2-Isopropylimidazole supplier

Name
2-Isopropylimidazole
EINECS 253-286-6
CAS No. 36947-68-9
Article Data11
CAS DataBase
Density 0.991 g/cm³
Solubility

Melting Point 129 - 131 C

Formula C6H10 N2

Boiling Point 256 - 260 C

Molecular Weight 110.159

Flash Point 114.5 °C

Transport Information 25kgs

Appearance white to yellowish crystals

Safety S26;S37/39

Risk Codes R36/37/38

Molecular Structure

Hazard Symbols

Synonyms 2-(1-Methylethyl)-1H-imidazole;2-Isopropyl-1H-imidazole; 2-Isopropylimidazole

PSA 28.68000

LogP 1.53310

Synthetic route

131543-46-9
Glyoxal

78-84-2
isobutyraldehyde

A

288-32-4
1H-imidazole

B

36947-68-9
2-isopropylimidazole

Conditions

Conditions Yield

Stage #1: isobutyraldehyde With ammonia In methanol; water at 25℃; for 1h;
Stage #2: Glyoxal With ammonia In methanol; water at 25℃; for 2h; Product distribution / selectivity; A 2 %Chromat.
B 95%

With ammonia In water at 25℃; for 1h; Product distribution / selectivity; A 23 %Chromat.
B 56%

...Expand

40029-86-5
2-(1-Methylethyl)-4,5-dihydro-1H-imidazol

36947-68-9
2-isopropylimidazole

Conditions

Conditions Yield

nickel In ethanol for 48h; Heating / reflux; 41%

51294-23-6
2-isopropyl-1H-imidazole-4,5-dicarboxylic acid

A

36947-68-9
2-isopropylimidazole

B

15719-64-9, 15719-76-3, 97762-63-5
methylammonium carbonate

131543-46-9
Glyoxal

78-84-2
isobutyraldehyde

36947-68-9
2-isopropylimidazole

Conditions

Conditions Yield

With ethanol; ammonia

With ammonium hydroxide In ethanol; water at 0 - 20℃; for 96h;

at 0 - 25℃; for 24h;

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

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

36947-68-9
2-isopropylimidazole

148748-05-4
N-(2,2-Dimethoxy-ethyl)-isobutyramidine

36947-68-9
2-isopropylimidazole

Conditions

Conditions Yield

Stage #1: N-(2,2-Dimethoxy-ethyl)-isobutyramidine With thioacetamide In methanol at 0 - 45℃;
Stage #2: With hydrogenchloride In methanol at 0 - 80℃;

36947-68-9
2-isopropylimidazole

α-isocyanatomethylmethyldimethoxysilane

2-isopropyl-1-{[dimethoxy(methyl)silyl]methylcarbamoyl}imidazole

Conditions

Conditions Yield

at 50℃; for 1h; 100%

36947-68-9
2-isopropylimidazole

29892-37-3
chloro(dimethylsulfide) gold(I)

A

75-18-3
dimethylsulfide

B

81196-82-9
(2-isopropylimidazole)2AuCl

Conditions

Conditions Yield

In dichloromethane refluxed for 2 h; evapd. to dryness, stirred under Et2O for 24 h, filtered, washed with Et2O; elem. anal.; A n/a
B 100%

...Expand

36947-68-9
2-isopropylimidazole

109-65-9
1-bromo-butane

46029-32-7
1-butyl-2-isopropylimidazole

Conditions

Conditions Yield

With sodium hydroxide; tetra-(n-butyl)ammonium iodide In toluene for 20h; Heating; 98%

36947-68-9
2-isopropylimidazole

1036396-81-2
4,5-diiodo-2-isopropylimidazole

Conditions

Conditions Yield

With iodine; sodium carbonate In 1,4-dioxane; water at 20℃; for 24h; 97%

With iodine; potassium iodide; sodium hydroxide In water at 20℃; Inert atmosphere; 44%

With iodine; sodium carbonate In 1,4-dioxane; water at 20℃;

36947-68-9
2-isopropylimidazole

107-18-6
allyl alcohol

C9H14N2

Conditions

Conditions Yield

With 2,3,4,5,6-pentafluorophenol; briphos; bis(dibenzylideneacetone)-palladium(0) In dichloromethane at 50℃; for 24h; Inert atmosphere; 97%

36947-68-9
2-isopropylimidazole

98-59-9
p-toluenesulfonyl chloride

N-Ts-2-isopropyl-imidazole

Conditions

Conditions Yield

With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 16h; Inert atmosphere; Glovebox; Sealed tube; 97%

36947-68-9
2-isopropylimidazole

292638-85-8
acrylic acid methyl ester

18999-47-8
C10H16N2O2

Conditions

Conditions Yield

With 2,3,4,5,7,8,9,10-octahydropyrimido[1,2-a]azepin-1-ium acetate at 20℃; for 10h; Aza-Michael addition; Neat (no solvent); 93%

109-04-6
2-bromo-pyridine

36947-68-9
2-isopropylimidazole

C11H13N3

Conditions

Conditions Yield

With potassium phosphate; copper(l) iodide; tetrabutylammomium bromide; 1,10-phenanthroline-4,7-diol In water at 100℃; for 24h; Ullmann Condensation; Schlenk technique; Inert atmosphere; Green chemistry; 93%

36947-68-9
2-isopropylimidazole

sodium 2-isopropylidazolide

Conditions

Conditions Yield

With sodium t-butanolate In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; 90%

36947-68-9
2-isopropylimidazole

79-22-1
methyl chloroformate

1344736-10-2
methyl 2-isopropyl-1-imidazolecarboxylate

Conditions

Conditions Yield

In tetrahydrofuran at 0 - 20℃; for 16h; Inert atmosphere; 89%

1722-12-9
2-chloropyrimidine

36947-68-9
2-isopropylimidazole

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

Conditions

Conditions Yield

Stage #1: 2-isopropylimidazole 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%

36947-68-9
2-isopropylimidazole

74-96-4
ethyl bromide

56468-44-1
1-ethyl-2-isopropylimidazole

Conditions

Conditions Yield

Stage #1: 2-isopropylimidazole With potassium tert-butylate at 20℃; for 1h;
Stage #2: ethyl bromide In acetonitrile at 20℃; for 8h; 88%

36947-68-9
2-isopropylimidazole

99-90-1
para-bromoacetophenone

C14H16N2O

Conditions

Conditions Yield

With potassium phosphate; copper(l) iodide; tetrabutylammomium bromide; 1,10-phenanthroline-4,7-diol In water at 100℃; for 24h; Ullmann Condensation; Schlenk technique; Inert atmosphere; Green chemistry; 87%

36947-68-9
2-isopropylimidazole

592-85-8
mercury(II) thiocyanate

(2-isopropylimidazole)2Hg(SCN)2

Conditions

Conditions Yield

In ethanol an ethanolic soln. of ligands was added to a stirred ethanol suspn. of Hg(SCN)2, the mixt. was kept overnight in refrigerator;; water was added; ppt. was filtered; elem. anal.; 86%

36947-68-9
2-isopropylimidazole

C11H13NO4S

C17H23N3O4S

Conditions

Conditions Yield

Stage #1: 2-isopropylimidazole With potassium carbonate In acetonitrile at 50℃; for 0.666667h;
Stage #2: C11H13NO4S In acetonitrile at 75℃; 85.3%

36947-68-9
2-isopropylimidazole

14243-64-2
(triphenylphosphine)gold(I) chloride

1-(triphenylphosphinegold)-2-iso-propylimidazole*0.5 benzene

Conditions

Conditions Yield

With sodium hydroxide In methanol byproducts: H2O, Cl(1-); NaOH in MeOH and the org. compd. added to a suspn. of the Au-complex inMeOH, stirred for 4 h; evapd. to dryness under reduced pressure, extd. with benzene, concd., pptd. by addn. of petroleum ether, purified twice in the same way, elem. anal.; 84%

With tetra(n-butyl)ammonium hydrogensulfate In sodium hydroxide; dichloromethane byproducts: H2O, Cl(1-); soln. of the Au-complex and imidazole in CH2Cl2 mixed under stirring with an ice-cold soln. of tetrabutylammonium hydrogen sulphate in aq. NaOH, stirred for 2 h at room temp.; org. layer sepd., washed with water till neutral washing, dried over Na2SO4, evapd. to dryness under reduced pressure, extd. with benzene, concd., pptd. by addn. of petroleum ether, purified twice in the same way, elem. anal.; 20%

36947-68-9
2-isopropylimidazole

22666-07-5
di-p-tolylbutadiyne

A

1340595-17-6
C24H24N2

B

C24H24N2

Conditions

Conditions Yield

With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In dimethyl sulfoxide at 100℃; for 16h; optical yield given as %de; diastereoselective reaction; A 84%
B n/a

...Expand

36947-68-9
2-isopropylimidazole

60512-56-3
1-(2,2-dibromovinyl)-4-methylbenzene

1346672-55-6
C15H16N2

Conditions

Conditions Yield

With (1,10-phenanthroline)(triphenylphosphine)CuBr; caesium carbonate In dimethyl sulfoxide at 80℃; for 3h; 84%

36947-68-9
2-isopropylimidazole

1341230-20-3
C18H17FO3

1341230-13-4
C24H27FN2O3*ClH

Conditions

Conditions Yield

Stage #1: 2-isopropylimidazole; C18H17FO3 In ethanol at 160℃; for 0.25h; Microwave irradiation;
Stage #2: With hydrogenchloride In methanol 84%

36947-68-9
2-isopropylimidazole

22525-95-7
1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one

1341230-07-6
C24H28N2O3*ClH

Conditions

Conditions Yield

Stage #1: 2-isopropylimidazole; 1-(2-(oxiran-2-ylmethoxy)phenyl)-3-phenylpropan-1-one In ethanol at 160℃; for 0.25h; Microwave irradiation;
Stage #2: With hydrogenchloride In methanol 84%

109-99-9
tetrahydrofuran

36947-68-9
2-isopropylimidazole

1224507-19-0
1-(tetrahydrofuran-2-yl)-2-isopropyl-1H-imidazole

Conditions

Conditions Yield

With tert.-butylhydroperoxide; iron(III) chloride hexahydrate In decane at 80℃; for 3h; Inert atmosphere; Molecular sieve; 83%

36947-68-9
2-isopropylimidazole

1341230-21-4
C18H17FO3

1341230-09-8
C24H27FN2O3*ClH

Conditions

Conditions Yield

Stage #1: 2-isopropylimidazole; C18H17FO3 In ethanol at 160℃; for 0.25h; Microwave irradiation;
Stage #2: With hydrogenchloride In methanol 82%

36947-68-9
2-isopropylimidazole

1341230-22-5
C18H16F2O3

1341230-16-7
C24H26F2N2O3*ClH

Conditions

Conditions Yield

Stage #1: 2-isopropylimidazole; C18H16F2O3 In ethanol at 160℃; for 0.25h; Microwave irradiation;
Stage #2: With hydrogenchloride In methanol 82%

36947-68-9
2-isopropylimidazole

886-66-8
1,4-diphenyl-1,3-butadiyne

A

1340595-16-5
C22H20N2

B

C22H20N2

Conditions

Conditions Yield

With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In dimethyl sulfoxide at 100℃; for 16h; optical yield given as %de; diastereoselective reaction; A 81%
B n/a

...Expand

36947-68-9
2-isopropylimidazole

120277-69-2
5-bromo-pyridin-3-ylmethyl chloride

1440520-53-5
3-bromo-5-(2-isopropylimidazol-1-ylmethyl)pyridine

Conditions

Conditions Yield

Stage #1: 2-isopropylimidazole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.333333h; Inert atmosphere;
Stage #2: 5-bromo-pyridin-3-ylmethyl chloride In N,N-dimethyl-formamide; mineral oil at 60℃; Inert atmosphere; 81%

36947-68-9
2-isopropylimidazole

(C6H11)3PAuCl*0.33C6H6

96297-98-2
1-[tricyclohexylphosphine-gold]-2isopropylimidazole*benzene

Conditions

Conditions Yield

With tetra-n-butylammonium hydrogen sulphate In dichloromethane addn. of CH2Cl2 soln. of complex and imidazole to an ice-cold suspn. of(C4H9)4NHSO4 in aq. NaOH, stirred at room temp. for 2 h; organic layer sepd., washed with water till neutral washings, dried over Na2SO4, evapd. to dryness, extd. with benzene, concd., addn. of pentane, pptn., twice crystd.; elem. anal.; 80%

36947-68-9
2-isopropylimidazole

616-38-6
carbonic acid dimethyl ester

22509-02-0
2-isopropyl-1-methyl-1(H)-imidazole

Conditions

Conditions Yield

With 18-crown-6 ether; potassium carbonate at 100℃; for 10h; 79%

36947-68-9
2-isopropylimidazole

156440-96-9
(2S,4R)-1-allyloxycarbonyl-4-tert-butyldimethylsilyloxy-2-(methanesulfonyloxymethyl)pyrrolidine

708258-39-3
(2S,4R)-1-allyloxycarbonyl-4-tert-butyldimethylsilyloxy-2-(2-isopropylimidazol-1-ylmethyl)pyrrolidine

Conditions

Conditions Yield

Stage #1: 2-isopropylimidazole With sodium hydride In N,N-dimethyl-formamide at 0℃;
Stage #2: (2S,4R)-1-allyloxycarbonyl-4-tert-butyldimethylsilyloxy-2-(methanesulfonyloxymethyl)pyrrolidine In N,N-dimethyl-formamide at 60 - 70℃; 79%

36947-68-9
2-isopropylimidazole

932-87-6
1-Bromo-2-phenylacetylene

1304789-29-4
2-isopropyl-1-(phenylethynyl)-1H-imidazole

Conditions

Conditions Yield

With copper(II) oxide; potassium hydroxide In 1,4-dioxane at 80℃; for 13h; 79%

2-Isopropylimidazole Chemical Properties

IUPAC Name: 2-Propan-2-yl-1H-imidazole
Following is the structure of 1H-Imidazole,2-(1-methylethyl)- (CAS NO.36947-68-9):

Empirical Formula: C₆H₁₀N₂
Molecular Weight: 110.157 g/mol
EINECS: 253-286-6
Index of Refraction: 1.505
Molar Refractivity: 32.96 cm³
Molar Volume: 111 cm³
Density: 0.991 g/cm³
Flash Point: 114.5 °C
Melting point: 129-131 °C
Surface Tension: 38.1 dyne/cm
Enthalpy of Vaporization: 47.56 kJ/mol
Boiling Point: 258 °C at 760 mmHg
Vapour Pressure of 1H-Imidazole,2-(1-methylethyl)- (CAS NO.36947-68-9): 0.0227 mmHg at 25 °C
Product Categories of 1H-Imidazole,2-(1-methylethyl)- (CAS NO.36947-68-9): Imidazoles; Building Blocks; Heterocyclic Building Blocks
Canonical SMILES: CC(C)C1=NC=CN1
InChI: InChI=1S/C6H10N2/c1-5(2)6-7-3-4-8-6/h3-5H,1-2H3,(H,7,8)
InChIKey: FUOZJYASZOSONT-UHFFFAOYSA-N

2-Isopropylimidazole Safety Profile

Hazard Codes: Xi
Risk Statements :36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3

2-Isopropylimidazole Specification

1H-Imidazole,2-(1-methylethyl)- , its cas register number is 36947-68-9. It also can be called 2-Isopropyl-1H-imidazole ; and 2-Isopropylimidazole .

Related Products

2-Isopropylimidazole

3695-00-9

36950-52-4

36950-85-3

36951-72-1

3695-24-7

36953-37-4

36953-40-9

36953-41-0

36953-42-1

369-53-9

Hot Products

104987-11-3

141-53-7

8001-54-5

9003-39-8

10161-34-9

402957-28-2

68-19-9

7631-86-9

302-79-4

77-92-9

7758-29-4

9004-65-3

75-05-8

151-21-3

96829-58-2

Conditions	Yield
Stage #1: isobutyraldehyde With ammonia In methanol; water at 25℃; for 1h; Stage #2: Glyoxal With ammonia In methanol; water at 25℃; for 2h; Product distribution / selectivity;	A 2 %Chromat. B 95%
With ammonia In water at 25℃; for 1h; Product distribution / selectivity;	A 23 %Chromat. B 56%

Conditions	Yield
With ethanol; ammonia
With ammonium hydroxide In ethanol; water at 0 - 20℃; for 96h;
at 0 - 25℃; for 24h;

Conditions	Yield
With iodine; sodium carbonate In 1,4-dioxane; water at 20℃; for 24h;	97%
With iodine; potassium iodide; sodium hydroxide In water at 20℃; Inert atmosphere;	44%
With iodine; sodium carbonate In 1,4-dioxane; water at 20℃;

Product Name

2-Isopropylimidazole

Synthetic route

2-Isopropylimidazole Chemical Properties

2-Isopropylimidazole Safety Profile

2-Isopropylimidazole Specification

Related Products

Hot Products