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
Quality Level
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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signalword
Danger
hcodes
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
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
Regulatory Information
监管及禁止进口产品
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Stereospecific nickel-catalyzed cross-coupling reactions of benzylic ethers with isotopically-labeled grignard reagents
Dawson DD and Jarvo ER
Organic Process Research & Development, 19(10), 1356-1359 (2015)
Reaction of 1-benzoselenopyrylium salts with grignard reagents: Formation of 2, 4-disubstituted selenochromenes and their conversion into the corresponding 1-benzoselenopyrylium salts
Sashida H, et al.
Journal of Heterocyclic Chemistry, 39(2), 405-409 (2002)
Advanced Procedure for the Preparation of cis-1, 2-Dialkylcyclopropanols-Modified Ate Complex Mechanism for Titanium-Mediated Cyclopropanation of Carboxylic Esters with Grignard Reagents
Kulinkovich OG and Kananovich DG
European Journal of Organic Chemistry, 2007(13), 2121-2132 (2007)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 254363-100ML | 04061837796630 |
| 254363-PZ | 04061823820943 |
| 254363-800ML | 04061825998695 |