1-Iodoadamantane
ALDRICH/377198 - 98%
Synonym: 1-Adamantyl iodide; 1-
CAS Number: 768-93-4
Empirical Formula (Hill Notation): C10H15I
Molecular Weight: 262.13
MDL Number: MFCD00134444
Linear Formula: C10H15I
Product Type: Chemical
| assay | 98% |
| form | solid |
| InChI | 1S/C10H15I/c11-10-4-7-1-8 |
| InChI key | PXVOATXCSSPUEM-CHIWXEEVSA |
| mp | 75-76 °C (lit.) |
| SMILES string | IC12C[C@H]3C[C@H](C[C@H]( |
| Application: | 1-Iodoadamantane is suitable reagent used to evaluate the rate constants for the reduction of haloadamantanes by SmI2 in presence of hexamethylphosphoramide (HMPA) and H2O by GC/MS-analyzed method. It may be used as iodine atom donor for probing the intermediacy of radical to investigate the chemistry of highly reactive, strained systems such as propellane. It may be used as starting reagent in the synthesis of N-(1-adamantyl)acetamide via nucleophilic substitution. It may be employed in the free-radical carbonylation reactions with alkenes. |
| General description: | 1-Iodoadamantane is a haloadamantane. Voltammetric reduction of 1-iodoadamantane at a silver cathode in tetrahydrofuran (THF) and acetonitrile (ACN) is reported to involve a single electron forming a mixture of monomeric and dimeric products. The photoinduced reaction of 1-iodoadamantane in DMSO is reported to afford substitution products on C3, C6, and C8, 1-adamantanol, 1-adamantyl 2-naphthyl ether, and adamantine. The photostimulated reaction of the phthalimide anion with 1-iodoadamantane is reported to yield 3-(1-adamantyl) phthalimide and 4-(1-adamantyl) phthalimide, along with the reduction product adamantane. 1-Iodoadamantane is reported to undergoe photostimulated reaction with the enolate anion of acetone, acetophenone and propiophenone to give admantane and the substitution products. |
| Packaging: | 5 g in glass bottle |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | 98% |
| mp | 75-76 °C (lit.) |
| UNSPSC | 12352100 |