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Merck
CN

419532

2-Methylallylmagnesium chloride solution

0.5 M in THF

Synonym(s):

(2-Methyl-2-propenyl)magnesium chloride, Chloro(2-methyl-2-propenyl)magnesium, Chloro(2-methylallyl)magnesium, Methallylmagnesium chloride

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About This Item

Linear Formula:
H2C=C(CH3)CH2MgCl
CAS Number:
5674-01-1
Molecular Weight:
114.86
NACRES:
NA.22
PubChem Substance ID:
24866258
UNSPSC Code:
12352103
MDL number:
MFCD00674003

Key Documents

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Product Name

2-Methylallylmagnesium chloride solution, 0.5 M in THF

InChI

1S/C4H7.ClH.Mg/c1-4(2)3;;/h1-2H2,3H3;1H;/q;;+1/p-1

SMILES string

CC(=C)C[Mg]Cl

InChI key

BJVFGWYBOLMUEM-UHFFFAOYSA-M

reaction suitability

reaction type: Grignard Reaction

concentration

0.5 M in THF

bp

65-67 °C

density

0.915 g/mL at 25 °C

Quality Level

100

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

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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

EUH014,EUH019

Storage Class

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

wgk

WGK 3

flash_point_f

-5.8 °F - closed cup

flash_point_c

-21 °C - closed cup

ppe

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SHBS5572
SHBQ2165
SHBQ6265
SHBM9014
SHBG6500V

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Allyldicyclopentadienyltitanium (III) and (DI) methylallyl homologues.
Martin H A and Jellinek F
Journal of Organometallic Chemistry, 8(1), 115-128 (1967)
The total synthesis of (−)-aplysin via a lithiation?borylation?propenylation sequence.
Fletcher C J, et al.
Tetrahedron, 68(37), 7598-7604 (2012)
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
?Classical carbonyl reactivity enables a short synthesis of the core structure of acutumine?
Moreau.JR and Sorensen.JE
Tetrahedron, 63(28), 6446-6453 (2007)

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