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Basic information
- CAS
822-36-6- Standard SMILES
Cc1cnc[nH]1- InChIKey
XLSZMDLNRCVEIJ-UHFFFAOYSA-N- Molecular formula
- C4H6N2
- Average molar mass
- 82.106 g/mol
- Monoisotopic mass
- 82.05309819
Names & identifiers
- Preferred name
- 4-Methylimidazole
- IUPAC
- 4-Methyl-1H-imidazole
- English name
- 4-Methylimidazole
- Molecular formula
- C4H6N2
- Molecular weight
- 82.1
Names & synonyms
4-methyl-1h-imidazole5-Methyl-1H-imidazole1H-Imidazole, 4-methyl-Methyl-1H-imidazole4(5)-METHYLIMIDAZOLE4-Me-iNSC 407441H-Imidaz4-MethyliMidaz4-methyl-imidazol
Database identifiers
- CAS
822-36-6- PubChem CID
- 13195
- DTXSID
DTXSID9025617- ChEMBL
CHEMBL1230309- ChEBI
CHEBI:40035- UNII
- Q64GF9FV4I
- EC Number
- 212-497-3
- Nikkaji
- J43.099D
Properties
Physicochemical properties
- Melting point
- 44 · 44-47 °C(lit.)
- Boiling point
- 263 °C · 263 °C(lit.)
- Density
- 1.02 · 1.02
- refractive index
- 1.5037 · 1.5037
- Flash point
- 230 °F · >230 °F
- storage temp.
- 2 · 2-8°C
- solubility
- 2 O: · H2O: soluble, clear, colorless to yellow (50 mg/mL)
- form
- Powder
- pka
- 1 · pK1:7.55(+1) (25°C)
- color
- Reddish-brown to green to brown
- Water Solubility
- Soluble in water.
- BRN
- 1453 · 1453
- Henry's Law Constant
- 2.4 · 2.4×100 mol/(m3Pa) at 25℃, HSDB (2015)
- Major Application
- cleaning productscosmeticsfood and beveragesforensics and toxicologypersonal careveterinary
- InChI
- 1S/C4H6N2/c1-4-2-5-3-6-4/h2-3H,1H3,(H,5,6)
- InChIKey
- XLSZMDLNRCVEIJ-UHFFFAOYSA-N
- SMILES
- Cc1c[nH]cn1
- LogP
- 0.23 · 0.230
- Toxicology and Carcinogenesis
- 4 · Toxicology and Carcinogenesis Studies of 4-Methylimidazole (CASRN 822-36-6) in F344/N Rats and B6C3F1 Mice (Feed Studies)
- CAS DataBase Reference
- 822 · 822-36-6(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 64 GF9FV4I · Q64GF9FV4I
- Proposition 65 List
Safety & regulation
Safety data
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- NI7350000
- ridadr
- UN 3263 8/PG 3
- hs_code
- 29339900
- risk_code
- 21/22-34-22
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS07
- hazard_code
- C
- safety_code
- 26-36/37/39-45-25
- hazard_class
- 8
- Storage Class
- 8A - Combustible corrosive hazardous materials
- packing_group
- III
- Hazard statements
- H302+H312-H314
- Limited Quantities
- 5.0 kg (11 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 OralSkin Corr. 1B
- Precautionary statements
- P260-P270-P280-P301+P312-P303+P361+P353-P305+P351+P338
- Hazardous Substances Data
- 822-36-6(Hazardous Substances Data)
Chemistry & industry
Applications
Uses4-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.
Uses4-Methylimidazole is used for the curing agent of epoxy resin, the main raw material of medicine cimetidine. It can also be used for synthesis of antibacterial agent.
General Description4(5)-Methylimidazole was quantified in coffee by GC-MS method.
Preparation methods
Preparation4-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).
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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