419532
2-Methylallylmagnesium chloride solution
0.5 M in THF
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Synonym(s):
(2-Methyl-2-propenyl)magnesium chloride, Chloro(2-methyl-2-propenyl)magnesium, Chloro(2-methylallyl)magnesium, Methallylmagnesium chloride
Linear Formula:
H2C=C(CH3)CH2MgCl
CAS Number:
Molecular Weight:
114.86
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
reaction suitability
reaction type: Grignard Reaction
Quality Level
concentration
0.5 M in THF
bp
65-67 °C
density
0.915 g/mL at 25 °C
SMILES string
CC(=C)C[Mg]Cl
InChI
1S/C4H7.ClH.Mg/c1-4(2)3;;/h1-2H2,3H3;1H;/q;;+1/p-1
InChI key
BJVFGWYBOLMUEM-UHFFFAOYSA-M
Related Categories
Application
2-Methylallylmagnesium chloride is a general Grignard reagent used in the synthesis of (−)-aplysin, acutumine, dimedol and allyldicyclopentadienyltitanium(III) complexes.
Packaging
The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.
Legal Information
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react 2
Target Organs
Respiratory system
Supplementary Hazards
WGK
WGK 3
Flash Point(F)
-5.8 °F
Flash Point(C)
-21 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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The total synthesis of (−)-aplysin via a lithiation?borylation?propenylation sequence.
Fletcher C J, et al.
Tetrahedron, 68(37), 7598-7604 (2012)
Allyldicyclopentadienyltitanium (III) and (DI) methylallyl homologues.
Martin H A and Jellinek F
Journal of Organometallic Chemistry, 8(1), 115-128 (1967)
?Classical carbonyl reactivity enables a short synthesis of the core structure of acutumine?
Moreau.JR and Sorensen.JE
Tetrahedron, 63(28), 6446-6453 (2007)
B List et al.
Proceedings of the National Academy of Sciences of the United States of America, 95(26), 15351-15355 (1998-12-23)
The synthesis of novel fluorogenic retro-aldol substrates for aldolase antibody 38C2 is described. These substrates are efficiently and specifically processed by antibody aldolases but not by natural cellular enzymes. Together, the fluorogenic substrates and antibody aldolases provide reporter gene systems
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