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5-Hydroxy-4-octanone is an organic compound characterized by its sweet, slightly pungent, buttery, nutlike odor and a sweet, buttery, oily taste. It can be synthesized by reacting sodium metal with ethyl butyrate in boiling ether or starting from methyl butyrate.

496-77-5

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496-77-5 Usage

Uses

Used in Flavor Industry:
5-Hydroxy-4-octanone is used as a flavoring agent for its distinctive sweet, buttery, and nutty taste and aroma. It is particularly useful in the creation of artificial flavors for the food and beverage industry, where it can enhance the taste and smell of various products.
Used in Fragrance Industry:
5-Hydroxy-4-octanone is used as a fragrance ingredient for its sweet, slightly pungent, and buttery scent. It can be incorporated into perfumes, colognes, and other scented products to provide a rich, complex, and pleasant aroma.
Used in Chemical Synthesis:
5-Hydroxy-4-octanone can be used as a starting material or intermediate in the synthesis of various chemicals and compounds. Its unique chemical properties make it a valuable building block for creating new molecules with specific applications in different industries.
Used in Research and Development:
5-Hydroxy-4-octanone is utilized in research and development for studying its chemical properties, reactions, and potential applications in various fields. Scientists and researchers can use 5-Hydroxy-4-octanone to explore new methods of synthesis, investigate its interactions with other molecules, and develop novel applications in various industries.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, 5-Hydroxy-4-octanone may have potential applications in the pharmaceutical industry due to its unique chemical properties. It could be used as a building block for the development of new drugs or as an intermediate in the synthesis of pharmaceutical compounds. Further research and development would be required to explore these possibilities.

Preparation

By reacting sodium metal with ethyl butyrate in boiling ether or in the same fashion starting from methyl butyrate.

Check Digit Verification of cas no

The CAS Registry Mumber 496-77-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,9 and 6 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 496-77:
(5*4)+(4*9)+(3*6)+(2*7)+(1*7)=95
95 % 10 = 5
So 496-77-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H16O2/c1-3-5-7(9)8(10)6-4-2/h7,9H,3-6H2,1-2H3/t7-/m1/s1

496-77-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Hydroxy-4-octanone

1.2 Other means of identification

Product number -
Other names 4-Octanone, 5-hydroxy-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:496-77-5 SDS

496-77-5Relevant articles and documents

Sol-gel synthesis of ceria-zirconia-based high-entropy oxides as high-promotion catalysts for the synthesis of 1,2-diketones from aldehyde

Dinjar, Kristijan,Djerdj, Igor,Koj?inovi?, Jelena,Kukovecz, ákos,Markovi?, Berislav,Mileti?, Aleksandar,Nagy, Sándor Balázs,Sapi, Andras,Stenzel, David,Széchenyi, Aleksandar,Szenti, Imre,Tang, Yushu,Tatar, Dalibor,Varga, Gábor,Ziegenheim, Szilveszter

, (2021/10/20)

Efficient Lewis-acid-catalyzed direct conversion of aldehydes to 1,2-diketones in the liquid phase was enabled by using newly designed and developed ceria–zirconia-based high-entropy oxides (HEOs) as the actual catalysts. The synergistic effect of various cations incorporated in the same oxide structure (framework) was partially responsible for the efficiency of multicationic materials compared to the corresponding single-cation oxide forms. Furthermore, a clear, linear relationship between the Lewis acidity and the catalytic activity of the HEOs was observed. Due to the developed strategy, exclusively diketone-selective, recyclable, versatile heterogeneous catalytic transformation of aldehydes can be realized under mild reaction conditions.

Preparation method of acyloin compounds

-

Paragraph 0018; 0019; 0023; 0024, (2017/08/27)

The invention relates to a preparation method of acyloin compounds, and belongs to the field of fine chemical industry. A new catalyst 1-n butyl benzimidazole hydrochloride is provided for synthesis of the acyloin compounds, and the products have the advantages of good quality and less side reactions; deficiencies existed in the prior art are overcome.

Tandem hydroformylation/acyloin reaction - The synergy of metal catalysis and organocatalysis yielding acyloins directly from olefins

Ostrowski, Karoline A.,Fassbach, Thiemo A.,Vorholt, Andreas J.

supporting information, p. 1374 - 1380 (2015/07/07)

A novel, atom efficient, orthogonal tandem catalysis was developed yielding acyloin products (α-hydroxy ketones) directly from olefins under hydroformylation conditions. The combination of a metal-catalysed hydroformylation and an organocatalysed acyloin reaction provides three atom efficient C-C bond formations to linear, multifunctional molecules via linkage of the intermediate n-aldehydes. Additionally, the rhodium catalyst system gives a high n/bra ratio with an exclusive conversion of the terminal double bond in the hydroformylation and the n-aldehydes are converted selectively to their acyloins.

Efficient Domino Hydroformylation/Benzoin Condensation: Highly Selective Synthesis of α-Hydroxy Ketones

Dong, Kaiwu,Sang, Rui,Soule, Jean-Francois,Bruneau, Christian,Franke, Robert,Jackstell, Ralf,Beller, Matthias

supporting information, p. 18033 - 18037 (2015/12/24)

An improved domino hydroformylation/benzoin condensation to give α-hydroxy ketones has been developed. Easily available olefins are smoothly converted into the corresponding α-hydroxy ketones in high yields with excellent regioselectivities. Key to success is the use of a specific catalytic system consisting of a rhodium/phosphine complex and the CO2 adduct of an N-heterocyclic carbene. 2 for 1: An improved domino hydroformylation/benzoin condensation of olefins has been developed in the presence of a specific catalytic system consisting of a rhodium/phosphine complex and the CO2 adduct of an N-heterocyclic carbene.

Synthesis of thermoregulated phase-separable triazolium ionic liquids catalysts and application for Stetter reaction

Yu, Feng-Li,Zhang, Rui-Li,Xie, Cong-Xia,Yu, Shi-Tao

experimental part, p. 9145 - 9150 (2011/01/12)

A series of polyether-substituted triazolium ionic liquids catalysts have been first synthesized for resolving the problem of separation and reuse of Stetter catalysts. The catalysts possess the properties of critical solution temperature (CST) and inverse temperature-dependent solubility in toluene/heptane solvents. Based on these properties, the catalysts can achieve the catalytic process named as thermoregulated phase-separable catalysis (TPSC) with the characteristic of homogeneous reaction at higher temperature and phase-separation at lower temperature. The novel TPSC system has been successfully applied for Stetter reaction of furfural or butanal with ethyl acrylate. The experimental results have showed that the novel catalysts exhibit excellent TPSC with high recycling efficiency.

Polyether-substituted thiazolium ionic liquid catalysts - A thermoregulated phase-separable catalysis system for the Stetter reaction

Yu, Fengli,Zhang, Ruili,Xie, Congxia,Yu, Shitao

experimental part, p. 1196 - 1200 (2010/10/20)

A series of polyether-substituted thiazolium ionic liquids have been synthesized and used as catalysts in the Stetter reaction. The ionic liquids are a thermoregulated phase-separable catalysis (TPSC) system, because they possess the properties of critical solution temperature (CST) and inverse temperature-dependent solubility in toluene-heptane. The results showed that the novel TPSC system exhibits high recycling efficiency, and provides a potential route for a environmentally benign Stetter reaction. The Royal Society of Chemistry 2010.

Thiazolium salt immobilized on ionic liquid: An efficient catalyst and solvent for preparation of α-hydroxyketones

Mohanazadeh, Farajollah,Aghvami, Majid

, p. 2467 - 2475 (2008/02/10)

Aldehydes were efficiently converted to acyloins and benzoins using a new ionic liquid, 3-[2-(1-butyl-1H-imidazol-1,3-ium-3-yl)ethyl]-4,5-dimethyl-1,3- thiazol-3-ium dibromide 1. This ionic liquid is introduced as a catalyst and a solvent. Acyloins and benzoins were easily isolated from the reaction mixture via simple extraction, and the ionic liquid could be recycled for further use. Also, -hydroxy ketones with an aromatic and aliphatic substituent were prepared starting from aromatic and aliphatic aldehydes in the presence of ionic liquid 1.

Product selectivity in the electroreduction of thioesters

We?wer,Olivero,Du?ach

, p. 1709 - 1714 (2007/10/03)

The electroreduction of differently substituted aromatic and aliphatic thioesters (RCOSR′) led to regioselective reactions depending on the nature of the substituents. Thus, the cleavage between the carbonyl group and the SR′ group afforded α-diketones an

Convenient preparation of metals deposited on solid supports and their use in organic synthesis

Majkosza, Mieczyslaw,Nieczypor, Piotr,Grela, Karol

, p. 10827 - 10836 (2007/10/03)

'High-surface alkali metals' can be conveniently prepared via deposition of corresponding metals on various supports such as sodium chloride, polyethylene, polypropylene and cross-linked polystyrene from their solutions in liquid ammonia. Alkali metals deposited on polymeric supports can be stored in form of stable suspensions in inert solvents and used for the acyloin and Dieckmann condensations and for preparation of organolithiums. Addition of the suspension of supported alkali metal to a solution of zinc chloride gave an active zinc on polymeric support, which can be used for the Reformatski and Barbier reactions.

Diastereoselective reduction of acyclic hydroxyketones and diketones with an indium hydride reagent

Yamada, Masafumi,Horie, Tomoaki,Kawai, Masao,Yamamura, Hatsuo,Araki, Shuki

, p. 15685 - 15690 (2007/10/03)

Hydroxyketones and diketones have been reduced with lithium indium hydride to give meso-diols selectively. α-Hydroxyketones and α-diketones are reduced to meso-1,2-diols with high diastereoselectivities, whereas the selectivities of β-hydroxyketones and β-diketones are less satisfactory.

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