1191-47-5

Usage

Chemical Properties

The pure substance is a waxy solid. Commercially, it is marketed as solution in?heptane. Di-n-butylmagnesium solution is a useful reagent for the synthesis of organomagnesium compounds.

Uses

Electrochemically inactive [Mg2(μ-Cl)3.6THF][C2H5AlCl3] crystal may be obtained from an electrolyte composed of Di-n-butylmagnesium and ethylaluminum dichloride. Di-n-butylmagnesium may be used in the carbon metallation of α-olefins. A study reports the possible use of the organometallic compound in the intercalation of magnesium and zinc into the layers of TiS2 or WO2Cl2. Interaction of lithium alkoxide with di-n-butylmagnesium was investigated.

Application

Di-n-butylmagnesium solution can be used as a reagent for the deprotection of aromatic and aliphatic benzyl thioethers to synthesize corresponding benzylthiols in the presence of titanocene dichloride. It can also be used as a catalyst to synthesize enantioenriched nitrogen-containing heterocyclic derivatives by the asymmetric ring-opening reaction of aziridines with substituted tetrazoles in the presence of chiral ligand.

General Description

Contains up to 1 wt. % Triethylaluminum as a viscosity reducer. stable under normal temperature and pressure, sensitive to light. contact with water releases flammable gas.

InChI:InChI=1/2C4H9.Mg/c2*1-3-4-2;/h2*1,3-4H2,2H3;/rC8H18Mg/c1-3-5-7-9-8-6-4-2/h3-8H2,1-2H3

Upstream product

• 693-03-8 n-butyl magnesium bromide 
• 109-72-8 n-butyllithium 
• 60-29-7 diethyl ether 
• 555-54-4 diphenylmagnesium 
• 693-04-9 butyl magnesium bromide 
• 542-69-8 1-iodo-butane 
• 625-22-9 sulfuric acid dibutyl ester 
• 629-35-6 dibutylmercury 
• 106-98-9 1-butylene 
• 109-69-3 n-Butyl chloride 
• 98-82-8 Isopropylbenzene 
• 109-65-9 1-bromo-butane 
• 7439-95-4 magnesium 

Downstream Products

• 72746-41-9 (R)-3-butylcyclohexanone 
• 39178-69-3 (S)-3-butylcyclohexan-1-one 
• 331969-21-2 N-(tert-Butyl)-3-iodopyridine-3-carboxamide 
• 185760-28-5 (S)-12-(benzyloxy)-5-dodecanol 
• 635723-17-0 1-Benzyl-2-chloro-7-dimethylamino-5-methyl-1,5-dihydroimidazo[4,5-d]pyridazin-4-one 
• 7786-30-3 magnesium chloride 
• 1204302-21-5 [(6,6'-((2-methoxyphenyl)methylene)bis(2,4-di-tert-butylphenolate))Ti(μ2-O-i-Pr)2Mg(O-i-Pr)2] 

Relevant academic research and scientific papers

A Convenient Preparation of Pure Dialkylmagnesium from a Grignard Reagent

Dimethyl ether of acyclic polyethers, Me(OCH2CH2)nOMe, preodominantly coordinated to MgX2 in an ether solution of Grignard reagent and the MgX2 adduct was removed as a precipitate.Consequently, an ethereal solution of pure R2Mg was obtained in reasonable yield.This method is more convenient than those known general.

Screws (dialkyl amide) compd. magnesium, and a magnesium compound is used in the method of manufacturing a thin film containing magnesium

The present invention relates to: a magnesium bis(dialkylamide) compound represented by general formula (1) (wherein R1 represents an isopropyl group, or a branched alkyl group having 4-6 carbon atoms; and R2 represents a linear or branched alkyl group having 1-5 carbon atoms; wherein a case in which each of R1 and R2 represents an isopropyl group, a case in which each of R1 and R2 represents an isobutyl group and a case in which R1 represents an isopropyl group and R2 represents a methyl group are excluded); and a process for producing a magnesium-containing thin film using the magnesium compound.

Symmetric diarylsulfoxides as asymmetric sulfinylating reagents for dialkylmagnesium compounds

At -78 °C, primary dialkylmagnesium compounds reacted with diarylsulfoxides when 1.5 equiv of the dilithium salt of (S)-BINOL was added as a promotor. Alkyl aryl sulfoxides resulted in up to quantitative yield and with up to 97% ee. This demonstrates the feasibility of asymmetric sulfinylations by achiral sulfinylating agents (from the perspective of Alkyl2Mg) as well as the feasibility of asymmetric sulfoxide-magnesium exchanges (from the perspective of Ar2SO).

Tertiary α-diarylmethylamines derived from diarylketimines and organomagnesium reagents

Organomagnesium reagents enable swift and versatile derivatisation of diarylimines to the corresponding α-substituted diarylmethylamines in excellent yields, through fast and clean reactions. Where it occurs, 1,2-reduction can be circumvented using readily accessible dialkylmagnesium reagents. This journal is

(AMIDE AMINO ALKANE) METAL COMPOUND, METHOD OF MANUFACTURING METAL-CONTAINING THIN FILM USING SAID METAL COMPOUND

The present invention relates to an (amide amino alkane) metal compound represented by the formula (1): wherein M represents a metal atom; R1 represents a linear, branched or cyclic alkyl group having 1 to 6 carbon atoms; R2 and R3 may be the same as, or different from each other, and each independently represents a linear or branched alkyl group having 1 to 3 carbon atoms, or R2 and R3 may form a substituted or unsubstituted 5- or 6-membered ring together with the nitrogen atom to which they are bound; Z represents a linear or branched alkylene group having 1 to 10 carbon atoms (a part of which may optionally form a ring); and n represents a number of the ligands, which is equal to the valence of the metal (M), and represents an integer of from 1 to 3; with the proviso that the metal compounds in which M is Li (Lithium), Be (Beryllium), Ge (Germanium) or Nd (Neodymium) are excluded; the metal compounds in which M is Mg (Magnesium) and R1 is methyl group are excluded; the metal compounds in which M is Zn (Zinc) and R1 is methyl group are excluded; the metal compounds in which M is Bi (Bismuth) and R1 is t-butyl group are excluded; and in cases where n is two or greater, two or more ligands may be the same as, or different from each other; and a method of producing a metal-containing thin film using the metal compound.

Method for producing alkyl-bridged ligand systems and transition metal compounds

The invention relates to a method for producing highly substituted alkyl-bridged ligand systems on the basis of indene derivatives and transition metal compounds. Said alkyl-bridged ligand systems can be obtained in high yields using this method.

Synthesis and reactivity of lithium tri(quinolinyl)magnesates

2-, 3- and 4-Bromoquinolines were converted to the corresponding lithium tri(quinolinyl)magnesates at -10°C when exposed to Bu3MgLi in THF. The resulting organomagnesium derivatives were quenched with various electrophiles or involved in metal-catalyzed coupling reactions with heteroaryl halides to afford functionalized quinolines.

Partially solvated alkylmagnesium chlorides in toluene

Toluene solutions of alkylmagnesium chlorides partially solvated by diethyl ether were investigated. Primary and secondary alkyl chlorides can be converted into Grignard reagents in good yields in the presence of small amounts of ether (less than one mole per mole of halide). Tertiary chlorides form only monosolvated organomagnesium compounds. Ultrasound accelerates the process. The reagents obtained are heterogeneous, but the solubilities of the partially solvated complexes in toluene are fairly high. Some of the reagents disproportionate to magnesium chloride and the dialkylmagnesium. The extent of disproportionation decreases with an increase in the concentration of the reagent or in the steric requirements of the alkyl moiety.

Diorganomagnesium Compounds from Magnesium, Hydrogen, and 1-Alkenes and Their Application in Synthesis

1-Alkenes are converted in high yields to the corresponding primary diorganomagnesium compounds by transition metal-catalyzed hydromagnesation reaction using catalytically prepared suspended (MgH2*) or dissolved magnesium hydride (MgH2').The most active hydromagnesation catalysts have been found to be combinations of zirconium tetrahalides with MgH2* or MgH2'.The reaction is highly regio- and chemoselective.The diorganomagnesium compounds prepared in situ from magnesium, hydrogen, and 1-alkenes can be applied to the synthesis of organic and organometallic compounds just as Grignard compounds (Scheme 3, reactions 3-11).Dioctylmagnesium undergoes the growth reaction with ethene in the presence of quinuclidine and is oxidized by molecular oxygen in high yield to 1-octanol. Key Words: Magnesium hydride, catalytically prepared / Hydromagnesation reactions / Magnesium, diorgano compounds, preparation from magnesium, hydrogen and 1-alkenes / Magnesium, diorgano compounds, application in syntheses / Magnesium, diorgano compounds, oxidation of