85100-77-2

Basic information

• Product Name: 1-Butyl-3-methylimidazolium bromide
• Synonyms: BMIMBR;1-N-BUTYL-3-METHYLIMIDAZOLIUM BROMIDE;1-BUTYL-3-METHYLIMIDAZOLIUM BROMIDE;1-Butyl-3-methyl-1H-imidazolium bromide;1-Butyl-3-methylimidazolium bromide ,99%;1-Butyl-3-methylimidazolium bromide,98+%;1-butyl-3-Methyl-1H-iMidazol-3-iuM broMide;3-Butyl-1-Methyl-1H-iMidazol-3-iuM broMide
• CAS NO: 85100-77-2
• Molecular Formula: Br*C₈H₁₅N₂
• Molecular Weight: 219.12
• EINECS: 1806241-263-5
• Product Categories: Imidazolium Compounds;Imidazolium Salts (Ionic Liquids);Ionic Liquids;Synthetic Organic Chemistry
• Mol File: 85100-77-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 65-75°C
• Appearance: white crystals
• Density: 1.30 g/cm3(Temp: 25.1 °C)
• Storage Temp.: Store below +30°C.
• Water Solubility: Miscible in water, methanol and dichloromethane. Immiscible in acetone, toluene, ethyl acetate and diethyl ether.
• Sensitive: Hygroscopic
• CAS DataBase Reference: 1-Butyl-3-methylimidazolium bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Butyl-3-methylimidazolium bromide(85100-77-2)
• EPA Substance Registry System: 1-Butyl-3-methylimidazolium bromide(85100-77-2)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 37/39-26-24/25
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 85100-77-2(Hazardous Substances Data)

Usage

Chemical Properties

White crystals

Uses

It is an ionic liquid used in a Heck reaction. It is also used in assessing the factors responsible for ionic liquid toxicity to aquatic organisms via quantitative structure-property relationship modeling

General Description

1-Butyl-3-methylimidazolium bromide is a neutral ionic liquid.

InChI:InChI=1/C8H15N2.BrH/c1-3-4-5-10-7-6-9(2)8-10;/h6-8H,3-5H2,1-2H3;1H/q+1;/p-1

Upstream product

• 4316-42-1 1-Butylimidazole 
• 149-73-5 trimethyl orthoformate 
• 74-83-9 methyl bromide 

Downstream Products

• 342789-81-5 1-n-butyl-3-methylimidazolium methanesulfonate 
• 18346-73-1 [RhH(CO)(P(OPh)3)3] 
• 174899-94-6 1-butyl-3-methylimidazolium trifluoroacetate 
• 174899-66-2 1-(n-butyl)-3-methylimidazolium triflate 
• 179075-88-8 1-butyl-3-methylimidazolium nitrate 
• 174501-64-5 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate 
• 174899-83-3 1-butyl-3-methylimidazolium trifluoromethanesulfonimide 
• 448245-52-1 1-buthyl-3-methylimidazolium dicyanamide 

Relevant articles and documents

One-pot water-free ionic liquids synthesis using trialkyl orthoesters

The present invention relates to a manufacturing method of an ionic liquid, including a step of manufacturing an amine based compound or a heterocyclic compound including alkylated nitrogen made by making a negative ion salt compound and trialkyl ortho esters react with at least one among heterocyclic compounds with nitrogen and amine based compounds.COPYRIGHT KIPO 2015

Application of three-legged piano-stool cyclopentadienyl-N-heterocyclic carbene iron(II) complexes as in situ catalysts for the transfer hydrogenation of ketones

A one pot system has been developed based on nine related 1,3-dialkylated imidazolium salts for the in situ generation of N-heterocyclic carbene iron(II) complexes in which the complexes were directly tested as catalysts for the transfer hydrogenation of ketones. This is a simplified reproducible process that aims to eliminate unnecessary purification steps for the isolation of such catalysts prior to application. Complexes 10-12 have been prepared under similar conditions, isolated and structurally characterized by spectroscopic and crystallographic methods. Solid state structures of the three complexes were similar and showed distorted octahedral three-legged piano stool geometry around each iron center similar to reported complexes bearing related ligands. As a basis for comparison with the in situ catalyzed systems, the isolated complexes were also tested as catalysts for the transfer hydrogenation of ketones. As a result, under optimized reaction conditions, all the in situ generated catalysts were found to provide excellent activities similar to those based on the isolated complexes with moderate to excellent conversions to the desired alcohol products. Turn over numbers up to 200 at a conversion of 100% was recorded for a wide range of aliphatic, aromatic and cyclic ketones.

Modelling catalytic turnover frequencies in ionic liquids: The determination of the bimolecular rate constant for solvent displacement from [(C6H6)Cr(CO)2Solv] in 1-w-butyl-3- methylimidazolium hexafluorophosphate

The bimolecular rate constant for solvent displacement, k2, from [(C6H6)Cr(CO)2Solv] by an incoming ligand has been determined in the room temperature ionic liquid, [bmim][PF 6], and is compared to that for the same process in cyclohexane and dichloroethane.