N-(2,2,2-TRIFLUOROETHYLIDENE)-4-METHOXYANILINE

Base Information

• Chemical Name: N-(2,2,2-TRIFLUOROETHYLIDENE)-4-METHOXYANILINE
• CAS No.: 99333-34-3
• Molecular Formula: C9H8 F3 N O
• Molecular Weight: 203.164
• Hs Code.: 2925290090
• Mol file: 99333-34-3.mol

Synonyms:4-Methoxy-N-(2,2,2-trifluoroethylidene)benzenamine

Chemical Property of N-(2,2,2-TRIFLUOROETHYLIDENE)-4-METHOXYANILINE

Chemical Property:

• Vapor Pressure: 0.352mmHg at 25°C
• Refractive Index: 1.442
• Boiling Point: 205.777°C at 760 mmHg
• Flash Point: 78.251°C
• PSA: 21.59000
• Density: 1.172g/cm³
• LogP: 2.95980

Purity/Quality:

98% ^*data from raw suppliers

N-(2,2,2-TRIFLUOROETHYLIDENE)-4-METHOXYANILINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(2,2,2-TRIFLUOROETHYLIDENE)-4-METHOXYANILINE

There total 5 articles about N-(2,2,2-TRIFLUOROETHYLIDENE)-4-METHOXYANILINE 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: 90.0%

4-methoxy-aniline (104-94-9) + ethyl trifluoroacetaldehyde hemiacetal (433-27-2) → N-(2,2,2-trifluoroethylidene)-4-methoxyaniline (99333-34-3)

Guidance literature:

In toluene; for 37h; Reflux;

DOI:10.1055/s-0035-1561316

Reference yield: 89.0%

2,2,2-trifluoro-1,1-ethanediol (421-53-4) + 4-methoxy-aniline (104-94-9) + ethyl trifluoroacetaldehyde hemiacetal (433-27-2) → N-(2,2,2-trifluoroethylidene)-4-methoxyaniline (99333-34-3)

Guidance literature:

With 5A molecular sieve; In dichloromethane; for 72h;

DOI:10.1055/s-1999-3586

Reference yield: 44.0%

4-methoxy-aniline (104-94-9) + ethyl trifluoroacetaldehyde hemiacetal (433-27-2) → N-(2,2,2-trifluoroethylidene)-4-methoxyaniline (99333-34-3) + 1-ethoxy-2,2,2-trifluoro-N-(4-methoxyphenyl)ethanamine (99333-35-4)

Guidance literature:

With 5A molecular sieve; In dichloromethane; at 20 ℃;

DOI:10.1016/S0022-1139(01)00437-7

upstream raw materials:

4-methoxy-aniline

ethyl trifluoroacetaldehyde hemiacetal

2,2,2-trifluoro-1,1-ethanediol

p-anisidine hydrochloride

Downstream raw materials:

ethyl 4,4,4-trifluoro-3-(N-4-methoxyphenyl)amino-2-carbethoxybutyrate

N-(4-methoxyphenyl)-N-[1-(trifluoromethyl)-3-butenyl]amine

Refernces

• 1、 Dao Thi, Hang,Decuyper, Lena,Mollet, Karen,Kenis, Sara,De Kimpe, Norbert,Van Nguyen, Tuyen,D'Hooghe, Matthias. "Synthesis of Trifluoromethylated Azetidines, Aminopropanes, 1,3-Oxazinanes, and 1,3-Oxazinan-2-ones Starting from 4-Trifluoromethyl-β-lactam Building Blocks". . p. 1100 - 1105. Retrieved 2016.
• 2、 Wei, Liang,Li, Qing-Hua,Wang, Chun-Jiang. "Copper(I)-Catalyzed Asymmetric 1,3-Dipolar Cycloaddition of Azomethine Ylides with Fluorinated Imines: The Expanded Scope and Mechanism Insights". supporting information. p. 11814 - 11824. Retrieved 2018/09/21.