6221-74-5

Basic information

• Product Name: 1-Methoxyadamantane
• Synonyms: 1-Methoxyadamantane
• CAS NO: 6221-74-5
• Molecular Formula: C₁₁H₁₈O
• Molecular Weight: 166.26002
• Mol File: 6221-74-5.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 216.9°C at 760 mmHg
• Flash Point: 77.6°C
• Appearance: /
• Density: 1.02g/cm³
• Vapor Pressure: 0.2mmHg at 25°C
• Refractive Index: 1.508
• CAS DataBase Reference: 1-Methoxyadamantane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methoxyadamantane(6221-74-5)
• EPA Substance Registry System: 1-Methoxyadamantane(6221-74-5)

Safety Data

• Hazardous Substances Data: 6221-74-5(Hazardous Substances Data)

Usage

Uses

1-Methoxyadamantane is a building block with virucidal activity.

InChI:InChI=1/C11H18O/c1-12-11-5-8-2-9(6-11)4-10(3-8)7-11/h8-10H,2-7H2,1H3

Upstream product

• 67-56-1 methanol 
• 768-90-1 1-Adamantyl bromide 
• 109-87-5 Dimethoxymethane 
• 768-95-6 1-adamanthanol 
• 74-88-4 methyl iodide 
• 24569-89-9 1,3-dehydroadamantane 
• 876-53-9 1,3-dibromoadamantane 
• 616-38-6 carbonic acid dimethyl ester 
• 108-59-8 malonic acid dimethyl ester 
• 935-56-8 1-chloroadamantane 
• 768-92-3 1-adamantyl fluoride 
• 865-34-9 lithium methanolate 
• 83040-02-2 adamantan-1-yl 4-methylbenzenesulfinate 
• 768-93-4 1-iodoadamantane 

Downstream Products

• 19835-39-3 1-(1-adamantyl)propan-2-one 
• 1428321-23-6 5-methoxy-1,3-dehydroadamantane 
• 31673-46-8 3,5-dimethylcyclohexa-2,5-diene-1-carboxylic acid 
• 4088-60-2 cis-2-buten-1-ol 
• 768-95-6 1-adamanthanol 
• 880-52-4 N-(1-adamantyl)acetamide 
• 712-74-3 1,2,4,5-benzenetetracarbonitrile radical anion 

Relevant articles and documents

THE IMPORTANCE OF STERIC BULK AND ACIDITY IN SOLVOLYSIS. THE MECHANISM OF SOLVOLYSIS OF 1-ADAMANTYL BROMIDE

Product selectivities from solvolysis of 1-adamantyl bromide in several binary protic solvents are revealing about the relative importance of solvent acidity and bulk.

Synthesis of Trialkylamines with Extreme Steric Hindrance and Their Decay by a Hofmann-like Elimination Reaction

A number of amines with three bulky alkyl groups at the nitrogen, which surpass the steric crowding of triisopropylamine considerably, were prepared by using different synthetic methods. It turned out that treatment of N-chlorodialkylamines with organometallic compounds, for example, Grignard reagents, in the presence of a major excess of tetramethylenediamine offered the most effective access to the target compounds. The limits of this method were also tested. The trialkylamines underwent a dealkylation reaction, depending on the degree of steric stress, even at ambient temperature. Because olefins were formed in this transformation, it showed some similarity with the Hofmann elimination. However, the thermal decay of sterically overcrowded tertiary amines was not promoted by bases. Instead, this reaction was strongly accelerated by protic conditions and even by trace amounts of water. Reaction mechanisms, which were analyzed with the help of quantum chemical calculations, are suggested to explain the experimental results.

Synthesis of 1-, 2-Methoxy-, 1,3-Dimethoxyadamantanes And 1-, 4-Methoxydiadamantanes by Reaction of Adamantyl and Diadamantyl Halides with Dimethyl Carbonate in the Presence of Zeolite Catalysts

1-, 2-Methoxy-, 1,3-dimethoxyadamantane, and 1-, 4-methoxydiadamantane were prepared by the reaction of adamantyl and diadamantyl halides with dimethyl carbonate in the presence of zeolite catalysts NiHY or FeHY free of binders. Optimum ratio of catalysts and reagents were found and the reaction conditions for the selective synthesis of methoxyadamantanoids were developed.