o-Tolylmagnesium chloride

Base Information

• Chemical Name: o-Tolylmagnesium chloride
• CAS No.: 33872-80-9
• Molecular Formula: C7H7ClMg
• Molecular Weight: 150.891
• Hs Code.: 29319090
• European Community (EC) Number: 251-709-9
• DSSTox Substance ID: DTXSID2067797
• Mol file: 33872-80-9.mol

Synonyms:o-Tolylmagnesium chloride;33872-80-9;2-Tolyl Magnesium Chloride;Magnesium, chloro(2-methylphenyl)-;2-Methylphenylmagnesium chloride;magnesium;methylbenzene;chloride;GUL3ABU3P5;Chloro-o-tolylmagnesium;CHLORO(2-METHYLPHENYL)MAGNESIUM;EINECS 251-709-9;UNII-GUL3ABU3P5;o-tolyl magnesium chloride;ortho-tolylmagnesium chloride;SCHEMBL170136;DTXSID2067797;2-methylphenyl magnesium chloride;DSJSQDNPAOUFOJ-UHFFFAOYSA-M;MFCD00010355;AKOS015912653;o-Tolylmagnesium chloride 1.0 M in THF;J-019351;24-BIS(DIMETHYLAMINO)-6-CHLOROPYRIDINE-3-CARBONITRILE

Chemical Property of o-Tolylmagnesium chloride

Chemical Property:

• Vapor Pressure: 27.7mmHg at 25°C
• Boiling Point: 110.6°C at 760 mmHg
• Flash Point: −2 °F
• PSA: 0.00000
• Density: 0.96 g/mL at 20 °C
• LogP: 2.48470
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 150.0086696
• Heavy Atom Count: 9
• Complexity: 145

Purity/Quality:

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

o-Tolylmagnesium chloride solution 1.0 M in THF ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F;C
• Hazard Codes: F,C
• Statements: 14-19-20/21/22-32-34-11-37-40
• Safety Statements: 16-26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=CC=[C-]1.[Mg+2].[Cl-]

Technology Process of o-Tolylmagnesium chloride

There total 8 articles about o-Tolylmagnesium 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: 95.5%

→ o-tolyl magnesium chloride (33872-80-9) + 4-(2-methylphenyl)benzotrifluoride (167021-49-0)

Guidance literature:

Reference yield: 83.0%

2-methylchlorobenzene (95-49-8) + magnesium (7439-95-4) → o-tolyl magnesium chloride (33872-80-9)

Guidance literature:

With ethyl bromide; tert-butylmagnesium chloride; In tetrahydrofuran; at 35 - 60 ℃; for 3h; Product distribution / selectivity;

Reference yield: 80.0%

4-chlorobenzotrifluoride (98-56-6) → o-tolyl magnesium chloride (33872-80-9) + 4-(2-methylphenyl)benzotrifluoride (167021-49-0)

Guidance literature:

In tetrahydrofuran;

upstream raw materials:

4-chlorobenzotrifluoride

2-methylchlorobenzene

magnesium

ortho-methylphenyl iodide

Downstream raw materials:

bis(o-tolyl)chlorophosphine

(R)-4-Oxo-2-o-tolyl-5-trimethylsilanyl-3,4-dihydro-2H-pyridine-1-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

(S)-4-Oxo-2-o-tolyl-5-trimethylsilanyl-3,4-dihydro-2H-pyridine-1-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

(R)-4-Oxo-2-o-tolyl-5-triisopropylsilanyl-3,4-dihydro-2H-pyridine-1-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Refernces

• 1、 Dhakal, Ramesh C.,Dieter, R. Karl. "Regioselective 1,4-conjugate addition of grignard reagents to nitrodienes in the presence of catalytic amounts of Zn(II) salts". supporting information. p. 1362 - 1365. Retrieved 2014/04/03.
• 2、 Reeves, Jonathan T.,Sarvestani, Max,Song, Jinhua J.,Tan, Zhulin,Nummy, Laurence J.,Lee, Heewon,Yee, Nathan K.,Senanayake, Chris H.. "Process safety evaluation of a magnesium-iodine exchange reaction". . p. 1258 - 1262. Retrieved 2012/12/23.