364649

Sigma-Aldrich

tert-Butylmagnesium chloride solution

1.0 M in THF

Linear Formula:
(CH3)3CMgCl
CAS Number:
Molecular Weight:
116.87
Beilstein/REAXYS Number:
3535403
MDL number:
PubChem Substance ID:
Pricing and availability is not currently available.

Quality Level

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)MgCl

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

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.

Packaging

100, 800 mL in Sure/Seal™

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.

Signal Word

Danger

Target Organs

Respiratory system

Supp Hazards

EUH014 - EUH019

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

F,C

Risk Statement

11-14/15-19-34-37-40

Safety Statement

16-26-36/37/39-43-45

RIDADR

UN 3399A 4.3(3) / PGI

WGK Germany

WGK 3

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17 °C - closed cup

Certificate of Analysis
Certificate of Origin
New general sulfinylating process for asymmetric synthesis of enantiopure sulfinates and sulfoxides.
Lu B Z, et al.
Organic Letters, 7(8), 1465-1468 (2005)
Organic Chemistry, 542-542 (2008)
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)
"Tert-butylsulfonyl (Bus), a new protecting group for amines"
Sun P, et al.
The Journal of Organic Chemistry, 62(24), 8604-8608 (1997)

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

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.