139301-27-2

Basic information

• Product Name: 4-Trifluoromethoxyphenylboronic acid
• Synonyms: 4-(Trifluoromethoxy)phenylboronic aicd;44-(TRIFLUOROMETHOXY)PHENYLBORONIC ACID;4-(TRIFLUOROMETHOXY)PJHENYLBORONICACID;4-(Trifluoromethoxy)-benzeneboronic acid ,98%;4-Trifluoromethoxyphenylboronic acid,98%;4-(Trifluormethoxy)phenylboronic acid;4-(Trifluoromethoxy)phenylboronic acid, May contain varying amounts of anhydride, 97%;4-(TrifluoroMethoxy)phenylboronic acid, 97%, May contain varying aMounts of anhydride
• CAS NO: 139301-27-2
• Molecular Formula: C₇H₆BF₃O₃
• Molecular Weight: 205.93
• EINECS: -0
• Product Categories: blocks;BoronicAcids;FluoroCompounds;Boronic Acid series;Substituted Boronic Acids;Boronic Acid;Aryl;Fluorinated;Organoborons;B (Classes of Boron Compounds);Boronic Acids;Building Blocks for Liquid Crystals;Chalcones, etc. (Building Blocks for Liquid Crystals);Functional Materials;Boronic Acids;Boronic Acids and Derivatives;Boronate Ester;Potassium Trifluoroborate
• Mol File: 139301-27-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 123-127 °C(lit.)
• Boiling Point: 256.6 °C at 760 mmHg
• Flash Point: 109 °C
• Appearance: White to beige/Crystalline Powder
• Density: 1.41 g/cm³
• Vapor Pressure: 0.00786mmHg at 25°C
• Refractive Index: 1.461
• Storage Temp.: 0-6°C
• Solubility: soluble in Methanol
• PKA: 8.29±0.10(Predicted)
• BRN: 8548201
• CAS DataBase Reference: 4-Trifluoromethoxyphenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Trifluoromethoxyphenylboronic acid(139301-27-2)
• EPA Substance Registry System: 4-Trifluoromethoxyphenylboronic acid(139301-27-2)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 37/39-26-36
• WGK Germany: 3
• Hazardous Substances Data: 139301-27-2(Hazardous Substances Data)

Usage

Chemical Properties

white to beige crystalline powder

Uses

B-[4-(Trifluoromethoxy)phenyl]boronic Acid is a reagent used in the synthesis of orally bioavailable matrix metalloprotinase inhibitors. Also used in the preparation of chromen-4-one inhibitors used against DNA dependant protein kinases.

Application

4-Trifluoromethoxyphenylboronic acid can reactant involved in the synthesis of biologically active molecules including:Lactate dehydrogenase inhibitors for use against cancer cell proliferationNitro-phenoxybenzoic acid derivatives for PAI-1 inhibitionPA-824 analogs for use as antituberculosis drugsModulators of survival motor neuron proteinReactant involved in addition reactions and cross-coupling reactions including Suzuki-Miyaura cross-coupling

InChI:InChI=1/C7H6BF3O3/c9-7(10,11)14-6-3-1-5(2-4-6)8(12)13/h1-4,12-13H

Upstream product

• 13675-18-8 tetrahydroxydiboron 
• 407-14-7 1-bromo-4-(trifluoromethoxy)benzene 
• 5419-55-6 Triisopropyl borate 
• 20154-03-4 3-(trifluoromethyl)pyrazole 

Downstream Products

• 306935-95-5 5-(4-trifluoromethoxyphenyl) furan-2-formaldehyde 
• 173025-79-1 4-(4'-trifluoromethoxy phenyl)-phenol 
• 220616-11-5 3-((2S)-2-(N-hydroxyamino)-3-((4'-(trifluoromethoxy)(1,1'-biphenyl)-4-yl)oxy)propyl)-5,5-dimethyl-2,4-imidazolidinedione 
• 481630-46-0 1-benzyl-5-[4-(trifluoromethoxy)phenyl]-1H-indole 
• 599202-24-1 2-(3-nitro-4-methoxyphenyl)-5-(4-trifluoromethoxyphenyl)benzoxazole 
• 697273-00-0 2-(2-methoxy-5-nitro-phenyl)-5-(4-trifluoromethoxy-phenyl)-benzooxazole 
• 599204-53-2 2-(3-nitro-6-propylaminophenyl)-5-(4-trifluoromethoxyphenyl)benzoxazole 

Relevant articles and documents

Transition-Metal-Free Borylation of Aryl Bromide Using a Simple Diboron Source

In this study, we developed a simple transition-metal-free borylation reaction of aryl bromides. Bis-boronic acid (BBA), was used, and the borylation reaction was performed using a simple procedure at a mild temperature. Under mild conditions, aryl bromides were converted to arylboronic acids directly without any deprotection steps and purified by conversion to trifluoroborate salts. The functional group tolerance was considerably high. The mechanism study suggested that this borylation reaction proceeds via a radical pathway.

2,3,4,5-TETRAHYDRO-1H-1,5-BENZODIAZEPINE DERIVATIVE AND MEDICINAL COMPOSITION

The present invention has its object to provide a 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine derivative represented with the Formula (1) , or the pharmaceutically acceptable salt, which is effective as a therapeutic and prophylactic agent for diabetes, diabetic nephropathy, or glomerulosclerosis.

Process for the preparation of matrix metalloproteinase inhibitors

The instant invention provides a process for the synthesis of matrix metalloproteinase inhibitors.