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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
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reaction suitability

reaction type: Grignard Reaction

Quality Level

100

packaging

Sure/Seal™ of

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

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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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)
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Global Trade Item Number

SKUGTIN
419532-4X25ML04061837902727
419532-100ML04061837902710