872-49-1

Basic information

• Product Name: 5-Chloro-1-methylimidazole
• Synonyms: 5-CHLORO-1-METHYLIMIDAZOLE;5-CHLORO-1-METHYL-1H-IMIDAZOLE;1-METHYL-5-CHLOROIMIDAZOLE;TIMTEC-BB SBB004296;1H-Imidazole, 5-chloro-1-methyl-;5-Chloro-1-methylimidazde;5-Chloro-1-MethylImidazole(ForAzathiopurine);5-Chloro-1-methylimidazole,98%
• CAS NO: 872-49-1
• Molecular Formula: C₄H₅ClN₂
• Molecular Weight: 116.55
• EINECS: 212-827-6
• Product Categories: Heterocycles series;Imidazol&Benzimidazole;Imidaxoles;Heterocycles;Intermediates;Halogenated Heterocycles;Heterocyclic Building Blocks;Imidazoles;ImidazolesBuilding Blocks;Building Blocks;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks
• Mol File: 872-49-1.mol
• Article Data: 9

Chemical Properties

• Melting Point: 82-85°C(11 mmHg)
• Boiling Point: 82-85 °C11 mm Hg(lit.)
• Flash Point: 205 °F
• Appearance: pale yellow oil
• Density: 1.25 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.33mmHg at 25°C
• Refractive Index: n20/D 1.511(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Soluble in chloroform and insoluble in water
• PKA: 5.31±0.10(Predicted)
• Water Solubility: insoluble
• BRN: 110509
• CAS DataBase Reference: 5-Chloro-1-methylimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-1-methylimidazole(872-49-1)
• EPA Substance Registry System: 5-Chloro-1-methylimidazole(872-49-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 872-49-1(Hazardous Substances Data)

Usage

Chemical Properties

Pale Yellow Oil

Uses

5-Chloro-1-methylimidazole is a labelled useful synthetic intermediate.

General Description

5-Chloro-1-methylimidazole is a 5-halo-1-methylimidazole. It participates in electron-rich iron(III) porphyrin complex catalyzed epoxidation of olefins.

InChI:InChI=1/C4H5ClN2/c1-7-3-6-2-4(7)5/h2-3H,1H3

Upstream product

• 600-39-5 dimethyloxamide 
• 615-35-0 N,N'-dimethyloxamide 
• 34495-37-9 N-formylglycine methylamide 
• 24351-23-3 1-allyl-4-chloro-3-methyl-imidazolium; bromide 
• 15965-31-8 4-chloro-1H-imidazole 
• 74-88-4 methyl iodide 
• 616-47-7 1-methyl-1H-imidazole 

Downstream Products

• 334893-99-1 (5-chloro-1-methyl-1H-imidazol-2-yl)methanol 
• 5862-34-0 1,3-Dimethyl-4(5)chloroimidazolinium iodide 
• 616-47-7 1-methyl-1H-imidazole 
• 50694-57-0 1-Methyl-5-(trimethylsilyl)imidazol 
• 4897-25-0 5-chloro-1-methyl-4-nitroimidazole 
• 137048-27-2 5-chloro-1-methyl-4-imidazolesulfonic acid 
• 92055-86-2 [(tetraphenylporphyrinato)Fe(5-chloro-N-methylimidazole)2]I 
• 229643-04-3 5-chloro-1-methyl-2-(4-methoxyphenyl)imidazole 
• 1207427-10-8 5-chloro-1-methyl-2-(3-methoxyphenyl)imidazole 
• 1207427-09-5 ethyl 4-(5-chloro-1-methylimidazol-2-yl)benzoate 
• 1207427-08-4 5-chloro-1-methyl-2-(p-tolyl)imidazole 
• 1207427-11-9 5-chloro-1-methyl-2-(4-trifluoromethylphenyl)imidazole 
• 1236508-10-3 Br^(1-)*C₂₂H₂₂ClN₂O₃⁽¹⁺⁾ 
• 1236508-11-4 Br^(1-)*C₂₀H₁₆Cl₃N₂O⁽¹⁺⁾ 

Relevant articles and documents

SYNTHESIS OF SUBSTITUTD 5-CHLOROIMIDAZOLES

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4,5-DIAMINOIMIDAZOLES AS NOVEL DEVELOPER-TYPE OXIDATION DYE PRECURSORS

An agent for oxidative changing of the color of keratin fibers, in particular human hair, includes, in a cosmetic support, as a developer-type oxidation dye precursor, at least one compound of formula (I) as further defined herein.

Modulating reactivity and diverting selectivity in palladium-catalyzed heteroaromatic direct arylation through the use of a chloride activating/blocking group

(Chemical Equation Presented) Through the introduction of an aryl chloride substituent, the selectivity of palladium-catalyzed direct arylation may be diverted to provide alternative regioisomeric products in high yields. In cases where low reactivity is typically observed, the presence of the carbon-chlorine bond can serve to enhance reactivity and provide superior outcomes. From a strategic perspective, the C-Cl bond is easily introduced and can be employed in a variety of subsequent transformations to provide a wealth of highly functionalized heterocycles with minimal substrate preactivation. The impact of the C-Cl functional group on direct arylation reactivity has also been evaluated mechanistically, and the observed reactivity profiles correlate very well with that predicted by a concerted metalation-deprotonation pathway.