1423-26-3

Basic information

• Product Name: 3-(Trifluoromethyl)phenylboronic acid
• Synonyms: 3-(TRIFLUOROMETHYL)PHENYLBORONIC ACID;3-TRIFLUOROMETHYLBORONIC ACID;3-(TRIFLUOROMETHYL)BENZENEBORONIC ACID;3-(TRIFLUOROMETHYL)BENZENEBORONIC ACID/ANHYDRIDE;ALPHA,ALPHA,ALPHA-TRIFLUORO-M-TOLYLBORONIC ACID;ALPHA,ALPHA,ALPHA-TRIFLUORO-M-TOLUENEBORONIC ACID;AKOS BRN-0023;RARECHEM AH PB 0096
• CAS NO: 1423-26-3
• Molecular Formula: C₇H₆BF₃O₂
• Molecular Weight: 189.93
• EINECS: -0
• Product Categories: blocks;BoronicAcids;FluoroCompounds;Substituted Boronic Acids;Boronic Acids & Esters;Phenyls & Phenyl-Het;Boronic Acid;Aryl;Halogenated;Organoborons;B (Classes of Boron Compounds);Boronic Acids;Boronic Acids & Esters;Phenyls & Phenyl-Het;Boronate Ester;Potassium Trifluoroborate;Pyridines ,Halogenated Heterocycles ,Heterocyclic Acids
• Mol File: 1423-26-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 163-166 °C(lit.)
• Boiling Point: 268.2 °C at 760 mmHg
• Flash Point: 116 °C
• Appearance: White to pale yellow/Powder
• Density: 1.36 g/cm³
• Vapor Pressure: 0.00387mmHg at 25°C
• Refractive Index: 1.461
• Storage Temp.: 0-6°C
• Solubility: slightly sol. in Methanol
• PKA: 7.55±0.10(Predicted)
• BRN: 6084746
• CAS DataBase Reference: 3-(Trifluoromethyl)phenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(Trifluoromethyl)phenylboronic acid(1423-26-3)
• EPA Substance Registry System: 3-(Trifluoromethyl)phenylboronic acid(1423-26-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36-26
• WGK Germany: 3
• F: 10-21
• HazardClass: IRRITANT
• Hazardous Substances Data: 1423-26-3(Hazardous Substances Data)

Usage

Chemical Properties

White to pale yellow powder

Uses

Different sources of media describe the Uses of 1423-26-3 differently. You can refer to the following data:
1. suzuki reaction
2. Reactant involved in:Suzuki-Miyaura cross-coupling reactionsAerobic oxidative cross-couplingMicrowave-assisted Petasis reactionsRhodium-catalyzed addition reactionsSyntehsis of biologically active molecules

InChI:InChI=1/C7H6BF3O2/c9-7(10,11)5-2-1-3-6(4-5)8(12)13/h1-4,12-13H

Upstream product

• 368-49-0 3-(trifluoromethyl)phenyllithium 
• 98-08-8 α,α,α-trifluorotoluene 
• 325142-82-3 4,4,5,5-tetramethyl-2-(3-(trifluoromethyl)phenyl)-1,3,2-dioxaborolane 
• 401-78-5 3-bromo-1-trifluoromethylbenzene 
• 121-43-7 Trimethyl borate 
• 7732-18-5 water 
• 13675-18-8 tetrahydroxydiboron 
• 98-15-7 3-chlorotrifluoromethylbenzene 
• 67-56-1 methanol 
• 55124-35-1 diisopropylamine borane 
• 73183-34-3 bis(pinacol)diborane 

Downstream Products

• 844-04-2 α,α,α-trifluoro-N-phenyl-m-acetotoluidide 
• 102627-28-1 6-(3-(trifluoromethyl)phenyl)pyridazin-3-amine 
• 5957-99-3 3-<3-(trifluoromethyl)phenyl>pyridine 
• 52130-30-0 5-[3-(trifluoromethyl)phenyl]furan-2-carbaldehyde 
• 634195-42-9 8-methoxy-5-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine 
• 709667-96-9 1-(3'-trifluoromethylbiphenyl-4-yl)ethanone 
• 194873-98-8 4-(3-trifluoromethylphenyl)anisole 

Relevant articles and documents

Reductive Alkylation of Quinolines to N-Alkyl Tetrahydroquinolines Catalyzed by Arylboronic Acid

A boronic acid catalyzed one-pot tandem reduction of quinolines to tetrahydroquinolines followed by reductive alkylation by the aldehyde has been demonstrated. This step-economcial synthesis of N-alkyl tetrahydroquinolines has been achieved directly from readily available quinolines, aldehydes, and Hantzsch ester under mild reaction conditions. The mechanistic study demonstrates the unique behavior of organoboron catalysts as both Lewis acids and hydrogen-bond donors.

Enantioselective Conjugate Addition of Aryl Halides and Triflates to Electron-Deficient Olefins via Nickel- And Rhodium-Catalyzed Sequential Relay Reactions

Asymmetric conjugate addition of aryl halides or aryl triflates to electron-deficient olefins was realized by sequential Miyaura borylation and Hayashi-Miyaura conjugate addition in one pot. A nickel-catalyzed borylation of aryl halides or triflates and a rhodium-chiral diene complex catalyzed enantioselective conjugate addition was executed as a pair of relay reactions as a more efficient and greener protocol.

One-pot cascade approach to phenanthridine-fused quinazoliniminiums from heteroenyne-allenes

A one-pot cascade method to obtain functionalized phenanthridine-fused quinazoliniminiums from a variety of heteroenyne-allenes is described. This protocol involves formation of C-N and C-C bonds in a single step in the presence of a Lewis acid and trace water to afford pentacyclic title compounds in moderate to good yields.