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4333-62-4

Basic Information
CAS No.: 4333-62-4
Name: 1,3-Dimethylimidazolium iodide
Article Data: 75
Molecular Structure:
Molecular Structure of 4333-62-4 (1,3-Dimethylimidazolium iodide)
Formula: C5H9IN2
Molecular Weight: 224.044
Synonyms: 1,3-Dimethylimidazoliumiodide (7CI);1H-Imidazolium, 1,3-dimethyl-, iodide (9CI);Imidazolium,1,3-dimethyl-, iodide (8CI);1,3-Dimethyl-1H-imidazolium iodide;1-Methylimidazole methiodide;N,N'-Dimethylimidazolium iodide;
EINECS: 801-371-9
Melting Point: 84.0 to 89.0 °C
PSA: 8.81000
LogP: -3.14640
Synthetic route
616-47-7

1-methyl-1H-imidazole

74-88-4

methyl iodide

4333-62-4

1,3-dimethylimidazolim iodide

Conditions
ConditionsYield
In dichloromethane for 1h;100%
In dichloromethane at 0℃; for 3h;99%
at 60℃;98%

(1,3-dimethyl-1,3-dihydro-2H-imidazol-2-ylidene)diiodo(pyridine)palladium

4333-62-4

1,3-dimethylimidazolim iodide

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 140℃; for 20h; Inert atmosphere; Schlenk technique; Sealed tube;100%
111931-07-8

2-(Hydroxy-diphenyl-methyl)-1,3-dimethyl-3H-imidazol-1-ium; iodide

A

119-61-9

benzophenone

B

4333-62-4

1,3-dimethylimidazolim iodide

Conditions
ConditionsYield
With potassium carbonate In benzene at 60℃; for 2h; Product distribution; further reagent; var. time;A 96.6%
B n/a
188776-79-6

bis(1,3-dimethyl-1,3-dihydro-2H-imidazol-2-ylidene)diiodonickel(II)

4333-62-4

1,3-dimethylimidazolim iodide

Conditions
ConditionsYield
With water In acetonitrile at 70℃; for 48h; Kinetics;88%
93031-50-6

2-(1-hydroxy-1-phenyl-1-pentyl)-1-methyl-1H-imidazole

A

1009-14-9

phenyl butyl ketone

B

4333-62-4

1,3-dimethylimidazolim iodide

Conditions
ConditionsYield
With methyl iodide In ethyl acetate for 72h; Heating;A 86%
B 63%

2-(1-Hydroxy-1-phenyl-pentyl)-1,3-dimethyl-3H-imidazol-1-ium; iodide

A

1009-14-9

phenyl butyl ketone

B

4333-62-4

1,3-dimethylimidazolim iodide

Conditions
ConditionsYield
In ethanol for 72h; Heating;A 86%
B 63%
With potassium carbonate In benzene Yield given;
616-47-7

1-methyl-1H-imidazole

74-88-4

methyl iodide

butyl halide

butyl halide

4333-62-4

1,3-dimethylimidazolim iodide

Conditions
ConditionsYield
In acetone for 5h; Reflux;84%

bis-(1,3-dihydro-1,3-dimethyl-2H-imidazol-2-ylidene)diiodopalladium

4333-62-4

1,3-dimethylimidazolim iodide

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 140℃; for 20h; Inert atmosphere; Schlenk technique; Sealed tube;80%
5587-42-8

imidazolyl sodium

74-88-4

methyl iodide

4333-62-4

1,3-dimethylimidazolim iodide

Conditions
ConditionsYield
In tetrahydrofuran for 4h; Reflux;67%
288-32-4

1H-imidazole

74-88-4

methyl iodide

4333-62-4

1,3-dimethylimidazolim iodide

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Chemistry

Molecular Structure of 1,3-Dimethylimidazolium iodide (CAS No.4333-62-4):
 
Molecular Formula: C5H9IN2
Molecular Weight: 224.04
IUPAC Name: 1,3-Dimethylimidazol-1-ium iodide
CAS No: 4333-62-4
H-Bond Donor: 0
H-Bond Acceptor: 1
Rotatable Bond Count: 0
Topological Polar Surface Area: 8.8
Heavy Atom Count: 8
Formal Charg: 0
Complexity: 55.1
Canonical SMILES: CN1C=C[N+](=C1)C.[I-]
InChI: InChI=1S/C5H9N2.HI/c1-6-3-4-7(2)5-6;/h3-5H,1-2H3;1H/q+1;/p-1
InChIKey: ARSMIBSHEYKMJT-UHFFFAOYSA-M

Uses

  1,3-Dimethylimidazolium iodide (CAS No.4333-62-4) can be used as pharmaceutical intermediate.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo oral 1600mg/kg (1600mg/kg)   Journal of Pharmaceutical Sciences. Vol. 69, Pg. 327, 1980.

Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of NOx and I.

Specification

   1,3-Dimethylimidazolium iodide (CAS No.4333-62-4), it also can be called 1-Methylimidazole methiodide ; 1H-Imidazolium, 1,3-dimethyl-, iodide (1:1)  .

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