2-Methylallylmagnesium chloride

Base Information

• Chemical Name: 2-Methylallylmagnesium chloride
• CAS No.: 5674-01-1
• Molecular Formula: C4H7ClMg
• Molecular Weight: 114.858
• Hs Code.: 29319090
• European Community (EC) Number: 629-369-1
• Mol file: 5674-01-1.mol

Synonyms:5674-01-1;2-METHYLALLYLMAGNESIUM CHLORIDE;methallylmagnesium chloride;2-Methylprop-2-en-1-ylmagnesium chloride, 0.50 M in THF;magnesium;2-methanidylprop-1-ene;chloride;2-Methylprop-2-en-1-ylmagnesium chloride, 0.50 M in 2-MeTHF;Magnesium, chloro(2-methyl-2-propenyl)-;methallyl magnesium chloride;methallyl-magnesium chloride;SCHEMBL117033;(2-methylallyl)magnesium chloride;BJVFGWYBOLMUEM-UHFFFAOYSA-M;MFCD00674003;AKOS015912455;(2-methyl-2-propen-1-yl)magnesium chloride;2-Methylallylmagnesiumchlorid, 0.5M in THF

Chemical Property of 2-Methylallylmagnesium chloride

Chemical Property:

• Refractive Index: 1.637
• Boiling Point: 65-67 °C
• Flash Point: −6 °F
• PSA: 0.00000
• Density: 0.915 g/mL at 25 °C
• LogP: 2.21960
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 114.0086696
• Heavy Atom Count: 6
• Complexity: 34.5

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Methylallylmagnesium chloride solution 0.5 M in THF ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F;C
• 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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=C)[CH2-].[Mg+2].[Cl-]
• Uses: 2-Methylallylmagnesium chloride is a general Grignard reagent used in the synthesis of (?)-aplysin, acutumine, dimedol and allyldicyclopentadienyltitanium(III) complexes.

Technology Process of 2-Methylallylmagnesium chloride

There total 4 articles about 2-Methylallylmagnesium chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

3-Chloro-2-methylpropene (563-47-3) → 2-methylallylmagnesium chloride (5674-01-1)

Guidance literature:

With iodine; magnesium; In tetrahydrofuran; at 25 - 30 ℃; for 2h; Yield given;

Reference yield:

3-Chloro-2-methylpropene (563-47-3) → 2-methylallylmagnesium chloride (5674-01-1) + 9,10-Bis-(2-methyl-allyl)-9,10-dihydro-anthracene (95164-05-9) + 1,2-Bis-(2-methyl-allyl)-1,2-dihydro-anthracene (126695-02-1) + 1,4-Bis-(2-methyl-allyl)-1,4-dihydro-anthracene (126695-03-2)

Guidance literature:

With magnesium anthracene * 3 THF; In tetrahydrofuran; at -78 ℃; for 12h; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;

Reference yield:

9,10-dihydro-9,10-anthracendiyl-tris(THF)magnesium (86901-19-1) + 3-Chloro-2-methylpropene (563-47-3) → 2-methylallylmagnesium chloride (5674-01-1) + 9,10-Bis-(2-methyl-allyl)-9,10-dihydro-anthracene (95164-05-9) + 1,2-Bis-(2-methyl-allyl)-1,2-dihydro-anthracene (126695-02-1) + 1,4-Bis-(2-methyl-allyl)-1,4-dihydro-anthracene (126695-03-2)

Guidance literature:

In tetrahydrofuran; at -78 ℃; for 12h; Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;

upstream raw materials:

9,10-dihydro-9,10-anthracendiyl-tris(THF)magnesium

3-Chloro-2-methylpropene

Downstream raw materials:

1-(2-methyl-2-propenyl)-2-cyclohexen-1-ol

1,3-Benzothiazole

2,2'-dithiodi-aniline

N-(di-2-methyl-2-propenyl)ethyl-o-aminophenol

Refernces

• 1、 Lipshutz, Bruce H.,Hackmann, Claus. "Conjugate Addition Reactions of Allylic Copper Species Derived from Grignard Reagents: Synthetic and Spectroscopic Aspects". . p. 7437 - 7444. Retrieved 2007/10/02.
• 2、 Baker, Karen V.,Brown, John M.,Hughes, Nigel,Skarnulis, A. Jerome,Sexton, Ann. "Mechanical Activation of Magnesium Turnings for the Preparation of Reactive Grignard Reagents". . p. 698 - 703. Retrieved 2007/10/02.