2089-33-0

Basic information

• Product Name: 1-(4-Methylphenyl)ethanone oxime
• Synonyms: 1-(4-Methylphenyl)ethanone oxime;4'-Methylacetophenone oxime;α,4-Dimethylbenzaldehydeoxime
• CAS NO: 2089-33-0
• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.19
• Mol File: 2089-33-0.mol

Chemical Properties

• Melting Point: 85-87 °C
• Boiling Point: 259.4°C at 760 mmHg
• Flash Point: 149.1°C
• Appearance: /
• Density: 1g/cm³
• Vapor Pressure: 0.00664mmHg at 25°C
• Refractive Index: 1.515
• PKA: 11.52±0.70(Predicted)
• CAS DataBase Reference: 1-(4-Methylphenyl)ethanone oxime(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Methylphenyl)ethanone oxime(2089-33-0)
• EPA Substance Registry System: 1-(4-Methylphenyl)ethanone oxime(2089-33-0)

Safety Data

• Hazardous Substances Data: 2089-33-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-(4-Methylphenyl)ethanone oxime is utilized as a key intermediate in the synthesis of various pharmaceutical compounds. Its reactivity and structural properties allow for the creation of new drug molecules with potential therapeutic applications.
Used in Organic Synthesis:
In the realm of organic synthesis, 1-(4-Methylphenyl)ethanone oxime serves as a building block for the production of a diverse array of chemical compounds. Its role in forming oxime ethers and esters contributes to the development of novel organic molecules with specific functional groups and properties, applicable across various chemical and industrial fields.

InChI:InChI=1/C9H11NO/c1-7-3-5-9(6-4-7)8(2)10-11/h3-6,11H,1-2H3/b10-8+

Upstream product

• 1866-39-3 4-methylcinnamic acid 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 107093-08-3 1-Hydroxyamino-1-p-tolyl-ethanol 
• 79-24-3 Nitroethane 
• 108-88-3 toluene 
• 122-00-9 para-methylacetophenone 
• 64-17-5 ethanol 
• 1866-39-3 trans-p-methylcinnamic acid 
• 7803-49-8 hydroxylamine 
• 5470-11-1 hydroxylamine hydrochloride 
• 766-97-2 4-n-methylphenylacetylene 

Downstream Products

• 108622-77-1 2,5,6-trimethyl-3-p-tolyl-3H-pyrimidin-4-one 
• 111589-36-7 1-p-tolyl-ethanone-((E)-O-picryl oxime ) 
• 26067-92-5 2-amino-1-phenyl-1-p-tolyl-ethanol 
• 42070-98-4 1-(p-tolyl)ethylamine 
• 96475-75-1 (E)‐ 1‐(p‐tolyl)ethan‐1‐one O‐acetyl oxime 
• 132898-31-8 1-p-tolyl-ethanone-(O-phenylcarbamoyl oxime ) 
• 5310-17-8 N-(p-tolyl)ethanethioamide 
• 25755-82-2 3-(4-methylphenyl)isoxazol-5(4H)-one 
• 14688-29-0 phenyl-(5-phenyl-3-p-tolyl-isoxazol-4-yl)-methanone 
• 37613-33-5 5-(4-methoxyphenyl)-3-(p-tolyl)isoxazole 
• 58884-13-2 3,3'-di-p-tolyl-[5,5']biisoxazolyl 
• 73282-24-3 6-Chloro-2-p-tolyl-quinolin-4-ol 
• 128094-25-7 3-Hydroxy-3,5-dimethyl-1-p-tolyl-hex-4-en-1-one oxime 
• 132993-29-4 4-methylacetophenone O-(chlorooxalyl)oxime 

Relevant articles and documents

USE OF STROBILURIN TYPE COMPOUNDS FOR COMBATING PHYTOPATHOGENIC FUNGI CONTAINING AN AMINO ACID SUBSTITUTION F129L IN THE MITOCHONDRIAL CYTOCHROME B PROTEIN CONFERRING RESISTANCE TO QO INHIBITORS III

The present invention relates to the use of strobilurin type compounds of formula I and the N-oxides and the salts thereof for combating phytopathogenic fungi containing an amino acid substitution F129L in the mitochondrial cytochrome b protein (also referred to as F129L mutation in the mitochondrial cytochrome b gene) conferring resistance to Qo inhibitors, and to methods for combating such fungi. The invention also relates to novel compounds, processes for preparing these compounds, to compositions comprising at least one such compound, and to seeds coated with at least one such compound.

USE OF STROBILURIN TYPE COMPOUNDS FOR COMBATING PHYTOPATHOGENIC FUNGI CONTAINING AN AMINO ACID SUBSTITUTION F129L IN THE MITOCHONDRIAL CYTOCHROME B PROTEIN CONFERRING RESISTANCE TO QO INHIBITORS I

The present invention relates to the use of strobilurin type compounds of formula I and the N-oxides and the salts thereof for combating phytopathogenic fungi containing an amino acid substitution F129L in the mitochondrial cytochrome b protein (also referred to as F129L mutation in the mitochondrial cytochrome b gene) conferring resistance to Qo inhibitors, and to methods for combating such fungi. The invention also relates to novel compounds, processes for preparing these compounds, to compositions comprising at least one such compound, and to seeds coated with at least one such compound.

USE OF STROBILURIN TYPE COMPOUNDS FOR COMBATING PHYTOPATHOGENIC FUNGI CONTAINING AN AMINO ACID SUBSTITUTION F129L IN THE MITOCHONDRIAL CYTOCHROME B PROTEIN CONFERRING RESISTANCE TO QO INHIBITORS IV

The present invention relates to the use of strobilurin type compounds of formula I and the N-oxides and the salts thereof for combating phytopathogenic fungi containing an amino acid substitution F129L in the mitochondrial cytochrome b protein (also referred to as F129L mutation in the mitochondrial cytochrome b gene) conferring resistance to Qo inhibitors, and to methods for combating such fungi. The invention also relates to novel compounds, processes for preparing these compounds, to compositions comprising at least one such compound, and to seeds coated with at least one such compound.

AgNO3as Nitrogen Source for Cu-Catalyzed Cyclization of Oximes with Isocyanates: A Facile Route to N-2-Aryl-1,2,3-triazoles

A versatile copper-catalyzed [3 + 1 + 1] annulation of oximes and isocyanates with AgNO3 is described. In this conversion, AgNO3 and isocyanates instead of conventional azide or diazonium reagents were used as the nitrogen source. This three-component transformation was achieved by cleaving N-O/C-H/C-N bonds and building CN/N-N bonds, which provides a strategy to prepare N-2-aryl-1,2,3-triazoles with a good substrate and functional compatibility.

Access to multi-functionalized oxazolines via silver-catalyzed heteroannulation of enamides with sulfoxonium ylides

Disclosed herein is an efficient Ag-catalyzed [4 + 1] heteroannulation reaction of enamides with α-carbonyl sulfoxonium ylides. The diastereoselective transformation provides a practical access to a diverse range of multi-functionalized oxazoline derivatives. The synthetic utility of the resultant tetra-substituted oxazolines is further demonstrated by a series of useful manipulations into valuable building blocks of pharmaceutical relevance.

Rhodium(III)-Catalyzed Direct C-H Arylation of Various Acyclic Enamides with Arylsilanes

The stereoselective β-C(sp2)-H arylation of various acyclic enamides with arylsilanes via Rh(III)-catalyzed cross-coupling reaction was illustrated. The methodology was characterized by extraordinary efficacy and stereoselectivity, a wide scope of substrates, good functional group tolerance, and the adoption of environmentally friendly arylsilanes. The utility of this present method was evidenced by the gram-scale synthesis and further elaboration of the product. In addition, Rh(III)-catalyzed C-H activation is considered to be the critical step in the reaction mechanism.

Visible-light-promoted olefinic trifluoromethylation of enamides with CF3SO2Na

A visible-light-promoted olefinic C-H trifluoromethylation of enamides was developed by employing cheap and stable Langlois’ reagent as the CF3source. A series of β-CF3enamides were obtained in moderate to good yields with highE-isomer selectivity under mild conditions. Preliminary mechanistic studies suggest that molecular oxygen acts as the terminal oxidant for this net oxidative process, and theEisomer selectivity could be well explained by a base-assisted deprotonation of the cation intermediate.

Trifluoroacetic Acid Hydroxylamine System as Organocatalyst Reagent in a One-Pot Salt Free Process for the Synthesis of Caprolactam and Amides of Industrial Interest

In this work we studied the reactivity of the Trifluoroacetic acid hydroxylamine system in the one step salt free synthesis of amides from ketones. A particular regards was paid to the caprolactam synthesis because of its industrial relevance. Synthesis, reactivity and characterization of the hydroxylamine trifluoroacetate is given. Fast oximation reaction of several ketones was gained at room temperature (1?h of reaction quantitative conversion for several ketones). In the same reactor, by raising the temperature at 383?K, the Beckmann rearrangement of the so obtained oximes is easily accomplished in the presence of three equivalent of TFA. The possibility of obtaining the trifluoroacetate of the hydroxylamine with a modified nitric acid hydrogenation reactions was verified, too. Reuse of solvent and trifluoroacetic acid is easily achieved by distillation. Graphical abstract: Salt free one-pot caprolactam and amides process catalyzed by CF3COOH, in the presence of NH2OH TFA as the oximation agent.[Figure not available: see fulltext.].

Rhodium-Catalyzed C?H Activation/Annulation Cascade of Aryl Oximes and Propargyl Alcohols to Isoquinoline N-Oxides

A β-hydroxy elimination instead of common oxidization to carbonyl group in secondary propargyl alcohols was successfully developed to form 2-benzyl substituted isoquinoline N-oxides by a Rhodium-catalyzed C?H activation and annulation cascade, in which moderate to excellent yields (up to 92%) could be obtained under mild reaction conditions, along with good regioselectivity, broad generality and applicability. (Figure presented.).

Synthesis of 5-Vinyl-2-isoxazolines by Palladium-Catalyzed Intramolecular O-Allylation of Ketoximes

An efficient method for the synthesis of 5-vinyl-2-isoxazolines by Pd-catalyzed intramolecular O-allylation of ketoximes has been developed. The reaction involves Pd(0)-catalyzed π-allyl formation via leaving group ionization or Pd(II)-catalyzed allylic C-H activation followed by intramolecular nucleophilic oxime oxygen attack. This methodology has been elaborated to various value-added products by epoxidation, Wacker oxidation, cross-metathesis, hydroboration-oxidation, dihydroxylation, and catalytic hydrogenation.