25676-75-9

Basic information

• Product Name: 4-BROMO-1-METHYL-1H-IMIDAZOLE
• Synonyms: 4-BROMO-1-METHYLIMIDAZOLE;4-BROMO-1-METHYL-1H-IMIDAZOLE;4-BroMo-1-Methyl-1H-iMidazole 95%;1-Methyl-4-bromoimidazole
• CAS NO: 25676-75-9
• Molecular Formula: C₄H₅BrN₂
• Molecular Weight: 161
• Product Categories: blocks;Bromides;Imidazoles
• Mol File: 25676-75-9.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 91-93/0.1mm
• Flash Point: >110℃
• Appearance: /
• Density: 1.614 g/mL at 25 °C
• Refractive Index: n20/D1.545
• Storage Temp.: Keep Cold
• PKA: 4.26±0.61(Predicted)
• CAS DataBase Reference: 4-BROMO-1-METHYL-1H-IMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-1-METHYL-1H-IMIDAZOLE(25676-75-9)
• EPA Substance Registry System: 4-BROMO-1-METHYL-1H-IMIDAZOLE(25676-75-9)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 2
• Hazardous Substances Data: 25676-75-9(Hazardous Substances Data)

Usage

General Description

4-Bromo-1-methyl-1H-imidazole is a chemical compound that belongs to the class of organic compounds known as azoles, specifically an imidazole derivative. The presence of a methyl group and bromine atom makes it distinct. 4-BROMO-1-METHYL-1H-IMIDAZOLE is known for its heterocyclic, aromatic, and versatile nature. Details including its molecular formula BrC4H5N2, molecular weight around 173.01 g/mol, and density around 1.7 g/cm3 help characterize it chemically. It is typically used in the field of chemistry for various synthetic processes, particularly as an intermediate in the synthesis of other complex compounds, likely due to the reactivity given by its imidazole ring. The compound comes as a white to off-white powder under normal conditions. Proper safety precautions are necessary when handling 4-Bromo-1-methyl-1H-imidazole due to potential health hazards.

Upstream product

• 2302-25-2 4-bromo-1 H-imidazole 
• 77-78-1 dimethyl sulfate 
• 141524-72-3 4-bromo-1,3-dimethyl-1H-imidazolium iodide 
• 1003-50-5 4,5-dibromo-1-methyl-1H-imidazole 
• 1003-91-4 N-methyl-2,4,5-tribromoimidazole 
• 4559-70-0 Diphenylphosphine oxide 
• 53857-60-6 2,4-dibromo-1-methyl-1H-imidazole 
• 2302-25-2 5-bromo-1H-imidazole 
• 74-88-4 methyl iodide 

Downstream Products

• 1126365-66-9 N-[2-methyl-5-(1-methyl-1H-imidazol-4-yl)phenyl]-4-(pyridin-2-ylmethoxy)benzamide 
• 2411-77-0 N-methyl-4-phenylimidazole 

Relevant articles and documents

An Approach to Nonsymmetric Bis(tertiary phosphine oxides) Comprising Heterocyclic Fragments via the Pd-Catalyzed Phosphorylation

Nonsymmetric tertiary phosphine oxides with different five- and six-membered heterocyclic fragments such as pyridine, 2,2′-bipyridine, 1,10-phenantroline, quinoline, imidazole, and thiazole were synthesized in good yields via the successive introduction of phosphine oxide groups into the initial dihalogenated heterocycles by means of Pd-catalyzed phosphorylation reaction. The synthesis of pyridine-type compounds is hindered by competing double coupling, while for five-membered heterocycles the principal difficulty is the dehalogenation. Both side processes were successfully suppressed by the use of an excess of a dihalide (which can be easily recovered during the product purification step), proper phosphine ligand for palladium, and nonpolar solvent such as toluene.

ANTIBACTERIAL AGENTS: ARYL MYXOPYRONIN DERIVATIVES

The invention provides compounds of formula la, lb and Ic: [Formula Ia, Ib, and Ic] and salts thereof, wherein variables are as described in the specification, as well as compositions comprising a compound of formula Ia-Ic, methods of making such compounds, and methods of using such compounds, e.g., as inhibitors of bacterial RNA polymerase and as antibacterial agents.

Preparatory study for the synthesis of the starfish alkaloid imbricatine. Syntheses of 5-arylthio-3-methyl-L-histidines

Chiral syntheses of 3-methyl-5-(phenylthio)-L-histidine (8a) and 3-methyl-5-(1-naphthalenylthio)-L-histidine (8b), selected as models for the asteroid alkaloid imbricatine (7), have been accomplished through a 10-step route starting from 4(5)-bromoimidazole (9). The key steps involved were methylation of 9, hydroxymethylation of 4-bromo-1-methyl-1H-imidazole (11), replacement of the 4-bromo group by an arylthio group in the aldehyde 14, and introduction of a chiral α-amino acid moiety into the chlorides 17a and 17b by the 'bis-lactim ether' method. The synthesis of the 4-(4-methoxybenzyl)thio analogue 17c, carried out in a similar manner, concluded formal syntheses of ovothiols A and C (1 and 3).