4-(TRIMETHYLSILYL)PHENYLBORONIC ACID
- Product Name
- 4-(TRIMETHYLSILYL)PHENYLBORONIC ACID
- CAS No.
- 17865-11-1
- Chemical Name
- 4-(TRIMETHYLSILYL)PHENYLBORONIC ACID
- Synonyms
- AKOS BRN-0431;4-(Trimethylsilyl)phenyl]boronic;4-triemthylsilylphenylboronic acid;p-Trimethylsilylbenzeneboronic acid;4-TRIMETHYLSILYLBENZENEBORONIC ACID;P-(TRIMETHYLSILYL)PHENYLBORONIC ACID;4-(TRIMETHYLSILYL)PHENYLBORONIC ACID;4-(trimethylsilane) phenylboric acid;4- (trimethyl silicon) phenylboronic acid;Boronic acid, B-[4-(trimethylsilyl)phenyl]-
- CBNumber
- CB1376931
- Molecular Formula
- C9H15BO2Si
- Formula Weight
- 194.11
- MOL File
- 17865-11-1.mol
4-(TRIMETHYLSILYL)PHENYLBORONIC ACID Property
- Melting point:
- 173-178 °C (lit.)
- Boiling point:
- 294.4±42.0 °C(Predicted)
- Density
- 1.01±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- powder to crystal
- pka
- 8.42±0.10(Predicted)
- color
- White to Almost white
- InChI
- InChI=1S/C9H15BO2Si/c1-13(2,3)9-6-4-8(5-7-9)10(11)12/h4-7,11-12H,1-3H3
- InChIKey
- NRPZMSUGPMYBCQ-UHFFFAOYSA-N
- SMILES
- B(C1=CC=C([Si](C)(C)C)C=C1)(O)O
- CAS DataBase Reference
- 17865-11-1(CAS DataBase Reference)
Safety
- Safety Statements
- 24/25
- WGK Germany
- 3
- HS Code
- 29319090
- Storage Class
- 13 - Non Combustible Solids
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.
N-Bromosuccinimide Price
- Product number
- 523674
- Product name
- 4-(Trimethylsilyl)phenylboronic acid
- Purity
- ≥95.0%
- Packaging
- 1g
- Price
- $45.5
- Updated
- 2023/06/20
- Product number
- 523674
- Product name
- 4-(Trimethylsilyl)phenylboronic acid
- Purity
- ≥95.0%
- Packaging
- 5g
- Price
- $190
- Updated
- 2023/06/20
- Product number
- T2664
- Product name
- 4-(Trimethylsilyl)phenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $68
- Updated
- 2025/07/31
- Product number
- T2664
- Product name
- 4-(Trimethylsilyl)phenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $234
- Updated
- 2025/07/31
- Product number
- T798248
- Product name
- 4-(Trimethylsilyl)phenylboronic acid
- Packaging
- 100mg
- Price
- $60
- Updated
- 2021/12/16
4-(TRIMETHYLSILYL)PHENYLBORONIC ACID Chemical Properties,Usage,Production
Chemical Properties
White solid
Synthesis
6999-03-7
17865-11-1
General procedure for the synthesis of 4-trimethylsilylphenylboronic acid from 1-bromo-4-trimethylsilylbenzene: 1-bromo-4-(trimethylsilyl)benzene (25 g, 0.10 mol) was placed in a 1-bulb flask and operated under argon protection. After addition of tetrahydrofuran (500 mL), the reaction mixture was cooled to -78 °C and stirred for 10 min. Slowly n-butyllithium (2.5 M hexane solution, 43.6 mL, 0.10 mol) was added dropwise and stirring was continued for 1 hour and 30 minutes at a maintained temperature of -78 °C. Subsequently, trimethyl borate (13.6 mL, 0.11 mol) was added at the same temperature. The reaction mixture was stirred at -78 °C for 30 minutes and then gradually warmed up to room temperature and continued stirring for 4 hours. After completion of the reaction, extraction was carried out with distilled water and ethyl acetate. The organic layer was dried with anhydrous magnesium sulfate and the solvent was subsequently removed by rotary evaporator. Finally, the target product 4-trimethylsilylphenylboronic acid (18 g, 85% yield) was purified by column chromatography using hexane and ethyl acetate as eluents.
References
[1] Patent: WO2010/140801, 2010, A1. Location in patent: Page/Page column 18
[2] Macromolecules, 2003, vol. 36, # 7, p. 2327 - 2332
[3] Organic and Biomolecular Chemistry, 2003, vol. 1, # 9, p. 1609 - 1624
4-(TRIMETHYLSILYL)PHENYLBORONIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-(TRIMETHYLSILYL)PHENYLBORONIC ACID manufacturers
- Product
- [4-(Trimethylsilyl)phenyl]boronic acid 17865-11-1
- Price
- US $3.00-9.00/KG
- Min. Order
- 0.1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2025-07-05
- Product
- 4-(TRIMETHYLSILYL)PHENYLBORONIC ACID 17865-11-1
- Price
- US $2.00/KG
- Min. Order
- 1g
- Purity
- 98%min
- Supply Ability
- ask
- Release date
- 2020-01-08