ChemicalBook Product Catalog Chemical Reagents Organic reagents Borate (4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZENE

(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZENE

(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZENE Basic information
Product Name:(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZENE
Synonyms:(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene, 2-Phenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;Phenylpinacolborane;1,3,2-Dioxaborolane,4,4,5,5-tetraMethyl-2-phenyl-;(Pinacolboryl)benzene;cyclic tetramethylethylene ester benzeneboronic acid;PHENYL-BORONIC ACID PINACOL ESTER;Benzeneboronic acid, pinacol ester;(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-
CAS:24388-23-6
MF:C12H17BO2
MW:204.07
EINECS:
Product Categories:
Mol File:24388-23-6.mol
(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZENE Structure
(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZENE Chemical Properties
Melting point 27-31 °C(lit.)
Boiling point 130°C/20mmHg(lit.)
density 0.99±0.1 g/cm3(Predicted)
Fp 225 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
form powder to lump
color White to Almost white
InChIKeyKKLCYBZPQDOFQK-UHFFFAOYSA-N
CAS DataBase Reference24388-23-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-36/37/38
Safety Statements 26-36
WGK Germany 3
Hazard Note Irritant
HS Code 29319090
MSDS Information
ProviderLanguage
SigmaAldrich English
(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZENE Usage And Synthesis
Chemical PropertiesWhite to light yellow crystal
Usessuzuki reaction
UsesPhenylboronic acid pinacol ester can be used:
  • To prepare sulfinamide derivatives by reacting with diethylaminosulfur trifluoride (DAST) and potassium phenyltrifluoroborate.
  • As a substrate in the study of Suzuki–Miyaura coupling of various aryl iodides over SiliaCat?Pd(0).

Synthesis Reference(s)The Journal of Organic Chemistry, 60, p. 7508, 1995 DOI: 10.1021/jo00128a024
General DescriptionPhenylboronic acid, pinacol ester, also known as boronate ester, is generally used in metal-catalyzed C-C bond formation reactions like Suzuki–Miyaura?reaction.
(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZENE Preparation Products And Raw materials
Preparation ProductsETHYLTRIMETHYLSILANE-->CYCLOHEPTANE-->4-Methoxybiphenyl-->5,7-DIMETHOXYFLAVONE-->1-PHENYLCYCLOPENTENE-->2-METHYL-1-PHENYLPROPENE-->2-Bromo-6-phenylpyridine-->7-Methoxyflavone-->4-CHLORO-2,6-DIPHENYLPYRIMIDINE-->PHENYLTRIMETHYLSILANE-->3,6-DIPHENYL-9H-CARBAZOLE -->4-Phenoxypyridine
(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZENE 4-Hydroxyphenylboronic acid pinacol ester Trifluoromethylthio-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene 4-Carboxylphenylboronic acid pinacol ester 4-(N-Boc-amino)phenylboronic acid pinacol ester (4-BENZYLOXYCARBONYLAMINOPHENYL)BORONIC ACID, PINACOL ESTER 3-AMINOMETHYLPHENYLBORONIC ACID, PINACOL ESTER, HCL 4-Aminophenylboronic acid pinacol ester 4-AMINOMETHYLPHENYLBORONIC ACID, PINACOL ESTER, HCL 3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENOL 2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENOL (2-BROMOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER 1-(3-Pyridyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene 4'-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ACETANILIDE (2-CYANOMETHYLPHENYL)BORONIC ACID, PINACOL ESTER 2-Aminophenylboronic acid pinacol ester 1-BROMO-2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZENE 4-Nitrophenylboronic acid pinacol ester
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