Benzenamine, N,N-dimethyl-4-(1-methylethyl)- (9CI)

Base Information

• Chemical Name: Benzenamine, N,N-dimethyl-4-(1-methylethyl)- (9CI)
• CAS No.: 4139-78-0
• Molecular Formula: C11H17 N
• Molecular Weight: 163.263
• Hs Code.: 2921420090
• Mol file: 4139-78-0.mol

Synonyms:Cumidine,N,N-dimethyl- (7CI,8CI); 4-Isopropyl-N,N-dimethylaniline;p-Isopropyl-N,N-dimethylaniline

Chemical Property of Benzenamine, N,N-dimethyl-4-(1-methylethyl)- (9CI)

Chemical Property:

• Vapor Pressure: 0.0476mmHg at 25°C
• Boiling Point: 236.4°Cat760mmHg
• PKA: 5.60±0.12(Predicted)
• Flash Point: 95.2°C
• PSA: 3.24000
• Density: 0.919g/cm³
• LogP: 2.87600

Purity/Quality:

99%, ^*data from raw suppliers

N,N-DIMETHYL-4-(1-METHYLETHYL)-BENZENAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenamine, N,N-dimethyl-4-(1-methylethyl)- (9CI)

There total 11 articles about Benzenamine, N,N-dimethyl-4-(1-methylethyl)- (9CI) 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: 94.0%

2-<4-(dimethylamino)phenyl>-2-propanol (83026-55-5) → 4-isopropyl-N,N-dimethylaniline (4139-78-0)

Guidance literature:

With formic acid; C₁₉H₂₇ClIrN₃O⁽¹⁺⁾*Cl^(1-); In 2,2,2-trifluoroethanol; water; at 80 ℃; for 0.666667h;

DOI:10.1021/acscatal.8b02495

Reference yield: 82.0%

isopropylboronic acid (80041-89-0) + 4-chloro-N,N-dimethylaniline (698-69-1) → 4-isopropyl-N,N-dimethylaniline (4139-78-0)

Guidance literature:

With bis[1-methylnaphthylpalladium(II) bromide]; potassium carbonate; tri tert-butylphosphoniumtetrafluoroborate; In water; toluene; at 80 ℃; for 11h;

DOI:10.1002/anie.202110450

Reference yield: 75.0%

4-bromo-N,N-dimethylaniline (586-77-6) + isopropyllithium (1888-75-1) → 4-isopropyl-N,N-dimethylaniline (4139-78-0)

Guidance literature:

With bis-tributylphosphine palladium⁽⁰⁾; In toluene; at 20 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1038/nchem.1678

upstream raw materials:

methyl magnesium iodide

4-dimethylamino-benzaldehyde

methylmagnesium bromide

4-Isopropylaniline

Downstream raw materials:

(4-isopropyl-phenyl)-methyl-carbamonitrile

isopropyl-4 cyclohexene-3 one-1

1-(2-(dimethylamino)-5-isopropylphenyl)naphthalene-2-ol

4,4,5,5-tetramethyl-2-[4-(propan-2-yl)phenyl]-1,3,2-dioxaborolane

Refernces

• 1、 Doppiu, Angelino,Goo?en, Lukas J.,Hu, Zhiyong,Pirkl, Nico,Sivendran, Nardana. "Halogen-Bridged Methylnaphthyl Palladium Dimers as Versatile Catalyst Precursors in Coupling Reactions". supporting information. p. 25151 - 25160. Retrieved 2021/10/19.
• 2、 Wu, Qingsong,Han, Shuaijun,Ren, Xiaoxiao,Lu, Hongtao,Li, Jingya,Zou, Dapeng,Wu, Yangjie,Wu, Yusheng. "Pd-Catalyzed Alkylation of (Iso)quinolines and Arenes: 2-Acylpyridine Compounds as Alkylation Reagents". supporting information. p. 6345 - 6348. Retrieved 2018/10/20.