Basic information
- CAS
917-64-6- Standard SMILES
[CH3-].[I-].[Mg+2]- InChIKey
AUPXBVDHVRZMIB-UHFFFAOYSA-M- Molecular formula
- CH3IMg
- Average molar mass
- 166.24 g/mol
Names & identifiers
- Preferred name
- Iodomethylmagnesium
- IUPAC
- magnesium;carbanide;iodide
- English name
- Methylmagnesium iodide
- Molecular formula
- CH3IMg
- Molecular weight
- 166.24
Names & synonyms
Methylmagnesium Iodide917-64-6IodomethylmagnesiumMagnesium, iodomethyl-EINECS 213-031-1DTXSID301015526RefChem:791164DTXCID801473791213-031-1methyl magnesium iodidemethylmagnesiumiodideMeMgI
Show more names
CHLOROMETHYLMAGNESIUMMethylmagnesium iodide solutionnesium iodideiodomethyl-magnesiuMethyliodomagnesiumMethylmagnesium iodine3.0 M in diethyl ether
CH3MgImethyl-magnesium iodideIodido(methyl)magnesium(methyl)magnesium iodideSCHEMBL1072(Methyl-d3)magnesium iodideAUPXBVDHVRZMIB-UHFFFAOYSA-MMethylmagnesium iodide 1M in THF
Database identifiers
- CAS
917-64-6- PubChem CID
- 101907
- DTXSID
DTXSID301015526- EC Number
- 213-031-1
Properties
Computed structural properties
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 3
- Formal charge
- 0
- Complexity
- 4.8
Physicochemical properties
- Boiling point
- 35 °C · 35.00°C
- Density
- 1.26 g/mL · 1.26 g/mL at 20 °C
- Flash point
- -40 °C · -40 °C
- BRN
- 1209226 · 1209226
- InChI
- InChI=1S/CH3.HI.Mg/h1H3;1H;/q;;+1/p-1
- InChIKey
- AUPXBVDHVRZMIB-UHFFFAOYSA-M
- SMILES
- [Mg](I)C
- EPA Substance Registry System
- Magnesium, iodomethyl- (917-64-6)
- UNSPSC Code
- 12352103 · 12352103
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 2 · GHS02,GHS05,GHS07
- Signal word
- Danger
- Hazard statements
- 260 · H260-H314-H336-H225
- Precautionary statements
- 223 · P223-P231+P232-P261-P280-P370+P378-P422-P210
- target organs
- Central nervous system
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- Hazard Codes
- F+,C,F
- Risk Statements
- 12 · 12-14/15-22-34-66-67-19-11
- Safety Statements
- 16 · 16-26-36/37/39-43-45-7/8
- RIDADR
- 3399 · UN 3399 4.3/PG 1
- WGK Germany
- 1 · 1
- F
- 1 · 1-3-10
- TSCA
- TSCA listed
- HazardClass
- 4.2 · 4.2
- PackingGroup
- I
- HS Code
- 29319090 · 29319090
- Storage Class
- 4.3 · 4.3 - Hazardous materials which set free flammable gases upon contact with water
- Hazard Classifications
- 1 Flam · Eye Dam. 1Flam. Liq. 1Skin Corr. 1BSTOT SE 3Water-react 1
Safety & regulation
GHS classification
GHS Classification
Danger
H260 (88.9%): In contact with water releases flammable gases which may ignite spontaneously [Danger Substances and mixtures which in contact with water, emit flammable gases]
P223, P231+P232, P260, P264, P280, P301+P330+P331, P302+P335+P334, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P402+P404, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesWater-react. 1 (88.9%)
Safety data
- F
- 1-3-10
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- wgk
- 1
- tsca
- TSCA listed
- ridadr
- UN 3399 4.3/PG 1
- hs_code
- 29319090
- risk_code
- 12-14/15-22-34-66-67-19-11
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS05,GHS07
- hazard_code
- F+,C,F
- safety_code
- 16-26-36/37/39-43-45-7/8
- hazard_class
- 4.2
- Storage Class
- 4.3 - Hazardous materials which set free flammable gases upon contact with water
- packing_group
- I
- target organs
- Central nervous system
- Hazard statements
- H260-H314-H336-H225
- Hazard Classifications
- Eye Dam. 1Flam. Liq. 1Skin Corr. 1BSTOT SE 3Water-react 1
- Precautionary statements
- P223-P231+P232-P261-P280-P370+P378-P422-P210
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationMagnesium, iodomethyl-: ACTIVE
Applications
UsesAlkylating agent in organic synthesis, Grignardreagent.
UsesMethylmagnesium 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.
Upstream & downstream products
Downstream products
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Additional notes
DefinitionAvailable as solution inether.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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