Methylzinc chloride

Base Information

• Chemical Name: Methylzinc chloride
• CAS No.: 5158-46-3
• Molecular Formula: CH3ClZn
• Molecular Weight: 115.878
• Hs Code.: 2931900090
• European Community (EC) Number: 628-657-4
• Mol file: 5158-46-3.mol

Synonyms:methylzinc chloride;5158-46-3;Methylzinc chloride, 1.0 M in THF;MFCD00192334

Chemical Property of Methylzinc chloride

Chemical Property:

• Boiling Point: 67 °C
• Flash Point: −18 °F
• PSA: 0.00000
• Density: 1.033 g/mL at 25 °C
• LogP: 1.27080
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 113.921470
• Heavy Atom Count: 3
• Complexity: 4.8

Purity/Quality:

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

CHLORO(METHYL)ZINC 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi,C
• Statements: 11-19-36/37/38-40-37-34
• Safety Statements: 16-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [CH3-].Cl[Zn+]
• Uses: Methylzinc chloride can be used in: Ni-catalyzed one-pot Negishi coupling with amino-heteroaryl chlorides.Cross-coupling with aryl fluorides in the presence of a nickel catalyst.

Technology Process of Methylzinc chloride

There total 3 articles about Methylzinc 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: 83.0%

WCl(CO)2(NO)(P(C6H5)3)2 (42536-20-9,42536-21-0,84107-83-5) + dimethyl zinc(II) (544-97-8) → W(CH3)(CO)2(NO)(P(C6H5)3)2 (108417-91-0) + methylzinc chloride (5158-46-3)

Guidance literature:

In tetrahydrofuran; (Ar); (CH3)2Zn (6.1 mmol) added to soln. of W compd. (0.51 mmol) at -78°C; soln. allowed to warm to ambient temp. and stirred for 10 h; soln. evapd. (vac.); CH2Cl2 added; filtration (Celite); EtOH added to the filtrate; ppt. filtered and washed sequentially (EtOH, diethyl ether,petroleum ether) to give microcrystals; elem. anal.;

Reference yield: 51.0%

chlorodimethyloxobis(dimethylphenylphosphine)rhenium(V) + dimethyl zinc(II) (544-97-8) → trimethyloxo(dimethylphenylphosphine)rhenium(V) + Dimethyl(phenyl)phosphine (672-66-2) + methylzinc chloride (5158-46-3)

Guidance literature:

In toluene; N2 or Ar atmosphere of vac.; 0°C; removal of solvent (0°C, vac.), extn. (pentane), removal of pentane (vac.);

DOI:10.1016/S0277-5387(00)86452-9

Reference yield: 47.0%

chlorodimethyloxobis(trimethylphosphine)rhenium(V) + dimethyl zinc(II) (544-97-8) → trimethyloxo(trimethylphosphine)rhenium(V) + trimethylphosphane (594-09-2) + methylzinc chloride (5158-46-3)

Guidance literature:

In toluene; N2 or Ar atmosphere of vac.; 0°C; removal of solvent (0°C, vac.), extn. (pentane), removal of pentane (vac.);

DOI:10.1016/S0277-5387(00)86452-9

upstream raw materials:

dimethyl zinc(II)

WCl(CO)2(NO)(P(C₆H₅)3)2

Downstream raw materials:

isopropenylbenzene

trans-1-phenyl-1-butene

3-phenylbut-1-ene

10-Methyl-1,8-diphenyl-anthracene