4-(Trifluoromethyl)phenylboronic acid

Base Information

• Chemical Name: 4-(Trifluoromethyl)phenylboronic acid
• CAS No.: 128796-39-4
• Molecular Formula: C7H6BF3O2
• Molecular Weight: 189.93
• Hs Code.: 29319090
• DSSTox Substance ID: DTXSID80370278
• Nikkaji Number: J654.692G
• Wikidata: Q72512322
• ChEMBL ID: CHEMBL143654
• Mol file: 128796-39-4.mol

Synonyms:128796-39-4;4-(Trifluoromethyl)phenylboronic acid;4-trifluoromethylphenylboronic acid;4-(Trifluoromethyl)benzeneboronic acid;(4-(trifluoromethyl)phenyl)boronic acid;[4-(Trifluoromethyl)phenyl]boronic acid;MFCD00151855;(4-Trifluoromethylphenyl)boronic acid;CHEMBL143654;Boronic acid, [4-(trifluoromethyl)phenyl]-;alpha,alpha,alpha-Trifluoro-p-tolylboronic acid;4-trifluoromethylphenyl boronic acid;4-trifluoromethylphenyl-boronic acid;p-(trifluoromethyl)phenylboronic acid;[4-(trifluoromethyl)phenyl]boranediol;4-(trifluoromethyl)phenyl boronic acid;D0O1UQ;SCHEMBL4179;alpha,alpha,alpha-Trifluoro-p-tolueneboronic Acid;BORONIC ACID, B-[4-(TRIFLUOROMETHYL)PHENYL]-;BDBM26129;4-trifluormethylphenylboronic acid;4-trifluoromethyphenylboronic acid;4-trifluromethylphenylboronic acid;DTXSID80370278;p-trifluoromethylphenylboronic acid;4- trifluoromethylphenylboronic acid;4-trifluoromethybenzene boronic acid;4-trifluoromethyl-phenylboronic acid;4-trifluoromethylbenzeneboronic acid;BCP23054;4-(trifluormethyl)phenylboronic acid;4-(trifluoromethyl)phenyboronic acid;4-Trifluoromethyl phenylboronic acid;a,a,a-Trifluoro-p-tolylboronic acid;4-trifluoromethyl benzeneboronic acid;4-trifluoromethyl phenyl boronic acid;4-trifluoromethyl-benzeneboronic acid;4-trifluoromethyl-phenyl boronic acid;4-trifluoromethyl-phenyl-boronic acid;4-trifluoromethylbenzene boronic acid;4-(trifluormethyl)phenyl-boronic acid;(4-(trifluoromethyl)phenyl)boronicacid;(4-trifluoromethyl-phenyl)boronic acid;4-(triflouromethyl)benzeneboronic acid;4-(trifluoromethyl)-phenylboronic acid;4-(trifluoromethyl)phenyl-boronic acid;AKOS004116428;para-trifluoromethylphenyl boronic acid;4-(Trifluoromethyl) phenylboronic acid;AB04009;AC-1397;AS-2509;CS-W008762;4-(trifluoromethyl)-benzeneboronic acid;4-(trifluoromethyl)-phenyl boronic acid;4-(trifluoromethyl)benzene boronic acid;4-(trifluoromethyl) benzene boronic acid;NCGC00249480-01;[4-(trifluoromethyl)-phenyl]boronic acid;[4-(trifluoromethyl)phenyl]-boronic acid;BP-11325;PD181920;SY003865;AM20060163;FT-0601475;T1788;EN300-85513;4-(Trifluoromethyl)phenylboronic acid, >=95.0%;J-501488;F9995-1327;Z381541148

Chemical Property of 4-(Trifluoromethyl)phenylboronic acid

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0.00696mmHg at 25°C
• Melting Point: 245-250 °C
• Refractive Index: 1.461
• Boiling Point: 258.6 °C at 760 mmHg
• PKA: 7.82±0.10(Predicted)
• Flash Point: 110.2 °C
• PSA: 40.46000
• Density: 1.36 g/cm³
• LogP: 0.38520
• Storage Temp.: 0-6°C
• Solubility.: soluble in Methanol
• Water Solubility.: Soluble in DMSO, not in water
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 190.0412941
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

4-(Trifluoromethyl)phenylboronic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)C(F)(F)F)(O)O
• Uses: suzuki reaction 50 4-(Trifluoromethyl)phenylboronic Acid is a reactant used in the preparation of alkenyl-substituted cyclopenta[b]indole compounds with antitumor activity.

Technology Process of 4-(Trifluoromethyl)phenylboronic acid

There total 23 articles about 4-(Trifluoromethyl)phenylboronic acid 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: 91.0%

p-trifluoromethylphenyl bromide (402-43-7) → 4-trifluoromethylphenylboronic acid (128796-39-4)

Guidance literature:

p-trifluoromethylphenyl bromide; With diisobutylaluminium hydride; magnesium; lithium chloride; In tetrahydrofuran; toluene; at 0 ℃; for 0.5h; Inert atmosphere;

With Trimethyl borate; In tetrahydrofuran; toluene; at 0 ℃; Inert atmosphere;

With hydrogenchloride; water; In tetrahydrofuran; toluene; at 0 ℃; Inert atmosphere;

DOI:10.1021/ol2016252

Reference yield: 90.0%

methanol (67-56-1) + dicyclohexylamine borane complex (131765-96-3) + p-trifluoromethylphenyl bromide (402-43-7) → 4-trifluoromethylphenylboronic acid (128796-39-4)

Guidance literature:

dicyclohexylamine borane complex; p-trifluoromethylphenyl bromide; With magnesium; In tetrahydrofuran; at 70 ℃;

methanol; In tetrahydrofuran; at 0 ℃; for 1h;

With hydrogenchloride; water; In methanol; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2018.11.036

Reference yield: 85.0%

potassium 4-(trifluoromethyl)phenyltrifluoroborate → 4-trifluoromethylphenylboronic acid (128796-39-4)

Guidance literature:

With aluminum oxide; water; at 70 ℃; for 0.25h; Microwave irradiation;

DOI:10.1016/j.tetlet.2009.09.008

upstream raw materials:

p-trifluoromethylphenyl bromide

α,α,α-trifluorotoluene

dmap

Triisopropyl borate

Downstream raw materials:

1-[2-(4-Trifluoromethylphenyl)-cyclopenten-1-yl]-4-(methylthio)benzene

N-(4-Trifluoromethyl-[1,1';3',1'']terphenyl-2'-ylmethyl)-benzamide

N-(4''-Chloro-4-trifluoromethyl-[1,1';3',1'']terphenyl-2'-ylmethyl)-benzamide

4-hydroxybenzotrifluoride

Refernces

• 1、 -. "Aryl boronic acid preparation method". Paragraph 0033-0036; 0040. . Retrieved 2020/01/25.
• 2、 Qiao, Yusen,Yang, Qiaomu,Schelter, Eric J.. "Photoinduced Miyaura Borylation by a Rare-Earth-Metal Photoreductant: The Hexachlorocerate(III) Anion". supporting information. p. 10999 - 11003. Retrieved 2018/07/31.