1-Methoxyadamantane

Base Information

• Chemical Name: 1-Methoxyadamantane
• CAS No.: 6221-74-5
• Molecular Formula: C11H18O
• Molecular Weight: 166.263
• Mol file: 6221-74-5.mol

Synonyms:1-Methoxyadamantane

Chemical Property of 1-Methoxyadamantane

Chemical Property:

• Vapor Pressure: 0.2mmHg at 25°C
• Boiling Point: 216.9°C at 760 mmHg
• Flash Point: 77.6°C
• PSA: 9.23000
• Density: 1.02g/cm³
• LogP: 2.60160

Purity/Quality:

1-Methoxyadamantane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-Methoxyadamantane is a building block with virucidal activity.

Technology Process of 1-Methoxyadamantane

There total 37 articles about 1-Methoxyadamantane 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: 99.0%

1-adamanthanol (768-95-6) + methyl iodide (74-88-4) → 1-methoxyadamantane (6221-74-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1021/jp010907z

Reference yield: 89.0%

1-Adamantyl bromide (768-90-1) → 1-methoxyadamantane (6221-74-5)

Guidance literature:

With sodium methylate; In methanol; at 80 ℃; for 240h; Inert atmosphere;

DOI:10.1016/j.tet.2013.02.042

Reference yield: 85.0%

methanol (67-56-1) + 1-adamanthanol (768-95-6) → 1-methoxyadamantane (6221-74-5)

Guidance literature:

With copper(ll) bromide; at 220 ℃; for 1h; Reagent/catalyst; Temperature; Inert atmosphere; Autoclave;

DOI:10.3998/ark.5550190.0015.400

upstream raw materials:

methanol

1-Adamantyl bromide

1-chloroadamantane

1-Adamantanecarboxylic acid

Downstream raw materials:

5-methoxy-1,3-dehydroadamantane

3,5-dimethylcyclohexa-2,5-diene-1-carboxylic acid

cis-2-buten-1-ol

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

Refernces

• 1、 Nakata, Hisao,Hoshino, Yoshihiko,Takeda, Naohito,Tatematsu, Akira. "Ammonium Adduct Ion in Ammonia Chemical Ionization Mass Spectrometry. 2 - Mechanism of Elimination of Neutrals from the Ammonium Adduct Ion". . p. 467 - 470. Retrieved 1985.
• 2、 Moss, Robert A.,Tian, Jingzhi,Sauers, Ronald R.. "Solvent-equilibrated homoadamantyl chloride ion pairs from chloroformate or oxachlorocarbene fragmentations". . p. 4293 - 4296. Retrieved 2004.
• 3、 Bonsir, Maxime,Davila, Christian,Geerts, Yves,Kennedy, Alan R.. "Exhaustive One-Step Bridgehead Methylation of Adamantane Derivatives with Tetramethylsilane". supporting information. p. 5227 - 5237. Retrieved 2021/10/19.
• 4、 Jaiswal, Amit K.,Prasad, Pragati K.,Young, Rowan D.. "Nucleophilic Substitution of Aliphatic Fluorides via Pseudohalide Intermediates". supporting information. p. 6290 - 6294. Retrieved 2019/04/26.