Skip to Content
MilliporeSigma
All Photos(1)

Documents

364649

Sigma-Aldrich

tert-Butylmagnesium chloride solution

1.0 M in THF

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(CH3)3CMgCl
CAS Number:
677-22-5
Molecular Weight:
116.87
Beilstein/REAXYS Number:
3535403
MDL number:
MFCD00000465
UNSPSC Code:
12352103
PubChem Substance ID:
24862448
NACRES:
NA.22

Quality Level

200

reaction suitability

reaction type: Grignard Reaction

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Skin Corr. 1B - STOT SE 3 - Water-react 1

target_organs

Respiratory system

supp_hazards

EUH019

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk_germany

WGK 3

flash_point_f

1.4 °F - closed cup

flash_point_c

-17 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Organic Chemistry, 542-542 (2008)
New general sulfinylating process for asymmetric synthesis of enantiopure sulfinates and sulfoxides.
Lu B Z, et al.
Organic Letters, 7(8), 1465-1468 (2005)
"Tert-butylsulfonyl (Bus), a new protecting group for amines"
Sun P, et al.
The Journal of Organic Chemistry, 62(24), 8604-8608 (1997)
Facile synthesis of end-functionalized regioregular poly (3-alkylthiophene) s via modified Grignard metathesis reaction.
Jeffries-El M, et al.
Macromolecules, 38(25), 10346-10352 (2005)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service