Product

4-Hydroxyphenylboronic acid

CAS No.：71597-85-8

Other grades of this product :

4-Hydroxyphenylboronic acid Basic information

Product Name:	4-Hydroxyphenylboronic acid
Synonyms:	RARECHEM AH PB 0222;(P-HYDROXYPHENYL)BORONIC ACID;BORONIC ACID, (4-HYDROXYPHENYL)-;4-Boronophenol~4-Hydroxyphenylboronic acid;4-Hydroxybenzeneboronic;4-BORONOPHENOL;4-HYDROXYPHENYLBORONIC ACID;4-HYDROXYBENZENEBORONIC ACID
CAS:	71597-85-8
MF:	C6H7BO3
MW:	137.93
EINECS:	615-307-0
Product Categories:	OLED materials,pharm chemical,electronic;Boronate Ester;Boronic Acids;Boronic Acid;Boronic Acids;Potassium Trifluoroborate;blocks;Alcohols and Derivatives;Boron, Nitrile, Thio,& TM-Cpds;Organic acids;Aryl;Organoborons;B (Classes of Boron Compounds);Boronic Acids and Derivatives;BoronicAcids;bc0001
Mol File:	71597-85-8.mol

4-Hydroxyphenylboronic acid Chemical Properties

Melting point	>230 °C (lit.)
Boiling point	351.4±44.0 °C(Predicted)
density	1.32±0.1 g/cm3(Predicted)
storage temp.	Inert atmosphere,Room Temperature
form	Powder
pka	9.09±0.10(Predicted)
color	Off-white to light brown
Water Solubility	25 g/L
BRN	2963491
InChIKey	COIQUVGFTILYGA-UHFFFAOYSA-N
CAS DataBase Reference	71597-85-8(CAS DataBase Reference)

Safety Information

Hazard Codes	Xi,C
Risk Statements	36/37/38-34
Safety Statements	26-36-37/39-45-36/37/39-27
WGK Germany	3
TSCA	No
HS Code	2931 90 00
HazardClass	IRRITANT

MSDS Information

Provider	Language
ACROS	English
SigmaAldrich	English
ALFA	English

4-Hydroxyphenylboronic acid Usage And Synthesis

Chemical Properties	off-white to light brown powder
Uses	suzuki reaction
Uses	4-Hydroxybenzeneboronic acid is used for Suzuki-Miyaura coupling and Stille coupling and potential for introducing different alkyl groups, palladium-catalyzed aminocarbonylation and cross-coupling reactions, bio-supported palladium nanoparticles as phosphine-free catalyst for Suzuki reaction in water and Cu2O-catalyzed aerobic oxidative cross-coupling of tetrazoles. It is also used in preparation of rod-like dendronized polymers.
Uses	4-Hydroxyphenylboronic acid can be used as a reactant in: Suzuki-Miyaura coupling and Stille coupling reactions. Palladium-catalyzed aminocarbonylation and cross-coupling reactions. Suzuki reaction for preparation of bio-supported palladium nanoparticles as phosphine-free catalysts. Cu₂O-catalyzed aerobic oxidative cross-coupling of tetrazoles. It can also be used to prepare/promote: PDK1 inhibitory activity (cancer cell growth, survival, and tumorigenesis inhibitor). Rod-like dendronized polymers containing G4 and G5 ester dendrons via macromonomer approach by living ROMP. Estrone-derived cyclopamine analogs as Sonic Hedgehog signaling inhibitors for anti-cancer chemotherapeutics. Enzymatic inhibitors for the treatment of Gram-negative bacterial infections. Oligoarenes by Suzuki-Miyaura palladium-catalyzed cross-coupling.
Synthesis Reference(s)	Tetrahedron Letters, 37, p. 6705, 1996 DOI: 10.1016/S0040-4039(96)01468-2

4-Hydroxyphenylboronic acid Preparation Products And Raw materials

Raw materials	Tetrahydrofuran-->n-Butyllithium-->Triisopropyl borate-->4-Bromophenol-->Boronic acid, B-[4-[[(4-methylphenyl)sulfonyl]oxy]phenyl]--->4-Ethoxyphenylboronic acid-->4-Benzyloxybenzeneboronic acid-->1,4-Phenylenebisboronic acid-->(4-BROMOPHENOXY)TRIMETHYLSILANE-->4-ACETOXYPHENYLBORONIC ACID-->(4-BROMOPHENOXY)-TERT-BUTYLDIMETHYLSILANE
Preparation Products	4-Hydroxyphenylboronic acid pinacol ester-->METHYL 4'-HYDROXY[1,1'-BIPHENYL]-4-CARBOXYLATE-->BIS(4-HYDROXYPHENYL)DISULFIDE-->4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID-->4-Bromo-4'-hydroxybiphenyl-->4'-Hydroxy-4-biphenylcarbonitrile

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