ChemicalBook > CAS DataBase List > 4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID
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
More
Less
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
More
Less
Safety
- Hazard Codes
- Xi
- WGK Germany
- 3
- HS Code
- 2931900090
More
Less
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.
More
Less
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
More
Less
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
More
Less
4-(TERT-BUTYLDIMETHYLSILYLOXY)PHENYLBORONIC ACID Suppliers
- Tel
- 18210857532; 18210857532
- Fax
- 86-10-82849933
- jkinfo@jkchemical.com
- Country
- China
- ProdList
- 96815
- Advantage
- 76
- Tel
- 025-86918202 4000255188
- Fax
- 86-025-86918232
- sales@pharmablock.com
- Country
- China
- ProdList
- 5000
- Advantage
- 55
- Tel
- 4006356688 18621169109
- Fax
- 86-21-61259102
- market03@meryer.com
- Country
- China
- ProdList
- 40228
- Advantage
- 62
- Tel
- 021-67121386
- Fax
- 021-67121385
- Sales-CN@TCIchemicals.com
- Country
- China
- ProdList
- 24529
- Advantage
- 81
- Tel
- 021-021-58432009 400-005-6266
- Fax
- 021-58436166
- sales8178@energy-chemical.com
- Country
- China
- ProdList
- 44801
- Advantage
- 61
- Tel
- 86-027-67849912
- Fax
- 86-027-87531808
- sales@chemwish.com
- Country
- China
- ProdList
- 35896
- Advantage
- 56
- Tel
- 400-6009262 16621234537
- Fax
- 021-64823266
- chenyj@titansci.com
- Country
- China
- ProdList
- 14101
- Advantage
- 59
- Tel
- 021-54306202 13764082696
- info@hanhongsci.com
- Country
- China
- ProdList
- 42934
- Advantage
- 64
- Tel
- 021-61551611 13296011611
- Fax
- ＋86 21-50676805
- contact@trustwe.com
- Country
- China
- ProdList
- 9895
- Advantage
- 58
- Tel
- 025-58196018 800028039
- Fax
- 025-83453306
- sales@fartop.net
- Country
- China
- ProdList
- 2229
- Advantage
- 55
- Tel
- 150-2103-5486 18017383231
- Fax
- qq：2817624287
- 983544897@qq.com
- Country
- China
- ProdList
- 9342
- Advantage
- 55
- Tel
- 4009209199
- Fax
- 86-021-52271987
- sales@9dingchem.com
- Country
- China
- ProdList
- 22514
- Advantage
- 55
- Tel
- 400-6206333 13167063860
- Fax
- 021-50323701
- anhua.mao@aladdin-e.com
- Country
- China
- ProdList
- 25003
- Advantage
- 65
- Tel
- 021-61552785
- Fax
- 021-55660885
- sales@shshiji.com
- Country
- China
- ProdList
- 9546
- Advantage
- 55
- Tel
- 021-62960152
- Fax
- 021-52212593
- 934678158@qq.com
- Country
- China
- ProdList
- 9899
- Advantage
- 55
- Tel
- 400-164-7117 13681763483
- Fax
- +86-21-61629029
- product02@bidepharm.com
- Country
- China
- ProdList
- 39966
- Advantage
- 60
- Tel
- +86 (0)21 51320687 51371369 1744605818
- Fax
- +86 (0)21 51371369
- Country
- China
- ProdList
- 1578
- Advantage
- 58
- Tel
- 400-8592883
- Fax
- 0731-82251112
- sales@huatengsci.com
- Country
- China
- ProdList
- 5872
- Advantage
- 58
- Tel
- 021-60345187 13671753212
- Fax
- 021-34702061
- lzz841106@aliyun.com
- Country
- China
- ProdList
- 10263
- Advantage
- 55
- Tel
- 15121041756
- xingui2022@126.com
- Country
- China
- ProdList
- 9986
- Advantage
- 58
- Tel
- 025-57018978 18251899859
- Fax
- 025-57018008
- sales@chalf-pharm.com
- Country
- China
- ProdList
- 5674
- Advantage
- 50
- Tel
- 021-61415566 800-8193336
- orderCN@merckgroup.com
- Country
- China
- ProdList
- 51395
- Advantage
- 80
- Tel
- 86-(0)21-31261262 373522135
- Fax
- 86-(0)21-33250524
- sales@novochemy.com
- Country
- China
- ProdList
- 6498
- Advantage
- 58
- Tel
- 027-67849912
- Fax
- 027-87531808
- sales@chemwish.com
- Country
- China
- ProdList
- 9148
- Advantage
- 60
- Tel
- 010-010-15313962280 15313962280
- Fax
- 010-51669040
- 3004509780@qq.com
- Country
- China
- ProdList
- 824
- Advantage
- 55
- Tel
- 18620099427
- Fax
- +86-20-62619665
- amy@howeipharm.com
- Country
- China
- ProdList
- 6687
- Advantage
- 55
- Tel
- 025-87193546 18652950785
- Fax
- 025-87193546
- chemweiao@163.com
- Country
- China
- ProdList
- 9021
- Advantage
- 60
- Tel
- 0371-86658258
- Fax
- 0371-60996044
- info@coreychem.com
- Country
- China
- ProdList
- 10453
- Advantage
- 58
- Tel
- 021-61312847; 18021002903
- Fax
- QQ:3008007432
- 3008007409@qq.com
- Country
- China
- ProdList
- 71826
- Advantage
- 60
- Tel
- 02781293128
- orders@biochemsafebuy.com
- Country
- China
- ProdList
- 9923
- Advantage
- 55
- Tel
- 4009903999 13395398332
- Fax
- 0539-6365991
- sales@xiyashiji.com
- Country
- China
- ProdList
- 20794
- Advantage
- 60
- Tel
- 400-1166-196 15982826727
- Fax
- QQ：800101999
- cdhxsj@163.com
- Country
- China
- ProdList
- 14603
- Advantage
- 60
- Tel
- 18221735425
- sales@xinpingchem.com
- Country
- China
- ProdList
- 9942
- Advantage
- 58
- Tel
- 571-89925085
- Fax
- 0086-571-89925065
- sales@amadischem.com
- Country
- China
- ProdList
- 131957
- Advantage
- 58
- Tel
- 021-34053660
- Fax
- QQ:2881074831
- sale2@labgogo.com
- Country
- China
- ProdList
- 2018
- Advantage
- 58
- Tel
- 13356901049
- Fax
- QQ：1025383091
- 3119594100@qq.com
- Country
- China
- ProdList
- 7964
- Advantage
- 55
- Tel
- 18800375331
- Fax
- 021-50908862
- kangmansales@163.com
- Country
- China
- ProdList
- 7570
- Advantage
- 55
- Tel
- 13127280945
- 285424065@qq.com
- Country
- China
- ProdList
- 9976
- Advantage
- 55
- Tel
- 0539-6362799 20）
- Fax
- 0539-6362799（To 20）
- Country
- China
- ProdList
- 9998
- Advantage
- 58
- Tel
- 021-37581181
- Fax
- 021-57456066
- sales@chem-mall.com
- Country
- China
- ProdList
- 10330
- Advantage
- 58
- Tel
- 021-16621358918; 18516310516
- Fax
- 13045646768
- zhenlipharma888@163.com
- Country
- China
- ProdList
- 19035
- Advantage
- 58
- Tel
- 025-58859352 18068836627
- Fax
- (5)02557626880
- dt3@aikonchem.com
- Country
- China
- ProdList
- 15493
- Advantage
- 58
- Tel
- 17368696818
- Country
- China
- ProdList
- 1984
- Advantage
- 58
- Tel
- 400-8210725 400821072
- Fax
- 021-58955996
- malulu@leyan.com
- Country
- China
- ProdList
- 25000
- Advantage
- 58
- Tel
- 400-6387771-6039 18920764717
- sales@heowns.com
- Country
- China
- ProdList
- 23771
- Advantage
- 60
- Tel
- 400-668-9898
- Fax
- 010-51582189
- service@3achem.com
- Country
- China
- ProdList
- 20557
- Advantage
- 58
- Tel
- 4009004166/18616739031 18616739031
- 3007523370@qq.com
- Country
- China
- ProdList
- 52687
- Advantage
- 58
- Tel
- 0751-2815688 13927872512
- Fax
- 0751-8963795
- 3007421951@qq.com
- Country
- China
- ProdList
- 9939
- Advantage
- 58
- Tel
- +862156762820 +86-13564624040
- sales@myuchem.com
- Country
- China
- ProdList
- 8460
- Advantage
- 58
- Tel
- +86-0551-65418684 +8618949823763
- Fax
- 0086-551-65418684
- sales@tnjchem.com
- Country
- China
- ProdList
- 25356
- Advantage
- 58
More
Less
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