Molecular structure of 1-Iodoadamantane, CAS Number: 768-93-4
1-Iodoadamantane (CAS 768-93-4)
Alternate Names:
1-Adamantyl iodide
Application:
1-Iodoadamantane is used in free-radical carbonylation
CAS Number:
768-93-4
Purity:
≥97%
Molecular Weight:
262.13
Molecular Formula:
C10H15I
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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1-Iodoadamantane, a member of the adamantane compound family, is an intriguing organic compound. It presents as a white crystalline solid that exhibits solubility in organic solvents such as ethanol, methanol, and acetone. As a relatively recent discovery, ongoing exploration focuses on its synthesis. Although the precise mechanism of action of 1-iodoadamantane remains incompletely elucidated, studies suggest its potential as an inhibitor of the enzyme cyclooxygenase-2 (COX-2). Notably, this enzyme plays a role in the production of pro-inflammatory mediators. Inhibition of COX-2 by 1-iodoadamantane may consequently contribute to the attenuation of inflammatory processes.
1-Iodoadamantane (CAS 768-93-4) References
- The First Efficient Iodination of Unactivated Aliphatic Hydrocarbons. | Schreiner, PR., et al. 1999. Angew Chem Int Ed Engl. 38: 2786-2788. PMID: 10508383
- C-H..X--R (X = Cl, Br, and I) hydrogen bonds drive the complexation properties of a nanoscale molecular basket. | Gibb, CL., et al. 2001. J Am Chem Soc. 123: 5849-50. PMID: 11403638
- S(RN)1 Reactions of 7-Iodobicyclo[4.1.0]heptane, 1-Iodoadamantane, and Neopentyl Iodide with Carbanions Induced by FeBr(2) in DMSO. | Nazareno, MA. and Rossi, RA. 1996. J Org Chem. 61: 1645-1649. PMID: 11667031
- Reactions of 1,3-Dihaloadamantanes with Carbanions in DMSO: Ring-Opening Reactions to Bicyclo[3.3.1]nonane Derivatives by the S(RN)1 Mechanism. | Lukach, AE., et al. 1997. J Org Chem. 62: 4260-4265. PMID: 11671745
- Regiochemistry of the photostimulated reaction of the phthalimide anion with 1-iodoadamantane and tert-butylmercury chloride by the S(RN)1 mechanism. | Maquieira, MB., et al. 2002. J Org Chem. 67: 1012-5. PMID: 11856054
- Fluorescent quenching of the 2-naphthoxide anion by aliphatic and aromatic halides. Mechanism and consequences of electron transfer reactions. | Argüello, JE. and Peñéñory, AB. 2003. J Org Chem. 68: 2362-8. PMID: 12636403
- Radical-mediated carboxylation of alkyl iodides with [11C]carbon monoxide in solvent mixtures. | Itsenko, O. and Långström, B. 2005. J Org Chem. 70: 2244-9. PMID: 15760211
- Electrosynthetic reduction of 1-iodoadamantane forming 1,1'-biadamantane and adamantane in aprotic solvents: insonation switches the mechanism from dimerisation to exclusive monomer formation. | Paddon, CA., et al. 2007. Ultrason Sonochem. 14: 502-508. PMID: 17224295
- Ionic and organometallic reductions with N-heterocyclic carbene boranes. | Chu, Q., et al. 2009. Chemistry. 15: 12937-40. PMID: 19890934
- Iron(II) Corrole Anions. | Caulfield, KP., et al. 2019. Inorg Chem. 58: 15225-15235. PMID: 31697493
- Unraveling the Complex Solid-State Phase Transition Behavior of 1-Iodoadamantane, a Material for Which Ostensibly Identical Crystals Undergo Different Transformation Pathways. | Al Rahal, O., et al. 2023. Cryst Growth Des. 23: 3820-3833. PMID: 37159655
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
1-Iodoadamantane, 5 g | sc-251515 | 5 g | $174.00 |