1660-05-5

Basic information

• Product Name: 1-(1-ADAMANTYL)PROPAN-1-ONE
• Synonyms: IFLAB-BB F0346-1937;CHEMBRDG-BB 4013922;AKOS BC-0558;1-(1-ADAMANTYL)PROPAN-1-ONE;1-(1-adamantyl)propan-1-one(SALTDATA: FREE)
• CAS NO: 1660-05-5
• Molecular Formula: C₁₃H₂₀O
• Molecular Weight: 192.3
• Mol File: 1660-05-5.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 276.9°C at 760 mmHg
• Flash Point: 119.2°C
• Appearance: /
• Density: 1.056g/cm³
• Vapor Pressure: 0.00466mmHg at 25°C
• Refractive Index: 1.527
• CAS DataBase Reference: 1-(1-ADAMANTYL)PROPAN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1-ADAMANTYL)PROPAN-1-ONE(1660-05-5)
• EPA Substance Registry System: 1-(1-ADAMANTYL)PROPAN-1-ONE(1660-05-5)

Safety Data

• Hazardous Substances Data: 1660-05-5(Hazardous Substances Data)

Usage

General Description

1-(1-Adamantyl)propan-1-one is a chemical compound with the molecular formula C13H20O. It is a ketone compound that features an adamantane group, which is a hydrocarbon and a cage-like structure. It is commonly used in the synthesis of various organic compounds and pharmaceuticals due to its unique structure and reactivity. The compound also has potential applications in the field of materials science and as a building block for the development of new chemical entities. It is important to handle and use this compound with caution, as it may pose health and environmental hazards if not properly managed.

InChI:InChI=1/C13H20O/c1-2-12(14)13-6-9-3-10(7-13)5-11(4-9)8-13/h9-11H,2-8H2,1H3

Upstream product

• 74-96-4 ethyl bromide 
• 2094-72-6 1-Adamantanecarbonyl chloride 
• 925-90-6 ethylmagnesium bromide 
• 592-02-9 diethylcadmium 
• 97382-23-5 3,4-dihydroxytricyclo<4.3.1.1^3,8>undecane 
• 81311-58-2 N-cyclohexyladamantane-1-carboxamide 
• 24669-56-5 homoadamantan-4-one 
• 828-51-3 1-Adamantanecarboxylic acid 
• 150587-69-2 1-[(1E)-prop-1-en-1-yl]adamantane 
• 133189-54-5 3,4-Dihydroxy-4-ethyltricyclo<4.3.1.1^3,8>undecane 
• 811-49-4 ethyllithium 
• 60196-90-9 1-(1-adamantyl)propan-1-amine 
• 583-53-9 2,3-dibromobenzene 
• 106-37-6 1.4-dibromobenzene 

Downstream Products

• 16269-16-2 3-(1-adamantyl)propanoic acid 
• 15037-74-8 1-<1-(3-Carboxy-propionyloxy)-propyl>-adamantan 
• 187406-16-2 1-(1-adamantyl)propyl-2,2-d2 pentamethylbenzenesulfonate 
• 187406-15-1 1-(1-adamantyl)propyl-1-d pentamethylbenzenesulfonate 
• 187406-10-6 1-(1-adamantyl)propyl=1,2,2-d3 p-bromobenzenesulfonate 
• 187406-14-0 1-(1-adamantyl)propyl pentamethylbenzenesulfonate 
• 187406-08-2 1-(1-adamantyl)propyl-1-d p-bromobenzenesulfonate 
• 187406-13-9 1-(1-adamantyl)propyl-2,2-d2 p-toluenesulfonate 
• 187406-12-8 1-(1-adamantyl)propyl-1-d p-toluenesulfonate 
• 187406-07-1 1-(1-adamantyl)propyl p-bromobenzenesulfonate 
• 187406-11-7 1-(1-adamantyl)propyl p-toluenesulfonate 
• 20778-55-6 1-n-propyl-adamantane 
• 61878-70-4 (2R,3S)-1-Adamantan-1-yl-3-hydroxy-2-methyl-3-phenyl-propan-1-one 
• 72658-19-6 erythro-1-(1-adamantyl)-3-hydroxy-2-methyl-3-phenyl-1-propanone 

Relevant articles and documents

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Mild N-deacylation of secondary amides by alkylation with organocerium reagents

Secondary amides are a class of highly stable compounds serving as versatile starting materials, intermediates and directing groups (amido groups) in organic synthesis. The direct deacylation of secondary amides to release amines is an important transformation in organic synthesis. Here, we report a protocol for the deacylation of secondary amides and isolation of amines. The method is based on the activation of amides with Tf2O, followed by addition of organocerium reagents, and acidic work-up. The reaction proceeded under mild conditions and afforded the corresponding amines, isolated as their hydrochloride salts, in good yields. In combination with the C-H activation functionalization methodology, the method is applicable to the functionalization of aniline as well as conversion of carboxylic derivatives to functionalized ketones.

Arylation of adamantanamines: II.* Palladium-catalyzed amination of dihalobenzenes with adamantylalkanamines

Palladium-catalyzed arylation of various (1-adamantyl)alkanamines with isomeric (ortho, meta, and para) bromochloro-and dibromobenzenes was studied. Optimal catalytic systems were found for the synthesis of mono-and diamination products, and the dependences of their yields on the nature of the initial amine and dihalobenzene and on the amount of base were examined. Side amination products were isolated, and paths of their formation were analyzed. Pleiades Publishing, Ltd., 2010.