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364649

tert-Butylmagnesium chloride solution

Name: <I>tert</I>-Butylmagnesium chloride solution
Brand: ALDRICH

1.0 M in THF

Synonym(s):

t-Butylmagnesium chloride, tert-Butylchloromagnesium, Chloro(1,1-dimethylethyl)magnesium

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About This Item

Linear Formula:

(CH₃)₃CMgCl

CAS Number:

677-22-5

Molecular Weight:

116.87

UNSPSC Code:

12352103

NACRES:

NA.22

PubChem Substance ID:

24862448

MDL number:

MFCD00000465

Beilstein/REAXYS Number:

3535403

Concentration:

1.0 M in THF

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Properties

Quality Level

200

reaction suitability

reaction type: Grignard Reaction

packaging

Sure/Seal^™ of

concentration

1.0 M in THF

density

0.931 g/mL at 25 °C

SMILES string

CC(C)(C)[Mg]Cl

InChI

1S/C4H9.ClH.Mg/c1-4(2)3;;/h1-3H3;1H;/q;;+1/p-1

InChI key

ZDRJSYVHDMFHSC-UHFFFAOYSA-M

Description

General description

tert-Butylmagnesium chloride, an organomagnesium compound, is commonly known as Grignard reagent. It is a powerful carbon nucleophile mainly used for C-C bond formation.

Application

tert-Butylmagnesium chloride (1.0 M in THF) has been used in the preparation of tert-butylsulfinyl chloride.
It can be used in:

Grignard metathesis reaction of 2,5-dibromo-3-hexylthiophene to form 2-bromo-5-magnesiobromo-3-hexylthiophene.
A key step for the asymmetric synthesis of sulfinyl transfer agents using cinchona alkaloids quinine and quinidine as chiral auxiliaries.

Other Notes

Storage below 25°C may cause formation of crystalline magnesium salts. Moving container to a warm location and ocassional gentle swirling should redissolve the solid.