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9-Acetyloxynonanal, also known as 9-(acetyloxy)nonanal or 9-acetoxynonanal, is a chemical compound with the molecular formula C11H20O3. It is an organic molecule that belongs to the class of aldehydes, specifically a long-chain aldehyde with an acetyloxy group attached to the ninth carbon atom. 9-Acetyloxynonanal is characterized by a nine-carbon aliphatic chain with a terminal aldehyde group and an acetyloxy group at the ninth carbon, which gives it unique chemical properties and reactivity. It is used in various applications, including the synthesis of complex organic molecules and as an intermediate in the production of certain pharmaceuticals and fragrances. The compound's structure and functional groups make it a versatile building block in organic chemistry, although its specific uses and properties can vary depending on the context in which it is employed.

29541-97-7

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29541-97-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 29541-97-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,9,5,4 and 1 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 29541-97:
(7*2)+(6*9)+(5*5)+(4*4)+(3*1)+(2*9)+(1*7)=137
137 % 10 = 7
So 29541-97-7 is a valid CAS Registry Number.

29541-97-7Relevant academic research and scientific papers

Pheromone components of the wheat stem sawfly: Identification, electrophysiology, and field bioassay

Cosse, Allard A.,Bartelt, Robert J.,Weaver, David K.,Zilkowski, Bruce W.

, p. 407 - 423 (2002)

Volatiles collections and cuticular extracts of the wheat stem sawfly, Cephus cinctus Norton (Hymenoptera: Cephidae), were analyzed by coupled gas chromatographic-electroantennographic detection (GC-EAD) in order to detect possible pheromone components of

ISOLATION AND IDENTIFICATION OF A SUPPLEMENTARY COMPONENT OF THE SEX PHEROMONE OF Mamestra brassicae FEMALES

Nedopekina, S. F.,Kovalev, B. G.,Khlebnikov, V. A.

, p. 220 - 222 (1986)

Using gas-liquid chromatography and mass spectrometry, from an extract of the sex pheromone of females of the cabbage moth Mamestra brassicae L. an additional component of the pheromone has been isolated and identified - heptadec-cis-11-en-1-ol acetate.

Method for synthesizing (9Z, 12E)-9,12-tetradecadien-1-ol acetate

-

, (2020/06/16)

The invention belongs to the technical field of green pesticide synthesis, and discloses a novel method for synthesizing (9Z, 12E)-9,12-tetradecadien-1-ol acetate. According to the method, malonic acid and 9-bromo-1-nonyl alcohol are used as two starting raw materials. The method comprises the following steps: carrying out a Knoevenagel condensation reaction on malonic acid and propionaldehyde inthe presence of piperidine acetate to generate (E)-3-pentenoic acid, then carrying out lithium aluminum hydride reduction to obtain (E)-3-penten-1-ol, carrying out bromination reaction, and refluxingwith triphenylphosphine in acetonitrile to obtain (E)-3-pentenyltriphenylphosphine bromide; carrying out a PCC oxidation reaction on 9-bromo-1-nonanol to obtain 9-bromononanal, and then reacting the 9-bromononanal with potassium acetate to obtain 9-acetoxynonanal; and finally, carrying out a Wittig reaction on (E)-3-pentenyltriphenylphosphine bromide and 9-acetoxynonanal so as to obtain (9Z, 12E)-9,12-tetradecadien-1-ol acetate. An E-type double bond is constructed by utilizing the Knoevenagel condensation reaction of malonic acid and propionaldehyde, and the method has the advantages of mildreaction conditions, environmental friendliness, simple synthetic route and the like.

Nucleoside analogues with a 1,3-diene-Fe(CO)3 substructure: Stereoselective synthesis, configurational assignment, and apoptosis-inducing activity

Hirschh?user, Christoph,Velcicky, Juraj,Schlawe, Daniel,Hessler, Erik,Majdalani, André,Neud?rfl, J?rg-Martin,Prokop, Aram,Wieder, Thomas,Schmalz, Hans-Günther

supporting information, p. 13017 - 13029 (2013/10/01)

The synthesis and stereochemical assignment of two classes of iron-containing nucleoside analogues, both of which contain a butadiene-Fe(CO)3 substructure, is described. The first type of compounds are Fe(CO)3-complexed 3'-alkenyl-2′,3′-dideoxy- 2′,3′-dehydro nucleosides (2,5-dihydrofuran derivatives), from which the second class of compounds is derived by formal replacement of the ring oxygen atom by a CH2 group (carbocyclic nucleoside analogues). These compounds were prepared in a stereoselective manner through the metal-assisted introduction of the nucleobase. Whilst the furanoid intermediates were prepared from carbohydrates (such as methyl-glucopyranoside), the carbocyclic compounds were obtained by using an intramolecular Pauson-Khand reaction. Stereochemical assignments based on NMR and CD spectroscopy were confirmed by X-ray structural analysis. Biological investigations revealed that several of the complexes exhibited pronounced apoptosis-inducing properties (through an unusual caspase 3-independent but ROS-dependent pathway). Furthermore, some structure-activity relationships were identified, also as a precondition for the design and synthesis of fluorescent and biotin-labeled conjugates. I gotta Fe-ling: Iron-containing nucleoside analogues, which were first synthesized during an exercise in stereoselective π-complex chemistry, exhibited pronounced cytotoxic and apoptosis-inducing activities, even against resistant cancer cell lines. Both hetero- (X=O) and carbocyclic (X=CH2) compounds were studied, and a synthetic route to R′-labeled derivatives was developed as a precondition for future biological experiments. TDS=thexyldimethylsilyl. Copyright

Tandem application of C-C bond-forming reactions with reductive ozonolysis

Willand-Charnley, Rachel,Dussault, Patrick H.

, p. 42 - 47 (2013/03/29)

Several variants of reductive ozonolysis, defined here as the in situ generation of aldehydes or ketones during ozonolytic cleavage of alkenes, are demonstrated to work effectively in tandem with a number of C-C bond-forming reactions. For reactions involving basic nucleophiles (1,2- addition of Grignard reagents, Wittig or Horner-Emmons olefinations, and directed aldol reactions of lithium enolates), the one-pot process offers a rapid and high-yielding alternative to traditional two-step protocols.

Pyridine is an organocatalyst for the reductive ozonolysis of alkenes

Willand-Charnley, Rachel,Fisher, Thomas J.,Johnson, Bradley M.,Dussault, Patrick H.

supporting information; experimental part, p. 2242 - 2245 (2012/06/30)

Whereas the cleavage of alkenes by ozone typically generates peroxide intermediates that must be decomposed in an accompanying step, ozonolysis in the presence of pyridine directly generates ketones or aldehydes through a process that neither consumes pyridine nor generates any detectable peroxides. The reaction is hypothesized to involve nucleophile-promoted fragmentation of carbonyl oxides via formation of zwitterionic peroxyacetals.

A mild one-pot conversion of alkenes into amines through tandem ozonolysis and reductive amination

Kyasa, Shivakumar,Fisher, Thomas J.,Dussault, Patrick H.

experimental part, p. 3475 - 3481 (2011/12/04)

The selective reduction of hydroperoxyacetals to aldehydes by sodium triacetoxyborohydride provides the basis for a mild one-pot synthesis of amines from alkenes. Georg Thieme Verlag Stuttgart.

Facile synthesis of mill moth's sex pheromone components

Hornyanszky, Gabor,Rohaly, Janos,Novak, Lajos

, p. 1533 - 1540 (2008/09/20)

An improved method for the preparation of mill moth's sex pheromone components in high diastereomeric purity is described. Copyright Taylor & Francis Group, LLC.

Ozonolysis in solvent/water mixtures: Direct conversion of alkenes to aldehydes and ketones

Schiaffo, Charles E.,Dussault, Patrick H.

, p. 4688 - 4690 (2008/09/21)

(Chemical Equation Presented) Ozonolysis of alkenes in the presence of solubilized water results in the direct formation of aldehydes and/or ketones, avoiding the need to isolate or decompose ozonides.

Synthesis of 10-hydroxy- and 9-oxo-2E-decenoic acids from oleic acid

Kharisov,Botsman,Botsman,Ishmuratova,Ishmuratov,Tolstikov

, p. 145 - 148 (2007/10/03)

A practical synthesis of biologically active 10-hydroxy- and 9-oxo-2E-decenoic acids, components of mandibular gland secretion of honeybee (Apis mellifera L.), is developed using ozonolysis - reduction of oleic acid and 1,9-diacetoxynon-1-ene in the key steps.

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