenk technique; Sealed tube;	A 49 %Chromat. B 41 %Chromat.
In N,N-dimethyl-formamide at 140℃; for 21h; Inert atmosphere; Schlenk technique; Sealed tube;	A 32 %Chromat. B 56 %Chromat.
Multi-step reaction with 2 steps 1: chloroform-d1 / 24 h / 40 °C / Inert atmosphere; Schlenk technique; Sealed tube 2: N,N-dimethyl-formamide / 1 h / 100 °C / Inert atmosphere; Schlenk technique; Sealed tube View Scheme

: {1,3-bis[2,6-di(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene}(dichloro)(N,N-diethylethanamine)palladium

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 21 h / 140 °C / Inert atmosphere; Schlenk technique; Sealed tube 2: N,N-dimethyl-formamide / 21 h / 140 °C / Inert atmosphere; Schlenk technique; Sealed tube View Scheme
Multi-step reaction with 2 steps 1: triethylamine / chloroform-d1 / 60 °C / Inert atmosphere; Schlenk technique; Sealed tube 2: N,N-dimethyl-formamide / 21 h / 140 °C / Inert atmosphere; Schlenk technique; Sealed tube View Scheme
Multi-step reaction with 3 steps 1: chloroform-d1 / 24 h / 40 °C / Inert atmosphere; Schlenk technique; Sealed tube 2: 1,4-dioxane / 0.5 h / 50 °C / Inert atmosphere; Schlenk technique 3: N,N-dimethyl-formamide / 21 h / 140 °C / Inert atmosphere; Schlenk technique; Sealed tube View Scheme
Multi-step reaction with 3 steps 1: chloroform-d1 / 24 h / 40 °C / Inert atmosphere; Schlenk technique; Sealed tube 2: 1,4-dioxane / 0.5 h / 50 °C / Inert atmosphere; Schlenk technique 3: N,N-dimethyl-formamide / 21 h / 140 °C / Inert atmosphere; Schlenk technique; Sealed tube View Scheme
Multi-step reaction with 3 steps 1: chloroform-d1 / 24 h / 40 °C / Inert atmosphere; Schlenk technique; Sealed tube 2: N,N-dimethyl-formamide / 1 h / 100 °C / Inert atmosphere; Schlenk technique; Sealed tube 3: N,N-dimethyl-formamide / 21 h / 140 °C / Inert atmosphere; Schlenk technique; Sealed tube View Scheme

: {1,3-bis[2,6-di(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene}(dichloro)(pyridine)palladium

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1,4-dioxane / 0.5 h / 50 °C / Inert atmosphere; Schlenk technique 2: N,N-dimethyl-formamide / 21 h / 140 °C / Inert atmosphere; Schlenk technique; Sealed tube View Scheme
Multi-step reaction with 2 steps 1: 1,4-dioxane / 0.5 h / 50 °C / Inert atmosphere; Schlenk technique 2: N,N-dimethyl-formamide / 21 h / 140 °C / Inert atmosphere; Schlenk technique; Sealed tube View Scheme
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 1 h / 100 °C / Inert atmosphere; Schlenk technique; Sealed tube 2: N,N-dimethyl-formamide / 21 h / 140 °C / Inert atmosphere; Schlenk technique; Sealed tube View Scheme

: {1,3-bis[2,6-di(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene}(dichloro)(pyridine)palladium

: 121-44-8
triethylamine

: {1,3-bis[2,6-di(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene}(dichloro)(N-ethylethanamine)palladium

B: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 100℃; for 1h; Inert atmosphere; Schlenk technique; Sealed tube;	A 33 %Chromat. B 38 %Chromat.

...Expand

: 100-11-8
1-bromomethyl-4-nitro-benzene

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: 1357448-32-8
1,3-bis(2,6-diisopropylphenyl)-2-(4-nitrobenzylidene)-2,3-dihydro-1H-imidazole

Conditions

Conditions	Yield
Stage #1: 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride With potassium tert-butylate In tetrahydrofuran at 20℃; for 8h; Inert atmosphere; Stage #2: 1-bromomethyl-4-nitro-benzene In tetrahydrofuran at 20℃; for 38h; Inert atmosphere;	100%
Stage #1: 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride With potassium tert-butylate; sodium hydride In tetrahydrofuran at 25℃; for 0.25h; Schlenk technique; Inert atmosphere; Stage #2: 1-bromomethyl-4-nitro-benzene In tetrahydrofuran at 48℃; for 72h; Schlenk technique; Inert atmosphere;	61%

: 15617-18-2, 39958-10-6, 14220-64-5
bis(benzonitrile)palladium(II) dichloride

: sodium cyclopentadienide

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: CpPd(IPr)Cl

Conditions

Conditions	Yield
With KO(tBu) In tetrahydrofuran Ar; Pd compd.(2.5 mmol), ligand (2.5 mmol), and KO(tBu) (2.5 mmol) in THF, stirred at room temp. for 12 h, THF soln. of NaCp (5 mmol) added, mixt. stirred overnight at room temp.; chromd.;	99%

...Expand

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: 1311297-12-7
1,3-bis(2,6-diisopropylphenyl)-1H-imidazole-2(3H)-thione

Conditions

Conditions	Yield
Stage #1: 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride With sulfur In acetone at 40℃; for 0.25h; Stage #2: With triethylamine In acetone at 60℃;	99%
With potassium carbonate; sulfur In acetone at 60℃; for 16h; Reagent/catalyst;	99%
With potassium tert-butylate; sulfur In tetrahydrofuran at 20℃;	87%

: 98-98-6
2-Picolinic acid

: palladium dichloride

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: C33H40ClN3O2Pd

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran for 12h; Inert atmosphere; Reflux;	99%
With caesium carbonate In 1,4-dioxane at 80℃; for 20h; Schlenk technique; Inert atmosphere;	65%

...Expand

: bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: [N,N'-bis-[2,6-(di-iso-propyl)phenyl]imidazol-2-ylidene·H][Pd(η3-cinnamyl)Cl2]

Conditions

Conditions	Yield
In acetone at 60℃; for 1h;	99%
In neat (no solvent) for 0.0833333h; Solvent; Green chemistry;	99%
In acetone at 60℃; for 1h;	99%

: bis(η3-allyl-μ-chloropalladium(II))

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: [IPrH][Pd(η3-allyl)Cl2]

Conditions

Conditions	Yield
In acetone at 60℃; for 1h;	99%
In acetone at 60℃; for 1h;	99%

: (2-methylallyl)palladium-chloride dimer

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: [N,N'-bis-[2,6-(di-iso-propyl)phenyl]imidazol-2-ylidene·H][Pd(η3-2-Me-allyl)Cl2]

Conditions

Conditions	Yield
In neat (no solvent) for 0.0833333h; Green chemistry;	99%

: bis[(1,2,3-η)-2-butenyl]di(μ-chloro)palladium(II)

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: [N,N'-bis-[2,6-(di-iso-propyl)phenyl]imidazol-2-ylidene·H][Pd(η3-crotyl)Cl2]

Conditions

Conditions	Yield
In neat (no solvent) for 0.0833333h; Green chemistry;	99%

: [Pd(η3-tBu-indenyl)(μ-Cl)]2

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: [N,N'-bis-[2,6-(di-iso-propyl)phenyl]imidazol-2-ylidene·H][Pd(η3-tBu-indenyl)Cl2]

Conditions

Conditions	Yield
In neat (no solvent) for 0.0833333h; Green chemistry;	99%

: 230-27-3
7,8-benzoquinoline

: palladium dichloride

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: C40H44ClN3Pd

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 50℃; for 18h; Inert atmosphere;	99%

...Expand

: bis[(1,2,3-η)-2-butenyl]di(μ-chloro)palladium(II)

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: [IPr*·H][Pd(η3-crotyl)Cl2]

Conditions

Conditions	Yield
for 0.0833333h;	99%

: (2-methylallyl)palladium-chloride dimer

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: [IPr*·H][Pd(η3-2-Me-allyl)Cl2]

Conditions

Conditions	Yield
for 0.0833333h;	99%

: bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: [1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium][Pd(η3-cin)Cl2]

Conditions

Conditions	Yield
for 0.0833333h;	99%

: copper dichloride

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: [1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium][CuCl3]

Conditions

Conditions	Yield
Milling;	99%

: palladium dichloride

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: [1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium][PdCl3]

Conditions

Conditions	Yield
Milling;	99%

: 64-19-7
acetic acid

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: 1,3-bis(2,6-diisopropylphenyl)imidazolium acetate

Conditions

Conditions	Yield
With Amberlyst A26 hydroxide In methanol; water at 70℃;	98.9%

: 626-60-8
3-Chloropyridine

: palladium dichloride

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropiridyl)palladium(II) dichloride

Conditions

Conditions	Yield
With sodium carbonate at 80℃; for 16h; Product distribution / selectivity;	98%
With caesium carbonate at 80℃; for 16h; Reactivity;	93%
With potassium carbonate at 80℃; for 16h; Product distribution / selectivity;	80%

...Expand

: 107-14-2
chloroacetonitrile

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: 1225274-70-3
[1,3-bis(2,6-diisopropylphenyl)-2,3-dihydro-1H-imidazol-2-ylidene]acetonitrile

Conditions

Conditions	Yield
Stage #1: 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride With potassium tert-butylate In tetrahydrofuran at 20℃; for 1.5h; Inert atmosphere; Sonication; Stage #2: chloroacetonitrile In tetrahydrofuran at 20℃; for 72h; Inert atmosphere;	98%
With potassium tert-butylate In tetrahydrofuran-d8 at 20℃; anaerobic conditions; ultrasonification;

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: 1,3-bis-(2,6-diisopropylphenyl)imidazolium hexafluorophosphate

Conditions

Conditions	Yield
With ammonium hexafluorophosphate In water at 20℃; for 0.166667h; Inert atmosphere;	98%
With potassium hexafluorophosphate In water at 20℃; Inert atmosphere; Glovebox;

: bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: ((1,3-bis(2,6-di-isopropylphenyl)-4,5-dihydroimidazol-2-ylidene)chloro)(3-phenylallyl)palladium (2)

Conditions

Conditions	Yield
With potassium carbonate In acetone at 60℃; for 5h;	98%
With potassium carbonate In ethanol at 60℃; for 5h; Green chemistry;	98%
Stage #1: bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In acetone at 60℃; Stage #2: With triethylamine In acetone at 60℃;	77%

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: N,N'-1,3-bis(2,6-diisopropylphenyl)-2-iodoimidazolium chloride

Conditions

Conditions	Yield
With N-iodo-succinimide In dichloromethane at 40℃; for 3h; Sealed tube;	98%

: 108-05-4
vinyl acetate

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: 1134205-18-7
2-(1-acetoxy-1-ethyl)-1,3-bis(2,6-diisopropylphenyl)imidazolium chloride

Conditions

Conditions	Yield
Stage #1: 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride With potassium tert-butylate In tetrahydrofuran for 0.166667h; Stage #2: vinyl acetate In tetrahydrofuran	97%

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I)

Conditions

Conditions	Yield
With dimethylsulfide gold(I) chloride; potassium carbonate In acetone at 60℃; for 1h; Reagent/catalyst; Solvent; Temperature; Time;	97%
Multi-step reaction with 2 steps 1: dichloromethane / 0.25 h 2: potassium carbonate / dichloromethane / 1.5 h View Scheme
Multi-step reaction with 2 steps 1: dimethyl sulfoxide; methanol / Schlenk technique; Inert atmosphere 2: dimethyl sulfoxide; methanol / 4 h / 20 °C / Schlenk technique; Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: dichloromethane / Darkness 2: dichloromethane View Scheme
Multi-step reaction with 2 steps 1: acetone / 0.17 h / 60 °C 2: sodium acetate / acetone / 0.83 h / 60 °C View Scheme

: copper(l) chloride

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: [1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium][CuCl2]

Conditions

Conditions	Yield
Milling;	97%
In neat (no solvent, solid phase) for 0.166667h; Milling;

: 64443-05-6
tetrakis(actonitrile)copper(I) hexafluorophosphate

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: bis(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)copper hexafluorophosphate

Conditions

Conditions	Yield
With sodium t-butanolate In tetrahydrofuran (Ar); glovebox; mixt. of Cu complex, ligand and NaO-t-Bu in THF was stirred for 6 h; filtered through Celite (THF); filtrate mixed with hexane; filtered; elem. anal.;	96%

: lithium tetrakis(tetrahydrofuran)bis(3,3',5,5'-tetra-tert-butyl-2,2'-diphenolato)aluminate(III)

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: (1,3-bis(2,6-diisopropylphenyl)imidazolinium)bis(3,3',5,5'-tetra-tert-butyl-2,2'-diphenolato)aluminate(III)

Conditions

Conditions	Yield
In dichloromethane byproducts: LiCl; under inert gas, imidazolinium-compd. dissolved in CH2Cl2, aluminate-compd. in CH2Cl2 added whilst stirring; filtered through Celite, washed with CH2Cl2, solv. removed, elem. anal.;	96%

: 39929-21-0
(tetrahydrothiophene)gold(I) chloride

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: 1439915-35-1
1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium dichloroaurate(I)

Conditions

Conditions	Yield
In dichloromethane for 0.25h;	96%

: 12354-84-6, 12354-85-7
bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]

: 584-08-7
potassium carbonate

: 250285-32-6
1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

: (η5-pentamethylcyclopentadienyl)(κ2-CO3)(N,N'-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)iridium(III) hydrate

Conditions

Conditions	Yield
In tetrahydrofuran; dichloromethane at 24 - 60℃; for 34h; Inert atmosphere;	96%

...Expand

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride Chemical Properties

IUPAC Name: 1,3-bis[2,6-Di(propan-2-yl)phenyl]imidazol-1-ium
Following is the structure of 1H-Imidazolium,1,3-bis[2,6-bis(1-methylethyl)phenyl]-, chloride (1:1) (CAS NO.250285-32-6):

Empirical Formula: C₂₇H₃₇ClN₂
Molecular Weight: 425.0491 g/mol
Sensitive: Hygroscopic
Melting point: 278 °C (dec.)(lit.)
Appearance of 1H-Imidazolium,1,3-bis[2,6-bis(1-methylethyl)phenyl]-, chloride (1:1) (CAS NO.250285-32-6): White, off-white or tan powder
Product Categories of 1H-Imidazolium,1,3-bis[2,6-bis(1-methylethyl)phenyl]-, chloride (1:1) (CAS NO.250285-32-6): Imidazolium Compounds; Ligands; N-Heterocyclic Carbene Ligands; Synthetic Organic Chemistry; Catalysis and Inorganic Chemistry; Chemical Synthesis; NHC Compounds
Canonical SMILES: CC(C)C1=C(C(=CC=C1)C(C)C)N2C=C[N+](=C2)C3=C(C=CC=C3C(C)C)C(C)C
InChI: InChI=1S/C27H37N2/c1-18(2)22-11-9-12-23(19(3)4)26(22)28-15-16-29(17-28)27-24(20(5)6)13-10-14-25(27)21(7)8/h9-21H,1-8H3/q+1
InChIKey: VEUHZFXQNDHKGQ-UHFFFAOYSA-N

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride Toxicity Data With Reference

1H-Imidazolium,1,3-bis[2,6-bis(1-methylethyl)phenyl]-, chloride (1:1) (CAS NO.250285-32-6)hasn't been listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65. And the toxicological properties have not been fully investigated.

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
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.
WGK Germany: 3

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride Specification

1H-Imidazolium,1,3-bis[2,6-bis(1-methylethyl)phenyl]-, chloride (1:1) , its cas register number is 250285-32-6. It also can be called 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride .
1H-Imidazolium,1,3-bis[2,6-bis(1-methylethyl)phenyl]-, chloride (1:1) (CAS NO.250285-32-6) is hazardous, so the first aid measures and others should be known. Such as: Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid. While, it's inhaled: Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid. Then you have the ingesting of the product : Wash mouth out with water, and get medical aid immediately.
1H-Imidazolium,1,3-bis[2,6-bis(1-methylethyl)phenyl]-, chloride (1:1) (CAS NO.250285-32-6) should avoid the condition like incompatible materials. It is not compatible with strong oxidizing agents. And also prevent it to broken down into hazardous decomposition products: hydrogen chloride, nitrogen oxides, carbon monoxide, carbon dioxide. However, its hazardous polymerization has not been reported. In addition, it should be stored in a cool, dry place, or stored in a tightly closed container.

Product Name

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride

Synthetic route

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride Chemical Properties

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride Toxicity Data With Reference

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride Safety Profile

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride Specification

Related Products

Hot Products