Methylmagnesium bromide

Base Information

• Chemical Name: Methylmagnesium bromide
• CAS No.: 75-16-1
• Molecular Formula: CH3BrMg
• Molecular Weight: 119.244
• Hs Code.: 29319090
• European Community (EC) Number: 200-844-1
• UN Number: 1928
• DSSTox Substance ID: DTXSID7052496
• Mol file: 75-16-1.mol

Synonyms:Methylmagnesium bromide;75-16-1;METHYL MAGNESIUM BROMIDE;Magnesium, bromomethyl-;magnesium;carbanide;bromide;Bromomethylmagnesium;UNII-22CW9773DF;HSDB 1163;EINECS 200-844-1;MFCD00000041;UN1928;MeMgBr;methymagnesiumbromide;CH3BrMg;CH3MgBr;methymagnesium bromide;Methylmagnesium bromid;bromo(methyl)magnesium;Magnesio, bromometil-;methyhnagnesium bromide;methyl magnesiumbromide;methylmagnesium-bromide;bromide methyl magnesium;methyl-magnesium bromide;C-H3-Br-Mg;SCHEMBL3668;DTXSID7052496;AVFUHBJCUUTGCD-UHFFFAOYSA-M;22CW9773DF;AMY39537;Methylmagnesium bromide, 3M in ether;NA1928;AKOS015902931;Methyl magnesium bromide, in ethyl ether;M2237;Methylmagnesium bromide, 3.0 m in diethyl ether;J-802242;Methylmagnesium bromide, 1.4M in THF / toluene (1:3);Methylmagnesium Bromide (12% in Tetrahydrofuran, ca. 1mol/L);Methylmagnesium bromide, 3.2M (35wt% +/- 1wt%) in 2-methyltetrahydrofuran;Methyl magnesium bromide, in ethyl ether [UN1928] [Dangerous when wet, Flammable liquid]

Chemical Property of Methylmagnesium bromide

Chemical Property:

• Appearance/Colour: Clear brown solution when properly stored
• Melting Point: 0oC
• Boiling Point: 78-80 oC
• Flash Point: -20 oC
• PSA: 0.00000
• Density: 1.035 g/mL at 25 °C
• LogP: 1.42940
• Storage Temp.: water-free area
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: Reacts with water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 117.92685
• Heavy Atom Count: 3
• Complexity: 4.8
• Transport DOT Label: Dangerous When Wet Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Methylmagnesium Bromide (ca. 30% in 2-Methyltetrahydrofuran, ca. 3mol/L) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: C,F+,F
• Statements: 12-14-19-22-34-66-67-52/53-10-65-63-48/20-14/15-11-37
• Safety Statements: 9-16-26-45-61-36/37/39-62-43-36/37-23

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Metals -> Metals, Organic Compounds
• Canonical SMILES: [CH3-].[Mg+2].[Br-]
• Uses: Grignard reagent in greener solvent, 2-methyltetrahydrofuran (2-MeTHF) Methylmagnesium bromide is widely used in organic synthesis.

Technology Process of Methylmagnesium bromide

There total 13 articles about Methylmagnesium bromide 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: 50.0%

1,1-dibromomethane (74-95-3) → propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) + ethene (74-85-1) + methylmagnesium bromide (75-16-1) + methylenedimagnesium dibromide (27329-47-1)

Guidance literature:

With amalgamated magnesium; In diethyl ether; benzene; at 0 ℃; Further byproducts given; special sealed glass apparatus;

DOI:10.1016/0022-328X(85)80101-7

Reference yield:

→ methylmagnesium bromide (75-16-1) + methylmagnesium chloride (676-58-4)

Guidance literature:

Reference yield:

methyl bromide (74-83-9) → methylmagnesium bromide (75-16-1)

Guidance literature:

With magnesium; In diethyl ether; Thermodynamic data; -ΔH(reaction);

upstream raw materials:

methyl bromide

trifluorormethanesulfonic acid

1,1-dibromomethane

Downstream raw materials:

3-methyl-2-butanol

tert-Amyl alcohol

1,2-dimethylpyrrolidine

1-phenyl-3-butanol

Refernces

• 1、 -. "Method for preparing 1, 1 and 1 -trifluoro -2 -methyl -2 - propanol". Paragraph 0042. . Retrieved 2021/12/07.
• 2、 Loelsberg, Wibke,Ye, Shute,Schmalz, Hans-Guenther. "Enantioselective copper-catalysed allylic alkylation of cinnamyl chlorides by Grignard reagents using chiral phosphine-phosphite ligands". supporting information; experimental part. p. 2023 - 2031. Retrieved 2010/10/21.