ChemicalBook CAS DataBase List 1191-47-5

1191-47-5

Name	DI-N-BUTYLMAGNESIUM
CAS	1191-47-5
EINECS(EC#)	214-736-7
Molecular Formula	C8H18Mg
MDL Number	MFCD00015225
Molecular Weight	138.53
MOL File	1191-47-5.mol

Synonyms

nesium soL DIBUTYLMAGNESIUM dibutyl-magnesiu MAGNESIUM DIBUTYL DI-N-BUTYLMAGNESIUM DI-N-BUTYLMAGNESIUM Dibutylmagnesium solution dibutyl magnesium solution di-n-butylmagnesium solution DIBUTYL MAGNESIUM SOLUTION APPROX. 0.75 Di-n-butylmagnesium solution 1.0 in heptane DIBUTYLMAGNESIUM, 1.0M SOLUTION IN HEPTA NE DIBUTYL MAGNESIUM SOLUTION, ~1 M IN HEPT ANE Di-n-butylmagnesium, 0.5M solution in heptane Di-n-butylMagnesiuM solution 1.0 M in heptane Di-n-butylmagnesium, 1.0M solution in hexane, J&KSeal Di-n-butylmagnesium0.5M solution in heptaneAcroSeal§3 Di-n-butylmagnesium solution 1 M in ether and hexanes Di-n-butylMagnesiuM, 0.5M solution in heptane, SpcSeal Di-n-butylmagnesium, 0.5M solution in heptane, AcroSeal Di-n-butylMagnesiuM, 0.5M solution in heptane, AcroSeal 100ML Di-n-butylMagnesiuM solution, 1.0 M solution in heptane, SpcSeal

Chemical Properties

Melting point	-71 °C
density	0.749 g/mL at 20 °C
Fp	21 °F
storage temp.	2-8°C
form	solution
BRN	3535184
InChI	InChI=1S/2C4H9.Mg/c21-3-4-2;/h21,3-4H2,2H3;
InChIKey	ODHFJIDDBSDWNU-UHFFFAOYSA-N
SMILES	[Mg](CCCC)CCCC
CAS DataBase Reference	1191-47-5
EPA Substance Registry System	Magnesium, dibutyl- (1191-47-5)

Safety Data

Symbol(GHS)	GHS02,GHS05,GHS07,GHS08,GHS09
Signal word	Danger
Hazard statements	H224-H250-H260-H302-H304-H314-H336-H361f-H373-H412-H225-H410
Precautionary statements	P210-P231+P232-P280-P301+P310-P302+P334-P303+P361+P353-P304+P340+P310-P305+P351+P338-P331-P370+P378-P403+P235-P422
Hazard Codes	F+,C,T,F,N
Risk Statements	12-14/15-22-34-66-67-48/20/22-40-39/23/24/25-23/24/25-11-10-65-50/53-17-19-62-52/53-48/20 less more
Safety Statements	16-26-36/37/39-43-45-7/8-62-61-60 less more
RIDADR	UN 3399 4.3/PG 1
WGK Germany	1
F	1-3-10
TSCA	TSCA listed
HS Code	29310099

Hazard Information

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

reaction suitability

reaction type: Grignard Reaction

Synthesis

1, the preparation of sec-butylmagnesium chloride

To the 250mL four-necked flask equipped with a stirrer, dropping funnel, thermometer, nitrogen introduction tube and reflux condenser (on the drying tube) through nitrogen, add a certain amount of

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