Cas no 2138103-96-3 (rac-1-{2-(1R,2R)-2-cyclopropylcyclopropylethyl}cyclopropane-1-sulfonyl chloride)
rac-1-{2-(1R,2R)-2-cyclopropylcyclopropylethyl}cyclopropane-1-sulfonyl chloride Chemical and Physical Properties
Names and Identifiers
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- rac-1-{2-(1R,2R)-2-cyclopropylcyclopropylethyl}cyclopropane-1-sulfonyl chloride
- EN300-1143410
- rac-1-{2-[(1R,2R)-2-cyclopropylcyclopropyl]ethyl}cyclopropane-1-sulfonyl chloride
- 2138103-96-3
-
- Inchi: 1S/C11H17ClO2S/c12-15(13,14)11(5-6-11)4-3-9-7-10(9)8-1-2-8/h8-10H,1-7H2/t9-,10+/m1/s1
- InChI Key: SXEDHQXEIXEZDY-ZJUUUORDSA-N
- SMILES: ClS(C1(CC1)CC[C@@H]1C[C@H]1C1CC1)(=O)=O
Computed Properties
- Exact Mass: 248.0637786g/mol
- Monoisotopic Mass: 248.0637786g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 2
- Heavy Atom Count: 15
- Rotatable Bond Count: 5
- Complexity: 363
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 2
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 3.4
- Topological Polar Surface Area: 42.5?2
rac-1-{2-(1R,2R)-2-cyclopropylcyclopropylethyl}cyclopropane-1-sulfonyl chloride Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Enamine | EN300-1143410-0.05g |
rac-1-{2-[(1R,2R)-2-cyclopropylcyclopropyl]ethyl}cyclopropane-1-sulfonyl chloride |
2138103-96-3 | 95% | 0.05g |
$1308.0 | 2023-10-26 | |
| Enamine | EN300-1143410-0.1g |
rac-1-{2-[(1R,2R)-2-cyclopropylcyclopropyl]ethyl}cyclopropane-1-sulfonyl chloride |
2138103-96-3 | 95% | 0.1g |
$1371.0 | 2023-10-26 | |
| Enamine | EN300-1143410-0.25g |
rac-1-{2-[(1R,2R)-2-cyclopropylcyclopropyl]ethyl}cyclopropane-1-sulfonyl chloride |
2138103-96-3 | 95% | 0.25g |
$1432.0 | 2023-10-26 | |
| Enamine | EN300-1143410-0.5g |
rac-1-{2-[(1R,2R)-2-cyclopropylcyclopropyl]ethyl}cyclopropane-1-sulfonyl chloride |
2138103-96-3 | 95% | 0.5g |
$1495.0 | 2023-10-26 | |
| Enamine | EN300-1143410-1.0g |
rac-1-{2-[(1R,2R)-2-cyclopropylcyclopropyl]ethyl}cyclopropane-1-sulfonyl chloride |
2138103-96-3 | 1g |
$2186.0 | 2023-05-26 | ||
| Enamine | EN300-1143410-2.5g |
rac-1-{2-[(1R,2R)-2-cyclopropylcyclopropyl]ethyl}cyclopropane-1-sulfonyl chloride |
2138103-96-3 | 95% | 2.5g |
$3051.0 | 2023-10-26 | |
| Enamine | EN300-1143410-5.0g |
rac-1-{2-[(1R,2R)-2-cyclopropylcyclopropyl]ethyl}cyclopropane-1-sulfonyl chloride |
2138103-96-3 | 5g |
$6339.0 | 2023-05-26 | ||
| Enamine | EN300-1143410-10.0g |
rac-1-{2-[(1R,2R)-2-cyclopropylcyclopropyl]ethyl}cyclopropane-1-sulfonyl chloride |
2138103-96-3 | 10g |
$9400.0 | 2023-05-26 | ||
| Enamine | EN300-1143410-1g |
rac-1-{2-[(1R,2R)-2-cyclopropylcyclopropyl]ethyl}cyclopropane-1-sulfonyl chloride |
2138103-96-3 | 95% | 1g |
$1557.0 | 2023-10-26 | |
| Enamine | EN300-1143410-5g |
rac-1-{2-[(1R,2R)-2-cyclopropylcyclopropyl]ethyl}cyclopropane-1-sulfonyl chloride |
2138103-96-3 | 95% | 5g |
$4517.0 | 2023-10-26 |
rac-1-{2-(1R,2R)-2-cyclopropylcyclopropylethyl}cyclopropane-1-sulfonyl chloride Related Literature
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Ross Harder,David C. Dunand,Ian McNulty Nanoscale, 2017,9, 5686-5693
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Xiaotong Feng,Lei Bian,Jie Ma,Lei Zhou,Xiayan Wang,Guangsheng Guo,Qiaosheng Pu Chem. Commun., 2019,55, 3963-3966
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David White,Sean R. Stowell Biomater. Sci., 2017,5, 463-474
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Qiaoe Wang,Meiling Lian,Xiaowen Zhu,Xu Chen RSC Adv., 2021,11, 192-197
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Amandine Altmayer-Henzien,Valérie Declerck,David J. Aitken,Ewen Lescop,Denis Merlet,Jonathan Farjon Org. Biomol. Chem., 2013,11, 7611-7615
Additional information on rac-1-{2-(1R,2R)-2-cyclopropylcyclopropylethyl}cyclopropane-1-sulfonyl chloride
Rac-1-{2-(1R,2R)-2-cyclopropylcyclopropylethyl}cyclopropane-1-sulfonyl Chloride: A Comprehensive Overview
The compound rac-1-{2-(1R,2R)-2-cyclopropylcyclopropylethyl}cyclopropane-1-sulfonyl chloride (CAS No: 2138103-96-3) is a highly specialized chemical entity with unique structural and functional properties. This compound belongs to the class of sulfonyl chlorides, which are widely recognized for their versatility in organic synthesis and their role as intermediates in the production of various pharmaceuticals, agrochemicals, and advanced materials. The sulfonyl chloride functional group is particularly valuable due to its reactivity, enabling it to participate in a wide range of nucleophilic substitutions and other transformations.
Recent advancements in synthetic chemistry have highlighted the importance of cyclopropane-containing compounds in drug discovery and materials science. The presence of multiple cyclopropane rings in this molecule introduces significant strain, which can be harnessed to induce unique reactivity patterns. The (1R,2R)-configuration of the cyclopropyl groups further adds complexity to the molecule, potentially influencing its stereochemical behavior in reactions. This configuration is of particular interest in asymmetric synthesis, where stereocontrol is critical for generating enantiomerically pure compounds.
One of the most notable applications of this compound lies in its use as an intermediate in the synthesis of biologically active molecules. For instance, sulfonyl chlorides are often employed as building blocks in the construction of peptide mimetics and other bioactive agents. The integration of cyclopropyl groups into such frameworks can enhance pharmacokinetic properties such as bioavailability and metabolic stability, making this compound a valuable asset in drug development pipelines.
From a mechanistic standpoint, the reactivity of rac-1-{2-(1R,2R)-2-cyclopropylcyclopropylethyl}cyclopropane-1-sulfonyl chloride is governed by the electronic and steric effects imparted by its substituents. The electron-withdrawing nature of the sulfonyl group activates the molecule toward nucleophilic attack, while the bulky cyclopropyl substituents can influence both the regioselectivity and stereoselectivity of reactions. These attributes make it an ideal candidate for exploring novel synthetic pathways and catalytic transformations.
Recent studies have also explored the potential of this compound in click chemistry and other modular assembly strategies. Its ability to undergo rapid and efficient coupling reactions under mild conditions positions it as a promising tool for constructing complex molecular architectures. Additionally, the integration of chiral centers within its structure opens up opportunities for investigating enantioselective catalysis and asymmetric induction techniques.
In terms of industrial applications, this compound's stability under various reaction conditions makes it suitable for large-scale production processes. Its compatibility with common solvents and reagents further enhances its utility in manufacturing settings. However, careful handling is required due to its reactive nature and potential to generate hazardous byproducts during certain transformations.
Looking ahead, ongoing research is focused on optimizing the synthesis and purification protocols for this compound to improve yield and reduce environmental impact. Innovations in green chemistry are expected to play a pivotal role in addressing these challenges, ensuring that its production aligns with sustainable practices.
In conclusion, rac-1-{2-(1R,2R)-2-cyclopropylcyclopropylethyl}cyclopropane-1-sulfonyl chloride (CAS No: 2138103-96-3) represents a cutting-edge chemical entity with multifaceted applications across diverse fields. Its unique structural features and reactivity profile make it an invaluable tool for advancing chemical research and industrial innovation.
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