Sodium 2-methyl-2-propanethiolate (CAS 29364-29-2)
QUICK LINKS
Sodium 2-methyl-2-propanethiolate is a chemical compound with a notable presence in synthetic chemistry, particularly valued for its role as a strong nucleophile. Its structure, characterized by a sodium atom ionically bonded to the sulfur atom of the 2-methyl-2-propanethiolate anion, underlies its reactivity and utility in various organic synthesis reactions. This compound is especially important in the formation of carbon-sulfur bonds, serving as a key reagent in the synthesis of thiols and thioethers. Its mechanism of action involves the donation of the sulfur-centered anion to electrophilic carbon centers, facilitating the construction of complex molecular architectures through nucleophilic substitution reactions. In research applications, Sodium 2-methyl-2-propanethiolate′s efficiency in promoting these reactions makes it useful in the development of molecules with potential applications in materials science and chemical synthesis. Its role extends beyond mere reactivity, as it also offers insights into the behavior of sulfide ions in organic matrices, contributing to the broader understanding of sulfur chemistry.
Sodium 2-methyl-2-propanethiolate (CAS 29364-29-2) References
- Synthesis of the first sulfur-35-labeled hERG radioligand. | Raab, CE., et al. 2006. Bioorg Med Chem Lett. 16: 1692-5. PMID: 16377185
- Studies on the biological activity of some nitrothiophenes. | Morley, JO. and Matthews, TP. 2006. Org Biomol Chem. 4: 359-66. PMID: 16391779
- S(N)2 reaction of sulfur nucleophiles with hindered sulfamidates: enantioselective synthesis of alpha-methylisocysteine. | Avenoza, A., et al. 2006. J Org Chem. 71: 1692-5. PMID: 16468825
- Fine tuning of the orifice size of an open-cage fullerene by placing selenium in the rim: insertion/release of molecular hydrogen. | Chuang, SC., et al. 2007. Chem Commun (Camb). 1278-80. PMID: 17356782
- Neutral and reduced Roussin's red salt ester [Fe(2)(mu-RS)(2)(NO)(4)] (R = n-Pr, t-Bu, 6-methyl-2-pyridyl and 4,6-dimethyl-2-pyrimidyl): synthesis, X-ray crystal structures, spectroscopic, electrochemical and density functional theoretical investigations. | Wang, R., et al. 2009. Dalton Trans. 777-86. PMID: 19156270
- Chemisorbed monolayers of corannulene penta-thioethers on gold. | Angelova, P., et al. 2013. Langmuir. 29: 2217-23. PMID: 23343474
- Approaches to isozyme-specific inhibitors. 17. Attachment of a selectivity-inducing substituent to a multisubstrate adduct. Implications for facilitated design of potent, isozyme-selective inhibitors. | Kappler, F. and Hampton, A. 1990. J Med Chem. 33: 2545-51. PMID: 2391695
- Increasing the Alkaline Stability of N,N-Diaryl Carbazolium Salts Using Substituent Electronic Effects. | Gjineci, N., et al. 2020. ACS Appl Mater Interfaces. 12: 49617-49625. PMID: 33090779
- Pyridazines with heteroatom substituents in position 3 and 5. 2†. Regioselective introduction of mercapto groups in pyridazines | and Preben H. Olesen, Thomas Kappe, Jan Becher. 1988. Heterocyclic chemistry. 25, 6: 1719-1723.
- Kinetic studies on the reactions of 3-isothiazolones with 2-methyl-2-propanethiol | and John O. Morley, A. Jayne Oliver Kapur, Michael H. Charlton. 2007. International Journal of Chemical Kinetics. 39, 5: 254-260.
- Synthesis of a Bis(thiophenolate)pyridine Ligand and Its Titanium, Zirconium, and Tantalum Complexes | Taylor N. Lenton, David G. VanderVelde, and John E. Bercaw*. 2012. Organometallics. 31, 21: 7492–7499.
- PNS-Type Ruthenium Pincer Complexes | Moti Gargir, Yehoshua Ben-David, Gregory Leitus, Yael Diskin-Posner, Linda J. W. Shimon, and David Milstein. 2012. Organometallics. 31, 17: 6207–6214.
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Sodium 2-methyl-2-propanethiolate, 10 g | sc-255618 | 10 g | $140.00 |