693-03-8

Basic information

• Product Name: N-BUTYLMAGNESIUM BROMIDE
• Synonyms: N-BUTYLMAGNESIUM BROMIDE;bromobutylmagnesium;n-Butylmagnesium Bromide 1.0 M In Tetrahydrofuran;n-Butylmagnesium Bromide 3.0 M In Diethyl Ether;Magnesium, bromobutyl-;Butylbromomagnesium;n-Butylmagnesium bromide 1M solution in THF;n-Butylmagnesium bromide 3M solution in DEE
• CAS NO: 693-03-8
• Molecular Formula: C₄H₉BrMg
• Molecular Weight: 161.32
• EINECS: 211-737-4
• Mol File: 693-03-8.mol
• Article Data: 13

Chemical Properties

• Melting Point: 80.5-81 °C
• Boiling Point: 128-131 °C(Press: 0.2 Torr)
• Appearance: /
• CAS DataBase Reference: N-BUTYLMAGNESIUM BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BUTYLMAGNESIUM BROMIDE(693-03-8)
• EPA Substance Registry System: N-BUTYLMAGNESIUM BROMIDE(693-03-8)

Safety Data

• RIDADR: 3399
• HazardClass: 4.3/3
• PackingGroup: I
• Hazardous Substances Data: 693-03-8(Hazardous Substances Data)

Usage

General Description

N-butylnagnesium bromide is a chemical compound composed of a magnesium atom bonded to a butyl group and a bromine atom. It is commonly used as a strong nucleophile and a powerful base in organic synthesis. N-BUTYLMAGNESIUM BROMIDE is a valuable reagent in the Grignard reaction, which is a fundamental method for the formation of carbon-carbon bonds in organic chemistry. N-butylnagnesium bromide is also utilized in the production of pharmaceuticals, agrochemicals, and fine chemicals. It is typically stored and handled under inert atmospheres due to its high reactivity with air and moisture. Overall, N-butylnagnesium bromide plays a crucial role in the field of organic chemistry and is a versatile tool in the synthesis of complex organic molecules.

InChI:InChI=1/C4H9.BrH.Mg/c1-3-4-2;;/h1,3-4H2,2H3;1H;/q;;+1/p-1/rC4H9BrMg/c1-2-3-4-6-5/h2-4H2,1H3

Upstream product

• 109-65-9 1-bromo-butane 
• 60-29-7 diethyl ether 
• 7440-36-0 antimony 
• 74-87-3 methylene chloride 

Downstream Products

• 861006-02-2 5-hydroxy-5-(2.4-dimethyl-benzyl)-nonane 
• 5333-29-9 1-(3,5-dimethoxy-phenyl)-pentan-1-one 
• 145624-53-9 (+/-)-1-hydroxy-1-phenyl-3-heptanone 
• 791137-09-2 2-butyl-3-methoxy-benzonitrile 
• 54558-72-4 butyl-(4-methoxy-phenyl)-phenyl-phosphine 
• 112551-39-0 2-butyl-4,6-dimethyl-1,3,5-triphenyl-borazine 
• 92789-73-6 di(n-butyl)(p-methoxyphenyl)phosphine 
• 17873-10-8 1-butyl(phenyl)silane 
• 21785-65-9 Phenyldibutylarsine 
• 17964-31-7 butyldiphenylsilane 
• 93161-27-4 {2.5-(CH₃)2-C₆H₃}P(n-C₄H₉) 
• 38563-45-0 Diphenylbutylarsine 
• 108848-18-6 2-(butyl-phenyl-boranyloxy)-ethylamine 
• 19364-11-5 As,As'-dibutyl-As,As'-diphenyl-As,As'-ethanediyl-di-arsine 

Relevant articles and documents

4-Alkyl-3-azidomethyl-2-ethoxy-2,5-dihydro-5 H-1,2-oxaphosphole 2-Oxides: Synthesis and 1,3-Cycloaddition

Starting from phosphorylated allenes, a three-steps synthesis of a new class of organic azides with a 1,2-oxaphospholene carbon skeleton has been developed. The series of obtained 4-alkyl-3-azidomethyl-2-ethoxy-2,5-dihydro-5H-1,2-oxaphosphole 2-oxides were utilized in the 1,3-cycloaddition with alkyl 2-[1-(propyn-2-yl)-1H-indol-3-yl]-2-oxoacetates for the synthesis of conjugates, which are potentially active cytostatics.

Enantioselective copper-catalysed allylic alkylation of cinnamyl chlorides by Grignard reagents using chiral phosphine-phosphite ligands

The copper(I)-catalysed SN2'-type allylic substitution of E-3-aryl-allyl chlorides (cinnamyl chlorides) using Grignard reagents represents a powerful method for the synthesis of compounds carrying a benzylic stereocentre. By screening a small library of modular chiral phosphine-phosphite ligands a new copper(I)-based catalyst system was identified which allows the performance of such reactions with exceptional high degrees of regio- and enantioselectivity. Best results were obtained using TADDOLderived ligands (3 mol%), copper(I) bromide?dimethyl sulfide (CuBr?SMe2) (2.5 mol%) and methyl tert-butyl ether (MTBE) as a solvent. Various (1- alkyl-allyl)benzene derivatives were prepared with up to 99% ee (GC) in isolated yields of up to 99%. In most cases the product contained less than 3% of the linear regioisomer (except for ortho-substituted substrates). Both electron-rich and electron-deficient cinnamyl chlorides were successfully employed. The absolute configuration of the products was assigned by comparison of experimental and calculated CD spectra. The substrates were prepared from the corresponding alcohols by reaction with thionyl chloride. Initially formed mixtures of regioisomeric allylic chlorides were homogenised by treatment with CuBr?SMe2 (2.5 mol%) in the presence of triphenyl phosphine (PPh3) (3 mol%) in MTBE at low temperature to give the pure linear isomers. In reactions with methylmagnesium bromide (MeMgBr) an ortho-diphenylphosphanyl-arylphosphite ligand with an additional phenyl substituent in ortho'-position at the aryl backbone proved to be superior. In contrast, best results were obtained in the case of higher alkyl Grignard reagents (such as ethyl-, n-butyl-, isopropyl-, and 3-butenylmagnesium bromides) with a related ligand carrying an isopropyl substituent in ortho'-position. The method was tested on a multimmol scale and is suited for application in natural product synthesis.

CONTROL OF PARASITES IN ANIMALS BY THE USE OF IMIDAZO[1,2-B]PYRIDAZINE DERIVATIVES

Novel imidazo[1,2-b]pyridazine compounds useful for controlling parasites in animals and methods of treatment of parasite infestation in animals using the compounds are disclosed. Formula (I).