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420042

Sigma-Aldrich

1-Methyl-2-propenylmagnesium chloride solution

0.5 M in THF

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About This Item

Linear Formula:
H2C=CHCH(CH3)MgCl
CAS Number:
21969-32-4
Molecular Weight:
114.86
MDL number:
MFCD00216570
UNSPSC Code:
12352103
PubChem Substance ID:
24866306
NACRES:
NA.22

Quality Level

100

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

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.

Signal Word

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

Supplementary Hazards

EUH014,EUH019

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

-4.0 °F - closed cup

Flash Point(C)

-20 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Water accelerated allylation of aldehydes by using water tolerant Grignard-type allylating agents from allylmagnesium chloride and various metallic salts
Fukuma T, et al.
Chemistry Letters (Jpn), 31(3), 376-377 (2002)

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