Product Name

  • Name

    2-Ethylimidazole

  • EINECS 214-011-5
  • CAS No. 1072-62-4
  • Article Data23
  • CAS DataBase
  • Density 1.024 g/cm3
  • Solubility Soluble in water (617 g/L at 20°C)
  • Melting Point 78-81 °C(lit.)
  • Formula C5H8N2
  • Boiling Point 268 °C at 760 mmHg
  • Molecular Weight 96.1319
  • Flash Point 133.1 °C
  • Transport Information
  • Appearance White to slightly yellow flakes
  • Safety 26-36-37/39
  • Risk Codes 36/37/38-41-38-22
  • Molecular Structure Molecular Structure of 1072-62-4 (2-Ethylimidazole)
  • Hazard Symbols HarmfulXn,IrritantXi
  • Synonyms Imidazole,2-ethyl- (6CI,7CI,8CI);2-Ethyl-1H-imidazole;Curezol 2EZ;
  • PSA 28.68000
  • LogP 0.97210

Synthetic route

2-ethyl-4,5-dihydro-1H-imidazole
930-52-9

2-ethyl-4,5-dihydro-1H-imidazole

2-Ethylimidazole
1072-62-4

2-Ethylimidazole

Conditions
ConditionsYield
With potassium permanganate; formic acid for 10h; Heating;90.3%
With Pt/Al2O3; hydrogen at 425℃;
(3aα,4α,7α,7aα)-2-ethyl-3a,4,7,7a-tetrahydro-4,7-methano-1H-benzimidazole

(3aα,4α,7α,7aα)-2-ethyl-3a,4,7,7a-tetrahydro-4,7-methano-1H-benzimidazole

2-Ethylimidazole
1072-62-4

2-Ethylimidazole

Conditions
ConditionsYield
In decalin at 195℃; for 2h;60%
N-Ethylimidazole
7098-07-9

N-Ethylimidazole

2-Ethylimidazole
1072-62-4

2-Ethylimidazole

Conditions
ConditionsYield
beim Durchleiten durch ein auf Rotglut erhitztes Glasrohr;
N-Ethylimidazole
7098-07-9

N-Ethylimidazole

A

2-Ethylimidazole
1072-62-4

2-Ethylimidazole

B

hydrogen cyanide
74-90-8

hydrogen cyanide

Conditions
ConditionsYield
beim Durchleiten durch ein rotgluehendes Rohr;
2-ethyl-1H-imidazole-4,5-dicarboxylic acid
58954-22-6

2-ethyl-1H-imidazole-4,5-dicarboxylic acid

2-Ethylimidazole
1072-62-4

2-Ethylimidazole

Glyoxal
131543-46-9

Glyoxal

propionaldehyde
123-38-6

propionaldehyde

2-Ethylimidazole
1072-62-4

2-Ethylimidazole

Conditions
ConditionsYield
With ammonia; water
at 0 - 25℃; for 24h;
propionic acid
802294-64-0

propionic acid

ethylenediamine
107-15-3

ethylenediamine

2-Ethylimidazole
1072-62-4

2-Ethylimidazole

Conditions
ConditionsYield
With hydrogen; Pt/Al2O3; AP-64K platinum-alumina catalyst at 400℃;
2-ethyl-imidazole-dicarboxylic acid-(4.5)

2-ethyl-imidazole-dicarboxylic acid-(4.5)

2-Ethylimidazole
1072-62-4

2-Ethylimidazole

1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide
174899-82-2

1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide

A

1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

B

2-Ethylimidazole
1072-62-4

2-Ethylimidazole

C

N-Ethylimidazole
7098-07-9

N-Ethylimidazole

D

2-methylimidazole
693-98-1

2-methylimidazole

Conditions
ConditionsYield
Pyrolysis; Further byproducts given. Title compound not separated from byproducts;
...Expand
C7H16N2O2

C7H16N2O2

2-Ethylimidazole
1072-62-4

2-Ethylimidazole

Conditions
ConditionsYield
Stage #1: C7H16N2O2 With thioacetamide In methanol at 0 - 45℃;
Stage #2: With hydrogenchloride In methanol at 0 - 80℃;
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

2-ethyl-4,5-diiodo-1H-imidazole
870704-53-3

2-ethyl-4,5-diiodo-1H-imidazole

Conditions
ConditionsYield
With iodine; sodium carbonate In 1,4-dioxane; water at 20℃;99%
With iodine; sodium carbonate In 1,4-dioxane; water at 20℃; for 24h;92%
With iodine; sodium carbonate In 1,4-dioxane; water at 20℃; for 24h; Inert atmosphere;92%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

sodium 2-ethylimidazolide

sodium 2-ethylimidazolide

Conditions
ConditionsYield
With sodium t-butanolate In tetrahydrofuran at 20℃; for 2h;99%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

methyl iodide
74-88-4

methyl iodide

2-ethyl-1,3-dimethyl-imidazolium; iodide
86173-30-0

2-ethyl-1,3-dimethyl-imidazolium; iodide

Conditions
ConditionsYield
With potassium carbonate sesquihydrate In chloroform at 20℃; for 144h;98%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

allyl alcohol
107-18-6

allyl alcohol

1-allyl-2 ethylimidazole
14967-24-9

1-allyl-2 ethylimidazole

Conditions
ConditionsYield
With 2,3,4,5,6-pentafluorophenol; briphos; bis(dibenzylideneacetone)-palladium(0) In dichloromethane at 30℃; for 24h; Inert atmosphere;98%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

ethyl iodide
75-03-6

ethyl iodide

C9H17N2(1+)*I(1-)

C9H17N2(1+)*I(1-)

Conditions
ConditionsYield
With potassium carbonate sesquihydrate In chloroform at 20℃; for 144h;98%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

acetic acid
64-19-7

acetic acid

2-ethylimidazolium acetate

2-ethylimidazolium acetate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 0.833333h;97%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

zinc(II) oxide

zinc(II) oxide

[zinc(2-ethylimidazole(-H))2]

[zinc(2-ethylimidazole(-H))2]

Conditions
ConditionsYield
acetic acid In water at 95℃; for 0.5h; Heating / reflux;96%
With NH4NO3 or NH4CH3SO3 or (NH4)2SO4 In further solvent(s) solvent N,N-diethylformamide, 1:2 mixt. of ZnO and imidazole deriv.; ground for 30 min in Retsch MM200 mill (stainless steel jar, two 7 mm diam.stainless steel balls) at 30 Hz; XRD;
With (NH4)2SO4 or none In neat (no solvent) 1:2 mixt. of ZnO and imidazole deriv.; ground for 30 min in Retsch MM200mill (stainless steel jar, two 7 mm diam. stainless steel balls) at 30 Hz; XRD;0%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

2-ethylimidazolium pentaborate

2-ethylimidazolium pentaborate

Conditions
ConditionsYield
With boric acid In methanol; water for 1h;96%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

2-ethyl-1H-imidazolium hydrogen sulfate

2-ethyl-1H-imidazolium hydrogen sulfate

Conditions
ConditionsYield
With sulfuric acid In dichloromethane at 25℃; for 0.833333h;96%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

triphenylphosphine
603-35-0

triphenylphosphine

dimethyl 2-(2-ethylimidazol-1-yl)-3-(triphenylphosphoranylidene)butanedioate

dimethyl 2-(2-ethylimidazol-1-yl)-3-(triphenylphosphoranylidene)butanedioate

Conditions
ConditionsYield
In ethyl acetate at 20℃; for 24h;95%
...Expand
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

4-Fluoronitrobenzene
350-46-9

4-Fluoronitrobenzene

2-ethyl-1-(4-nitro)phenyl-1H-imidazole

2-ethyl-1-(4-nitro)phenyl-1H-imidazole

Conditions
ConditionsYield
With sodium hydroxide In dimethyl sulfoxide at 90℃; for 15h;94%
With sodium hydroxide In dimethyl sulfoxide at 90℃; for 5h;84.9%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

2-ethyl-3,5-dihydroimidazol-4-one

2-ethyl-3,5-dihydroimidazol-4-one

Conditions
ConditionsYield
With perchloric acid; chloramine-B In water at 29.84℃; Kinetics; Temperature; Green chemistry;93.6%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

triphenylphosphine
603-35-0

triphenylphosphine

acetylenedicarboxylic acid diethyl ester
762-21-0

acetylenedicarboxylic acid diethyl ester

diethyl 2-(2-ethylimidazol-1-yl)-3-(triphenylphosphoranylidene)butanedioate

diethyl 2-(2-ethylimidazol-1-yl)-3-(triphenylphosphoranylidene)butanedioate

Conditions
ConditionsYield
In ethyl acetate at 20℃; for 24h;93%
...Expand
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

Di-tert-butyl acetylenedicarboxylate
66086-33-7

Di-tert-butyl acetylenedicarboxylate

triphenylphosphine
603-35-0

triphenylphosphine

di-tert-butyl 2-(2-ethylimidazol-1-yl)-3-(triphenylphosphoranylidene)butanedioate

di-tert-butyl 2-(2-ethylimidazol-1-yl)-3-(triphenylphosphoranylidene)butanedioate

Conditions
ConditionsYield
In ethyl acetate at 20℃; for 24h;92%
...Expand
2-bromo-pyridine
109-04-6

2-bromo-pyridine

2-Ethylimidazole
1072-62-4

2-Ethylimidazole

C10H11N3

C10H11N3

Conditions
ConditionsYield
With copper(l) iodide; N-hydroxyphthalimide; sodium methylate In dimethyl sulfoxide at 110℃; for 24h;92%
With dimethylenecyclourethane; copper(l) iodide; sodium methylate In dimethyl sulfoxide at 80℃; for 12h;81%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

benzyl chloride
100-44-7

benzyl chloride

1-benzyl-2-ethyl-1H-imidazole
39269-64-2

1-benzyl-2-ethyl-1H-imidazole

Conditions
ConditionsYield
Stage #1: 2-Ethylimidazole With sodium hydride In N,N-dimethyl-formamide; mineral oil at -15℃; for 0.5h; Inert atmosphere;
Stage #2: benzyl chloride In N,N-dimethyl-formamide; mineral oil at -15 - -5℃; for 3h; Inert atmosphere;		92%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

methyl chloroformate
79-22-1

methyl chloroformate

methyl 2-ethyl-1-imidazolecarboxylate
1344736-09-9

methyl 2-ethyl-1-imidazolecarboxylate

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 16h; Inert atmosphere;91%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

potassium 2-ethylimidazolide

potassium 2-ethylimidazolide

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;91%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

7-fluoro-6-nitro-1,4-dihydroquinoxaline-2,3-dione
143151-09-1

7-fluoro-6-nitro-1,4-dihydroquinoxaline-2,3-dione

6-(2-Ethyl-imidazol-1-yl)-7-nitro-1,4-dihydro-quinoxaline-2,3-dione

6-(2-Ethyl-imidazol-1-yl)-7-nitro-1,4-dihydro-quinoxaline-2,3-dione

Conditions
ConditionsYield
at 140 - 150℃;90%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

methyl iodide
74-88-4

methyl iodide

1-methyl-2-ethylimidazole
5709-61-5

1-methyl-2-ethylimidazole

Conditions
ConditionsYield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene at 20℃; for 0.25h;89%
at 30℃; for 8h;70%
Stage #1: 2-Ethylimidazole With sodium hydride In toluene at 20℃; for 1h;
Stage #2: methyl iodide In toluene at 20℃; for 5h;		49%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

Ag(1+)*C11H7F3N3O2(1-)

Ag(1+)*C11H7F3N3O2(1-)

C16H15AgF3N5O2

C16H15AgF3N5O2

Conditions
ConditionsYield
In acetonitrile for 1h;89%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

AgCl(PPh3)3
17116-26-6

AgCl(PPh3)3

[AgCl(2-ethylimidazole)(PPh3)2]
883992-34-5

[AgCl(2-ethylimidazole)(PPh3)2]

Conditions
ConditionsYield
In diethyl ether addn. of imidazole deriv. to suspn. of silver compd. in ether, stirring at room temp. for 24 h; filtration, washing with ether, recrystn. (CHCl3), elem. anal.;88%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

1-bromo-1-octyne
38761-67-0

1-bromo-1-octyne

(Z)-1-(1-bromo-1-octen-2-yl)-2-ethylimidazole
1349701-68-3

(Z)-1-(1-bromo-1-octen-2-yl)-2-ethylimidazole

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 150℃; for 24h; stereoselective reaction;88%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

C19H17ClN2O3S

C19H17ClN2O3S

2-(2-ethyl-1H-imidazol-1-yl)-1-(9-(phenylsulfonyl)-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indol-2-yl)ethan-1-one

2-(2-ethyl-1H-imidazol-1-yl)-1-(9-(phenylsulfonyl)-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indol-2-yl)ethan-1-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 1h;88%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

2-chloropyrimidine
1722-12-9

2-chloropyrimidine

2-(2-ethyl-1H-imidazol-1-yl)pyrimidine

2-(2-ethyl-1H-imidazol-1-yl)pyrimidine

Conditions
ConditionsYield
Stage #1: 2-Ethylimidazole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h;
Stage #2: 2-chloropyrimidine In N,N-dimethyl-formamide; mineral oil at 130℃;		88%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

1-(chloromethoxy)butane
2351-69-1

1-(chloromethoxy)butane

1-butoxymethyl-2-ethylimidazole
591235-24-4

1-butoxymethyl-2-ethylimidazole

Conditions
ConditionsYield
Stage #1: 1-(chloromethoxy)butane With triethylamine In toluene at 20℃; for 0.25h;
Stage #2: 2-Ethylimidazole In toluene Heating;		85%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

3-(3-bromomethylphenyl)-5-isobutylthiophene-2-(N-tert-butyl)sulfonamide
912942-73-5

3-(3-bromomethylphenyl)-5-isobutylthiophene-2-(N-tert-butyl)sulfonamide

3-(3-(2-ethylimidazol-1-ylmethyl)phenyl)-5-isobutylthiophene-2-(N-tert-butyl)sulfonamide
912962-78-8

3-(3-(2-ethylimidazol-1-ylmethyl)phenyl)-5-isobutylthiophene-2-(N-tert-butyl)sulfonamide

Conditions
ConditionsYield
In 1,4-dioxane at 80℃; for 1h;85%
In 1,4-dioxane at 80℃; for 1h;85%
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

thallium chloride

thallium chloride

chlorine
7782-50-5

chlorine

TlCl3(N2C3H3(C2H5))2
132829-18-6

TlCl3(N2C3H3(C2H5))2

Conditions
ConditionsYield
In acetonitrile bubbling Cl2 through suspension of TlCl (4.2 mmol) and 2-ethylimidazole (9.0 mmol) in CH3CN until all the TlCl is dissolved; concg.;; pptn.; elem. anal.;;85%
...Expand
2-Ethylimidazole
1072-62-4

2-Ethylimidazole

phenylboronic acid
98-80-6

phenylboronic acid

2-ethyl-1-phenyl-1H-imidazole

2-ethyl-1-phenyl-1H-imidazole

Conditions
ConditionsYield
With [CuI2(3,2'-pypzpym)]; oxygen In water; acetonitrile at 60℃; under 760.051 Torr; for 24h; Chan-Lam Coupling; Green chemistry;85%
With 2,5-dimethoxybenzaldene-4-phenylthiosemicarbazone; copper(II) acetate monohydrate; triethylamine In water; N,N-dimethyl-formamide at 20℃; for 20h; Chan-Lam Coupling;81%

2-Ethylimidazole Specification

The 1H-Imidazole,2-ethyl- with CAS registry number of 1072-62-4 is also called 2-Ethylimidazole. The IUPAC name is 2-ethyl-1H-imidazole. Its EINECS registry number is 214-011-5. In addition, the formula is C5H8N2 and the molecular weight is 96.13. It is belongs to the classes of Imidaxoles; Building Blocks; Heterocyclic Building Blocks; Imidazoles. What's more, it is a kind of white to slightly yellow flakes. It should be stored in cool and dry place.

Physical properties about this chemical are: (1)ACD/LogP: 0.16; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.23; (4)ACD/LogD (pH 7.4): -0.98; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 2.12; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 17.82 Å2; (13)Index of Refraction: 1.515; (14)Molar Refractivity: 28.32 cm3; (15)Molar Volume: 93.7 cm3; (16)Polarizability: 11.22 ×10-24cm3; (17)Surface Tension: 41.1 dyne/cm; (18)Density: 1.024 g/cm3; (19)Flash Point: 133.1 °C; (20)Enthalpy of Vaporization: 48.57 kJ/mol; (21)Boiling Point: 268 °C at 760 mmHg; (22)Vapour Pressure: 0.013 mmHg at 25°C.

Preparation of 1H-Imidazole,2-ethyl-: it can be prepared by 2-ethyl-4,5-dihydro-1H-imidazole. This reaction will need reagent KMnO4 and 90percent aq. HCOOH. The reaction time is 10 hours by heating. The yield is about 90.3%.

1H-Imidazole,2-ethyl- can be prepared by 2-ethyl-4,5-dihydro-1H-imidazole.

Uses of 1H-Imidazole,2-ethyl-: it can be used in instruments, meters, all kinds of electrical components, chemical machinery, vehicles and defense industry for bonding, encapsulation, coating and laminating pressure. It also can used as epoxy curing agents. What's more, it can react with 4-ethyl-5-(4-fluoro-benzoyl)-1,3-dihydro-imidazol-2-one to get 4-ethyl-5-[4-(2-ethyl-imidazol-1-yl)-benzoyl]-1,3-dihydro-imidazol-2-one. The reaction time is 40 hours at the temperature of 140-155 °C. The yield is about 63%.

1H-Imidazole,2-ethyl- can react with 4-ethyl-5-(4-fluoro-benzoyl)-1,3-dihydro-imidazol-2-one to get 4-ethyl-5-[4-(2-ethyl-imidazol-1-yl)-benzoyl]-1,3-dihydro-imidazol-2-one.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. And it is harmful if swallowed and has risk of serious damage to the eyes. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: n1ccnc1CC
(2)InChI: InChI=1/C5H8N2/c1-2-5-6-3-4-7-5/h3-4H,2H2,1H3,(H,6,7)
(3)InChIKey: PQAMFDRRWURCFQ-UHFFFAOYAK

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