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254363

Methylmagnesium iodide solution

3.0 M in diethyl ether

Synonym(s):

Iodomethylmagnesium, Methylmagnesium iodine

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About This Item

Linear Formula:
CH3MgI
CAS Number:
Molecular Weight:
166.24
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1209226
Concentration:
3.0 M in diethyl ether
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Quality Segment

reaction suitability

reaction type: Grignard Reaction

packaging

Sure/Seal of

concentration

3.0 M in diethyl ether

density

1.261 g/mL at 25 °C

SMILES string

C[Mg]I

InChI

1S/CH3.HI.Mg/h1H3;1H;/q;;+1/p-1

InChI key

AUPXBVDHVRZMIB-UHFFFAOYSA-M

Application

Methylmagnesium iodide solution can be used:
  • To prepare cis-1,2-dialkylcyclopropanols by treating with titanium(IV) alkoxide and carboxylic esters.
  • In stereospecific Ni catalyzed Kumada cross-coupling reactions of benzylic ethers.
  • To prepare 2,4-disubstituted selenochromenes by reacting with 1-benzoselenopyrylium salts.
  • In one of the key synthetic steps for the preparation of 7β-methyl-substituted 5-androstene derivatives from 3β-acetoxyandrost-5-en-17-one stereoselectively.

Legal Information

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC


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Signal Word

Danger

Target Organs

Central nervous system

supp_hazards

Storage Class

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

WGK

WGK 3

Flash Point (°F)

-40.0 °F - closed cup

Flash Point (°C)

-40 °C - closed cup

PPE (personal protective equipment)

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

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 1 - Skin Corr. 1B - STOT SE 3 - Water-react. 1



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