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

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Name

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

EINECS 627-434-9
CAS No. 250285-32-6 Density N/A
PSA 8.81000 LogP 4.25160
Solubility Slightly soluble in water. Melting Point 278 °C (dec.)(lit.)
Formula C27H37ClN2 Boiling Point N/A
Molecular Weight 425.057 Flash Point N/A
Transport Information N/A Appearance White, off-white or tan powder
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 250285-32-6 (1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride) Hazard Symbols IrritantXi
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;

Article Data 50

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

1207373-09-8

C34H50Cl2N4Pd

250285-32-6

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

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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

24544-04-5

2,6-diisopropylbenzenamine

250285-32-6

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

Conditions
ConditionsYield
With hydrogenchloride In methanol for 36h; Reflux;84.6%
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With hydrogenchloride In tetrahydrofuran; 1,4-dioxane at 40℃; for 72h;58%

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: IrritantXi
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.

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