254363

Methylmagnesium iodide solution

3.0 M in diethyl ether

• Synonym(s): Iodomethylmagnesium, Methylmagnesium iodine
• Linear Formula: CH₃MgI
• CAS Number: 917-64-6
• Molecular Weight: 166.24
• Beilstein: 1209226
• MDL number: MFCD00001026
• UNSPSC Code: 12352103
• PubChem Substance ID: 24855379
• NACRES: NA.22

Properties

• Quality Level: 200
• reaction suitability: reaction type: Grignard Reaction
• 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

Description

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.

Safety Information

• Pictograms: GHS02,GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H224,H260,H314,H336
• Precautionary Statements: P210 - P231 + P232 - P233 - P280 - P303 + P361 + P353 - P305 + P351 + P338 - P403 + P233
• Hazard Classifications: Eye Dam. 1 - Flam. Liq. 1 - Skin Corr. 1B - STOT SE 3 - Water-react 1
• Target Organs: Central nervous 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): -40.0 °F - closed cup
• Flash Point(C): -40 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves