1-Iodoadamantane

Base Information

• Chemical Name: 1-Iodoadamantane
• CAS No.: 768-93-4
• Molecular Formula: C10H15I
• Molecular Weight: 262.134
• Hs Code.: 2903890090
• NSC Number: 169440
• DSSTox Substance ID: DTXSID00227619
• Nikkaji Number: J329.828K
• Wikidata: Q2806587
• Mol file: 768-93-4.mol

Synonyms:1-Iodoadamantane;768-93-4;1-Adamantyl iodide;Adamantyl iodide;Adamantane, 1-iodo-;Tricyclo[3.3.1.13,7]decane, 1-iodo-;(3s,5s,7s)-1-iodoadamantane;1-odoadamantane;1-iodo-adamantane;Tricyclo[3.3.1.13,7]decane,1-iodo-;1-Iodoadamantane, 98%;ADAMANTANE,1-JODO;SCHEMBL761698;C10H15I;DTXSID00227619;BCP24679;Tricyclo[3.3.1.13, 1-iodo-;NSC169440;s9371;AKOS015918050;NSC 169440;NSC-169440;AS-81237;FT-0632924;tricyclo[3.3.1.1~3,7~]decane, 1-iodo-;A838885;Q2806587;F0701-0078

Chemical Property of 1-Iodoadamantane

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 0.0148mmHg at 25°C
• Melting Point: 75-76 °C(lit.)
• Refractive Index: 1.605
• Boiling Point: 265.7 °C at 760 mmHg
• Flash Point: 115.9 °C
• PSA: 0.00000
• Density: 1.63 g/cm³
• LogP: 3.39020
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 262.02185
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

1-Iodoadamantane 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)(C3)I
• Uses: 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.

Technology Process of 1-Iodoadamantane

There total 10 articles about 1-Iodoadamantane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

1-nitroadamantane (7575-82-8) → Hexamethyldisiloxane (107-46-0) + 1-iodoadamantane (768-93-4)

Guidance literature:

With trimethylsilyl iodide; In dichloromethane; at 25 ℃; for 16h;

DOI:10.1021/jo00164a026

Reference yield:

1,3-Diiodoadamantane (23174-58-5) → adamantane (281-23-2) + 1,3-dehydroadamantane (24569-89-9) + 1-iodoadamantane (768-93-4)

Guidance literature:

With (trimethylstannyl)lithium; In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1021/jo00078a009

Reference yield:

1-Chloro-3-iodoadamantane (60389-53-9) → 1-chloroadamantane (935-56-8) + adamantane (281-23-2) + 1,3-dehydroadamantane (24569-89-9) + 1-iodoadamantane (768-93-4)

Guidance literature:

With trimethylstannylsodium; In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1021/jo00078a009

upstream raw materials:

tert-Butyl hypoiodite

1-Adamantanecarboxylic acid

1,3-Diiodoadamantane

1-Chloro-3-iodoadamantane

Downstream raw materials:

adamantane

1-(1-adamantyl)propan-2-one

1-adamantanemethanol

Phenazin

Refernces

• 1、 Lukach, Andres E.,Santiago, Ana N.,Rossi, Roberto A.. "Reactions of 1,3-Dihaloadamantanes with Carbanions in DMSO: Ring-Opening Reactions to Bicyclo[3.3.1]nonane Derivatives by the SRN1 Mechanism". . p. 4260 - 4265. Retrieved 2007/10/03.
• 2、 Olah, George A.,Narang, Subhash C.,Field, Leslie D.,Fung, Alexander P.. "Synthetic Methods and Reactions. 113. Reactions of Nitro- and Nitrosoalkanes with Iodotrimethylsilane". . p. 2766 - 2767. Retrieved 2007/10/02.