4-Methylimidazole
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4-Methylimidazole ??
- ???
- 44-47 °C(lit.)
- ?? ?
- 263 °C(lit.)
- ??
- 1.02
- ???
- 1.5037
- ???
- >230 °F
- ?? ??
- 2-8°C
- ???
- H2O: ???, ??, ??~???(50mg/mL)
- ??? ??
- ??
- ?? ?? (pKa)
- pK1:7.55(＋1) (25°C)
- ??
- ???~??~??
- ???
- ?? ?????.
- BRN
- 1453
- InChIKey
- XLSZMDLNRCVEIJ-UHFFFAOYSA-N
- LogP
- 0.230
- CAS ??????
- 822-36-6(CAS DataBase Reference)
- IARC
- 2B (Vol. 101) 2013
??
- ?? ? ?? ??
- ?? ? ???? ?? (GHS)
| ??? ?? | C | ||
|---|---|---|---|
| ?? ???? ?? | 21/22-34-22 | ||
| ????? | 26-36/37/39-45-25 | ||
| ????(UN No.) | UN 3263 8/PG 3 | ||
| WGK ?? | 2 | ||
| RTECS ?? | NI7350000 | ||
| TSCA | Yes | ||
| ?? ?? | 8 | ||
| ???? | III | ||
| HS ?? | 29339900 | ||
| ?? ?? ??? | 822-36-6(Hazardous Substances Data) | ||
| ???? ?? | KE-24300 |
4-Methylimidazole C??? ??, ??, ??
??? ??
Slightly yellow chunks. soluble in water and ethanol.??
4-Methylimidazole is a monomethylated imidazole that can be used as a building block in the preparation of a wide range of biologically active compounds. 4-Methylimidazole is a product which results f rom the interaction of reducing sugars with ammonia. 4-Methylimidazole showed convulsant activity in animals and is listed as a possible carcinogen.??
ChEBI: 4-methylimidazole is imidazole substituted at position 4 by a methyl group. It has a role as a carcinogenic agent and a reaction intermediate.?? ??
4-Methylimidazole is synthesized by the reaction of glyoxal, acetaldehyde and ammonia. Another method to synthesize the compound is by catalytic dehydrogenation of imidazoline derivatives. 4-Methylimidazole may be synthesized from propanol and formamide, by catalytic cyclization of bisformamidipropane or by photolysis of alkenyltetrazole derived from alkenes by sequential epoxidation, ring opening and dehydration (NTP, 2007).?? ??
4(5)-Methylimidazole was quantified in coffee by GC-MS method.???
4-Methylimidazole is an eye irritant, causes burns, may cause corrosive damage to the upper respiratory tract and lungs if inhaled, and is harmful if ingested.In vivo findings: No histopathological changes were observed in 15-day oral studies in rats and mice. A 14-week oral study showed tremors, ataxia, anaemia, vacuolisation of hepatocytes and testicular degeneration in rats and anaemia, vacuolisation of hepatocytoplasm and renal degeneration in mice.
Histopathological liver changes were also observed in a 106-week oral study in rats, causing neurological effects including hyperexcitability, convulsions and seizures in livestock and experimental animals. Reproductive organ toxicity and reduced fertility were observed in male rats.
Evidence of carcinogenicity: no carcinogenicity in male rats; ambiguous in female rats; clear evidence in male and female mice; irritating or corrosive to rabbit skin.
Purification Methods
Recrystallise 4-methylimidazole from *benzene or pet ether. It has m 56o after sublimation. The picrate has m 162-163.5o (from EtOH). [Beilstein 23 II 60, 23 III/IV 597, 23/5 V 89.]4-Methylimidazole ?? ?? ? ???
???
?? ??
4-Methylimidazole ?? ??
???( 589)?? ??
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