Cas no 140614-17-1 ((3,3-dimethylbutyl)boronic acid)
(3,3-dimethylbutyl)boronic acid Chemical and Physical Properties
Names and Identifiers
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- Boronic acid, (3,3-dimethylbutyl)-
- 3,3-dimethylbutylboronic acid
- tBuCH2CH2B(OH)2
- (3,3-dimethylbutyl)boronic acid
- EN300-3178811
- AKOS013015349
- 140614-17-1
-
- MDL: MFCD06212378
- Inchi: 1S/C6H15BO2/c1-6(2,3)4-5-7(8)9/h8-9H,4-5H2,1-3H3
- InChI Key: BZZGWDSWJYJBJL-UHFFFAOYSA-N
- SMILES: OB(CCC(C)(C)C)O
Computed Properties
- Exact Mass: 129.12015
- Monoisotopic Mass: 130.1165099g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 2
- Heavy Atom Count: 9
- Rotatable Bond Count: 3
- Complexity: 75.6
- 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
Experimental Properties
- PSA: 40.46
(3,3-dimethylbutyl)boronic acid Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Enamine | EN300-3178811-0.05g |
(3,3-dimethylbutyl)boronic acid |
140614-17-1 | 0.05g |
$359.0 | 2023-09-05 | ||
| Enamine | EN300-3178811-0.1g |
(3,3-dimethylbutyl)boronic acid |
140614-17-1 | 0.1g |
$376.0 | 2023-09-05 | ||
| Enamine | EN300-3178811-0.25g |
(3,3-dimethylbutyl)boronic acid |
140614-17-1 | 0.25g |
$393.0 | 2023-09-05 | ||
| Enamine | EN300-3178811-0.5g |
(3,3-dimethylbutyl)boronic acid |
140614-17-1 | 0.5g |
$410.0 | 2023-09-05 | ||
| Enamine | EN300-3178811-1.0g |
(3,3-dimethylbutyl)boronic acid |
140614-17-1 | 1.0g |
$1299.0 | 2023-07-06 | ||
| Enamine | EN300-3178811-2.5g |
(3,3-dimethylbutyl)boronic acid |
140614-17-1 | 2.5g |
$838.0 | 2023-09-05 | ||
| Enamine | EN300-3178811-5.0g |
(3,3-dimethylbutyl)boronic acid |
140614-17-1 | 5.0g |
$3770.0 | 2023-07-06 | ||
| Enamine | EN300-3178811-10.0g |
(3,3-dimethylbutyl)boronic acid |
140614-17-1 | 10.0g |
$5590.0 | 2023-07-06 | ||
| Enamine | EN300-3178811-1g |
(3,3-dimethylbutyl)boronic acid |
140614-17-1 | 1g |
$428.0 | 2023-09-05 | ||
| Enamine | EN300-3178811-5g |
(3,3-dimethylbutyl)boronic acid |
140614-17-1 | 5g |
$1240.0 | 2023-09-05 |
(3,3-dimethylbutyl)boronic acid Related Literature
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Supaporn Sawadjoon,Joseph S. M. Samec Org. Biomol. Chem., 2011,9, 2548-2554
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José M. Rivera,Mariana Martín-Hidalgo,Jean C. Rivera-Ríos Org. Biomol. Chem., 2012,10, 7562-7565
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Huiying Xu,Lu Zheng,Yu Zhou,Bang-Ce Ye Analyst, 2021,146, 5542-5549
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Dhamodaran Manikandan,S. Amirthapandian,I. S. Zhidkov,A. I. Kukharenko,S. O. Cholakh,Ramaswamy Murugan Phys. Chem. Chem. Phys., 2018,20, 6500-6514
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Robert J. Meagher,Anson V. Hatch,Ronald F. Renzi,Anup K. Singh Lab Chip, 2008,8, 2046-2053
Additional information on (3,3-dimethylbutyl)boronic acid
Introduction to (3,3-dimethylbutyl)boronic Acid (CAS No. 140614-17-1)
(3,3-dimethylbutyl)boronic acid, with the chemical formula C7H14O2 and CAS number 140614-17-1, is a significant compound in the field of organoboron chemistry. This boronic acid derivative has garnered considerable attention due to its unique structural properties and versatile applications in synthetic chemistry, pharmaceuticals, and materials science. The presence of two methyl groups at the terminal carbon of the butyl chain enhances its steric bulk, making it a valuable reagent in cross-coupling reactions and as a protecting group for boronic acids.
Boronic acids are well-known for their role in Suzuki-Miyaura cross-coupling reactions, which are pivotal in constructing carbon-carbon bonds in organic synthesis. The steric hindrance provided by the (3,3-dimethylbutyl) group in (3,3-dimethylbutyl)boronic acid allows for selective reactions with less hindered boronic acids or halides, improving yields and reducing side reactions. This characteristic has made it a preferred choice in pharmaceutical synthesis, where high selectivity and efficiency are crucial.
In recent years, (3,3-dimethylbutyl)boronic acid has been explored in the development of novel drug candidates. Its ability to participate in cross-coupling reactions enables the formation of complex molecular architectures that are often found in bioactive compounds. For instance, researchers have utilized this compound to synthesize boron-containing heterocycles, which have shown promise as kinase inhibitors and antiviral agents. The steric environment provided by the bulky substituents can influence the binding affinity of these compounds to their biological targets, making (3,3-dimethylbutyl)boronic acid a valuable tool in medicinal chemistry.
Beyond pharmaceutical applications, (3,3-dimethylbutyl)boronic acid has found utility in materials science. Its incorporation into polymers and coatings can enhance thermal stability and mechanical properties. Additionally, its reactivity with transition metals makes it a candidate for catalytic processes in polymerization reactions. The growing interest in sustainable chemistry has also led to investigations into green synthesis methods for this compound, focusing on reducing waste and improving atom economy.
The latest research highlights several innovative uses of (3,3-dimethylbutyl)boronic acid. For example, studies have demonstrated its effectiveness in the synthesis of conjugated polymers for organic electronics. These polymers exhibit excellent charge transport properties, which are essential for applications such as organic light-emitting diodes (OLEDs) and photovoltaic cells. The bulky nature of the substituents helps to prevent aggregation of polymer chains, leading to better film formation and device performance.
Another emerging application is in the field of click chemistry, where (3,3-dimethylbutyl)boronic acid serves as a versatile building block for constructing complex molecules under mild conditions. Its compatibility with other click chemistry components allows for rapid assembly of functional materials without compromising purity or yield. This has opened new avenues for drug discovery and material design.
In conclusion, (3,3-dimethylbutyl)boronic acid is a multifaceted compound with significant implications across multiple scientific disciplines. Its unique structural features make it an indispensable reagent in synthetic organic chemistry, particularly in cross-coupling reactions that form the backbone of modern drug development. Furthermore, its applications in materials science continue to expand, driven by the demand for advanced functional materials with enhanced properties. As research progresses, we can expect even more innovative uses for this remarkable boronic acid derivative.
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