o-Tolylmagnesium Bromide

Base Information

• Chemical Name: o-Tolylmagnesium Bromide
• CAS No.: 932-31-0
• Molecular Formula: C7H7BrMg
• Molecular Weight: 195.342
• Hs Code.: 29319090
• European Community (EC) Number: 213-250-2
• Mol file: 932-31-0.mol

Synonyms:o-Tolylmagnesium Bromide;932-31-0;Bromo-o-tolylmagnesium;Magnesium,bromo(2-methylphenyl)-;2-Tolylmagnesium bromide;magnesium;methylbenzene;bromide;bromo(2-methylphenyl)magnesium;o-Methylphenylmagnesium bromide;2-Methylphenylmagnesium bromide;MFCD00010350;C7H7BrMg;EINECS 213-250-2;tolylmagnesium bromide;o-Tolylmagnesiumbromid;toluylmagnesium bromide;bromo(o-tolyl)magnesium;o-tolyl-magnesiumbromide;2-toluylmagnesium bromide;o-tolyl magnesium bromide;o-toluyl magnesium bromide;ortho-tolyl magnesium bromide;SCHEMBL959600;2-methyl phenylmagnesiumbromide;(methylphenyl) magnesium bromide;2-methylphenyl magnesium bromide;o-methyl phenyl magnesium bromide;(2-methylphenyl)magnesium bromide;DVXDIGKNJYSMFM-UHFFFAOYSA-M;AKOS016017718;2-Methylphenylmagnesium bromide, 1.0 M in THF;2-Methylphenylmagnesium bromide, 1.0 M in 2-MeTHF;2-Methylphenylmagnesium bromide 0.5 M in Tetrahydrofuran

Chemical Property of o-Tolylmagnesium Bromide

Chemical Property:

• Boiling Point: 110.6oC at 760mmHg
• Flash Point: −40 °F
• PSA: 0.00000
• Density: 1.013 g/mL at 25 °C
• LogP: 2.64080
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 193.95815
• Heavy Atom Count: 9
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

2-TolylmagnesiumBromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F+；C
• Hazard Codes: F+,C,F
• Statements: 12-14-20/21/22-34-40-67-22-19-11
• Safety Statements: 16-26-33-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=[C-]1.[Mg+2].[Br-]
• Uses: 2-Tolylmagnesium Bromide is an intermediate used in the synthesis of 13-Fluorodibenzo[a,i]pyrene (F588440), which is a polycyclic aromatic hydrocarbon (PAH) thus potentially exhibiting carcinogenic properties through activation of P450 mono-oxygenase enzymes. Also, it has unique electrical and optical properties due to being a conjugated macromolecule.

Technology Process of o-Tolylmagnesium Bromide

There total 5 articles about o-Tolylmagnesium 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:

2-methylphenyl bromide (95-46-5) → ortho-tolylmagnesium bromide (932-31-0)

Guidance literature:

With iodine; magnesium; In tetrahydrofuran; for 0.5h; Heating / reflux;

Reference yield:

2-methylphenyl bromide (95-46-5) + 5-chloroindole 2,3-dione (17630-76-1) → ortho-tolylmagnesium bromide (932-31-0)

Guidance literature:

With magnesium; In tetrahydrofuran; water;

Reference yield:

2-methylphenyl bromide (95-46-5) + magnesium (7439-95-4) → ortho-tolylmagnesium bromide (932-31-0)

Guidance literature:

In tetrahydrofuran; for 0.75h; Schlenk technique; Inert atmosphere; Reflux; Cooling with ice;

DOI:10.1021/ma501231d

upstream raw materials:

2-methylphenyl bromide

5-chloroindole 2,3-dione

magnesium

Downstream raw materials:

6-o-tolyl-dibenzo[de,h]quinolin-7-one

2-methylphenyl-2-pyridylmethanol

methyl-di-o-tolyl-phosphine oxide

Bis(2-methylphenyl)phenylmethanol

Refernces

• 1、 Tsukahara, Nana,Asakawa, Hiroki,Lee, Ka-Ho,Lin, Zhenyang,Yamashita, Makoto. "Cleaving Dihydrogen with Tetra(o-tolyl)diborane(4)". . p. 2593 - 2596. Retrieved 2017.
• 2、 -. "TETRAMERISATION OF ETHYLENE". Page/Page column 32. . Retrieved 2014/12/09.