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931-36-2

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931-36-2 Usage

Uses

Different sources of media describe the Uses of 931-36-2 differently. You can refer to the following data:
1. Curing epoxy-resin systems.
2. 2-Ethyl-4-methylimidazole can be used as a:cross-linker for epoxy resins to synthesize network polymers with improved thermal resistance and physical properties.curing agent for polysiloxane episulfide resin (PSER).catalyst to promote curing of blends of hyperbranched aromatic epoxy polymer and bisphenol F diglycidyl ether.

Flammability and Explosibility

Nonflammable

Check Digit Verification of cas no

The CAS Registry Mumber 931-36-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,3 and 1 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 931-36:
(5*9)+(4*3)+(3*1)+(2*3)+(1*6)=72
72 % 10 = 2
So 931-36-2 is a valid CAS Registry Number.
InChI:InChI=1/C6H10N2/c1-3-6-7-4-5(2)8-6/h4H,3H2,1-2H3,(H,7,8)

931-36-2 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Alfa Aesar

  • (A15798)  2-Ethyl-4-methylimidazole, 96%   

  • 931-36-2

  • 25g

  • 332.0CNY

  • Detail
  • Alfa Aesar

  • (A15798)  2-Ethyl-4-methylimidazole, 96%   

  • 931-36-2

  • 100g

  • 996.0CNY

  • Detail
  • Aldrich

  • (E36652)  2-Ethyl-4-methylimidazole  95%

  • 931-36-2

  • E36652-5G

  • 527.67CNY

  • Detail
  • Aldrich

  • (E36652)  2-Ethyl-4-methylimidazole  95%

  • 931-36-2

  • E36652-100G

  • 721.89CNY

  • Detail

931-36-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Ethyl-4-methylimidazole

1.2 Other means of identification

Product number -
Other names 2-ethyl-5-methyl-1H-imidazole

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:931-36-2 SDS

931-36-2Synthetic route

2-ethyl-4-methyl-1-imidazoline
931-35-1

2-ethyl-4-methyl-1-imidazoline

2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

Conditions
ConditionsYield
With potassium hydroxide In water at 190℃; for 0.25h;90.4%
With 5%-palladium/activated carbon at 140℃; for 10h; Reagent/catalyst; Temperature;86.8%
propionaldehyde
123-38-6

propionaldehyde

1-bromoacetone
598-31-2

1-bromoacetone

2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

Conditions
ConditionsYield
With ammonium hydroxide; copper diacetate
N,N'-(methyl-ethenediyl)-bis-benzamide
66675-19-2

N,N'-(methyl-ethenediyl)-bis-benzamide

propionic acid anhydride
123-62-6

propionic acid anhydride

2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

Conditions
ConditionsYield
at 180℃; im Rohr;
propionic acid
802294-64-0

propionic acid

1,2-diaminopropan
78-90-0, 10424-38-1

1,2-diaminopropan

2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

Conditions
ConditionsYield
With hydrogen; Pt/Al2O3; AP-64K platinum-alumina catalyst at 400℃;
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

4-fluorobenzoyl chloride
403-43-0

4-fluorobenzoyl chloride

2-ethyl-1-(p-fluorophenylcarbonyl)-4-methylimidazole
90172-65-9

2-ethyl-1-(p-fluorophenylcarbonyl)-4-methylimidazole

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In chloroform-d1100%
formaldehyd
50-00-0

formaldehyd

2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

2-ethyl-4-methyl-5-hydroxymethyl-imidazole
94887-76-0

2-ethyl-4-methyl-5-hydroxymethyl-imidazole

Conditions
ConditionsYield
With potassium hydroxide In water at 15 - 25℃; for 28h; pH=12.5; Reagent/catalyst; Time; Mannich Aminomethylation;98%
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

ethyl iodide
75-03-6

ethyl iodide

C10H19N2(1+)*I(1-)

C10H19N2(1+)*I(1-)

Conditions
ConditionsYield
With potassium carbonate sesquihydrate In chloroform at 20℃; for 144h;98%
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

5-Hydroxyisophthalic acid
618-83-7

5-Hydroxyisophthalic acid

(x)C6H10N2*C8H6O5

(x)C6H10N2*C8H6O5

Conditions
ConditionsYield
In ethyl acetate Reflux;93%
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

2-ethyl-4-methylimidazolium pentaborate

2-ethyl-4-methylimidazolium pentaborate

Conditions
ConditionsYield
With boric acid In methanol; water for 1h;92%
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

ethyl acrylate
140-88-5

ethyl acrylate

ethyl 3-(2-ethyl-4-methyl-1H-imidazol-1-yl)propanoate

ethyl 3-(2-ethyl-4-methyl-1H-imidazol-1-yl)propanoate

Conditions
ConditionsYield
With C22H48N4(4+)*4HO(1-) In neat (no solvent) at 20℃; for 0.75h; Michael Addition;92%
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

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

1-bromomethyl-4-nitro-benzene

C13H15N3O2

C13H15N3O2

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 60℃; for 2h;91%
With potassium carbonate In acetonitrile at 20℃; for 5h;
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

4-n-methylphenylacetylene
766-97-2

4-n-methylphenylacetylene

(Z)-2-ethyl-4-methyl-1-(3-methylstyryl)-1H-imidazole

(Z)-2-ethyl-4-methyl-1-(3-methylstyryl)-1H-imidazole

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 120℃; Inert atmosphere; diastereoselective reaction;89%
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

acrylonitrile
107-13-1

acrylonitrile

3-(2-ethyl-4-methyl-1H-imidazol-1-yl)propanenitrile
23996-25-0

3-(2-ethyl-4-methyl-1H-imidazol-1-yl)propanenitrile

Conditions
ConditionsYield
With C22H48N4(4+)*4HO(1-) In neat (no solvent) at 20℃; for 1.16667h; Michael Addition;87%
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-(tert-butoxycarbonyl)-2-ethyl-4-methylimidazole
1299491-23-8

N-(tert-butoxycarbonyl)-2-ethyl-4-methylimidazole

Conditions
ConditionsYield
With dmap In N,N-dimethyl-formamide for 1h;86%
formaldehyd
50-00-0

formaldehyd

2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

bis(2-ethyl-4-methyl-imidazol-5-yl)methane
95684-24-5

bis(2-ethyl-4-methyl-imidazol-5-yl)methane

Conditions
ConditionsYield
With potassium hydroxide In methanol at 20℃; for 0.0833333h; pH=14;85%
In methanol85%
formaldehyd
50-00-0

formaldehyd

2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

4,4′-methanediylbis(2-ethyl-5-methyl-1H-imidazole)
95684-24-5

4,4′-methanediylbis(2-ethyl-5-methyl-1H-imidazole)

Conditions
ConditionsYield
With potassium hydroxide In methanol; water at 20℃; for 24h;85%
formaldehyd
50-00-0

formaldehyd

2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

glycine
56-40-6

glycine

N,N-bis(2-ethyl-4-methylimidazo-5-yl-methylene)glycine

N,N-bis(2-ethyl-4-methylimidazo-5-yl-methylene)glycine

Conditions
ConditionsYield
Stage #1: 2-ethyl-4-methyl-1H-imidazole; glycine With 1H-imidazole In water for 0.166667h;
Stage #2: formaldehyd In water for 0.25h;
Stage #3: With triethylamine In water at 20℃; for 168h; pH=11 - 12;
85%
2-chloropyrimidine
1722-12-9

2-chloropyrimidine

2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

2-(2-ethyl-4-methyl-1H-imidazol-1-yl)pyrimidine

2-(2-ethyl-4-methyl-1H-imidazol-1-yl)pyrimidine

Conditions
ConditionsYield
Stage #1: 2-ethyl-4-methyl-1H-imidazole 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℃;
85%
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

2-bromo-N-(2-bromoethyl)-N-(2,4-dichlorobenzyl)ethanamine
1096706-56-7

2-bromo-N-(2-bromoethyl)-N-(2,4-dichlorobenzyl)ethanamine

N-(2,4-dichlorobenzyl)-2-(2-ethyl-4-methyl-1H-imidazol-1-yl)-N-(2-(2-ethyl-4-methyl-1H-imidazol-1-yl)ethyl)ethanamine
1096706-50-1

N-(2,4-dichlorobenzyl)-2-(2-ethyl-4-methyl-1H-imidazol-1-yl)-N-(2-(2-ethyl-4-methyl-1H-imidazol-1-yl)ethyl)ethanamine

Conditions
ConditionsYield
Stage #1: 2-ethyl-4-methyl-1H-imidazole With sodium hydride In tetrahydrofuran at 60℃; for 1h;
Stage #2: 2-bromo-N-(2-bromoethyl)-N-(2,4-dichlorobenzyl)ethanamine In tetrahydrofuran at 20 - 60℃;
84.8%
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

2-ethyl-4-methylimidazole-5-dithiocarboxylic acid
84255-42-5

2-ethyl-4-methylimidazole-5-dithiocarboxylic acid

Conditions
ConditionsYield
With carbon disulfide; sodium hydroxide In dimethyl sulfoxide83%
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

4-methoxyphenylacetylen
768-60-5

4-methoxyphenylacetylen

(Z)-2-ethyl-1-(4-methoxystyryl)-4-methyl-1H-imidazole
1383663-42-0

(Z)-2-ethyl-1-(4-methoxystyryl)-4-methyl-1H-imidazole

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 120℃; for 2h; Inert atmosphere; stereoselective reaction;82%
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

2-nitrophenyl bromide
577-19-5

2-nitrophenyl bromide

2-ethyl-4-methyl-1-(2-nitrophenyl)-1H-imidazole

2-ethyl-4-methyl-1-(2-nitrophenyl)-1H-imidazole

Conditions
ConditionsYield
With copper(l) iodide; 1-Hydroxymethyl-1H-benzotriazole; potassium tert-butylate In dimethyl sulfoxide at 120℃; for 18h; Inert atmosphere;82%
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

1-isothiocyanatopropa-1,2-diene
137768-73-1

1-isothiocyanatopropa-1,2-diene

A

2-(2-ethyl-4-methylimidazol-1-yl)-5-methylthiazole
1037456-35-1

2-(2-ethyl-4-methylimidazol-1-yl)-5-methylthiazole

B

2-(2-ethyl-4-methylimidazol-1-yl)-5-methylene-4,5-dihydrothiazole
1037456-79-3

2-(2-ethyl-4-methylimidazol-1-yl)-5-methylene-4,5-dihydrothiazole

Conditions
ConditionsYield
In tetrahydrofuran for 1h;A 80%
B 10%
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

ortho-nitrofluorobenzene
1493-27-2

ortho-nitrofluorobenzene

2-ethyl-4-methyl-1-(2-nitrophenyl)-1H-imidazole

2-ethyl-4-methyl-1-(2-nitrophenyl)-1H-imidazole

Conditions
ConditionsYield
With sodium hydroxide In dimethyl sulfoxide at 20℃;80%
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

phenylacetylene
536-74-3

phenylacetylene

C14H16N2

C14H16N2

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 120℃; for 1.5h; Schlenk technique; Inert atmosphere;80%
3-isothiocyanato-4-methoxybuta-1,2-diene
1037456-15-7

3-isothiocyanato-4-methoxybuta-1,2-diene

2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

A

2-(2-ethyl-4-methylimidazol-1-yl)-4-methoxymethyl-5-methylthiazole
1037456-37-3

2-(2-ethyl-4-methylimidazol-1-yl)-4-methoxymethyl-5-methylthiazole

B

2-(2-ethyl-4-methylimidazol-1-yl)-4-methoxymethyl-5-methylene-4,5-dihydrothiazole
1037456-81-7

2-(2-ethyl-4-methylimidazol-1-yl)-4-methoxymethyl-5-methylene-4,5-dihydrothiazole

Conditions
ConditionsYield
In tetrahydrofuran for 1h;A 79%
B 3%
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

3-fluorobromobenzene
1073-06-9

3-fluorobromobenzene

boron trifluoride diethyl etherate
109-63-7

boron trifluoride diethyl etherate

2-ethyl-4-methylimidazolium tetrakis(3-fluorophenyl)borate

2-ethyl-4-methylimidazolium tetrakis(3-fluorophenyl)borate

Conditions
ConditionsYield
Stage #1: 3-fluorobromobenzene; boron trifluoride diethyl etherate With magnesium In tetrahydrofuran for 1h; Reflux;
Stage #2: 2-ethyl-4-methyl-1H-imidazole With hydrogenchloride In tetrahydrofuran; water at 20℃; for 0.5h;
79%
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

parthenolide
503551-53-9

parthenolide

C21H30N2O3

C21H30N2O3

Conditions
ConditionsYield
With methanol at 20℃; for 15h; Michael Addition; diastereoselective reaction;78%
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

Diethyl carbonate
105-58-8

Diethyl carbonate

1-ethyl-2-ethyl-4-methylimidazole
56468-51-0

1-ethyl-2-ethyl-4-methylimidazole

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 90℃; for 10h;78%
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

Trifluoroacetaldehyde ethyl hemiacetal
433-27-2

Trifluoroacetaldehyde ethyl hemiacetal

1-(2-Ethyl-5-methyl-3H-imidazol-4-yl)-2,2,2-trifluoro-ethanol

1-(2-Ethyl-5-methyl-3H-imidazol-4-yl)-2,2,2-trifluoro-ethanol

Conditions
ConditionsYield
for 2h; Heating;76%
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

benzyl chloride
100-44-7

benzyl chloride

1-benzyl-2-ethyl-4-methylimidazole

1-benzyl-2-ethyl-4-methylimidazole

Conditions
ConditionsYield
With potassium carbonate In chloroform for 8h; Reflux;75.35%
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

2-(2-ethyl-4-methyl-1H-imidazol-1-yl)pyridine
1167443-57-3

2-(2-ethyl-4-methyl-1H-imidazol-1-yl)pyridine

Conditions
ConditionsYield
With 2Na(1+)*CuC6H4(NCHC6H3OO3S)2(2-)=CuC6H4(NCHC6H3ONaO3S)2 In water at 100℃; for 6h;75%
2-ethyl-4-methyl-1H-imidazole
931-36-2

2-ethyl-4-methyl-1H-imidazole

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

{4,4'-((2-chlorophenyl) methylene)bis(2-ethyl-5-methyl-1H-imidazole)}

{4,4'-((2-chlorophenyl) methylene)bis(2-ethyl-5-methyl-1H-imidazole)}

Conditions
ConditionsYield
With potassium hydroxide In water at 80℃; for 72h;75%

931-36-2Relevant articles and documents

Environment-friendly 2-ethyl-4-methylimidazole synthesis method

-

Paragraph 0009; 0010, (2020/03/09)

The invention discloses an environment-friendly synthesis method of 2-ethyl-4-methylimidazole, and belongs to the technical field of organic synthesis. The method comprises: generating aminopropyl propionamide at a temperature of 80 DEG C from low-toxicity methyl propionate and 1,2-diaminopropane according to a proper reaction ratio; carrying out cyclization with water on the aminopropyl propionamide and an aromatic hydrocarbon in the presence of a catalyst to generate 2-ethyl-4-methylimidazoline; and dehydrogenating the 2-ethyl-4-methylimidazoline at a temperature of 120-40 DEG C in the presence of a pd/c catalyst to prepare the 2-ethyl-4-methylimidazole. According to the invention, the 2-ethyl-4-methylimidazole is prepared by using the method, so that the use of high-toxicity propionitrile, high-pollution aldehyde and ammonia and high-risk Raney nickel catalysts capable of burning in the presence of air are avoided, no waste ammonia is generated in the production process, and the method belongs to an environment-friendly method for preparing the 2-ethyl-4-methylimidazole.

Tetrasubstituted imidazoles

-

, (2008/06/13)

A compound of the formula STR1 wherein the substituents are defined in the specification useful for the treatment of cardiovascular disorders.

CATALYTIC SYNTHESIS OF C-ALKYLIMIDAZOLES OVER PLATINUM-ALUMINA CATALYSTS

Gitis, K. M.,Neumoeva, G. E.,Raevskaya, N. I.,Arutyunyants, G. A.,Isagulyants, G. V.

, p. 728 - 734 (2007/10/02)

The synthesis of C-alkylimidazoles from 1,2-diamines and carboxylic acids over bifunctional platinum-alumina catalysts has been studied.It has been shown that this method is effective for the synthesis of 2-alkyl and 2,4-dialkylimidazoles including imidazoles with long-chain alkyls.The effect of the reaction temperature, space velocity of the flow of the raw materials, and dilution by hydrogen on the yield of product has been examined for the example of the synthesis of 2-methylimidazole from ethylenediamine and acetic acid, and the stability of the catalyst in continuous reaction cycles with intermediate oxidative regeneration has been studied.The composition of the accompanying products has been established and a mechanism proposed for their formation.Keywords: bifunctional catalyst, platinum-alumina catalyst, alkylimidazoles, 2-methylimidazole.

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