Phenylboronic acid

Phenylboronic acid
Names
Preferred IUPAC name
Phenylboronic acid
Identifiers
3D model (JSmol)
970972
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.002.456 Edit this at Wikidata
EC Number
  • 202-701-9
3328
UNII
  • InChI=1S/C6H7BO2/c8-7(9)6-4-2-1-3-5-6/h1-5,8-9H checkY
    Key: HXITXNWTGFUOAU-UHFFFAOYSA-N checkY
  • InChI=1/C6H7BO2/c8-7(9)6-4-2-1-3-5-6/h1-5,8-9H
    Key: HXITXNWTGFUOAU-UHFFFAOYAQ
  • B(c1ccccc1)(O)O
Properties
C6H7BO2
Molar mass 121.93 g/mol
Appearance white to yellow powder
Odor odorless
Melting point 216 °C (421 °F; 489 K)
10 g/L (20 °C)[1]
Solubility soluble in diethyl ether, ethanol
Acidity (pKa) 8.83
Thermochemistry
-719.6 kJ/mol
Hazards
GHS labelling:[2]
GHS07: Exclamation mark
Warning
H302
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
Lethal dose or concentration (LD, LC):
740 mg/ml (rat, oral)
Safety data sheet (SDS) [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Phenylboronic acid or benzeneboronic acid, abbreviated as PhB(OH)2 where Ph is the phenyl group C6H5-, is a boronic acid containing a phenyl substituent and two hydroxyl groups attached to boron. Phenylboronic acid is a white powder and is commonly used in organic synthesis. Boronic acids are mild Lewis acids which are generally stable and easy to handle, making them important to organic synthesis.

  1. ^ "Phenylboronic acid | 98-80-6".
  2. ^ "Phenylboronic acid". pubchem.ncbi.nlm.nih.gov. Retrieved 27 December 2021.