4-(n,n-Dimethyl)anilinemagnesium bromide

Base Information

• Chemical Name: 4-(n,n-Dimethyl)anilinemagnesium bromide
• CAS No.: 7353-91-5
• Molecular Formula: C8H10BrMgN
• Molecular Weight: 224.383
• Hs Code.: 2921410090
• European Community (EC) Number: 615-983-7
• Mol file: 7353-91-5.mol

Synonyms:7353-91-5;4-(n,n-dimethyl)anilinemagnesium bromide;4-(N,N-Dimethyl)aniline magnesium bromide;magnesium;N,N-dimethylaniline;bromide;EC 615-983-7;MFCD00672006;(4-(dimethylamino)phenyl)magnesium bromide;4-n,n-dimethylanilinemagnesium bromide;SCHEMBL544887;OWWWKAXERYRWAU-UHFFFAOYSA-M;p-dimethylaminophenylmagnesium bromide;AKOS015894789;p-dimethylaminophenyl magnesium bromide;4-(dimethylamino)phenylmagnesium bromide;Bromo(4-(dimethylamino)phenyl)magnesium;N,N-dimethyl-4-aminophenylmagnesium bromide;4-(N,N-Dimethyl)anilinemagnesium bromide, 0.5M 2-MeTHF;4-(N,N-Dimethylamino)phenylmagnesium bromide, 0.50 M in 2-MeTHF;4-N,N-Dimethylanilinemagnesium bromide 0.5 M in Tetrahydrofuran;4-N,N-Dimethylanilinemagnesium bromide, 0.5M in tetrahydrofuran

Chemical Property of 4-(n,n-Dimethyl)anilinemagnesium bromide

Chemical Property:

• Melting Point: 53-54℃
• Boiling Point: 65 °C at 760 mmHg
• Flash Point: <1 °F
• PSA: 3.24000
• Density: 0.951 g/cm³
• LogP: 2.39840
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 222.98470
• Heavy Atom Count: 11
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

4-(N,N-Dimethyl)aniline magnesium bromide solution 0.5 M in THF ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: F,C
• Statements: 11-14-19-22-34-40-37
• Safety Statements: 16-23-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN(C)C1=CC=[C-]C=C1.[Mg+2].[Br-]
• Uses: Bromo(4-(dimethylamino)phenyl)magnesium is used in preparation of Penta-deuterium-substituted Malachite green salt.It is used in preparation of Triaryl Phosphine ligands and use in catalyzing coupling reactions.

Technology Process of 4-(n,n-Dimethyl)anilinemagnesium bromide

There total 3 articles about 4-(n,n-Dimethyl)anilinemagnesium 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:

4-bromo-N,N-dimethylaniline (586-77-6) → 4-dimethylaminophenylmagnesium bromide (7353-91-5)

Guidance literature:

With magnesium; In tetrahydrofuran; at 80 ℃; for 0.333333h; microwave irradiation;

DOI:10.1016/j.tet.2005.09.022

Reference yield:

4-bromo-N,N-dimethylaniline (586-77-6) + magnesium (7439-95-4) → 4-dimethylaminophenylmagnesium bromide (7353-91-5)

Guidance literature:

In tetrahydrofuran;

DOI:10.1016/j.tet.2012.12.013

Reference yield:

→ 4-dimethylaminophenylmagnesium bromide (7353-91-5)

Guidance literature:

upstream raw materials:

4-bromo-N,N-dimethylaniline

magnesium

Downstream raw materials:

1-methyl-1-p-dimethylaminophenyl-1-silacyclobutane

2-(4-Dimethylamino-phenyl)-pentafluorpropen

3,3-bis-p-dimethylaminophenylphthalide

(E)-4-(buta-1,3-dien-1-yl)-N,N-dimethylaniline

Refernces

• 1、 Benischke, Andreas D.,Desaintjean, Alexandre,Juli, Thomas,Cahiez, Gérard,Knochel, Paul. "Nickel-Catalyzed Cross-Coupling of Functionalized Organo manganese Reagents with Aryl and Heteroaryl Halides Promoted by 4-Fluorostyrene". supporting information. p. 5396 - 5412. Retrieved 2017/12/14.
• 2、 Zhao, Fei,Yu, Da-Gang,Zhu, Ru-Yi,Xi, Zhenfeng,Shi, Zhang-Jie. "Cross-coupling of aryl/alkenyl silyl ethers with grignard reagents through nickel-catalyzed CO bond activation". supporting information; experimental part. p. 1001 - 1003. Retrieved 2011/12/05.