4819-67-4

Basic information

• Product Name: 2-N-PENTYLCYCLOPENTANONE
• Synonyms: QUINTONE;(R,S)-2-Pentyl-cyclopentanone;2-pentylcyclopentan-1-one;2-pentyl-cyclopentanon;2-Pentylcyclopentanone;2-pentyl-Cyclopentanone;R,S-2-Pentyl-cyclopentanone;2-N-PENTYLCYCLOPENTANONE
• CAS NO: 4819-67-4
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.25
• EINECS: 225-392-2
• Mol File: 4819-67-4.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 217.7 °C at 760 mmHg
• Flash Point: 78.3 °C
• Appearance: /
• Density: 0.895 g/cm³
• Vapor Pressure: 0.131mmHg at 25°C
• Refractive Index: 1.451
• Storage Temp.: 2-8°C
• Water Solubility: 278.8mg/L at 20℃
• CAS DataBase Reference: 2-N-PENTYLCYCLOPENTANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-N-PENTYLCYCLOPENTANONE(4819-67-4)
• EPA Substance Registry System: 2-N-PENTYLCYCLOPENTANONE(4819-67-4)

Safety Data

• Hazardous Substances Data: 4819-67-4(Hazardous Substances Data)

Usage

Chemical Properties

2-N-PENTYLCYCLOPENTANONE is a colorless liquid with a complex floral, aromatic, fruity odor and a lactonic undertone. 2-Pentylcyclopentanone and its higher homolog 2-heptylcyclopentanone are prepared by aldol condensation of cyclopentanone with the corresponding aliphatic aldehydes to give 2-alkylidenecyclopentanone and subsequent hydrogenation of the double bond. The aldol reaction can be performed efficiently by using N-containing bases such as proline and piperidine, in the presence of acid. The (R)-enantiomers of 2-alkylcyclopentanones can be prepared in high optical purity from 2-alkylcyclopentenol esters or 2-alkylidene cyclopentanones by using enzymatic methods. 2-Pentylcyclopentanone is used in jasmine, herbal, and lavender compositions.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C10H18O/c1-2-3-4-6-9-7-5-8-10(9)11/h9H,2-8H2,1H3

Upstream product

• 14294-62-3 1-(furan-2-yl)hexan-1-ol 
• 71-41-0 pentan-1-ol 
• 543-59-9 1-Chloropentane 
• 110-62-3 pentanal 
• 120-92-3 cyclopentanone 
• 67382-39-2 2-(E)-pentylidene cyclopentanone 
• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 
• 10472-24-9 methyl 2-oxocyclopentane-1-carboxylate 
• 110-53-2 1-Bromopentane 
• 25564-22-1 2-pentyl-2-cyclopenten-1-one 
• 14090-60-9 2-cyclopentylidene-1,1-dimethylhydrazine 
• 109-67-1 1-penten 
• 628-17-1 amyl iodide 
• 19980-43-9 1-(trimethylsilyloxy)cyclopentene 

Downstream Products

• 386224-25-5 1-methyl-2-pentyl-cyclopent-2-enol 
• 25564-22-1 2-pentyl-2-cyclopenten-1-one 
• 70396-78-0 2-n-pentyl-4-cyclopentenone 
• 24851-93-2 2-pentylcyclopent-1-en-1-yl acetate 
• 2825-91-4 (R)-δ-decalactone 
• 59285-67-5 (S)-(-)-tetrahydro-6-pentyl-2H-pyran-2-one 
• 484050-00-2 C₁₀H₂₀O 
• 484049-98-1 C₁₀H₂₀O 
• 94113-44-7 6-pentyl-1,4-dioxaspiro[4.4]nonane 
• 32821-72-0 δ-decanolactone 
• 2570-03-8 (+/-)-methyl dihydroepijasmonate 
• 51806-24-7 methyl 1-hydroxy-2-pentylcyclopent-2-eneacetate 
• 51806-23-6 methyl 1-carboxymethyl-1-(2-pentyl-3-oxocyclopentyl)acetate 
• 3572-64-3 2-(3-oxy-2-pentylcyclopentyl)acetic acid 

Relevant articles and documents

Synthesis process of natural delta-decalactone

The invention relates to a synthesis process of natural delta-decalactone, and belongs to the technical field of food additives, and the natural delta-decalactone is obtained by taking furfural and n-amyl alcohol as raw materials through chlorination, Grignard coupling, Piancatelli rearrangement, hydrogenation and oxidation. The purity of the delta-decalactone prepared in the synthesis process of the natural delta-decalactone can reach 98% or above, the natural degree detected by isotope mass spectrometry C14 is 95% or above, and the problems that the synthesis route of the delta-decalactone is complex and the yield is low are solved; and the experimental method is simple, convenient and feasible, the reaction condition is mild, the experimental condition is easy to realize and control, and the method has the characteristics that the raw materials are easy to obtain and rich in source, the yield is relatively high, the used catalyst can be repeatedly used and the like.

Chemo-Enzymatic Oxidative Rearrangement of Tertiary Allylic Alcohols: Synthetic Application and Integration into a Cascade Process

A chemo-enzymatic catalytic system, comprised of Bobbitt's salt and laccase from Trametes versicolor, allowed the [1,3]-oxidative rearrangement of endocyclic allylic tertiary alcohols into the corresponding enones under an Oxygen atmosphere in aqueous media. The yields were in most cases quantitative, especially for the cyclopent-2-en-1-ol or the cyclohex-2-en-1-ol substrates without an electron withdrawing group (EWG) on the side chain. Transpositions of macrocyclic alkenols or tertiary alcohols bearing an EWG on the side chain were instead carried out in acetonitrile by using an immobilized laccase preparation. Dehydro-Jasmone, dehydro-Hedione, dehydro-Muscone and other fragrance precursors were directly prepared with this procedure, while a synthetic route was developed to easily transform a cyclopentenone derivative into trans-Magnolione and dehydro-Magnolione. The rearrangement of exocyclic allylic alcohols was tested as well, and a dynamic kinetic resolution was observed: α,β-unsaturated ketones with (E)-configuration and a high diastereomeric excess were synthesized. Finally, the 2,2,6,6-tetramethyl-1-piperidinium tetrafluoroborate (TEMPO+BF4?)/laccase catalysed oxidative rearrangement was combined with the ene-reductase/alcohol dehydrogenase cascade process in a one-pot three-step synthesis of cis or trans 3-methylcyclohexan-1-ol, in both cases with a high optical purity. (Figure presented.).

HYDROSILANE/LEWIS ACID ADDUCT, PARTICULARLY ALUMINUM, IRON, AND ZINC, METHOD FOR PREPARING SAME, AND USE OF SAID SAME IN REACTIONS FOR REDUCING CARBONYL DERIVATIVES

Disclosed is an adduct between a Lewis acid, preferably aluminum trichloride, iron trichloride, or zinc dichloride, and a hydrosilane;—a method for preparing same; and a method for for reducing, particularly, an aldehyde, a ketone, an α,β-unsaturated ketone, an imine, or an α,β-unsaturated imine.