214360-66-4

Basic information

• Product Name: 4-TERT-BUTYLPHENYLBORONIC ACID, PINACOL ESTER
• Synonyms: 4-TERT-BUTYLPHENYLBORONIC ACID, PINACOL ESTER;2-(4-TERT-BUTYLPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;4-t-Butylphenylboronic acid,pinacol ester;2-(4-tert-Butylphenyl)-4;2-(tert-Butylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4-(tert-Butyl)benzeneboronic acid, pinacol ester
• CAS NO: 214360-66-4
• Molecular Formula: C₁₆H₂₅BO₂
• Molecular Weight: 260.18
• Product Categories: Heterocyclic Compounds
• Mol File: 214360-66-4.mol
• Article Data: 73

Chemical Properties

• Melting Point: 139.9-140.9 °C
• Boiling Point: 333.6°C at 760 mmHg
• Flash Point: 155.5°C
• Appearance: /
• Density: 0.96g/cm³
• Vapor Pressure: 0.000262mmHg at 25°C
• Refractive Index: 1.488
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 4-TERT-BUTYLPHENYLBORONIC ACID, PINACOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TERT-BUTYLPHENYLBORONIC ACID, PINACOL ESTER(214360-66-4)
• EPA Substance Registry System: 4-TERT-BUTYLPHENYLBORONIC ACID, PINACOL ESTER(214360-66-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 214360-66-4(Hazardous Substances Data)

Usage

Uses

4-t-Butylphenylboronic acid, pinacol ester

InChI:InChI=1/C16H25BO2/c1-14(2,3)12-8-10-13(11-9-12)17-18-15(4,5)16(6,7)19-17/h8-11H,1-7H3

Upstream product

• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 7598-28-9 4-tert-butylphenyltosylate 
• 73183-34-3 bis(pinacol)diborane 
• 59970-38-6 4-tert-butylphenyl mesylate 
• 35779-04-5 1-tert-butyl-4-iodobenzene 
• 78782-17-9 4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane 
• 769-92-6 4-tert-Butylaniline 
• 894769-12-1 C₁₄H₂₃N₃ 
• 52436-75-6 (4-tert-butylphenyl)diazonium tetrafluoroborate 
• 1710-98-1 p-tert-butyl benzoyl chloride 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 123324-71-0 p-tert-butylphenylboronic acid 
• 63488-10-8 4-tert-butylmagnesium bromide 

Downstream Products

• 849727-72-6 2-(2-bromo-4-tert-butylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1379610-66-8 2-(4-(tert-butyl)cyclohexyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1379610-64-6 2-(4-(tert-butyl)cyclohexyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Relevant articles and documents

Photochemical and electrochemical C-N borylation of arylhydrazines

The C-N borylation of arylhydrazine hydrochlorides with bis(pinacolato)diboron was achieved under photochemical and electrochemical conditions, respectively. This novel and scalable transformation provides two efficient and mild transition-metal-free synt

Unreactive C-N Bond Activation of Anilines via Photoinduced Aerobic Borylation

Unreactive C-N bond activation of anilines was achieved by photoinduced aerobic borylation. A diverse range of tertiary and secondary anilines were converted to aryl boronate esters in moderate to good yields with wide functional group tolerance under simple and ambient photochemical conditions. This transformation achieved the direct and facile C-N bond activation of unreactive anilines, providing a convenient and practical route transforming widely available anilines into useful aryl boronate esters.

Synthesis of arylboronates via the Pd-catalyzed desulfitative coupling reaction of sodium arylsulfinates with bis(pinacolato)diboron

The desulfitative borylation reaction of sodium arylsulfinates with bis(pinacolato)diboron or bis(neopentylglycolato)diboron under palladium catalysis has been developed, allowing selective C-B bond formation to give arylboronates with a range of functional groups in moderate to good yields under mild reaction conditions. A gram-scale preparation as well as the cascade Suzuki-Miyaura cross-coupling of arylboronates demonstrated the potential practical utility in organic synthesis.