852227-90-8

Basic information

• Product Name: 1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]PYRROLIDINE
• Synonyms: 4-(PYRROLIDIN-1-YL)BENZENEBORONIC ACID, PINACOL ESTER;1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]PYRROLIDINE;4-(Pyrrolidin-1-yl)benzeneboronic acid, pinacol ester 97%;1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidine ,95% [N/Al];Pyrrolidine, 1-[4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl]-;1-(4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl);1-[4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl) pheny]pyrrolidine;4-(1-Pyrrolidinyl)benzeneboronic acid pinacol ester, 97%
• CAS NO: 852227-90-8
• Molecular Formula: C₁₆H₂₄BNO₂
• Molecular Weight: 273.18
• Mol File: 852227-90-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 109 °C
• Boiling Point: 396 °C at 760 mmHg
• Flash Point: 193.3 °C
• Appearance: /
• Density: 1.05
• Vapor Pressure: 1.77E-06mmHg at 25°C
• Refractive Index: 1.531
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• PKA: 5.14±0.40(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]PYRROLIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]PYRROLIDINE(852227-90-8)
• EPA Substance Registry System: 1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]PYRROLIDINE(852227-90-8)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 852227-90-8(Hazardous Substances Data)

Usage

Uses

It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

InChI:InChI=1/C16H24BNO2/c1-15(2)16(3,4)20-17(19-15)13-7-9-14(10-8-13)18-11-5-6-12-18/h7-10H,5-6,11-12H2,1-4H3

Upstream product

• 4096-21-3 N-phenylpyrrolidine 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 54660-08-1 1-(4-fluoro-phenyl)-pyrrolidin-2-one 
• 4280-34-6 N-(4-fluorophenyl)tetrahydropyrrole 
• 22090-26-2 1-(4-bromo-phenyl)-pyrrolidine 
• 73183-34-3 bis(pinacol)diborane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 

Downstream Products

• 1228958-79-9 2-[4-(pyrrolidin-1-yl)phenyl]-5-formyl thiophene 
• 1364680-69-2 C₂₆H₂₅FN₄O₃ 
• 1364720-30-8 C₃₆H₄₇FN₄O₄Si 
• 1364720-08-0 C₂₂H₂₈ClFN₄OSi 
• 1364720-16-0 C₂₂H₂₈ClFN₄OSi 
• 1364719-99-2 C₁₆H₁₄ClFN₄ 
• 1219741-74-8 5-[(6-chloro-5-(4-pyrrolidin-1-ylphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-benzimidazol-2-yl)oxy]-2-methylbenzoic acid 

Relevant articles and documents

Naphthalimide-based fluorescent dyes: Impact of extension of φ-conjugation and introduction of an electron-donating moiety on the photophysical properties

Concerning a series of naphthalimide-based fluorescence dyes in which the φ-system is extended with oligothiophene units, it has been revealed that the absorption and fluorescence maxima can be tuned over ca. 100 nm and ca. 180 nm range by extending φ-conjugation, respectively. The effects of the solvent on the fluorescence quantum yield depend on the conjugation length. For the same series but with an electron-donating moiety (push-pull type dyes), the absorption and fluorescence maxima are less dependent on the conjugation length. The fluorescence quantum yields of the push-pull type dyes are large in toluene (>0.3) but extremely low in DMSO. These results will be a guide for the design of naphthalimide-based sensors and probes.

Cobalt-Catalyzed C-F Bond Borylation of Aryl Fluorides

A mild and practical cobalt-catalyzed defluoroborylation of fluoroarenes is presented for the first time. The method permits straightforward functionalization of fluoroarenes, with high selectivity for borylation of C-F over C-H bonds, and a tolerance for aerobic conditions. Furthermore, two-step 18F-fluorination was achieved for expanding the scope of 18F-positron emission tomography probes.

Catalytic aromatic borylation via in situ-generated borenium species

We have developed a catalytic direct borylation of arenes via in situ-generated borenium species. The choice of appropriate Lewis base was crucial to achieve the catalytic system. Electron-rich arenes were borylated in a regioselective manner.