20707-70-4

Usage

Uses

Used in Flavor and Fragrance Industry:
(Z,)-cinnamaldehyde oxime is used as a flavoring agent and fragrance in the food, perfume, and cosmetics industries due to its strong, sweet, and floral odor. Its unique scent and flavor profile contribute to enhancing the sensory experience of various products.
Used in Pharmaceutical Research:
(Z,)-cinnamaldehyde oxime is used as a subject of interest in the field of pharmacological and medical research for its potential biological activities. Its antioxidant, anti-inflammatory, and antimicrobial properties make it a valuable compound for exploring new therapeutic approaches and treatments.
Used in Antioxidant Applications:
(Z,)-cinnamaldehyde oxime is used as an antioxidant agent for its ability to combat oxidative stress and protect cells from damage. This application is particularly relevant in the development of novel pharmaceuticals and nutraceuticals aimed at promoting overall health and well-being.
Used in Anti-Inflammatory Applications:
(Z,)-cinnamaldehyde oxime is used as an anti-inflammatory agent, leveraging its potential to reduce inflammation and alleviate pain. This application is significant in the development of new medications for conditions characterized by chronic inflammation, such as arthritis and other autoimmune diseases.
Used in Antimicrobial Applications:
(Z,)-cinnamaldehyde oxime is used as an antimicrobial agent, given its ability to inhibit the growth of harmful microorganisms. This property makes it a valuable component in the development of new antimicrobial products, such as disinfectants, sanitizers, and preservatives, particularly in the healthcare and food industries.

InChI:InChI=1/C9H9NO/c11-10-8-4-7-9-5-2-1-3-6-9/h1-8,11H/b7-4-,10-8u

Upstream product

• 1028432-12-3 C₂₂H₃₁NO₃SSi 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 96-29-7 ethyl methyl ketone oxime 
• 104-55-2 3-phenyl-propenal 
• 14371-10-9 (E)-3-phenylpropenal 
• 524-38-9 N-hydroxyphthalimide 
• 4335-60-8 (E)-cinnamylamine 

Downstream Products

• 87094-78-8 (E)-2-(2-phenylethenyl)-1,3-dithiolane 
• 1885-38-7 cinnamic nitrile 
• 621-79-4 cinnamamide 
• 4335-60-8 (E)-cinnamylamine 
• 4360-47-8 cinnamonitrile 
• 621-82-9 Cinnamic acid 
• 69415-53-8 benzoyl cinnamaldehyde oxime 
• 21737-13-3 (E)-styrylaldehyde oxime 
• 140-10-3 (E)-3-phenylacrylic acid 
• 129610-15-7 (E)-3-styryl-5-methyl-1,2,4-oxadiazole 

Relevant academic research and scientific papers

Selective and facile synthesis of α,β-unsaturated nitriles and amides with N-hydroxyphthalimide as the nitrogen source

The direct conversion of α,β-unsaturated aldehydes to corresponding nitriles promoted by Pd(OAc)2 and phthalic acid which was hydrolyzed from N-hydroxyphthalimide (NHPI) has been disclosed. Additionally, it was found that when water was used as the solvent, α,β-unsaturated amides was obtained as the main products in good to excellent yields. It was first reported that NHPI was utilized as the nitrogen source to synthesize α,β-unsaturated nitriles and amides from aldehydes. Control experiment demonstrated that aldehydes undergo a process of oximation and dehydration to form nitriles and amides.

Host (dealuminated Y zeolite)–guest (zirconium tetraphenylporphyrin) nanocomposite materials. An efficient catalyst in the oximation of aldehydes

In this research, zirconium tetraphenylporphyrin encapsulated into dealuminated Y zeolite (ZrTPP–DAZY) was prepared through a template synthesis method. This heterogeneous catalyst was characterized by XRD, FT-IR, DRS, UV–Vis, EDX and FESEM techniques. The amount of ZrTPP in the nanocage of dealuminated Y zeolite was estimated to be 0.0156?g/g of support. This catalytic system was employed for an efficient oximation of aldehydes under magnetic stirring conditions at room temperature and the corresponding products were obtained in 50–90% yields. This catalytic system also indicated good shape selectivity towards linear aldehydes. ZrTPP–DAZY was reused several times without any significant loss in catalytic activity.

METHOD FOR PRODUCING ALDOXIME COMPOUND

PROBLEM TO BE SOLVED: To provide a method for producing an aldoxime compound using no expensive catalysts and reagents and also requiring no severe reaction conditions. SOLUTION: There is provided a method for producing an aldoxime compound containing a process where an aldehyde compound and an oxime compound are brought into trans oximation reaction in the presence of perchloric acid and/or the metallic salt of perchloric acid in an organic solvent and water. The metallic salt of perchloric acid is preferably ferric perchlorate, cobalt perchlorate, nickel perchlorate, zinc perchlorate, aluminum perchlorate or calcium perchlorate. Also, the organic solvent is preferably methylene chloride and/or ethylene dichloride. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

Br?nsted acid catalyzed transoximation reaction: Synthesis of aldoximes and ketoximes without use of hydroxylamine salts

The transoximation reaction enables the transfer of an oxime to a carbonyl compound and is catalyzed by transoximase in the pupae of the silkworm. Inspired by this bio-synthetic pathway, we achieved the transoximation of oximes to aldehydes and ketones catalyzed by a Br?nsted acid under mild conditions. Hydroxylamine salt, which necessitates a stoichiometric amount of base, was not required. NMR analysis clarified that this reaction proceeded through hydroxylamines generated by the successive hydrolysis of the oxime in situ. In addition, an environmentally benign method for catalytic transoximation was demonstrated in aqueous medium on a one hundred gram scale and the reaction filtrate containing the catalyst was recovered and reused over 10 times.

A novel and efficient catalytic system including TEMPO/acetaldoxime/InCl3 for aerobic oxidation of primary amines to oximes

A simple and efficient catalytic system including TEMPO/acetaldoxime/InCl3 for aerobic oxidation of primary amines to corresponding oximes by using toluene as the solvent is described. This practical method can use O2 as the economic and green oxidant, tolerate a wide range of substrates, which can afford the target oximes in moderate to excellent yields.

One-pot two-step sequential transformation: Highly efficient construction of o-2,3,5,6-tetrafluorobenzonitrile substituted oximes ethers

A practical variety of o-2,3,5,6-tetrafluorobenzonitrile substituted oximes ethers bearing broad functional groups were synthesized in moderate to good yields. The key highlight of this disclosure involving a one-pot two-step tandem procedure in aqueous media: the in situ formation of aryl aldehydes or ketones oximes followed by the SNAr reaction with pentafluorobenzonitrile via the high selective CF bond cleavage.

A facile steroselective synthesis of Z-aldoximes from benzaldehyde and hydroxlaminehydrochloride in dry media

The synthesis of Z-arylaldoximes has been carried out under microwave conditions using CdSO4 as catalyst. The yields obtained were in the range 84-88%.

Microwave-promoted one-pot conversion of alcohols to oximes using 1-methylimidazolium nitrate, [Hmim][NO3], as a green promoter and medium

A wide variety of oximes were prepared from different types of alcohols with hydroxylamine hydrochloride using 1-methylimidaziloum nitrate, [Hmim][NO3], ionic liquid as a reaction medium and promoter under microwave irradiation. This protocol provides a one-pot oxime synthesis with high yields that is facile, eco-friendly and the ionic liquid can be recovered and reused.

An efficient catalytic method for the Beckmann rearrangement of ketoximes to amides and aldoximes to nitriles mediated by propylphosphonic anhydride (T3P)

An efficient method for the Beckmann rearrangement of ketoximes to amides mediated by a catalytic amount (15 mol %) of propylphosphonic anhydride (T3P) is described. Aldoximes underwent second order Beckmann rearrangement to provide the corresponding nitriles in excellent yields on reacting with T3P (15 mol %) at room temperature. The main advantages of this environmentally friendly protocol include procedural simplicity, and particularly ease of isolation of the products.

Simple, efficient and green synthesis of oximes under ultrasound irradiation

The condensation of aldehydes andketones with hydroxylamine hydrochloride gives oximes in 81-95%yields in water andEtOH under ultrasound irradiation. Compared to conventional methods, the main advantages of the present procedure are milder reaction conditions, shorter reaction times and higher yields.