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4-(2-Tetrahydropyranyloxy)phenylboronic acid

CAS No.
182281-01-2
Chemical Name:
4-(2-Tetrahydropyranyloxy)phenylboronic acid
Synonyms
AKOS BRN-0040;p-(THPO)C6H4B(OH)2;4-Hydroxyphenylboronic;4-[(Tetrahydropyran-2-yL;4-HYDROXYPHENYLBORONIC ACID THP ETHER;4-HYDROXYBENZENEBORONIC ACID THP ETHER;4-Hydroxyphenylboronic acid THP ether,97%;4-HYDROXYPHENYLBORONIC ACID THP ETHER 95+%;4-(2-Tetrahydropyranyloxy)phenylboronicaci;4-(2-TETRAHYDROPYRANYLOXY)PHENYLBORONIC ACID
CBNumber:
CB1722888
Molecular Formula:
C11H15BO4
Molecular Weight:
222.05
MDL Number:
MFCD02183525
MOL File:
182281-01-2.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:44

4-(2-Tetrahydropyranyloxy)phenylboronic acid Properties

Melting point 117-124 °C
Boiling point 411.3±55.0 °C(Predicted)
Density 1.21±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility soluble in Methanol
form powder to crystal
pka 8.63±0.16(Predicted)
color White to Light yellow
InChI InChI=1S/C11H15BO4/c13-12(14)9-4-6-10(7-5-9)16-11-3-1-2-8-15-11/h4-7,11,13-14H,1-3,8H2
InChIKey DMGMCZRNMYQQQB-UHFFFAOYSA-N
SMILES B(C1=CC=C(OC2OCCCC2)C=C1)(O)O
CAS DataBase Reference 182281-01-2(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes  Xn,Xi
Risk Statements  36/37/38-20/21/22-36/38
Safety Statements  36/37/39-26-37/39-36
HazardClass  IRRITANT
HS Code  29329990
NFPA 704
1
2 0

4-(2-Tetrahydropyranyloxy)phenylboronic acid price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical T3325 4-(Tetrahydro-2H-pyran-2-yloxy)phenylboronic Acid (contains varying amounts of Anhydride) 182281-01-2 5g $78 2025-07-31 Buy
TCI Chemical T3325 4-(Tetrahydro-2H-pyran-2-yloxy)phenylboronic Acid (contains varying amounts of Anhydride) 182281-01-2 25g $231 2025-07-31 Buy
TRC T294185 [4-[(Tetrahydro-2H-pyran-2-yl)oxy]phenyl]boronicAcid 182281-01-2 25g $485 2021-12-16 Buy
Synthonix T3812 (4-((Tetrahydro-2H-pyran-2-yl)oxy)phenyl)boronicacid 97% 182281-01-2 25g $80 2021-12-16 Buy
Chem-Impex 40122 4-(Tetrahydro-2H-pyran-2-yloxy)phenylboronicacid,98-105%(Assaybytitration) 98-105%(Assaybytitration) 182281-01-2 25G $264.32 2021-12-16 Buy
Product number Packaging Price Buy
T3325 5g $78 Buy
T3325 25g $231 Buy
T294185 25g $485 Buy
T3812 25g $80 Buy
40122 25G $264.32 Buy

4-(2-Tetrahydropyranyloxy)phenylboronic acid Chemical Properties,Uses,Production

Chemical Properties

off-white to beige crystalline powder

Uses

suzuki reaction

Uses

[4-[(Tetrahydro-2H-pyran-2-yl)oxy]phenyl]boronic Acid is a reagent in the synthesis diclhoroacetamide analogs displaying high anti-cancer avtivity. Also used in the synthesis of organic semiconductors.

Synthesis

2-(4-BROMOPHENOXY)TETRAHYDRO-2H-PYRAN

36603-49-3

Triethyl borate

150-46-9

Water

7732-18-5

4-(2-Tetrahydropyranyloxy)phenylboronic acid

182281-01-2

The general procedure for the synthesis of 4-(2'-tetrahydrophenoxy)phenylboronic acid from 2-(4-bromophenoxy)tetrahydro-2H-pyran, triethyl borate, and water (electrophoretic grade) was as follows: tetrahydrofuran (THF, 10 mL) was added to a reaction flask containing magnesium powder (24.3 g, 97.2 mmol) and a small amount of iodine crystals and stirred at room temperature for 1 minutes. Subsequently, a THF solution (40.0 mL) of 2-(4-bromophenoxy)tetrahydro-2H-pyran (25.0 g, 97.2 mmol) was slowly added and stirred for 5 min at room temperature under nitrogen protection, then refluxed for 2 hours. After the reaction was completed, it was cooled to room temperature to obtain the Grignard reagent solution. In another four-necked flask, triethyl borate (31.3 g, 292 mmol) and THF (600 mL) were added and cooled to -15 °C after nitrogen displacement. The Grignard reagent solution was cooled to 0 °C and slowly added dropwise to the THF solution of triethyl borate through a cannula over 30 min. After the dropwise addition was completed, the reaction was continued at 0 °C for 1 h. Gray solid precipitation was observed. 10% aqueous ammonium chloride solution (150 mL) was added to the reaction mixture and stirred at room temperature for 16 hours. The organic layer was extracted by adding ethyl acetate (200 mL), washed sequentially with water and saturated brine, and dried over anhydrous magnesium sulfate. After filtration to remove the desiccant, the solvent was removed by distillation under reduced pressure to give a pink solid. Recrystallization with a solvent mixture of ethyl acetate and hexane (1:10, v/v) afforded 4-(tetrahydro-2H-pyran-2-yloxy)phenylboronic acid (18.3 g, 83% yield) as a white solid.

References

[1] Patent: JP5761428, 2015, B2. Location in patent: Paragraph 0110-0112

4-(2-Tetrahydropyranyloxy)phenylboronic acid Preparation Products And Raw materials

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View Lastest Price from 4-(2-Tetrahydropyranyloxy)phenylboronic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-(2-Tetrahydropyranyloxy)phenylboronic acid pictures 2025-08-08 4-(2-Tetrahydropyranyloxy)phenylboronic acid
182281-01-2
US $100.00 / KG 1KG 99% 5000KG Hebei Mujin Biotechnology Co.,Ltd
4-(2-Tetrahydropyranyloxy)phenylboronic acid pictures 2025-06-24 4-(2-Tetrahydropyranyloxy)phenylboronic acid
182281-01-2
US $0.00 / KG 1KG 99% 10 mt Hebei Chuanghai Biotechnology Co., Ltd
4-(2-Tetrahydropyranyloxy)phenylboronic acid pictures 2024-04-23 4-(2-Tetrahydropyranyloxy)phenylboronic acid
182281-01-2
US $50.00 / kg 1kg 99.10% 50000kg Ouhuang Engineering Materials (Hubei) Co., Ltd

4-(2-Tetrahydropyranyloxy)phenylboronic acid Spectrum

AKOS BRN-0040 4-(TETRAHYDRO-2H-PYRAN-2-YLOXY)PHENYLBORONIC ACID 4-HYDROXYPHENYLBORONIC ACID 2-TETRAHYDROPYRANYL ETHER 4-HYDROXYPHENYLBORONIC ACID THP ETHER 4-HYDROXYBENZENEBORONIC ACID THP ETHER 4-(2-TETRAHYDROPYRANYLOXY)PHENYLBORONIC ACID 4-Hydroxyphenylboronic 4-HYDROXYPHENYLBORONIC ACID THP ETHER 95+% 4-Hydroxybenzeneboronic acid tetrahydro-2H-pyran-2-yl ether 4-(Tetrahydro-pyran-2-yloxy)-benzene boronic acid 4-Hydroxyphenylboronic acid THP ether,97% 4-(tetrahydro-2H-pyran-2-yloxy)phenylboronic acid pinacol ester 4-(2-Tetrahydropyranyloxy)benzeneboronic acid p-(THPO)C6H4B(OH)2 Boronic acid,B-[4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl]- 4-(2-Tetrahydropyranyloxy)phenylboronic acid 4-(Tetrahydro-2H-pyran-2-yloxy)phenylboronic acid 4-[(Tetrahydropyran-2-yl)oxy]phenylboronic Acid 4-(Tetrahydro-2H-pyran-2-yloxy)phenylboronic Acid (contains varying amounts of Anhydride) 4-(2-Tetrahydropyranyloxy)benzeneboronic acid(contains varying amounts of Anhydride) 4-[(Tetrahydropyran-2-yL 4-(2-Tetrahydropyranyloxy)phenylboronicaci 4-(2-Tetrahydropyranyloxy)phenylboronic acid ISO 9001:2015 REACH (4-((Tetrahydro-2H-pyran-2-yl)oxy)phenyl)boronic acid - [T3812] 182281-01-2 BORONIC ACID Aryl Boronic Acids Boronic Acids and Derivatives Monosubstituted Aryl Boronic Acids Chemical Synthesis New Products for Chemical Synthesis Organometallic Reagents CHIRAL CHEMICALS Aryl Boronic acid Organoborons Boronic acids Substituted Boronic Acids