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442178

Sigma-Aldrich

p-Tolylmagnesium bromide solution

1.0 M in THF

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Synonym(s):
4-Methylphenylmagnesium bromide
Linear Formula:
CH3C6H4MgBr
CAS Number:
Molecular Weight:
195.34
Beilstein/REAXYS Number:
636491
MDL number:
PubChem Substance ID:
NACRES:
NA.22

reaction suitability

reaction type: Grignard Reaction

concentration

1.0 M in THF

bp

65-67 °C

density

1.002 g/mL at 25 °C

SMILES string

Cc1ccc([Mg]Br)cc1

InChI

1S/C7H7.BrH.Mg/c1-7-5-3-2-4-6-7;;/h3-6H,1H3;1H;/q;;+1/p-1

InChI key

ZRJNGFJIBZKXTP-UHFFFAOYSA-M

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This Item
646075227234672998
vibrant-m

442178

p-Tolylmagnesium bromide solution

vibrant-m

646075

p-Tolylmagnesium bromide solution

density

1.002 g/mL at 25 °C

density

-

density

1.005 g/mL at 25 °C

density

1.033 g/mL at 25 °C

concentration

1.0 M in THF

concentration

0.5 M in diethyl ether

concentration

1.0 M in THF

concentration

1.0 M in THF

reaction suitability

reaction type: Grignard Reaction

reaction suitability

reaction type: Grignard Reaction

reaction suitability

reaction type: Grignard Reaction

reaction suitability

reaction type: Grignard Reaction

bp

65-67 °C

bp

-

bp

-

bp

-

Application

p-Tolylmagnesium bromide is a common Grignard reagent. It can also be used in a variety of cross-coupling reactions.

signalword

Danger

Hazard Classifications

Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

1.4 °F

flash_point_c

-17 °C

ppe

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


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Palladium-and Nickel-Catalyzed Kumada Cross-Coupling Reactions of gem-Difluoroalkenes and Monofluoroalkenes with Grignard Reagents.
Dai W
The Journal of Organic Chemistry, 79(21), 10537-10546 (2014)
Palladium-catalyzed cross coupling of Grignard reagents with in situ-derived enol phosphates.
Miller JA
Tetrahedron Letters, 43(39), 7111-7114 (2002)
Dinuclear Iron Complex-Catalyzed Cross-Coupling of Primary Alkyl Fluorides with Aryl Grignard Reagents.
Mo Z, et al.
Organometallics, 31(18), 6518-6521 (2012)
Highly selective biaryl cross-coupling reactions between aryl halides and aryl Grignard reagents: a new catalyst combination of N-heterocyclic carbenes and iron, cobalt, and nickel fluorides.
Hatakeyama T, et al.
Journal of the American Chemical Society, 131(33, 11949-11963 (2009)

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