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.
Check Digit Verification of cas no
The CAS Registry Mumber 1191-47-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,9 and 1 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1191-47:
(6*1)+(5*1)+(4*9)+(3*1)+(2*4)+(1*7)=65
65 % 10 = 5
So 1191-47-5 is a valid CAS Registry Number.
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
1191-47-5Relevant articles and documents
Kamienski,Eastham
, p. 542 (1967)
Tertiary α-diarylmethylamines derived from diarylketimines and organomagnesium reagents
Desmarchelier, Alaric,Ortiz, Pablo,Harutyunyan, Syuzanna R.
supporting information, p. 703 - 706 (2015/01/09)
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
Symmetric diarylsulfoxides as asymmetric sulfinylating reagents for dialkylmagnesium compounds
Ruppenthal, Simon,Brückner, Reinhard
, p. 897 - 910 (2015/01/30)
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).
Method for producing alkyl-bridged ligand systems and transition metal compounds
-
, (2008/06/13)
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.
