Tris(trifluoroacetoxy)borane

Base Information

• Chemical Name: Tris(trifluoroacetoxy)borane
• CAS No.: 350-70-9
• Molecular Formula: C6B F9 O6
• Molecular Weight: 349.859
• Hs Code.: 29209085
• European Community (EC) Number: 206-507-5
• DSSTox Substance ID: DTXSID20188536
• Nikkaji Number: J193.819C
• Wikidata: Q83060336
• Mol file: 350-70-9.mol

Synonyms:Tris(trifluoroacetoxy)borane;350-70-9;boron tris(trifluoroacetate);EINECS 206-507-5;bis[(2,2,2-trifluoroacetyl)oxy]boranyl 2,2,2-trifluoroacetate;Tri(trifluoroacetoxy)borane;C6BF9O6;SCHEMBL4721768;DTXSID20188536;C6-B-F9-O6;Acetic acid,2,2,2-trifluoro-, anhydride with boric acid (H3BO3) (3:1);J-019854;Acetic acid, trifluoro-, trianhydride with boric acid (H3BO3)

Chemical Property of Tris(trifluoroacetoxy)borane

Chemical Property:

• Vapor Pressure: 18mmHg at 25°C
• Boiling Point: 116.7°Cat760mmHg
• Flash Point: 24.4°C
• PSA: 78.90000
• Density: 1.672g/cm³
• LogP: 1.28780
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 6
• Exact Mass: 349.9644213
• Heavy Atom Count: 22
• Complexity: 384

Purity/Quality:

98%,99%, ^*data from raw suppliers

Boron tris(trifluoroacetate) solution 1.0 M in trifluoroacetic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 20/21/22-34
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: B(OC(=O)C(F)(F)F)(OC(=O)C(F)(F)F)OC(=O)C(F)(F)F
• Uses: Reactant for:Trifluoroacetylation of arenes Boron tris(trifluoroacetate) is a useful building block in synthetic chemistry. It can also be employed as a catalyst for homoallyboration reactions.

Technology Process of Tris(trifluoroacetoxy)borane

There total 7 articles about Tris(trifluoroacetoxy)borane 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: 79.0%

trimethylsilyl trifluoroacetate (400-53-3) + benzenediazonium tetrafluoroborate (369-57-3) → trimethylsilyl fluoride (420-56-4) + tris(trifluoro acetyloxy)borane (350-70-9) + phenyl trifluoroacetate (500-73-2)

Guidance literature:

In 1,1,2-Trichloro-1,2,2-trifluoroethane; 1.) 0 to 55 deg C very slowly, 2.) sonication, reflux, 16-17 h;

DOI:10.1055/s-1991-26419

Reference yield: 64.0%

boron tribromide (10294-33-4) + trifluoroacetic acid (76-05-1) → tris(trifluoro acetyloxy)borane (350-70-9)

Guidance literature:

In pentane; for 1h;

DOI:10.1021/jo500599h

Reference yield:

boric acid (11113-50-1,14635-83-7) + trifluoroacetic anhydride (407-25-0) → tris(trifluoro acetyloxy)borane (350-70-9)

Guidance literature:

In benzene; at 50 ℃; for 1h;

DOI:10.1016/j.saa.2020.119297

upstream raw materials:

trifluoroacetic acid

trifluoroacetic anhydride

trimethylsilyl trifluoroacetate

benzenediazonium tetrafluoroborate

Downstream raw materials:

2,2,2-trifluoro-1,1,1-tri(4-methoxyphenyl)ethane

trifluoroacetic anhydride

1,1,1-tris-(p-tolyl)-2,2,2-trifluoroethane

iodotrifluoromethane

Refernces

• 1、 Zelenov, Victor P.,Gorshkov, Evgeny Yu.,Zavaruev, Mikhail V.,Dmitrienko, Artem O.,Troyan, Ivan A.,Pivkina, Alla N.,Khakimov, Dmitry V.,Pavlikov, Alexander V.. "Synthesis and mutual transformations of nitronium tetrakis(nitrooxy)- And tetrakis(2,2,2-trifluoroacetoxy)borates". . p. 13944 - 13951. Retrieved 2020/09/03.
• 2、 Prato,Soombar,Vazquez,Niziol,Gondek,Rau,Kajzar. "Synthesis and spectroscopic properties of porphyrin derivatives of C60". experimental part. p. 253 - 264. Retrieved 2011/08/21.