5674-01-1

Basic information

• Product Name: 2-METHYLALLYLMAGNESIUM CHLORIDE
• Synonyms: 2-METHYLALLYLMAGNESIUM CHLORIDE;2-Methylallylmagnesium chloride solution;2-METHYLALLYLMAGNESIUM CHLORIDE, 0.5M SOLUTION IN TETRAHYDROFURAN;2-Methylallylmagnesium chloride,0.7M solutionin THF;2-Methylallylmagnesium chloride, 0.7M solution in THF, AcroSeal§3;2-Methylallylmagnesium chloride solution 0.5 in THF;2-Methylallylmagnesium chloride, 0.7M solution in THF, AcroSeal;2-MethylallylMagnesiuM chloride, 0.5M solution in THF, AcroSeal
• CAS NO: 5674-01-1
• Molecular Formula: C₄H₇ClMg
• Molecular Weight: 114.86
• Product Categories: Alkyl;Grignard Reagents;Organometallic Reagents;25mL Sure/Seal Reagents;Chemical Synthesis;Grignard Reagents;Organometallic Reagents;Grignard Reagent
• Mol File: 5674-01-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 65-67 °C
• Flash Point: −6 °F
• Appearance: Clear colorless to slightly yellow/Liquid
• Density: 0.915 g/mL at 25 °C
• Refractive Index: 1.637
• CAS DataBase Reference: 2-METHYLALLYLMAGNESIUM CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYLALLYLMAGNESIUM CHLORIDE(5674-01-1)
• EPA Substance Registry System: 2-METHYLALLYLMAGNESIUM CHLORIDE(5674-01-1)

Safety Data

• Hazard Codes: F,C,Xn
• Statements: 11-14/15-19-20/21/22-34-40-36/37/38
• Safety Statements: 16-26-27-36/37/39-45-43-36/37
• RIDADR: UN 3399 4.3/PG 1
• Hazardous Substances Data: 5674-01-1(Hazardous Substances Data)

Usage

Chemical Properties

Liquid

Uses

2-Methylallylmagnesium chloride is a general Grignard reagent used in the synthesis of (?)-aplysin, acutumine, dimedol and allyldicyclopentadienyltitanium(III) complexes.

InChI:InChI=1/C22H18N2O4S/c1-26-16-9-5-14(6-10-16)19-20(15-7-11-17(27-2)12-8-15)29-22(23-19)24-21(25)18-4-3-13-28-18/h3-13H,1-2H3,(H,23,24,25)

Upstream product

• 563-47-3 3-Chloro-2-methylpropene 
• 86901-19-1 9,10-dihydro-9,10-anthracendiyl-tris(THF)magnesium 

Downstream Products

• 54775-01-8 4-isopropyl-2,6-dimethyl-heptan-4-ol 
• 18674-02-7 dimethallyl-diphenyl-silane 
• 69147-03-1 1,1-Dimethyl-2-(2-methylallyl)cyclopropan 
• 96549-17-6 N-(di-2-methyl-2-propenyl)methyl-o-aminophenol 
• 91258-36-5 2,2'-dithiodi-aniline 
• 96549-20-1 N-(di-2-methyl-2-propenyl)ethyl-o-aminophenol 
• 91258-38-7 C₃₂H₄₄N₂S₂ 
• 95793-37-6 2-(2-methyl-2-propenyl)benzothiazole 
• 95793-39-8 2,2-bis(2-methyl-2-propenyl)benzothiazoline 
• 95793-42-3 2,2'-dithiodi-aniline 
• 134903-61-0 2-methyl-4,6-dimethoxy-7-(p-methylphenylthio)hept-1-ene 
• 91258-40-1 C₄₂H₄₈N₂S₂ 
• 135617-81-1 Butoxy-dimethyl-(2-methyl-allyl)-silane 
• 131001-34-8 N-Methallyl-o-toluidine 

Relevant articles and documents

A one-step co-condensation method for the synthesis of well-defined functionalized mesoporous SBA-15 using trimethallylsilanes as organosilane sources

A new method for the preparation of well-defined functionalized mesoporous SBA-15 has been developed by a one-step co-condensation method using trimethallylsilanes as organosilane sources. This new method enables the incorporation of various bulky organic functional groups with long alkyl chain tethers into the mesoporous silica network.

Synthesis of the Bicyclo Ring Systems from 4-Allylcyclobutenones. Intramolecular Ketene/Alkene Cycloadditions

A general synthesis of bicycloheptenones from 4-allylcyclobutenones is described.The rearrangement is envisaged to involve an electrocyclic ring opening of the cyclobutenone and subsequent intramolecular 2 + 2 cycloaddition of the resulting vinylketene to the nonconjugated allylic alkene moiety.This method is particularly suitable for the synthesis of highly substituted derivatives since the regiochemistry of the substitution pattern is convenienty controlled.The scope of the rearrangement and the mechanism are discussed.

Use of Magnesium Anthracene * 3 THF in Synthesis: Generation of Grignard Compounds and Other Reactions with Organic Halides

The course (a), (b), (c) (Scheme 1) of the reaction of magnesium anthracene * 3 THF (1) with organic halides (RX) is dependent on the nature of RX.With alkyl halides in THF 1 reacts as a nucleophile, whereby primary as well as secondary alkyl halides produce dialkyldihydroanthracenes (4-4'') and tertiary alkyl halides yield primarily monoalkyl-substituted dihydroanthracenes (2, 2').With bromo- and iodobenzene in THF 1 reacts predominantly as a radical with H atom abstraction from the solvent affording benzene and 9.The formation of Grignard compounds (5) and anthracene (6), originating from primary and secondary alkyl and aryl halides and 1 in toluene or ether at elevated temperatures, is not caused by the reaction of 1 but by the "active magnesium" (Mg*) formed by decomposition of 1 in these solvents.In contrast, allyl, propargyl, and benzyl halides react with 1 independently of the solvent under mild conditions to produce 5 and 6.Allyl- and the difficultly accessible allenylmagnesium chloride can be prepared in THF at -78 and 0 deg C, respectively, from the corresponding halides and ordinary Mg powder via catalytic amounts of 1.