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3-acetylheptane-2,6-dione, commonly known as acetylacetone, is a yellowish liquid with a fruity odor. It is an organic compound and a β-diketone characterized by a six-carbon chain with two acetyl groups attached to the second and sixth carbon atoms. This structure endows it with β-diketone properties, making it a versatile reagent in organic synthesis and a building block for the preparation of various compounds, including pharmaceuticals, agricultural chemicals, and fragrances. Acetylacetone is also recognized for its ability to form stable complexes with metal ions, serving as a metal chelator in industrial and laboratory applications. Furthermore, it has been studied for its potential therapeutic properties due to its antioxidant and anti-inflammatory effects.

29214-57-1

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29214-57-1 Usage

Uses

Used in Organic Synthesis:
3-acetylheptane-2,6-dione is used as a reagent in organic synthesis for its β-diketone properties, enabling the preparation of a wide range of compounds, including pharmaceuticals, agricultural chemicals, and fragrances.
Used in Metal Chelation:
In various industrial and laboratory applications, 3-acetylheptane-2,6-dione is used as a metal chelator due to its ability to form stable complexes with metal ions, which is essential for processes requiring metal ion management.
Used in Pharmaceutical Preparation:
3-acetylheptane-2,6-dione is used as a building block in the preparation of pharmaceutical compounds, contributing to the development of new drugs and therapeutic agents.
Used in Antioxidant and Anti-inflammatory Research:
3-acetylheptane-2,6-dione is investigated for its potential therapeutic properties as an antioxidant and anti-inflammatory agent, with research exploring its effects on health and disease prevention.

Check Digit Verification of cas no

The CAS Registry Mumber 29214-57-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,9,2,1 and 4 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 29214-57:
(7*2)+(6*9)+(5*2)+(4*1)+(3*4)+(2*5)+(1*7)=111
111 % 10 = 1
So 29214-57-1 is a valid CAS Registry Number.
InChI:InChI=1/C9H14O3/c1-6(10)4-5-9(7(2)11)8(3)12/h9H,4-5H2,1-3H3

29214-57-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-acetylheptane-2,6-dione

1.2 Other means of identification

Product number -
Other names 3-Acetyl-2,6-heptanedione

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:29214-57-1 SDS

29214-57-1Relevant academic research and scientific papers

Promiscuous zinc-dependent acylase-mediated carbon-carbon bond formation in organic media

Xu, Jian-Ming,Zhang, Fu,Liu, Bo-Kai,Wu, Qi,Lin, Xian-Fu

, p. 2078 - 2080 (2007)

A zinc-dependent acylase, d-aminoacylase from Escherichia. Coli, displays a promiscuous activity to catalyze the carbon-carbon bond formation reaction of 1,3-dicarbonyl compounds to methyl vinyl ketone in organic media. The Royal Society of Chemistry.

Solvent free reaction under microwave irradiation: A new procedure for Eu+3-catalyzed Michael addition of 1,3-dicarbonyl compounds

Soriente, Annunziata,Spinella, Aldo,De Rosa, Margherita,Giordano, Manuela,Scettri, Arrigo

, p. 289 - 290 (1997)

C-C bond formation via Michael addition is achieved in high yields and short times by employing catalytic amounts of EuCl3 in dry media under microwave irradiation.

Silica gel-mediated catalyst-free and solvent-free Michael addition of 1,3-dicarbonyl compounds to highly toxic methyl vinyl ketone without volatilization

Tanemura, Kiyoshi,Rohand, Taoufik

supporting information, (2020/06/28)

Silica gel-mediated Michael addition of 1,3-dicarbonyl compounds to methyl vinyl ketone (MVK) and ethyl vinyl ketone (EVK) was carried out to give the corresponding adducts in quite excellent yields. The reactions could be carried out without any catalysts and solvents. In addition, highly toxic MVK and EVK could be employed without significant volatilization. Silica gel could be recycled five times without the decrease of the yields.

BR?NSTED-ACIDIC FLUOROALKYL PHOSPHONATES

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Paragraph 0221-0233; 0234-0235; 0236-0239, (2018/10/04)

The invention relates to Br?nsted-acidic fluoroalkyl phosphonates as bifunctional catalysts and to processes for the preparation thereof.

Michael addition catalyzed by difluorotris(pentafluoroethyl)phosphorane

Bittner, Bozena,Koppe, Karsten,Frank, Walter,Ignat'Ev, Nikolai

supporting information, p. 22 - 27 (2015/12/30)

Difluorotris(pentafluoroethyl)phosphorane, (C2F5)3PF2, was found to be an active catalyst for the Michael addition reaction of 1,3-β-diketones or β-ketoesters (Michael donors) and linear or cyclic unsaturated ketones (Michael acceptors). The reaction proceeds under mild conditions with low catalyst loading and results in the formation of the Michael addition products in moderate to high yields. The developed protocol does not require the use of a base for the in situ generation of a carbanion (Michael donor).

SYNTHESIS OF FURAN, THIOPHENE, AND PYRROLES FROM ACETOACETIC ESTERS

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Paragraph 0092-0095, (2016/11/07)

The present invention refers to using ester pgd2 alkylacetoacetoates furan, thiophene, method relates to synthesis of pyrrole, more particularly the acetohydroxy pgd2 ester compound alpha, beta unsaturated carbonyl compounds obtained is added to the 1,5-dicarbonyl compounds (II)/ cobalt manganese (III) method of silica glass by sol the reaction deacetylase with Neel step then alkali to thereby synthesize a compound 1,4-dicarboxylic, Paal-Knorr herein using synthesis on the furan, thiophene, pyrrole for synthesizing relates to method. According to the present invention, a necessary for synthesis of Paal-Knorr 1,4-dicarbonyl compounds efficiently mixed in the oxidation reaction from said 1,5-dicarbonyl compounds (deacetylase reaction) and a conjunction synthesis on the Paal-Knorr in the reaction vessel a are sequentially two reactors furan, thiophene, and of won-port synthesis method by using the mask pattern.. (by machine translation)

Tandem catalytic oxidative deacetylation of acetoacetic esters and heteroaromatic cyclizations

Ju, Yeming,Miao, Di,Yu, Ruiyang,Koo, Sangho

, p. 2588 - 2599 (2015/04/21)

One pot syntheses of furan, thiophene, and pyrrole were accomplished by oxidative deacetylation using Mn(iii)/Co(ii) catalysts and the Paal-Knorr reaction from 1,5-dicarbonyl compounds, which are prepared from the conjugate addition of ethyl acetoacetate to α,β-unsaturated carbonyl compounds. The oxidative deacetylation and reductive cyclization of β-ketoesters derived from ethyl acetoacetate and o-nitrobenzyl bromides efficiently produced diversely substituted indoles. This journal is

Preparation of a microsized cerium chloride-based catalyst and its application in the Michael addition of β-diketones to vinyl ketones

Terent'Ev, Alexander O.,Vil', Vera A.,Yaremenko, Ivan A.,Bityukov, Oleg V.,Levitsky, Dmitri O.,Chernyshev, Vladimir V.,Nikishin, Gennady I.,Fleury, Fabrice

, p. 1493 - 1502 (2014/05/06)

A facile method, which does not require special equipment, was developed for the preparation of microsized cerium chloride by the thermal treatment of CeCl3·7H2O or the evaporation of its alcoholic solutions. The way of the preparation of the cerium chloride-based catalyst plays a decisive role in its catalytic activity. This catalyst is efficient in the Michael addition of β-diketones to vinyl ketones giving β,δ-triketones.

Metal-dioxidoterephthalate MOFs of the MOF-74 type: Microporous basic catalysts with well-defined active sites

Valvekens, Pieterjan,Vandichel, Matthias,Waroquier, Michel,Van Speybroeck, Veronique,De Vos, Dirk

, p. 1 - 10 (2014/07/21)

The hybrid frameworks M2dobdc (dobdc4- = 2,5-dioxidoterephthalate, M2+ = Mg2+, Co2+, Ni2+, Cu2+ and Zn2+), commonly known as CPO-27 or MOF-74, are shown to be active catalysts in base-catalyzed reactions such as Knoevenagel condensations or Michael additions. Rather than utilizing N-functionalized linkers as a source of basicity, the intrinsic basicity of these materials arises from the presence of the phenolate oxygen atoms coordinated to the metal ions. The overall activity is due to a complex interplay of the basic properties of these structural phenolates and the reactant binding characteristics of the coordinatively unsaturated sites. The nature of the active site and the order of activity between the different M 2dobdc materials were rationalized via computational efforts; the most active material, both in theory and in experiment, is the Ni-containing variant. The basicity of Ni2dobdc was experimentally proven by chemisorption of pyrrole and observation by IR spectroscopy.

Base catalytic activity of alkaline earth MOFs: A (micro)spectroscopic study of active site formation by the controlled transformation of structural anions

Valvekens,Jonckheere,De Baerdemaeker,Kubarev,Vandichel,Hemelsoet,Waroquier,Van Speybroeck,Smolders,Depla,Roeffaers,De Vos

, p. 4517 - 4524 (2015/02/19)

A new method has been developed for generating highly dispersed base sites on metal-organic framework (MOF) lattices. The base catalytic activity of two alkaline earth MOFs, M2(BTC)(NO3)(DMF) (M = Ba or Sr, H3BTC = 1,3,5-benzenetricarboxylic acid, DMF = N,N-dimethylformamide) was studied as a function of their activation procedures. The catalytic activity in Knoevenagel condensation and Michael addition reactions was found to increase strongly with activation temperature. Physicochemical characterization using FTIR, 13C CP MAS NMR, PXRD, XPS, TGA-MS, SEM, EPR, N2physisorption and nitrate content analysis shows that during activation, up to 85% of the nitrate anions are selectively removed from the structure and replaced with other charge compensating anions such as O2-. The defect sites generated via this activation act as new strong basic sites within the catalyst structure. A fluorescence microscopic visualization of the activity convincingly proves that it is exclusively associated with the hexagonal crystals, and that reaction proceeds inside the crystal's interior. Theoretical analysis of the Ba-material shows that the basicity of the proposed Ba2+-O2--Ba2+motifs is close to that of the edge sites in BaO. This journal is

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