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224499

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

Quality Level

200

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 3: Spontaneously combustible substances and water- reactive materials
Materials containing Organometallic compounds
Hazardous rank I
1st spontaneously combustible materials and water reactive materials

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

224499-800ML:4548173118895
224499-100ML:4548173118888
224499-BULK:
224499-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS1244
SHBQ6457
SHBP8506
STBK7008
SHBP4649

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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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