493-10-7

Basic information

• Product Name: Octahydro-4H-quinolizine
• Synonyms: 1,3,4,6,7,8,9,9a-Octahydro-2H-quinolizine;Norlupinane;Octahydro-2H-quinolizine;Octahydro-4H-quinolizine;Quinolizidine
• CAS NO: 493-10-7
• Molecular Formula: C₉H₁₇N
• Molecular Weight: 139.238
• Mol File: 493-10-7.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 193.3°Cat760mmHg
• Flash Point: 63.2°C
• Appearance: /
• Density: 0.94g/cm³
• Vapor Pressure: 0.468mmHg at 25°C
• Refractive Index: 1.503
• PKA: 10.57±0.20(Predicted)
• CAS DataBase Reference: Octahydro-4H-quinolizine(CAS DataBase Reference)
• NIST Chemistry Reference: Octahydro-4H-quinolizine(493-10-7)
• EPA Substance Registry System: Octahydro-4H-quinolizine(493-10-7)

Safety Data

• Hazardous Substances Data: 493-10-7(Hazardous Substances Data)

Usage

Description

Octahydro-4H-quinolizine is an organic heterobicyclic compound, specifically the octahydro derivative of 2H-quinolizine. It serves as the parent of the class of quinolizidines, which are known for their diverse applications in various industries.

Uses

Used in Pharmaceutical Industry:
Octahydro-4H-quinolizine is used as an active pharmaceutical ingredient for its potential therapeutic properties. Its unique chemical structure allows it to interact with specific biological targets, making it a valuable compound in the development of new drugs.
Used in Chemical Synthesis:
In the chemical industry, Octahydro-4H-quinolizine is used as a key intermediate in the synthesis of various complex organic molecules. Its versatile structure enables it to be modified and functionalized, leading to the creation of a wide range of chemical products.
Used in Material Science:
Octahydro-4H-quinolizine is utilized as a building block in the development of novel materials with specific properties. Its incorporation into polymers and other materials can enhance their performance, making them suitable for various applications, such as in electronics, coatings, and adhesives.
Used in Agrochemical Industry:
Octahydro-4H-quinolizine is employed as a component in the formulation of agrochemicals, such as pesticides and herbicides. Its ability to interact with specific biological targets makes it a valuable tool in the development of more effective and targeted agrochemical products.

Synthesis Reference(s)

Tetrahedron Letters, 25, p. 939, 1984 DOI: 10.1016/S0040-4039(01)80067-8

InChI:InChI=1/C9H17N/c1-3-7-10-8-4-2-6-9(10)5-1/h9H,1-8H2

Upstream product

• 491-40-7 quinolizidin-4-one 
• 60-29-7 diethyl ether 
• 1068-56-0 isopropylmagnesium iodide 
• 64-17-5 ethanol 
• 590-29-4 potassium formate 
• 408326-66-9 5-bromo-1-(4-bromo-butyl)-pentylamine 
• 4396-27-4 nonamethyleneimine 
• 10297-05-9 1-chloro 4-iodobutane 
• 85152-52-9 2-methyl-N-(piperidin-1-ylmethylene)propan-2-amine 
• 393827-13-9 (S)-1,2,3,6,7,8,9,9a-octahydroquinolizin-4-one 
• 1119-12-6 nonane-1,5,9-triol 
• 119910-23-5 2-(4-chlorobutyl)-2-cyano-1-methoxycarbonylpiperidine 
• 106412-42-4 2-Ethoxy-piperidine-1-carboxylic acid methyl ester 
• 69209-69-4 α-cyano-N-methoxycarbonylpiperidine 

Downstream Products

• 6391-47-5 2,3,4,6,7,8-hexahydro-1H-quinolizine 
• 91-22-5 quinoline 
• 4939-43-9 10-Methyl-chinolizidin 

Relevant articles and documents

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Activating Imides with Triflic Acid: A General Intramolecular Aldol Condensation Strategy Toward Indolizidine, Quinolizidine, and Valmerin Alkaloids

A simple, inexpensive, step economic, and highly modular synthetic strategy to access izidine alkaloids is described. The key step is a TfOH-promoted intramolecular aldol condensation between enol and cyclic imide moieties. This cyclization strategy can be employed within an aza-Robinson annulation framework and represents a general tool to build fused bicyclic amines. To illustrate the power of this method, we describe the preparation of (±)-coniceine, (±)-quinolizidine, (±)-tashiromine, (±)-epilupinine, and the core of (±)-valmerins.

ELECTROLYTE, ELECTROLYTIC SOLUTION, AND ELECTROCHEMICAL DEVICE USING THE SAME

Disclosed herein is an electrolyte having excellent long-term reliability, a high withstanding voltage (a wide potential window), and high conductivity. The electrolyte contains a quaternary ammonium salt represented by the following general formula (1): wherein R1 represents a hydrocarbon group; R2 represents a hydrocarbon group, a hydrogen atom, or a halogen atom; R3 to R14 each represent an alkyl group, a fluoroalkyl group, a hydrogen atom or a halogen atom, C and C* each represent a carbon atom, N represents a nitrogen atom; h, i, j, x, y, and z are each an integer of 0 to 6, (h+x) is an integer of 0 to 6, (i+y) and (j+z) are each an integer of 1 to 6; and X? represents a counter anion having a HOMO energy of ?0.60 to ?0.20 a.u. as determined by the first-principle calculation on molecular orbital of the counter anion.

Short access to (+)-lupinine and (+)-epiquinamide via double hydroformylation

[Chemical equation presented] Short and efficient access to (+)-lupinine and (+)-epiquinamide by means of an unprecedented double hydroformylation of a bis-homoallylic azide followed by a tandem catalytic hydrogenatlon/reductive bis-amination is reported.