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(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene

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(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene manufacturers

(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:Phenylpinacolborane;1,3,2-Dioxaborolane,4,4,5,5-tetraMethyl-2-phenyl-;(Pinacolboryl)benzene;Phenylboronic acid pinacol ester 97%;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
InChI1S/C12H17BO2/c1-11(2)12(3,4)15-13(14-11)10-8-6-5-7-9-10/h5-9H,1-4H3
InChIKeyKKLCYBZPQDOFQK-UHFFFAOYSA-N
SMILESCC1(C)OB(OC1(C)C)c2ccccc2
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
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
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 SiliaCatPd(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–Miyaurareaction.
Tag:(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene(24388-23-6) Related Product Information
Phenylboronic acid Benzylboronic acid pinacol ester Trifluoromethylthio-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene 1,4-Benzenediboronic acid bis(pinacol) ester 1-(3-Pyridyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene 4-Nitrophenylboronic acid pinacol ester 4-(N-Boc-amino)phenylboronic acid pinacol ester 4-Hydroxyphenylboronic acid pinacol ester 2-Nitrobenzeneboronic acid pinacol ester 2-Aminophenylboronic acid pinacol ester 2,6-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol 3-Aminomethylphenylboronic acid, pinacol ester, HCl (4-Benzyloxycarbonylaminophenyl)boronic acid, pinacol ester 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenol 4-Aminomethylphenylboronic acid, pinacol ester, HCl (2-Bromomethylphenyl)boronic acid, pinacol ester (2-Cyanomethylphenyl)boronic acid, pinacol ester