34421-99-3

Basic information

• Product Name: 1,2,3,5,6,7-hexahydrodicyclopenta[b,e]pyridine
• Synonyms: 1,2,3,5,6,7-hexahydrodicyclopenta[b,e]pyridine
• CAS NO: 34421-99-3
• Molecular Formula: C₁₁H₁₃N
• Molecular Weight: 159.22762
• EINECS: 252-009-6
• Mol File: 34421-99-3.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 261.4 °C at 760 mmHg
• Flash Point: 110.1 °C
• Appearance: /
• Density: 1.13 g/cm³
• Vapor Pressure: 0.0188mmHg at 25°C
• Refractive Index: 1.607
• CAS DataBase Reference: 1,2,3,5,6,7-hexahydrodicyclopenta[b,e]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,5,6,7-hexahydrodicyclopenta[b,e]pyridine(34421-99-3)
• EPA Substance Registry System: 1,2,3,5,6,7-hexahydrodicyclopenta[b,e]pyridine(34421-99-3)

Safety Data

• Hazardous Substances Data: 34421-99-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 18, p. 1475, 1988 DOI: 10.1080/00397918808081303

InChI:InChI=1/C11H13N/c1-3-8-7-9-4-2-6-11(9)12-10(8)5-1/h7H,1-6H2

Upstream product

• 55100-61-3 2,2'-methylenedicyclopentanone 
• 119476-44-7 2-(triphenylphosphoranylidene)amino 1-cyclopentene 1-carboxaldehyde 
• 30469-91-1 threo-2,2'-methylenedicyclopentanone 
• 28051-68-5 methacrolein oxime 
• 120-92-3 cyclopentanone 
• 2611-03-2 2-chlorocyclopent-1-ene-1-carbaldehyde 
• 119476-42-5 2-Azido-1-cyclopentene-1-carboxaldehyde 
• 50-00-0 formaldehyd 

Downstream Products

• 96413-25-1 α,α'-dibenzylidene-2,3:5,6-bis(trimethylene)pyridine 

Relevant articles and documents

Selective synthesis of octahydroacridines and diannelated pyridines over zinc-containing mesoporous aluminosilicate molecular sieve catalysts

We demonstrate a very eco-friendly and single-step catalytic method for the highly selective synthesis of 1,2,3,4,5,6,7,8-octahydroacridine (OHA) by the vapour phase aminocyclization of cyclohexanone (CyO) with a mixture of formaldehyde (HCHO) and ammonia (NH3) over mesoporous bimetallic ZnAlMCM-41 (ZnAl-41) molecular sieves as efficient catalysts, which were synthesised by a simple basic hydrothermal method. To find optimum parameters for the synthesis of OHA, different reaction parameters, such as temperature, time on stream (TOS), weight hourly space velocity (WHSV), and feed molar ratios of CyO:HCHO:NH3, have been extensively studied. The used ZnAl-41 catalysts were treated by washing and calcination to recover the recyclable catalysts which were then reused in these reactions to study their catalytic abilities. To selectively synthesize a variety of pyridine compounds, the active mesoporous catalysts, namely, ZnAl-41(75) and recyclable ZnAl-41(75), with different reaction parameters, were extensively used in the vapour phase aminocyclization reaction with different aldehydes and cycloketones, and produced excellent product selectivities, e.g., 9-alkyl substituted octahydroacridines (9-ASOHAs) and diannelated pyridines (DAPs), with good ketone conversions. In this catalytic reaction, OHA, 9-ASOHAs and DAPs are the main products and are important as starting materials in the preparation of biologically active compounds, drugs, dyes and alkaloids. It is shown by our remarkable catalytic results that the ZnAl-41(75) catalyst, as an environmentally friendly heterogeneous catalyst, has outstanding catalytic activity in the production of OHA, 9-ASOHAs and DAPs by a single-step synthetic method.

Synthesis of alkyl- and aryl-substituted pyridines from (α,β-unsaturated) imines or oximes and carbonyl compounds

Reaction of a variety of (α,β-unsaturated) imines or oximes with aliphatic aldehydes or cyclic ketones in the presence of a secondary amine afforded alkyl-, and/or aryl-, and/or cycloalkyl-substituted pyridines. To explain their formation, a hetero Diels-Alder reaction has been postulated, in which an 1-aza-1,3-butadiene reacts with an in situ generated enamine.

SYNTHESIS AND THERMOLYSIS OF CYCLOALKENYL AZIDES AND IMINOPHOSPHORANES ALDEHYDES. A NEW PATHWAY TO BISANNELATED PYRIDINES.

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