1193404-08-8

Basic information

• Product Name: 1-adamantyl-3-methylphenylmethanone
• Synonyms: 1-adamantyl-3-methylphenylmethanone
• CAS NO: 1193404-08-8
• Molecular Weight: 254.372
• Mol File: 1193404-08-8.mol

Chemical Properties

• CAS DataBase Reference: 1-adamantyl-3-methylphenylmethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-adamantyl-3-methylphenylmethanone(1193404-08-8)
• EPA Substance Registry System: 1-adamantyl-3-methylphenylmethanone(1193404-08-8)

Safety Data

• Hazardous Substances Data: 1193404-08-8(Hazardous Substances Data)

Upstream product

• 121905-60-0 3-methylphenylmagnesium chloride 
• 2094-72-6 1-Adamantanecarbonyl chloride 
• 68971-88-0 Tributyl-m-tolyl-stannane 

Relevant articles and documents

Adamantane-bearing benzylamines and benzylamides: Novel building blocks for supramolecular systems with finely tuned binding properties towards β-cyclodextrin

Novel building blocks for the synthesis of supramolecular components based on adamantane-bearing benzylamines were prepared. The binding properties of these amines and the corresponding acetamides towards β-cyclodextrin (β-CD) were studied using mass spectrometry, NMR spectrometry, isothermal titration calorimetry and semi-empirical calculations. It was found that all of the examined guests predominantly formed 1:1 inclusion complexes in an enthalpy-driven manner with association constants of the order of 10 2-103 M-1. Stronger binding to the β-CD cavity was observed for guests with a longer spacer between the adamantane and benzene moieties and/or a 1,4-disubstituted benzene ring.

Indium-mediated regioselective synthesis of ketones from arylstannanes under solvent-free ultrasound irradiation

The solvent-free indium-promoted reaction of alkanoyl chlorides with sterically and electronically diverse arylstannanes is a simple and direct method for the regioselective synthesis of primary, secondary and tertiary alkyl aryl ketones in good to excellent isolated yields (42-84%) under mild and neutral conditions. The protocol is also adequate for the synthesis of aryl vinyl ketones. Reaction times are drastically reduced (from 3-32 h to 10-70 min) under ultrasonic irradiation. Evidences for the involvement of a homolytic aromatic ipso-substitution mechanism, in which indium metal acts as radical initiator, are presented. It is possible the transference of two aryl groups from tin, thus improving effective mass yield, working with diarylstannanes as starting substrates.

Catalyst-free alkanoylation of aromatic rings via arylstannanes. Scope and limitations

The reaction of alkanoyl chlorides with arylstannanes in 1,2-dichlorobenzene (180 °C) is a simple and direct route for the catalyst-free and regioselective synthesis of tertiary alkyl aryl ketones in good to excellent isolated yields (55-77%). Nevertheles