α,α-Bis(trifluoromethyl)-p-dimethylaminobenzyl alcohol

Base Information

• Chemical Name: α,α-Bis(trifluoromethyl)-p-dimethylaminobenzyl alcohol
• CAS No.: 730-59-6
• Molecular Formula: C11H11F6NO
• Molecular Weight: 287.2015592
• Mol file: 730-59-6.mol

Synonyms:α,α-Bis(trifluoromethyl)-p-dimethylaminobenzyl alcohol

Chemical Property of α,α-Bis(trifluoromethyl)-p-dimethylaminobenzyl alcohol

Chemical Property:

• Melting Point: 80 - 81 °C (pentane)
• PSA: 23.47000
• LogP: 3.06480

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of α,α-Bis(trifluoromethyl)-p-dimethylaminobenzyl alcohol

There total 4 articles about α,α-Bis(trifluoromethyl)-p-dimethylaminobenzyl alcohol 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: 90.2%

N,N-dimethyl-aniline (121-69-7,77733-26-7) + Hexafluoroacetone (684-16-2) → N,N-Dimethyl-4-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)aniline (730-59-6)

Guidance literature:

In chloroform; at 20 ℃; for 1h;

DOI:10.1007/BF00948075

Reference yield: 80.0%

1,1,1,3',3',3'-hexafluoro-propanol (920-66-1) + N,N-dimethyl-aniline (121-69-7,77733-26-7) → N,N-Dimethyl-4-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)aniline (730-59-6)

Guidance literature:

With piperidin-1-yl benzoate; copper(II) acetate tetrahydrate; at 70 ℃; for 5h;

DOI:10.1021/acs.orglett.8b03666

Reference yield: 31.0%

N-(1-Hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)aniline (3420-86-8) + N,N-dimethyl-aniline (121-69-7,77733-26-7) → N,N-Dimethyl-4-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)aniline (730-59-6)

Guidance literature:

In diethyl ether; at 80 ℃; for 40h;

DOI:10.1007/BF00960662

upstream raw materials:

N,N-dimethyl-aniline

Hexafluoroacetone

N-(1-Hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)aniline

1,1,1,3',3',3'-hexafluoro-propanol

Downstream raw materials:

[4-(1-Ethoxy-2,2,2-trifluoro-1-trifluoromethyl-ethyl)-phenyl]-dimethyl-amine

Dimethyl-{4-[2,2,2-trifluoro-1-(2,2,2-trifluoro-ethoxy)-1-trifluoromethyl-ethyl]-phenyl}-amine

Dimethyl-{4-[2,2,2-trifluoro-1-trifluoromethyl-1-(2,2,2-trifluoro-1-trifluoromethyl-ethoxy)-ethyl]-phenyl}-amine

1-(p-(dimethylamino)phenyl)-1-(trifluoromethyl)-2,2,2-trifluoroethyl p-nitrobenzoate

Refernces

• 1、 Zhao, He,Zhao, Shuo,Li, Xiu,Deng, Yinyue,Jiang, Huanfeng,Zhang, Min. "Cobalt-Catalyzed Selective Functionalization of Aniline Derivatives with Hexafluoroisopropanol". supporting information. p. 218 - 222. Retrieved 2019/01/10.
• 2、 Allen, Anette D.,Kanagasabapathy, V. M.,Tidwell, Thomas T.. "Doubly Destabilized Carbocations. Strong Aryl Delocalization and the Attenuation of Rate Decelerating Effects of CF3 and CN Groups". . p. 3470 - 3474. Retrieved 2007/10/02.