4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID

Product Name: 4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID
CAS No.: 159191-56-7
Chemical Name: 4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID
Synonyms: oxy)phenyL;AKOS BRN-0412;4-(tert-Butyldimethylsiloxy);4-(TERT-BUTYLDIMETHYLSILYOXY)PHENYLBORON;p-(t-Butyldimethylsilyloxy)phenylboronic Acid;4-(T-BUTYL DIMETHYLSILOXY) PHENYL BORONIC ACID;4-(TERT-BUTYLDIMETHYLSILYOXY)PHENYLBORONIC ACID;4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID;4-(TERT-BUTYL DIMETHYLSILOXY)PHENYL BORONIC ACID;4-(tert-Butyldimethylsilyloxy)benzeneboronic acid
CBNumber: CB7431238
Molecular Formula: C12H21BO3Si
Formula Weight: 252.19
MOL File: 159191-56-7.mol

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4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID Property

Melting point:: 194-198 °C (lit.)
Boiling point:: 321.4±44.0 °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: 8.68±0.16(Predicted)
color: White to Almost white

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Safety

Hazard Codes: Xi
WGK Germany: 3
HS Code: 2931900090

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 524042
Product name: 4-(tert-Butyldimethylsilyloxy)phenylboronic acid
Purity: ≥95%
Packaging: 1g
Price: $135
Updated: 2023/06/20

Sigma-Aldrich

Product number: 524042
Product name: 4-(tert-Butyldimethylsilyloxy)phenylboronic acid
Purity: ≥95%
Packaging: 5g
Price: $198
Updated: 2023/06/20

TCI Chemical

Product number: B3739
Product name: 4-(tert-Butyldimethylsilyloxy)phenylboronic Acid (contains varying amounts of Anhydride)
Packaging: 1g
Price: $50
Updated: 2025/07/31

TCI Chemical

Product number: B3739
Product name: 4-(tert-Butyldimethylsilyloxy)phenylboronic Acid (contains varying amounts of Anhydride)
Packaging: 5g
Price: $142
Updated: 2025/07/31

TRC

Product number: T135748
Product name: 4-(tert-Butyldimethylsilyloxy)phenylboronic acid
Packaging: 100mg
Price: $75
Updated: 2021/12/16

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4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID Chemical Properties,Usage,Production

Uses

Reactant involved in:• ;Asymmetric addition reactions with β-substituted cyclic enones1• ;Hydroarylation and heterocyclization with phenylpropiolates2• ;Double Suzuki-Miyaura coupling reactions3Starting material for the synthesis of red electroluminescent polyfluorenes4Reactant involved in the synthesis of biologically active molecules including:• ;Phenylpyridone derivatives as MCH1R antagonists5• ;Atromentin and its O-alkylated derivatives3• ;Gelatinases and MT1-MMP inhibitors6

Uses

Reactant involved in:

Asymmetric addition reactions with β-substituted cyclic enones
Hydroarylation and heterocyclization with phenylpropiolates
Double Suzuki-Miyaura coupling reactions

Starting material for the synthesis of red electroluminescent polyfluorenes

Reactant involved in the synthesis of biologically active molecules including:

Phenylpyridone derivatives as MCH1R antagonists
Atromentin and its O-alkylated derivatives
Gelatinases and MT1-MMP inhibitors

Synthesis

67963-68-2

159191-56-7

Step 1b: Synthesis of 4-(tert-butyldimethylsilyloxy)phenylboronic acid (compound 0102) To a solution of anhydrous THF (20 ml) of compound 0101 ((4-bromophenoxy)tert-butyldimethylsilane, 1.548 g, 5.389 mmol) was slowly added dropwise 2.5 M hexane solution of n-butyllithium (2.5 ml, 6.326 mmol) at -78 °C under N2 protection for 15 min. The reaction mixture was continued to be stirred at -78 °C for 0.5 h. Then trimethyl borate (730 mg, 7.029 mmol) was slowly added dropwise for 15 min. After the dropwise addition, the reaction mixture was continued stirring at -78°C for 1 hour, followed by slow warming to room temperature. The pH of the reaction mixture was adjusted to 5-7 with aqueous hydrochloric acid to quench the reaction. The solvent was removed under reduced pressure and the residue was extracted with dichloromethane (DCM). The organic layer was washed with saturated saline, dried over anhydrous sodium sulfate and concentrated to give the crude product. The crude product was washed with petroleum ether (2 ml) to give the target product 0102 as a white solid (1.102 g, 81% yield): LCMS: 253 [M + 1]+.

References

[1] Journal of the American Chemical Society, 1997, vol. 119, # 25, p. 5818 - 5827
[2] New Journal of Chemistry, 2013, vol. 37, # 4, p. 961 - 964
[3] Journal of the American Chemical Society, 2009, vol. 131, # 47, p. 17443 - 17451
[4] Patent: US2009/76006, 2009, A1. Location in patent: Page/Page column 29; 35
[5] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 10, p. 2553 - 2570

4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID Suppliers

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View Lastest Price from 4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID manufacturers

Career Henan Chemical Co

Product: 4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID 159191-56-7
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 200kg
Release date: 2019-12-26

159191-56-7, 4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACIDRelated Search:

9-phenanthrenylboronic acid 3-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID,3-(tert-Butyldimethylsilyloxy)phenylboronic acid, tech. grade 2-CHLORO-4-(((1,1-DIMETHYLETHYL)DIMETHYLSILYL)OXY) PHENYLBORONIC ACID 4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID 4-(tert-Butyldimethylsilyloxy)-3-methoxyphenylboronic acid

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4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID

4-(TERT-BUTYLDIMETHYLSILYOXY)PHENYLBORONIC ACID

AKOS BRN-0412

4-(TERT-BUTYLDIMETHYLSILYOXY)PHENYLBORON

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159191-56-7

CH33CSiCH32OC6H4BOH2

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blocks

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Organoborons

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