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420042

Sigma-Aldrich

1-Methyl-2-propenylmagnesium chloride solution

0.5 M in THF

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Linear Formula:
H2C=CHCH(CH3)MgCl
CAS Number:
Molecular Weight:
114.86
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

reaction suitability

reaction type: Grignard Reaction

concentration

0.5 M in THF

bp

67 °C

density

0.917 g/mL at 25 °C

SMILES string

CC([Mg]Cl)C=C

InChI

1S/C4H7.ClH.Mg/c1-3-4-2;;/h3-4H,1H2,2H3;1H;/q;;+1/p-1

InChI key

RTJGBPYEBKZQGE-UHFFFAOYSA-M

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This Item
419605419532563773
concentration

0.5 M in THF

concentration

0.5 M in THF

concentration

0.5 M in THF

concentration

0.5 M in THF

density

0.917 g/mL at 25 °C

density

0.934 g/mL at 25 °C

density

0.915 g/mL at 25 °C

density

0.918 g/mL at 25 °C (lit.)

bp

67 °C

bp

67 °C

bp

65-67 °C

bp

65 °C (lit.)

Application

1-Methyl-2-propenylmagnesium chloride is a Grignard type allylating reagent that can be used for the preparation of corresponding homoallylic alcohols by reacting with various aldehydes. It can also be utilized in the synthesis of 3,4-dihydro-4-(1-methyl-2-propen-1-yl)-2(1H)-pyrimidinethione derivatives by treating with 2-mercaptopyrimidine.

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

supp_hazards

Storage Class

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

wgk_germany

WGK 3

flash_point_f

-4.0 °F - closed cup

flash_point_c

-20 °C - closed cup

ppe

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


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Water accelerated allylation of aldehydes by using water tolerant Grignard-type allylating agents from allylmagnesium chloride and various metallic salts
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Addition of Organolithium and Grignard Reagents to Pyrimidine-2 (1 H)-thione: Easy Access to 4-Substituted 3, 4-Dihydropyrimidine-2 (1 H)-thiones
Sosnicki JG
Phosphorus, Sulfur, and Silicon and the Related Elements, 184(8), 1946-1957 (2009)

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