4-(Trifluoromethoxy)benzotrifluoride

Base Information

• Chemical Name: 4-(Trifluoromethoxy)benzotrifluoride
• CAS No.: 80258-33-9
• Molecular Formula: C₈H₄F₆O
• Molecular Weight: 230.11
• Hs Code.: 2909309090
• European Community (EC) Number: 671-782-4
• DSSTox Substance ID: DTXSID30380428
• Wikidata: Q82170657
• Mol file: 80258-33-9.mol

Synonyms:4-(Trifluoromethoxy)benzotrifluoride;80258-33-9;1-(trifluoromethoxy)-4-(trifluoromethyl)benzene;p-trifluoromethoxybenzotrifluoride;MFCD00190125;DTXSID30380428;PNJSCLOFYSBUMK-UHFFFAOYSA-N;AKOS024348943;PS-11285;1-trifluoromethoxy-4-trifluoromethyl-benzene;4-(fluoroformyl)-phenyltrifluoromethyl ether;CS-0317158;FT-0616882;A839878

Chemical Property of 4-(Trifluoromethoxy)benzotrifluoride

Chemical Property:

• Vapor Pressure: 10.4mmHg at 25°C
• Refractive Index: 1.377
• Boiling Point: 133.4 °C at 760 mmHg
• Flash Point: 40.3 °C
• PSA: 9.23000
• Density: 1.408 g/cm³
• LogP: 3.60400
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 230.01663372
• Heavy Atom Count: 15
• Complexity: 200

Purity/Quality:

98%min ^*data from raw suppliers

4-(Trifluoromethoxy)benzotrifluoride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(F)(F)F)OC(F)(F)F

Technology Process of 4-(Trifluoromethoxy)benzotrifluoride

There total 11 articles about 4-(Trifluoromethoxy)benzotrifluoride 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:

4,4,5,5-tetramethyl-2-(4-(trifluoromethyloxy)phenyl)-1,3,2-dioxaborolane (474709-28-9) + C15H8AgF9N2 → 1-(trifluoromethoxy)-4-(trifluoromethyl)benzene (80258-33-9)

Guidance literature:

With caesium carbonate; In acetonitrile; at 60 ℃; for 24h; Inert atmosphere; Darkness; Sealed tube;

DOI:10.1002/chem.202102836

Reference yield:

ethyl 2-(4-(trifluoromethyl)phenoxy)-2,2-difluoro acetate → 1-(trifluoromethoxy)-4-(trifluoromethyl)benzene (80258-33-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / methanol; tetrahydrofuran; water / 23 °C / Inert atmosphere

2: xenon difluoride / chloroform-d1 / 0.08 h / 23 °C / Inert atmosphere; Sealed tube

With xenon difluoride; sodium hydroxide; In tetrahydrofuran; methanol; chloroform-d1; water;

DOI:10.1021/acs.orglett.6b02208

Reference yield:

C9H7F3OS2 → 1-(trifluoromethoxy)-4-(trifluoromethyl)benzene (80258-33-9)

Guidance literature:

With diethylaminodifluorosulfinium tetrafluoroborate; N-fluorobis(benzenesulfon)imide; In 1,2-dichloro-ethane; at 80 ℃; Sealed tube;

DOI:10.1021/acs.joc.9b02717

upstream raw materials:

tetrachloromethane

1-trifluoromethoxybenzene

4-hydroxybenzotrifluoride

1-(bromodifluoromethyl)-4-(trifluoromethoxy)benzene

Refernces

• 1、 Yang, Shaoqiang,Chen, Miao,Tang, Pingping. "Visible-Light Photoredox-Catalyzed and Copper-Promoted Trifluoromethoxylation of Arenediazonium Tetrafluoroborates". supporting information. p. 7840 - 7844. Retrieved 2019/05/15.
• 2、 Bermejo Góme, Antonio,González, Miguel A. Cortés,Lübcke, Marvin,Johansson, Magnus J.,Schou, Magnus,Szabó, Kálmán J.. "Synthesis of trifluoromethyl moieties by late-stage copper (I) mediated nucleophilic fluorination". . p. 51 - 57. Retrieved 2017/01/12.