ChemicalBook > CAS DataBase List > 4-Hydroxyphenylboronic acid

4-Hydroxyphenylboronic acid

Product Name
4-Hydroxyphenylboronic acid
CAS No.
71597-85-8
Chemical Name
4-Hydroxyphenylboronic acid
Synonyms
ACF2;AKOS BRN-0188;4-BORONOPHENOL;RARECHEM AH PB 0222;4-Hydroxybenzeneboronic;4-DIHYDROXYBORANYL-PHENOL;4-Hydroxyphenylboronicaci;4-HYDROXYPHENYLBORONIC ACID;4-HYDROXYBENZENEBORONIC ACID;(P-HYDROXYPHENYL)BORONIC ACID
CBNumber
CB5691083
Molecular Formula
C6H7BO3
Formula Weight
137.93
MOL File
71597-85-8.mol
More
Less

4-Hydroxyphenylboronic acid Property

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
solubility 
soluble in Acetonitrile, DMSO, Methanol
form 
Powder
pka
9.09±0.10(Predicted)
color 
Off-white to light brown
Water Solubility 
25 g/L
BRN 
2963491
InChI
InChI=1S/C6H7BO3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8-10H
InChIKey
COIQUVGFTILYGA-UHFFFAOYSA-N
SMILES
B(C1=CC=C(O)C=C1)(O)O
CAS DataBase Reference
71597-85-8(CAS DataBase Reference)
More
Less

Safety

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
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.43854
Product name
4-Hydroxyphenylboronic acid
Purity
≥97% (acidimetric)
Packaging
1g
Price
$82.3
Updated
2025/07/31
Sigma-Aldrich
Product number
8.43854
Product name
4-Hydroxyphenylboronic acid
Purity
≥97% (acidimetric)
Packaging
5G
Price
$295
Updated
2025/07/31
Sigma-Aldrich
Product number
523976
Product name
4-Hydroxyphenylboronic acid
Purity
≥95.0%
Packaging
1g
Price
$51.09
Updated
2025/07/31
Sigma-Aldrich
Product number
523976
Product name
4-Hydroxyphenylboronic acid
Purity
≥95.0%
Packaging
5g
Price
$126.96
Updated
2025/07/31
TCI Chemical
Product number
H1228
Product name
4-Hydroxyphenylboronic Acid (contains varying amounts of Anhydride)
Packaging
1g
Price
$44
Updated
2025/07/31
More
Less

4-Hydroxyphenylboronic acid Chemical Properties,Usage,Production

Chemical Properties

off-white to light brown powder

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

Synthesis

121-43-7

67963-68-2

71597-85-8

1. In a 100 mL three-necked flask, 17 g (0.1 mol) of 4-bromophenol, 16.5 g (0.11 mol) of dimethyl tert-butyl chlorosilane, 30 mL of DMF, 20 mL of triethylamine, and 0.1 g of DMAP were added in this order. the reaction was allowed to run for 24 hours at room temperature. Upon completion of the reaction, equal volumes of water and petroleum ether were added and left to partition, the aqueous phase was discarded. The organic phase was washed to neutrality with water and the solvent was subsequently evaporated to give 1-bromo-4-[(1,1-dimethylethyl)dimethylmethylsilanethoxy]benzene. 2. To a 250 mL three-necked flask were added 2.6 g (0.11 mol) of magnesium fragments, a small amount of crystalline iodine and 50 mL of tetrahydrofuran. Subsequently, 28.7 g (0.1 mol) of a mixture of 1-bromo-4-[(1,1-dimethylethyl)dimethylmethylsilanyloxy]benzene prepared in Step 1 and 20 mL of tetrahydrofuran were added. A small amount of the above mixture was added to initiate the Grignard reaction (if no reaction occurs, it may be heated slightly to initiate the reaction), and then the remaining mixture was added slowly dropwise with stirring, with the dropwise acceleration being controlled to keep the reaction temperature below 35°C. After dropwise addition, stirring is continued for 1 hour at room temperature. 3. The reaction solution was cooled to -65 °C via an acetone-liquid nitrogen bath, followed by the slow dropwise addition of 11.44 g (0.11 mol) of trimethyl borate dissolved in 60 mL of tetrahydrofuran at -60 °C. The reaction solution was allowed to cool to -65 °C via an acetone-liquid nitrogen bath. After the dropwise addition, the reaction solution was allowed to warm naturally to -30 °C and then acidified with concentrated hydrochloric acid to pH=1. The reaction solution was transferred to a partition funnel, 100 mL of ethyl acetate was added, and left to partition. The organic phase was washed with saturated saline to neutral and the aqueous phase was separated. 4. The organic phase was transferred to a 250 mL three-necked flask, 28.71 g (0.1 mol) of tetrabutylammonium fluoride was added, and the reaction was carried out at room temperature for 24 hours. Upon completion of the reaction, the mixture was transferred to a dispensing funnel and washed with saturated saline to neutral. After separation of the aqueous phase, the organic phase was evaporated to remove the solvent and recrystallized with petroleum ether to give 4-hydroxyphenylboronic acid as a white solid.

References

[1] Patent: CN104710481, 2017, B. Location in patent: Paragraph 0042-0044; 0056

4-Hydroxyphenylboronic acid Preparation Products And Raw materials

Raw materials

Tetrahydrofuran 4-Bromophenol Triisopropyl borate n-Butyllithium

Preparation Products

More
Less

4-Hydroxyphenylboronic acid Suppliers

Americas 1 Belgium 1 Canada 1 China 350 Europe 3 France 1 Germany 10 India 12 Japan 2 Jordan 1 Russia 1 Switzerland 1 Ukraine 1 United Kingdom 12 United States 41 Global 438
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
Advantage
62
Abblis Chemicals LLC
Tel
+1-832-373-8299
Fax
+1-713-664-0347
Email
info@abblis.com
Country
United States
ProdList
323
Advantage
57
HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
Advantage
60
Accela ChemBio Inc.
Tel
+1(858) 699-3322
Fax
+1(858) 876-1948
Email
marketing@accelachem.com
Country
United States
ProdList
6024
Advantage
65
Accela ChemBio Inc.
Tel
+1-858-6993322
Fax
(+1)-858-876-1948
Email
info@accelachem.com
Country
United States
ProdList
21193
Advantage
58
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
Aladdin Scientific
Tel
Email
tp@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
Aceschem Inc.
Tel
+1-817863-6948 +1-（817）863-6948
Email
sales@aceschem.com
Country
United States
ProdList
19632
Advantage
58
Frontier Scientific Services, Inc.
Tel
--
Fax
--
Email
customerservice@frontierssi.com
Country
United States
ProdList
1575
Advantage
0
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
Frontier Scientific, Inc.
Tel
--
Fax
--
Email
sales@frontiersci.com
Country
United States
ProdList
6222
Advantage
86
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
Anisyn, Inc.
Tel
--
Fax
--
Email
sales@anisyn.com
Country
United States
ProdList
863
Advantage
0
Acros Organics USA
Tel
--
Fax
--
Email
eveleth@fisherchem.com
Country
United States
ProdList
3846
Advantage
81
AOBChem USA
Tel
--
Fax
--
Email
sales@aobchem.com
Country
United States
ProdList
3487
Advantage
50
Pure Chemistry Scientific Inc
Tel
--
Fax
--
Email
sales@purechems.com
Country
United States
ProdList
2321
Advantage
50
Anvia Chemicals, LLC
Tel
--
Fax
--
Email
sales@anviachem.com
Country
United States
ProdList
3933
Advantage
0
Wilshire Chemical Company Inc.
Tel
--
Fax
--
Email
WilshrChem@AOL.COM
Country
United States
ProdList
3498
Advantage
58
Rintech, Inc.
Tel
--
Fax
--
Email
info@rintechinc.com
Country
United States
ProdList
3416
Advantage
60
Ivy Fine Chemicals
Tel
--
Fax
--
Email
sales@ivychem.com
Country
United States
ProdList
6493
Advantage
58
HDH Pharma, Inc.
Tel
--
Fax
--
Email
catalog@hdhpharma.com
Country
United States
ProdList
6248
Advantage
62
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6962
Advantage
56
Combi-Blocks Inc.
Tel
--
Fax
--
Email
sales@combi-blocks.com
Country
United States
ProdList
6618
Advantage
69
Beta Pharma, Inc.
Tel
--
Fax
--
Email
sales@betapharma.com
Country
United States
ProdList
6226
Advantage
60
Alfa Aesar
Tel
--
Fax
--
Email
tech@alfa.com
Country
United States
ProdList
6814
Advantage
81
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
Boron Molecular Inc.
Tel
--
Fax
--
Email
sales@boronmolecular-usa.com
Country
United States
ProdList
996
Advantage
65
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
Bio-Vin Research Laboratories
Tel
--
Fax
--
Email
sales@biovinresearch.com
Country
United States
ProdList
6210
Advantage
64
ASDI Incorporated
Tel
--
Fax
--
Email
customerservice@asdi.net
Country
United States
ProdList
6922
Advantage
67
Syntech Labs
Tel
--
Fax
--
Email
info@syntechlabs.com
Country
United States
ProdList
730
Advantage
43
Focus Synthesis LLC
Tel
--
Fax
--
Email
acd@focussynthesis.com
Country
United States
ProdList
2487
Advantage
61
AB Chem Technologies, LLC
Tel
--
Fax
--
Email
sales@abchemtech.com
Country
United States
ProdList
1101
Advantage
46
Cuschem, Inc.
Tel
--
Fax
--
Country
United States
ProdList
353
Advantage
42
AK Scientific, Inc.
Tel
--
Fax
--
Email
sales@aksci.com
Country
United States
ProdList
6347
Advantage
65
Small Molecules, Inc.
Tel
--
Fax
--
Email
sales@small-molecules.com
Country
United States
ProdList
1218
Advantage
30
Optimachem
Tel
--
Fax
--
Email
dmills@optimachem.com
Country
United States
ProdList
255
Advantage
66
Atlantic SciTech Group, Inc.
Tel
--
Fax
--
Email
sales@astginc.com
Country
United States
ProdList
2308
Advantage
43
Asymchem Laboratories, Inc.
Tel
--
Fax
--
Email
info@asymchem.com
Country
United States
ProdList
1315
Advantage
69
More
Less

View Lastest Price from 4-Hydroxyphenylboronic acid manufacturers

Hefei Lbao Physical & Chemical Science Co.,Ltd
Product
4-Hydroxyphenylboronic acid 71597-85-8
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
Customise
Release date
2025-11-25
Shanghai Daken Advanced Materials Co.,Ltd
Product
(4-hydroxyphenyl)boronic acid 71597-85-8
Price
US $0.00/KG
Min. Order
1KG
Purity
98.00%
Supply Ability
1000KG/month
Release date
2021-11-02
Henan Fengda Chemical Co., Ltd
Product
4-Hydroxyphenylboronic acid 71597-85-8
Price
US $34.00-1.20/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-08

71597-85-8, 4-Hydroxyphenylboronic acidRelated Search:

Triclosan Phenylboronic acid 4-Methoxyphenol 3-Hydroxybenzoic acid 4-Carboxyphenylboronic acid 4-Hydroxybenzaldehyde 2-Hydroxyphenylacetic acid 4-Hydroxybenzoic acid 4-Aminophenylboronic acid 4-Cyanophenol Methylparaben 3-Carboxyphenylboronic acid 1,4-Benzodioxane-6-boronic acid 4-Trifluoromethoxyphenylboronic acid 4-(N-OCTYLOXY)BENZENEBORONIC ACID 3-Hydroxyphenylboronic acid Carboxy styrene-butadiene latex 2,4-Dimethoxybenzeneboronic acid

  • 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
  • AKOS BRN-0188
  • 4-DIHYDROXYBORANYL-PHENOL
  • 4-Hydroxyphenylboronic Acid (contains varying amounts of Anhydride)
  • 4-Hydroxybenzeneboronic acid 97%
  • 4-Hydroxyphenylboronic acid,97%
  • 4-Hydroxyphenylboronic acid ,98%
  • 4-Hydroxyphenylboronic acid, 97% 1GR
  • 4-Hydroxyphenylboronic acid, 97% 5GR
  • Boronic acid, B-(4-hydroxyphenyl)-
  • BORONIC ACID, B-(4-HYDROXYPHENYL)-;
  • 4-Hydroxyphenylboronic acid (contains Anhydride)
  • p-hydroxy-benzeneboronic acid
  • 4-Hydroxyphenylboronic acid >=95.0%
  • 4-Hydroxyphenylboronicaci
  • ACF2
  • B-(4-Hydroxyphenyl)boronic acid
  • (4-hydroxyphenyl)boronic acid - [H3786]
  • 71597-85-8
  • 71579-85-8
  • C5H7BO2
  • C6H7BO3
  • C6H7O3B
  • BORONIC ACID
  • Boronic Acids and Derivatives
  • Boronic Acids
  • Aryl
  • Organometallic Reagents
  • OLED materials,pharm chemical,electronic
  • Boronate Ester
  • Potassium Trifluoroborate
  • Boronic Acids
  • Boronic Acid
  • Boronic Acids
  • Boronic Acids and Derivatives
  • Organic acids
  • B (Classes of Boron Compounds)
  • Alcohols and Derivatives
  • Boron, Nitrile, Thio,& TM-Cpds
  • Aryl
  • Organoborons
  • blocks
  • BoronicAcids
  • bc0001