Molecular structure of Iodotrimethylsilane, CAS Number: 16029-98-4
Iodotrimethylsilane (CAS 16029-98-4)
Alternate Names:
TMS iodide; Trimethyliodosilane; TMIS
Application:
Iodotrimethylsilane is An efficient reagent for ether, ester, carbamate, ketal, and lactone cleavage.
CAS Number:
16029-98-4
Purity:
≥97%
Molecular Weight:
200.09
Molecular Formula:
C3H9ISi
Supplemental Information:
This is as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Iodotrimethylsilane is an efficient reagent for ether, ester, carbamate, ketal, and lactone cleavage.Reagent was recently reported to convert allyl- and benzylphosphotriesters to the corresponding iodides. For the introduction of the TMS group, e.g., TMS enol ethers.
Iodotrimethylsilane (CAS 16029-98-4) References
- Reduction of acetals with samarium diiodide in acetonitrile in the presence of Lewis acids. | Kunishima, M., et al. 2001. Chem Pharm Bull (Tokyo). 49: 97-100. PMID: 11201233
- Reductive cleavage of heteroaryl c-halogen bonds by iodotrimethylsilane. Facile and regioselective dechlorination of antibiotic pyrrolnitrin. | Sako, M., et al. 2001. J Org Chem. 66: 3610-2. PMID: 11348155
- Iodotrimethylsilane-Promoted 1,4-Addition of Copper Acetylides to alpha,beta-Unsaturated Ketones and Aldehydes. | Eriksson, M., et al. 1997. J Org Chem. 62: 182-187. PMID: 11671379
- Synthesis, characterization and coordination chemistry of a macrocyclic ligand containing arsenic donors. | Carmichael, CD. and Fryzuk, MD. 2005. Dalton Trans. 452-9. PMID: 15672188
- Environmentally responsive 'hairy' nanoparticles: mixed homopolymer brushes on silica nanoparticles synthesized by living radical polymerization techniques. | Li, D., et al. 2005. J Am Chem Soc. 127: 6248-56. PMID: 15853330
- An experimental and theoretical study of the molecular structure and vibrational spectra of iodotrimethylsilane (SiIMe3). | Montejo, M., et al. 2006. Phys Chem Chem Phys. 8: 477-85. PMID: 16482290
- Allyl and benzyl iodides by the anomalous action of iodotrimethylsilane. | Zhu, Q. and Tremblay, MS. 2006. Bioorg Med Chem Lett. 16: 6170-2. PMID: 17049854
- Silicon-based Lewis acid assisted cinchona alkaloid catalysis: highly enantioselective aza-Michael reaction under solvent-free conditions. | Yang, HM., et al. 2011. Org Lett. 13: 6508-11. PMID: 22087568
- Catalytic Iodination of the Aliphatic C-F Bond by YbI3(THF)3: Mechanistic Insight and Synthetic Utility. | Janjetovic, M., et al. 2016. Org Lett. 18: 2804-7. PMID: 27243465
- Synthesis and identification of 3-(4-hydroxy-1-naphthoxy)lactic acid as a metabolite of propranolol in the rat, in man, and in the rat liver 9000 g supernatant fraction. | Talaat, RE. and Nelson, WL. 1986. Drug Metab Dispos. 14: 202-7. PMID: 2870895
- Synthesis and structure-activity relationships in the cefpirome series. I. 7-[2-(2-Aminothiazol-4-yl)-2-(Z)-oxyiminoacetamido]-3-[(su bstituted-1-pyridinio)methyl]ceph-3-em-4-carboxylate s. | Lattrell, R., et al. 1988. J Antibiot (Tokyo). 41: 1374-94. PMID: 3142844
- Regiospecific deoxygenation of the dihydroxyacetone moiety at C-17 of corticoid steroids with iodotrimethylsilane. | Numazawa, M., et al. 1986. Chem Pharm Bull (Tokyo). 34: 3722-6. PMID: 3815593
- The use of iodotrimethylsilane in nucleosidation procedure. | Tocik, Z., et al. 1980. Nucleic Acids Res. 8: 4755-61. PMID: 7443524
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Iodotrimethylsilane, 5 g | sc-252909 | 5 g | $49.00 | |||
Iodotrimethylsilane, 25 g | sc-252909A | 25 g | $124.00 |