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Merck

224421

Sigma-Aldrich

sec-Butylmagnesium chloride solution

2.0 M in diethyl ether

Sinónimos:

2-Butylmagnesium chloride, Chloro(1-methylpropyl)magnesium, sec-Butylchloromagnesium

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About This Item

Fórmula lineal:
CH3CH2CH(CH3)MgCl
Número de CAS:
Peso molecular:
116.87
Beilstein/REAXYS Number:
3600265
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
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

CCC(C)[Mg]Cl

InChI

1S/C4H9.ClH.Mg/c1-3-4-2;;/h3H,4H2,1-2H3;1H;/q;;+1/p-1

InChI key

MJHZUYZQMNONPK-UHFFFAOYSA-M

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Application

sec-Butylmagnesium chloride solution is a Grignard reagent, it can be used in:
  • Metal catalyzed cross-coupling reactions with non-activated aryl chlorides.
  • The synthesis of various alkoxytrichlorosilanes by reacting with tetrachlorosilane and alcohols.

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system

supp_hazards

Storage Class

4.3 - Hazardous materials which set free flammable gases upon contact with water

wgk_germany

WGK 1

flash_point_f

-40.0 °F - closed cup

flash_point_c

-40 °C - closed cup

ppe

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


Certificados de análisis (COA)

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Versatile method for introduction of bulky substituents to alkoxychlorosilanes
Masaoka S, et al.
Journal of Organometallic Chemistry, 691(1-2), 182-192 (2006)
An unprecedented iron-catalyzed cross-coupling of primary and secondary alkyl Grignard reagents with non-activated aryl chlorides
Perry MC, et al.
Tetrahedron Letters, 53(33), 4436-4439 (2012)
35 years of palladium-catalyzed cross-coupling with Grignard reagents: how far have we come?
Knappke CEI and von Wangelin AJ
Chemical Society Reviews, 40(10), 4948-4962 (2011)
Jee Myung Yang et al.
BMC ophthalmology, 17(1), 101-101 (2017-06-28)
Physical cooling of the eye surface relieves ocular discomfort, but translating this event to drug treatment of dry eye discomfort not been studied. Here, we synthesized a water-soluble TRPM8 receptor agonist called cryosim-3 (C3, 1-diisopropylphosphorylnonane) which selectively activates TRPM8 (linked

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Transformative reagents enable selective conversions within molecules containing sensitive functionalities under mild reactions.

Transformative reagents enable selective conversions within molecules containing sensitive functionalities under mild reactions.

Transformative reagents enable selective conversions within molecules containing sensitive functionalities under mild reactions.

Transformative reagents enable selective conversions within molecules containing sensitive functionalities under mild reactions.

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