Production Method 1

3859-39-0

823-36-9

Reaction Conditions

1.1 Catalysts: Triethylsilane

Reference

2-Alkylcycloalkane-1,3-diones

, USSR, , ,

Production Method 2

3859-41-4

823-36-9

Reaction Conditions

1.1 Reagents: Hantzsch ester Catalysts: L-Proline Solvents: Dichloromethane ;  1 h, rt

Reference

Synthesis of highly strained bicyclic[3.n.1]alkenes by a metal-catalyzed Conia-ene reaction

Kallepu, Shivakrishna; et al, Chemical Communications (Cambridge, 2015, 51(94), 16840-16843

Production Method 3

17082-61-0

4744-08-5

823-36-9

Reaction Conditions

1.1 Reagents: Boron trifluoride etherate Solvents: Dichloromethane
2.1 Reagents: Nafion H Solvents: Trifluoroacetic acid

Reference

An improved pinacol rearrangement for the synthesis of 2-alkyl-1,3-cyclopentanediones

Martinez, Rodolfo A.; et al, Synthetic Communications, 1989, 19(3-4), 373-7

Production Method 4

3859-39-0

823-36-9

Reaction Conditions

1.1 Reagents: Hydrochloric acid ,  Sodium cyanoborohydride Solvents: Tetrahydrofuran ,  Water

Reference

An efficient synthesis of alkyl substituted cyclic 1,3-diones

Pashkovsky, Felix S.; et al, Synlett, 2001, (9), 1391-1394

Production Method 5

3859-39-0

823-36-9

Reaction Conditions

1.1 Reagents: Hydrochloric acid ,  Sodium cyanoborohydride Solvents: Tetrahydrofuran ,  Water

Reference

Selective reduction of the acyl group in cyclic α-acyl-β-dicarbonyl compounds with sodium cyanoborohydride. Efficient synthesis of cyclic α-alkyl-β-dicarbonyl compounds

Pashkovsky, F. S.; et al, Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, 2001, 50(2), 324-326

Production Method 6

3859-41-4

823-36-9

Reaction Conditions

1.1 Reagents: Hantzsch ester Catalysts: L-Proline Solvents: Dichloromethane ;  10 - 14 h, rt

Reference

CuH-Catalyzed Enantioselective Desymmetrization of Cyclic 1,3-Diketones

Patil, Vaibhav B.; et al, Organic Letters, 2022, 24(44), 8233-8238

Production Method 7

3859-41-4

823-36-9

Reaction Conditions

1.1 Reagents: Hantzsch ester Catalysts: L-Proline Solvents: Dichloromethane ;  0.5 - 48 h, 25 °C

Reference

Design, synthesis and application of spiro[4.5]cyclohexadienones via one-pot sequential p-hydroxybenzylation/oxidative dearomatization

Patil, Vaibhav B.; et al, Chemical Communications (Cambridge, 2021, 57(45), 5574-5577

Production Method 8

3859-41-4

823-36-9

Reaction Conditions

1.1 Reagents: Hantzsch ester Catalysts: L-Proline Solvents: Ethanol ;  overnight, 25 °C

Reference

Stereoselective synthesis of pentasubstituted 1,3-dienes via Ni-catalyzed reductive coupling of unsymmetrical internal alkynes

Zhou, Zhijun; et al, Chemical Science, 2020, 11(37), 10204-10211

Production Method 9

638-37-9

823-36-9

Reaction Conditions

1.1 Reagents: Hantzsch ester ;  1 h, 25 °C

Reference

Carbonyl-assisted reverse regioselective cascade annulation of 2-acetylenic ketones triggered by Ru-catalyzed C-H activation

Gollapelli, Krishna Kumar; et al, Chemical Science, 2016, 7(7), 4748-4753

Production Method 10

125113-33-9

823-36-9

Reaction Conditions

1.1 Reagents: Nafion H Solvents: Trifluoroacetic acid

Reference

An improved pinacol rearrangement for the synthesis of 2-alkyl-1,3-cyclopentanediones

Martinez, Rodolfo A.; et al, Synthetic Communications, 1989, 19(3-4), 373-7

Production Method 11

3859-41-4

823-36-9

1093646-54-8

Reaction Conditions

1.1 Reagents: Hantzsch ester Catalysts: L-Proline Solvents: Dichloromethane ;  0.25 h, 25 °C

Reference

Direct amino acid-catalyzed cascade biomimetic reductive alkylations: application to the asymmetric synthesis of Hajos-Parrish ketone analogues

Ramachary, Dhevalapally B.; et al, Organic & Biomolecular Chemistry, 2008, 6(22), 4176-4187

2-Ethyl-1,3-cyclopentanedione Raw materials

• Cyclopentane-1,3-dione
• trimethyl-(2-trimethylsilyloxycyclobuten-1-yl)oxy-silane
• Propionaldehyde diethyl acetal
• Cyclobutanone, 2-(1-ethoxypropyl)-2-[(trimethylsilyl)oxy]-
• butanedial
• 2-Acetylcyclopentane-1,3-dione

2-Ethyl-1,3-cyclopentanedione Preparation Products

• 2-Ethyl-1,3-cyclopentanedione (823-36-9)
• 2-Cyclopenten-1-one, 2,2'-ethylidenebis[3-hydroxy- (1093646-54-8)

• 1. Embedding heteroatoms: an effective approach to create porphyrin-based functional materials
  Norihito Fukui,Keisuke Fujimoto,Hideki Yorimitsu,Atsuhiro Osuka Dalton Trans., 2017,46, 13322-13341
• 2. Dissociative dynamics of O2 on Ag(110)?
  Ivor Lon?ari? Phys. Chem. Chem. Phys., 2015,17, 9436-9445
• 3. Exchangeability of amino acid residues with similar physicochemical properties in coiled-coil interactions?
  Guiying Zhang,Maosheng Cheng,Yanni Li,Keliang Liu,Lifeng Cai Chem. Commun., 2013,49, 11086-11088
• 4. Enabling high-throughput single-animal gene-expression studies with molecular and micro-scale technologies
  Jason Wan Lab Chip, 2020,20, 4528-4538
• 5. Excess electrons in lithium–ethylamine solutions—density, electrical conductivity and EPR studies
  Phys. Chem. Chem. Phys., 1999,1, 3561-3565

• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds 1,3-dicarbonyl compounds
• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds 1,3-dicarbonyl compounds
• Solvents and Organic Chemicals Organic Compounds Aldehyde/Ketone

2-Ethyl-1,3-cyclopentanedione (CAS No. 823-36-9): A Versatile Organic Compound with Broad Applications

2-Ethyl-1,3-cyclopentanedione (CAS No. 823-36-9) is a cyclic diketone with significant relevance in organic synthesis, pharmaceuticals, and flavor chemistry. Its unique structure, featuring a five-membered ring with two carbonyl groups and an ethyl substituent, makes it a valuable intermediate for synthesizing complex molecules. The compound's chemical reactivity and stability have garnered attention in research and industrial applications, particularly in the development of fragrances, pharmaceutical intermediates, and specialty chemicals.

In recent years, the demand for 2-Ethyl-1,3-cyclopentanedione has surged due to its role in creating natural-like flavors and aromas. Consumers are increasingly seeking clean-label and sustainable ingredients, driving innovation in the food and beverage industry. This compound's ability to mimic caramel, nutty, and woody notes aligns with trends toward plant-based and artisanal products. Researchers are also exploring its potential in green chemistry, focusing on eco-friendly synthesis methods to reduce environmental impact.

The pharmaceutical industry has shown interest in CAS No. 823-36-9 as a precursor for drug development. Its cyclic diketone structure is a key building block for heterocyclic compounds, which are prevalent in active pharmaceutical ingredients (APIs). Studies highlight its utility in synthesizing anti-inflammatory and antimicrobial agents, addressing global health challenges. Additionally, its low toxicity profile makes it a safer alternative for biocompatible materials.

From a synthetic chemistry perspective, 2-Ethyl-1,3-cyclopentanedione is prized for its regioselectivity and functional group compatibility. Chemists leverage its reactivity in Michael additions, condensation reactions, and cyclization processes. These properties are critical for designing high-performance materials, such as polymers and coatings, which require precise molecular control. The compound's versatility also extends to catalysis, where it serves as a ligand or co-catalyst in asymmetric synthesis.

In the flavor and fragrance sector, 2-Ethyl-1,3-cyclopentanedione is a cornerstone for creating complex olfactory profiles. Its ability to enhance umami and roasted characteristics makes it indispensable in gourmet applications. With the rise of functional foods and nutraceuticals, this compound is being incorporated into health-focused formulations. Brands are capitalizing on its natural-identical status to meet regulatory standards while delivering premium sensory experiences.

Looking ahead, advancements in biocatalysis and enzymatic synthesis are expected to revolutionize the production of 2-Ethyl-1,3-cyclopentanedione. Researchers are investigating microbial pathways to achieve higher yields and reduced waste, aligning with circular economy principles. As industries prioritize carbon neutrality, the compound's role in sustainable manufacturing will likely expand, solidifying its position as a future-proof chemical entity.

• 126624-26-8(1,3-Cyclopentanedione,4-octyl- (9CI))
• 4056-69-3
• 85283-37-0(4,6(1H,5H)-Azulenedione, hexahydro-, trans-)
• 1670-46-8(2-acetylcyclopentan-1-one)
• 424823-07-4(1,3-Cyclopentanedione,2-methyl-, radical ion(1+) (9CI))
• 85283-36-9(4,6(1H,5H)-Azulenedione, hexahydro-, cis-)
• 765-69-5(2-Methylcyclopentane-1,3-dione)
• 15783-02-5(2,5-Dioxocyclopentane-1-carbaldehyde)
• 126624-27-9(1,3-Cyclopentanedione,4-hexyl- (9CI))
• 62248-55-9(1,3-Cyclopentanedione, 2-nonyl-)