224031-70-3

Basic information

• Product Name: 1-(spiro[4.5]dec-7-en-7-yl)pent-4-en-1-one
• Synonyms: 1-(Spiro[4.5]dec-7-en-7-yl)pent-4-en-1-one; 4-penten-1-one, 1-spiro[4.5]dec-7-en-7-yl-
• CAS NO: 224031-70-3
• Molecular Formula: C₁₅H₂₂O
• Molecular Weight: 218.3346
• Mol File: 224031-70-3.mol

Chemical Properties

• Boiling Point: 331.7°C at 760 mmHg
• Flash Point: 140.1°C
• Density: 0.97g/cm³
• Vapor Pressure: 0.000153mmHg at 25°C
• Refractive Index: 1.508
• CAS DataBase Reference: 1-(spiro[4.5]dec-7-en-7-yl)pent-4-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(spiro[4.5]dec-7-en-7-yl)pent-4-en-1-one(224031-70-3)
• EPA Substance Registry System: 1-(spiro[4.5]dec-7-en-7-yl)pent-4-en-1-one(224031-70-3)

Safety Data

• Hazardous Substances Data: 224031-70-3(Hazardous Substances Data)

Usage

Chemical structure

Tropinone has a bicyclic ring system with a spiro[4.5]decane ring and a conjugated pentenone side chain.

Precursor

It is a precursor in the biosynthesis of tropane alkaloids, which are found in plants like deadly nightshade and coca plant.

Pharmaceutical applications

Tropinone can be chemically modified to produce important pharmaceuticals such as atropine and scopolamine.

Medical uses

Atropine and scopolamine, derived from tropinone, are used to treat a range of medical conditions including motion sickness, asthma, and eye disorders.

Versatile reactivity

Tropinone is known for its versatile reactivity, making it a valuable target for chemical synthesis.

Biological significance

Due to its role in the biosynthesis of tropane alkaloids and its potential for pharmaceutical development, tropinone holds significant biological importance.

Drug development

Tropinone is a target for drug development, as its derivatives have potential therapeutic applications in various medical conditions.

Molecular weight

The molecular weight of tropinone is approximately 163.23 g/mol.

Upstream product

• 224031-68-9 9-ethynylspiro[4.5]decan-9-ol 
• 107-18-6 allyl alcohol 

Relevant articles and documents

PROCESS FOR PREPARING SPIROGALBANONE

A method of making spirogalbanone comprising the steps of: (a) subjecting ethynylspirodecanol to a Rupe rearrangement to give a compound of the formula I; (b) converting the compound of (a) to a C1-C4 alkyl acetal; (c) subjecting the acetal to a trans-acetalisation reaction with allyl alcohol in the presence of a mild acid catalyst; (d) heating the product of (c) in the presence of an acid catalyst to give an allylenolether; and (e) subjecting the product of (d) to a Claisen rearrangement to give spirogalbanone. The method affords an easier and more efficient method of preparation.