58879-40-6

Basic information

• Product Name: 1,13-Tetradecadien-3-one
• Synonyms: 1,13-Tetradecadien-3-one
• CAS NO: 58879-40-6
• Molecular Formula: C₁₄H₂₄O
• Molecular Weight: 208.3398
• Mol File: 58879-40-6.mol

Chemical Properties

• Boiling Point: 290.4°Cat760mmHg
• Flash Point: 124.9°C
• Appearance: /
• Density: 0.843g/cm³
• Vapor Pressure: 0.00208mmHg at 25°C
• Refractive Index: 1.45
• CAS DataBase Reference: 1,13-Tetradecadien-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,13-Tetradecadien-3-one(58879-40-6)
• EPA Substance Registry System: 1,13-Tetradecadien-3-one(58879-40-6)

Safety Data

• Hazardous Substances Data: 58879-40-6(Hazardous Substances Data)

Usage

Physical state

Colorless to pale yellow liquid

Odor

Fruity, floral

Natural sources

Fruits, flowers, and vegetables

Application in food industry

Flavoring agent

Application in perfumery

Production of perfumes and fragrances

Biological activity

Potential role as a pheromone in certain insect species

Versatility

Practical and scientific applications

InChI:InChI=1/C14H24O/c1-3-5-6-7-8-9-10-11-12-13-14(15)4-2/h3-4H,1-2,5-13H2

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Relevant articles and documents

A novel, short and repeatable two-carbon ring expansion reaction by thermo-isomerization: Easy synthesis of macrocyclic ketones

A novel two-carbon ring enlargement procedure, in which medium- and large-ring 1-vinylcycloalkanols are thermoisomerized in a flow reactor system at temperatures of 600°C to about 650°C, produces the isomeric ring-expanded cycloalkanones directly and efficiently. This two-step ring expansion protocol can easily be applied several times successively. For e.g., the musk odorant cyclopentadecanone (Exaltone?) is prepared from cycloundecanone in two repetitive cycles. Thermo-isomerization of the corresponding ethynylic cycloalkanols gives in moderate yields the bishomologous α,β-unsaturated macrocyclic (E)-2-cycloalkenones. A reaction mechanism via alkyl hydroxyallyl biradical intermediates is proposed.

CONVENIENT SYNTHESIS OF VINYL KETONES VIA A NEW THREE CARBON HOMOLOGATING AGENT

Syntheses of vinyl ketones and the himachalene skeleton from 4-phenylthio-N,N-dimethylaminobutyronitrile were demonstrated.