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Sigma-Aldrich

tert-Butylmagnesium chloride solution

2.0 M in diethyl ether

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
Beilstein:
3535403
MDL number:
MFCD00000465
UNSPSC Code:
12352103
PubChem Substance ID:
24853442
NACRES:
NA.22

reaction suitability

reaction type: Grignard Reaction

concentration

2.0 M in diethyl ether

density

0.828 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

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Application

tert-Butylmagnesium chloride solution can be used as a Grignard reagent:
  • In the Fe-catalyzed cross-coupling reaction with chloroenynols.
  • To synthesize alkyne-terminated polyhexylthiophenes.

Signal Word

Danger

Hazard Classifications

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

Target Organs

Central nervous system

Supplementary Hazards

EUH019

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 3

Flash Point(F)

-40.0 °F - closed cup

Flash Point(C)

-40 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

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Self-assembly of carbohydrate-block-poly (3-hexylthiophene) diblock copolymers into sub-10 nm scale lamellar structures
Sakai-Otsuka Y, et al.
Macromolecules, 50, 3365-3376 (2017)
Abdallah Hamze et al.
The Journal of organic chemistry, 72(10), 3868-3874 (2007-04-17)
Palladium-catalyzed hydrostannation of substituted Z- and E-enynols is discussed and compared. The regioselectivity of the H-Sn bond addition was found to be controlled by the geometry of the double bond (Z- or syn-directing effect) rather than the nature of its

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