(1,1,2,2-Tetrafluoroethoxy)benzene

Base Information

• Chemical Name: (1,1,2,2-Tetrafluoroethoxy)benzene
• CAS No.: 350-57-2
• Molecular Formula: C8H6F4O
• Molecular Weight: 194.129
• Hs Code.: 29093090
• European Community (EC) Number: 206-505-4
• DSSTox Substance ID: DTXSID00188534
• Nikkaji Number: J193.818E
• Wikidata: Q83060333
• Mol file: 350-57-2.mol

Synonyms:(1,1,2,2-Tetrafluoroethoxy)benzene;350-57-2;1,1,2,2-tetrafluoroethoxybenzene;Fentalene-14;Benzene, (1,1,2,2-tetrafluoroethoxy)-;EINECS 206-505-4;BRN 2255899;C8H6F4O;alpha,alpha,beta,beta-Tetrafluorophenetole;(Tetrafluoroethoxy)benzene;3-06-00-00598 (Beilstein Handbook Reference);Benzene, (tetrafluoroethoxy)-;SCHEMBL194052;Ether, phenyl tetrafluoroethoxy;Tetrafluoroethyl ether of phenol;NIOSH/DC0300000;DTXSID00188534;C8-H6-F4-O;HMS1788M22;MFCD00042102;AKOS001116768;4-(1,1,2,2-tetrafluoroethoxy)benzene;(1,1,2,2-Tetrafluoro-ethoxy)-benzene;LS-32177;LS-32178;PS-11516;(1,1,2,2-Tetrafluoroethoxy)benzene, 97%;DC03000000;FT-0604490;EN300-18672;F81508;J-019845

Chemical Property of (1,1,2,2-Tetrafluoroethoxy)benzene

Chemical Property:

• Vapor Pressure: 4.07mmHg at 25°C
• Refractive Index: n20/D 1.4200(lit.)
• Boiling Point: 154.5 °C at 760 mmHg
• Flash Point: 45.8 ºC
• PSA: 9.23000
• Density: 1.275 g/cm³
• LogP: 2.92330
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 194.03547746
• Heavy Atom Count: 13
• Complexity: 154

Purity/Quality:

97% ^*data from raw suppliers

(1,1,2,2-Tetrafluoroethoxy)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T
• Hazard Codes: Xi,T
• Statements: 10-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of (1,1,2,2-Tetrafluoroethoxy)benzene

There total 7 articles about (1,1,2,2-Tetrafluoroethoxy)benzene 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: 85.0%

1,2-dibromo-1,1,2,2-tetrafluoroethane (124-73-2) + phenol (108-95-2,27073-41-2) → 1,1,2,2-tetrafluoroethyl phenyl ether (350-57-2)

Guidance literature:

1,2-dibromo-1,1,2,2-tetrafluoroethane; phenol; With caesium carbonate; In dimethyl sulfoxide; at 50 ℃; for 5h;

With acidic acid; zinc; at 50 ℃; for 1h; Further stages.;

DOI:10.1016/j.tetlet.2007.08.065

Reference yield: 83.0%

1,2-dibromo-1,1,2,2-tetrafluoroethane (124-73-2) + potassium phenolate (100-67-4) → 1,1,2,2-tetrafluoroethyl phenyl ether (350-57-2) + 1,1,2,2-tetrafluoro-1-bromo-2-phenoxyethane (83015-28-5)

Guidance literature:

In N,N,N,N,N,N-hexamethylphosphoric triamide; for 6h; Ambient temperature;

DOI:10.1016/S0040-4039(01)91263-8

Reference yield: 68.0%

→ 1,1,2,2-tetrafluoroethyl phenyl ether (350-57-2)

Guidance literature:

upstream raw materials:

polytetrafluoroethylene

phenol

1,2-dibromo-1,1,2,2-tetrafluoroethane

potassium phenolate

Downstream raw materials:

4-(1,1,2,2-Tetrafluoroethoxy)benzenesulfonyl chloride

sodium-4-(1,1,2,2-tetrafluorethoxy)benzenesulfonate

(1,2,2-trifluorovinyloxy)benzene

Refernces

Hypervalent-iodine(iii) oxidation of hydrazones to diazo compounds and one-pot nickel(ii)-catalyzed cyclopropanation

10.1039/c5nj02378e

The study presents a novel one-pot method for the catalytic cyclopropanation of various alkenes with unsubstituted hydrazones. The process utilizes iodosobenzene as an oxidant to convert hydrazones into diazo compounds, which are then cyclopropanated in the presence of a nickel(II) catalyst, Ni(OH)2. This method allows for the efficient generation of cyclopropane products under mild conditions (80°C) within a short time frame (5 minutes to 4 hours) and with moderate to good yields (42–91%). The protocol is applicable to a wide range of substrates, including aryl alkenes with different electronic effects, aliphatic alkenes with halogen functional groups, and alkyl acrylates. The study also explores the reaction mechanism and provides a promising approach to synthesizing cyclopropane compounds, which are prevalent in natural products and have significant value in pharmaceutical chemistry.