Cas no 1175710-68-5 ({2-2-(trimethylsilyl)ethynylphenyl}boronic acid)
{2-(Trimethylsilyl)ethynylphenyl}boronic acid is a versatile boronic acid derivative featuring a trimethylsilyl-protected ethynyl group on the phenyl ring. This compound is particularly valuable in Suzuki-Miyaura cross-coupling reactions, where the boronic acid moiety facilitates efficient carbon-carbon bond formation with aryl or vinyl halides. The trimethylsilyl (TMS) group enhances stability, allowing for controlled deprotection when required, making it useful in sequential functionalization strategies. Its structural features enable applications in synthesizing complex organic frameworks, including conjugated systems and pharmaceutical intermediates. The compound is typically handled under inert conditions due to its sensitivity to moisture and oxygen. Proper storage and handling ensure consistent reactivity in palladium-catalyzed transformations.
1175710-68-5 structure
Product Name:{2-2-(trimethylsilyl)ethynylphenyl}boronic acid
CAS No:1175710-68-5
MF:C11H15BO2Si
MW:218.132104158401
CID:4488253
PubChem ID:15416312
Update Time:2025-10-22
{2-2-(trimethylsilyl)ethynylphenyl}boronic acid Chemical and Physical Properties
Names and Identifiers
-
- Boronic acid, B-[2-[2-(trimethylsilyl)ethynyl]phenyl]-
- (2-((Trimethylsilyl)ethynyl)phenyl)boronic acid
- {2-2-(trimethylsilyl)ethynylphenyl}boronic acid
- {2-[2-(trimethylsilyl)ethynyl]phenyl}boronic acid
- CS-0499194
- 1175710-68-5
- EN300-9951176
-
- Inchi： 1S/C11H15BO2Si/c1-15(2,3)9-8-10-6-4-5-7-11(10)12(13)14/h4-7,13-14H,1-3H3
- InChI Key： DMUPRWYWMYQVEV-UHFFFAOYSA-N
- SMILES： B(C1=CC=CC=C1C#C[Si](C)(C)C)(O)O
Computed Properties
- Exact Mass: 218.0934364Da
- Monoisotopic Mass: 218.0934364Da
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 2
- Heavy Atom Count: 15
- Rotatable Bond Count: 3
- Complexity: 271
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Topological Polar Surface Area: 40.5?2
{2-2-(trimethylsilyl)ethynylphenyl}boronic acid Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Enamine | EN300-9951176-0.1g |
{2-[2-(trimethylsilyl)ethynyl]phenyl}boronic acid |
1175710-68-5 | 95% | 0.1g |
$112.0 | 2024-05-21 | |
| Enamine | EN300-9951176-0.25g |
{2-[2-(trimethylsilyl)ethynyl]phenyl}boronic acid |
1175710-68-5 | 95% | 0.25g |
$117.0 | 2024-05-21 | |
| Enamine | EN300-9951176-0.5g |
{2-[2-(trimethylsilyl)ethynyl]phenyl}boronic acid |
1175710-68-5 | 95% | 0.5g |
$122.0 | 2024-05-21 | |
| Enamine | EN300-9951176-1.0g |
{2-[2-(trimethylsilyl)ethynyl]phenyl}boronic acid |
1175710-68-5 | 95% | 1.0g |
$128.0 | 2024-05-21 | |
| Enamine | EN300-9951176-2.5g |
{2-[2-(trimethylsilyl)ethynyl]phenyl}boronic acid |
1175710-68-5 | 95% | 2.5g |
$252.0 | 2024-05-21 | |
| Enamine | EN300-9951176-5.0g |
{2-[2-(trimethylsilyl)ethynyl]phenyl}boronic acid |
1175710-68-5 | 95% | 5.0g |
$386.0 | 2024-05-21 | |
| Enamine | EN300-9951176-10.0g |
{2-[2-(trimethylsilyl)ethynyl]phenyl}boronic acid |
1175710-68-5 | 95% | 10.0g |
$595.0 | 2024-05-21 | |
| Enamine | EN300-9951176-0.05g |
{2-[2-(trimethylsilyl)ethynyl]phenyl}boronic acid |
1175710-68-5 | 95% | 0.05g |
$107.0 | 2024-05-21 | |
| Enamine | EN300-9951176-1g |
{2-[2-(trimethylsilyl)ethynyl]phenyl}boronic acid |
1175710-68-5 | 1g |
$228.0 | 2023-09-01 | ||
| Enamine | EN300-9951176-5g |
{2-[2-(trimethylsilyl)ethynyl]phenyl}boronic acid |
1175710-68-5 | 5g |
$660.0 | 2023-09-01 |
{2-2-(trimethylsilyl)ethynylphenyl}boronic acid Related Literature
-
Yong Ping Huang,Tao Tao,Zheng Chen,Wei Han,Ying Wu,Chunjiang Kuang,Shaoxiong Zhou,Ying Chen J. Mater. Chem. A, 2014,2, 18831-18837
-
Shaun D. Wong,Edward I. Solomon Dalton Trans., 2014,43, 17567-17577
-
Tao Wang,Yangyang Liu,Yue Deng,Hongbo Fu,Jianmin Chen Environ. Sci.: Nano, 2018,5, 1821-1833
-
Amit Kumar Majhi,Subbarao Kanchi,V. Venkataraman,K. G. Ayappa,Prabal K. Maiti Soft Matter, 2015,11, 8632-8640
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