3-(TRIMETHYLSILYL)PHENYLBORONIC ACID
- Product Name
- 3-(TRIMETHYLSILYL)PHENYLBORONIC ACID
- CAS No.
- 177171-16-3
- Chemical Name
- 3-(TRIMETHYLSILYL)PHENYLBORONIC ACID
- Synonyms
- AKOS BRN-0601;3-TRIMETHYLSILYLBENZENEBORONIC ACID;3-(TRIMETHYLSILYL)PHENYLBORONIC ACID;m-(Trimethylsilyl)phenylboronic acid;3-(trimethylsilyl)phenylboronic acid 98%;B-[3-(Trimethylsilyl)phenyl]boronic acid;3- (trimethyl silicon) phenylboronic acid;Boronic acid, B-[3-(trimethylsilyl)phenyl]-;3-Trimethylsilylphenylboronic acid - [T5628];3-(Trimethylsilyl)phenylboronic acid >=95.0%
- CBNumber
- CB0350264
- Molecular Formula
- C9H15BO2Si
- Formula Weight
- 194.11
- MOL File
- 177171-16-3.mol
3-(TRIMETHYLSILYL)PHENYLBORONIC ACID Property
- Melting point:
- 145-150 °C (lit.)
- Boiling point:
- 290℃
- Density
- 1.01
- Flash point:
- 129℃
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- soluble in Methanol
- form
- powder to crystal
- pka
- 8.73±0.10(Predicted)
- color
- White to Almost white
- InChI
- InChI=1S/C9H15BO2Si/c1-13(2,3)9-6-4-5-8(7-9)10(11)12/h4-7,11-12H,1-3H3
- InChIKey
- REMKRZLFPLDTKR-UHFFFAOYSA-N
- SMILES
- B(C1=CC=CC([Si](C)(C)C)=C1)(O)O
- CAS DataBase Reference
- 177171-16-3(CAS DataBase Reference)
Safety
- 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
- 523666
- Product name
- 3-(Trimethylsilyl)phenylboronic acid
- Purity
- ≥95.0%
- Packaging
- 5g
- Price
- $107
- Updated
- 2023/06/20
- Product number
- T2663
- Product name
- 3-(Trimethylsilyl)phenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $50
- Updated
- 2025/07/31
- Product number
- T2663
- Product name
- 3-(Trimethylsilyl)phenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $195
- Updated
- 2025/07/31
- Product number
- T798273
- Product name
- 3-(Trimethylsilyl)phenylboronic acid
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- 070396
- Product name
- 3-Trimethylsilylphenylboronic acid
- Packaging
- 1g
- Price
- $171
- Updated
- 2021/12/16
3-(TRIMETHYLSILYL)PHENYLBORONIC ACID Chemical Properties,Usage,Production
Uses
3-(Trimethylsilyl)phenylboronic acid can be used:
- To prepare a 2-phenylpyridine ligand, which is used in the synthesis of Ir(III) complex applicable in the OLEDs.
- As an intermediate in the preparation of biphenyl derived amino acids.
- As a starting material for the synthesis of triphenylene-based electron transport materials.
Synthesis
121-43-7
17878-47-6
594-19-4
177171-16-3
In a dry reaction vessel, (3-bromophenyl)trimethylsilane (9.65 g, 42 mmol) was dissolved in ether (200 cm3) and cooled in a dry ice/acetone bath to -78°C. Under stirring, tert-butyllithium (28 cm3, 1.7 M in pentane) was slowly added, keeping the reaction temperature below -70°C. After addition, the reaction was continued with stirring for 30 min. Subsequently, trimethyl borate (20 cm3, 170 mmol) was slowly added and gradually warmed to room temperature and the reaction was stirred for 16 hours. After completion of the reaction, 3M aqueous hydrochloric acid solution (20 cm3) was added and stirring was continued for 2 hours. Water (200 cm3) was added to dilute the reaction mixture and the organic and aqueous layers were separated. The aqueous layer was extracted with ether (3 x 30 cm3) and all organic phases were combined. The organic phase was washed with brine (300 cm3) and dried over anhydrous magnesium sulfate. After filtration, the solvent was removed by concentration under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography using petroleum ether and ethyl ether sequentially as eluents. The fraction containing the target product was collected and concentrated under reduced pressure to give 3-(trimethylsilyl)phenylboronic acid (7.04 g, 86% yield) as a brown solid.
References
[1] Patent: US2008/211391, 2008, A1
3-(TRIMETHYLSILYL)PHENYLBORONIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-(TRIMETHYLSILYL)PHENYLBORONIC ACID manufacturers
- Product
- 3-(TRIMETHYLSILYL)PHENYLBORONIC ACID 177171-16-3
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-08-11
- Product
- 3-(TRIMETHYLSILYL)PHENYLBORONIC ACID 177171-16-3
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 1000KGS
- Release date
- 2019-12-19