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36947-69-0

36947-69-0 Structure

36947-69-0 Structure
IdentificationBack Directory
[Name]

2-tert-butyl-1H-imidazole(SALTDATA: FREE)
[CAS]

36947-69-0
[Synonyms]

2-tert-ButyliMidazole
1H-IMidazole, 2-(1,1-diMe...
2-(1,1-Dimethylethyl)-1H-imidazole
1H-IMidazole, 2-(1,1-diMethylethyl)-
2-tert-butyl-1H-imidazole(SALTDATA: FREE)
[Molecular Formula]

C7H12N2
[MDL Number]

MFCD16618480
[MOL File]

36947-69-0.mol
[Molecular Weight]

124.184
Chemical PropertiesBack Directory
[Melting point ]

176-178 °C
[Boiling point ]

258.5±9.0 °C(Predicted)
[density ]

0.972±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[pka]

14.50±0.10(Predicted)
[Appearance]

White to off-white Solid
[InChI]

InChI=1S/C7H12N2/c1-7(2,3)6-8-4-5-9-6/h4-5H,1-3H3,(H,8,9)
[InChIKey]

CTUNHIMNHSKDBN-UHFFFAOYSA-N
[SMILES]

C1(C(C)(C)C)NC=CN=1
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)
GHS05
[Signal word ]

Warning
[Hazard statements ]

H314
[Precautionary statements ]

P264b-P271-P280-P301+P330+P331-P304+P340-P305+P351+P338-P310-P363-P403+P233-P501c
[HS Code ]

2933299090
Spectrum DetailBack Directory
[Spectrum Detail]

2-tert-butyl-1H-imidazole(SALTDATA: FREE)(36947-69-0)1HNMR
Hazard InformationBack Directory
[Synthesis]

2,2-Dimethyl-propionimidic acid ethyl ester hydrochloride

58910-26-2

Aminoacetaldehyde dimethyl acetal

22483-09-6

2-tert-butyl-1H-imidazole(SALTDATA: FREE)

36947-69-0

Step b: Synthesis of 2-tert-butyl-1H-imidazole Ethyl pivaloimidate hydrochloride (4.2 g, 25.2 mmol) and aminoacetaldehyde dimethyl acetal (3.2 g, 30.45 mmol) were dissolved in methanol (8.0 mL) and the reaction was stirred at room temperature overnight. After the reaction was completed, the reaction mixture was concentrated under reduced pressure and concentrated hydrochloric acid (5.0 mL) was added. After concentrating again, it was diluted by adding water (10.0 mL). The pH of the mixture was adjusted to 11 with potassium carbonate solution, followed by the addition of ethanol (10.0 mL). The resulting suspension was filtered and the filtrate was concentrated under reduced pressure. The residue was purified by fast column chromatography on silica gel with an eluent ratio of dichloromethane/methanol (100:1 to 50:1) to give 2.3 g of 2-tert-butylimidazole as a white solid in 73% yield.

[References]

[1] Patent: WO2012/178015, 2012, A2. Location in patent: Page/Page column 116-117
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