4-(2-Tetrahydropyranyloxy)phenylboronic acid
- Product Name
- 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
- Formula Weight
- 222.05
- MOL File
- 182281-01-2.mol
4-(2-Tetrahydropyranyloxy)phenylboronic acid Property
- 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
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- T3325
- Product name
- 4-(Tetrahydro-2H-pyran-2-yloxy)phenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $78
- Updated
- 2025/07/31
- Product number
- T3325
- Product name
- 4-(Tetrahydro-2H-pyran-2-yloxy)phenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 25g
- Price
- $231
- Updated
- 2025/07/31
- Product number
- T294185
- Product name
- [4-[(Tetrahydro-2H-pyran-2-yl)oxy]phenyl]boronicAcid
- Packaging
- 25g
- Price
- $485
- Updated
- 2021/12/16
- Product number
- T3812
- Product name
- (4-((Tetrahydro-2H-pyran-2-yl)oxy)phenyl)boronicacid
- Purity
- 97%
- Packaging
- 1g
- Price
- $15
- Updated
- 2021/12/16
- Product number
- 6H60-1-W6
- Product name
- 4-[(Tetrahydro-2H-pyran-2-yl)oxy]benzeneboronic acid
- Packaging
- 1g
- Price
- $16
- Updated
- 2021/12/16
4-(2-Tetrahydropyranyloxy)phenylboronic acid Chemical Properties,Usage,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
36603-49-3
150-46-9
7732-18-5
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
Raw materials
Preparation Products
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View Lastest Price from 4-(2-Tetrahydropyranyloxy)phenylboronic acid manufacturers
- Product
- 4-(2-Tetrahydropyranyloxy)phenylboronic acid 182281-01-2
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2025-03-10
- Product
- 4-(2-Tetrahydropyranyloxy)phenylboronic acid 182281-01-2
- 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
- Product
- 4-(2-Tetrahydropyranyloxy)phenylboronic acid 182281-01-2
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-10-28