3,4,5-Trifluorophenol

Base Information

• Chemical Name: 3,4,5-Trifluorophenol
• CAS No.: 99627-05-1
• Molecular Formula: C₆H₃F₃O
• Molecular Weight: 148.084
• Hs Code.: 29081000
• European Community (EC) Number: 436-120-9,619-451-5
• DSSTox Substance ID: DTXSID00380718
• Nikkaji Number: J432.240A
• Wikidata: Q72513181
• Mol file: 99627-05-1.mol

Synonyms:3,4,5-trifluorophenol;3,4,5-trifluorophenolate

Chemical Property of 3,4,5-Trifluorophenol

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.238mmHg at 25°C
• Melting Point: 52-55 °C
• Refractive Index: 1.471
• Boiling Point: 199.7 °C at 760 mmHg
• PKA: 8.00±0.23(Predicted)
• Flash Point: 86.3 °C
• PSA: 20.23000
• Density: 1.473 g/cm³
• LogP: 1.80950
• Storage Temp.: Store below +30°C.
• Solubility.: 104g/l OECD Test Guideline 105
• Water Solubility.: 104g/L at 20℃
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 148.01359920
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

3,4,5-Trifluorophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,N,Xi
• Hazard Codes: C,N,Xi,T
• Statements: 22-34-51/53-36/37/38-25
• Safety Statements: 26-36/37/39-45-60-36-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1F)F)F)O
• Uses: 3,4,5-Trifluorophenol may be used in the synthesis of 3,4,5-trifluorophenoxymethyl-substituted polystyrene. Intermediates of Liquid Crystals

Technology Process of 3,4,5-Trifluorophenol

There total 9 articles about 3,4,5-Trifluorophenol 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: 93.5%

3,4,5-trifluorophenylboronic acid (143418-49-9) → 3,4,5-trifluorophenol (99627-05-1)

Guidance literature:

With dihydrogen peroxide; In water; at 30 ℃; Green chemistry;

DOI:10.1016/j.tetlet.2019.06.018

Reference yield: 90.5%

Triisopropyl borate (5419-55-6) + 3,4,5-trifluoro-1-bromobenzene (138526-69-9) → 3,4,5-trifluorophenol (99627-05-1)

Guidance literature:

3,4,5-trifluoro-1-bromobenzene; With n-butyllithium; In tetrahydrofuran; cyclohexane; at -85 - -75 ℃; for 2h; Inert atmosphere;

Triisopropyl borate; In tetrahydrofuran; cyclohexane; at -85 - -75 ℃; for 2h; Inert atmosphere;

With dihydrogen peroxide; In water; at 20 - 25 ℃; for 2h; Temperature;

Reference yield: 90.2%

3,4,5-trifluoro aniline (163733-96-8) → 3,4,5-trifluorophenol (99627-05-1)

Guidance literature:

3,4,5-trifluoro aniline; With nitrosylsulfuric acid; sulfuric acid; In water; at -5 - 70 ℃; for 1.5h; Autoclave;

With sulfuric acid; copper(II) sulfate; In water; Solvent; Reagent/catalyst; Reflux;

upstream raw materials:

3,4,5-trifluorophenylboronic acid

3,4,5-trifluorophenylmagnesium bromide

3,4,5-trifluoro-1-bromobenzene

3,4,5-trifluoro aniline

Downstream raw materials:

trimethyl(2-(3,4,5-trifluorophenoxy)phenyl)silane

trimethyl(2,3,4-trifluoro-6-phenoxyphenyl)silane

4-trifluoromethyl-2-((3,4,5-trifluorophenoxy)phenyl)trimethylsilane

trimethyl(2,3,4-trifluoro-6-(3-trifluoromethylphenoxy)phenyl)silane

Refernces

• 1、 Dong, Bin,Ke, Yanxiong,Lu, Guangying,Ren, Jiangmeng,Ren, Yaoyao,Zeng, Bu-Bing,Zhou, Bin. "A practical method for preparation of phenols from arylboronic acids catalyzed by iodopovidone in aqueous medium". . . Retrieved 2019/09/06.
• 2、 -. "Preparation method of fluorine-containing phenol". . . Retrieved 2017/08/29.