1,4-Bis(2,2,2-trifluoroethoxy)benzene

Base Information

• Chemical Name: 1,4-Bis(2,2,2-trifluoroethoxy)benzene
• CAS No.: 66300-61-6
• Molecular Formula: C10H8F6O2
• Molecular Weight: 274.163
• Hs Code.: 2909309090
• European Community (EC) Number: 266-304-2
• DSSTox Substance ID: DTXSID90216517
• Nikkaji Number: J286.759A
• Wikidata: Q72470239
• Mol file: 66300-61-6.mol

Synonyms:1,4-Bis(2,2,2-trifluoroethoxy)benzene;66300-61-6;C10H8F6O2;1,4-di(2,2,2-trifluoroethoxy)benzene;EINECS 266-304-2;SCHEMBL498377;DTXSID90216517;AMY36920;CCG-4694;CS-M0607;C10-H8-F6-O2;MFCD00042272;AKOS016001409;1,4-Bis(2,2,2-trifluoroethoxy)benzen;1,4-Di-(2,2,2-trifluoroethoxy)benzene;PS-11082;1,4-bis(2,2,2-trifluoroethoxy) benzene;1,4-Bis-(2,2,2-trifluoroethoxy)benzene;FT-0606778;A835410

Chemical Property of 1,4-Bis(2,2,2-trifluoroethoxy)benzene

Chemical Property:

• Vapor Pressure: 0.208mmHg at 25°C
• Melting Point: 71-73°C
• Refractive Index: 1.404
• Boiling Point: 216.234 °C at 760 mmHg
• Flash Point: 91.283 °C
• PSA: 18.46000
• Density: 1.349 g/cm³
• LogP: 3.56880
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 274.04284847
• Heavy Atom Count: 18
• Complexity: 216

Purity/Quality:

99% ^*data from raw suppliers

1,4-Bis(2,2,2-trifluoroethoxy)benzene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1OCC(F)(F)F)OCC(F)(F)F
• Uses: 1,4-Bis(2,2,2-trifluoroethoxy)benzene is useful in ligand design for Cu-Catalyzed Coupling Reactions.

Technology Process of 1,4-Bis(2,2,2-trifluoroethoxy)benzene

There total 8 articles about 1,4-Bis(2,2,2-trifluoroethoxy)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: 99.0%

2,2,2-trifluoroethanol (75-89-8) + 1.4-dibromobenzene (106-37-6) + copper(II)bromide (7789-45-9) → 1,4-bis(2,2,2-trifluoroethoxy)-benzene (66300-61-6)

Guidance literature:

With hydrogenchloride; In N-methyl-acetamide; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; diethyl ether;

Reference yield: 89.0%

2,2,2-trifluoroethanol (75-89-8) + 1.4-dibromobenzene (106-37-6) → 1,4-bis(2,2,2-trifluoroethoxy)-benzene (66300-61-6)

Guidance literature:

With copper(l) iodide; N¹, N²-diphenethyloxalamide; sodium t-butanolate; In 1,4-dioxane; for 24h; Schlenk technique; Inert atmosphere; Molecular sieve; Heating;

DOI:10.1021/jacs.8b12142

Reference yield: 88.0%

→ 1,4-bis(2,2,2-trifluoroethoxy)-benzene (66300-61-6)

Guidance literature:

upstream raw materials:

2,2,2-trifluorodiazoethane

hydroquinone

2,2,2-trifluoroethanol

1.4-dibromobenzene

Downstream raw materials:

2,5-bis(2,2,2-trifluoroethoxy)-α-chloro-acetophenone

2,5-bis(2,2,2-trifluoroethoxy)nitrobenzene

2,5-bis(2,2,2-trifluoroethoxy)aniline

2,5-bis(2,2,2-trifluoroethoxy)phenyl isocyanate

Refernces

• 1、 -. "Production method of flecainide". Paragraph 0048-0050; 0054; 0059; 0063; 0066; 0068; 0072; 007. . Retrieved 2020/05/01.
• 2、 Guo, Ying,Li, Yu-Dao,Chen, Cheng,Zhao, Jian-Hong,Liu, Hong-Wei,Liao, Dao-Hua,Ji, Ya-Fei. "A practical ligand-free copper(I) bromide-catalyzed fluoroalkoxylation of unactivated aryl bromides". . p. 2525 - 2537. Retrieved 2016/03/16.