60159-38-8

Basic information

• Product Name: 4-(tricyclo[3.3.1.1~3,7~]dec-1-yl)pyridine
• Synonyms: 4-(1-Adamantyl)pyridine
• CAS NO: 60159-38-8
• Molecular Formula: C₁₅H₁₉N
• Molecular Weight: 213.3181
• Mol File: 60159-38-8.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 329.4°C at 760 mmHg
• Flash Point: 191.9°C
• Density: 1.113g/cm³
• Vapor Pressure: 0.00034mmHg at 25°C
• Refractive Index: 1.589
• CAS DataBase Reference: 4-(tricyclo[3.3.1.1~3,7~]dec-1-yl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(tricyclo[3.3.1.1~3,7~]dec-1-yl)pyridine(60159-38-8)
• EPA Substance Registry System: 4-(tricyclo[3.3.1.1~3,7~]dec-1-yl)pyridine(60159-38-8)

Safety Data

• Hazardous Substances Data: 60159-38-8(Hazardous Substances Data)

Upstream product

• 110-86-1 pyridine 
• 281-23-2 adamantane 
• 107264-20-0 diphenylmethanone O-(adamantane-1-carbonyl) oxime 
• 91233-19-1 1-(adamantane-1-carbonyloxy)pyridine-2(1H)-thione 

Relevant articles and documents

On the reduction of basic iron acetate: Isolation of ferrous specis mediating Gif-type oxidation of hydrocarbons

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The selective functionalization of saturated hydrocarbons. Part 46. An investigation of Udenfriend's system under Gif conditions

Under Gif conditions using ascorbic acid as reductant and oxygen as oxidant in pyridine, the selectivity for secondary hydrogen functionalization is exceptional. EDTA (ethylenediamine-tetra-acetic acid) is not needed as a ligand for iron.

The functionalization of saturated hydrocarbons. Part 25. Ionic substitution reactions in GoAggIV chemistry: The formation of carbon-halogen bonds

GoAggIV chemistry (Fe (III) species, tert-butyl hydroperoxide in a mixture of pyridine and acetic acid) in the presence of LiCl can transform saturated hydrocarbons efficiently into the corresponding alkyl chlorides. The transformation into monosubstituted alkyl derivatives by "ionic trapping" reagents arising from the interception of the first intermediate of the system supports the presence of a high valent VFe-C species. Mechanistic studies suggest a possible pathway operating via an Fe-centered ligand coupling. In addition, the production of alkyl chlorides and alkyl bromides could also be achieved employing this system in the presence of halogenating reagents such as CCl4 and BrCCl3.