626-90-4

Basic information

• Product Name: Butanal, 3-methyl-,oxime
• Synonyms: Isovaleraldehyde,oxime (7CI,8CI); 3-Methylbutanal oxime; Isopentylaldoxime; Isovaleraldoxime;NSC 75629
• CAS NO: 626-90-4
• Molecular Formula: C₅H₁₁NO
• Molecular Weight: 101.1469
• EINECS: 210-970-9
• Mol File: 626-90-4.mol
• Article Data: 6

Chemical Properties

• Melting Point: 48.5°C
• Boiling Point: 158°C at 760 mmHg
• Flash Point: 71.4°C
• Appearance: /
• Density: 0.89g/cm³
• Vapor Pressure: 1.41mmHg at 25°C
• Refractive Index: 1.429
• CAS DataBase Reference: Butanal, 3-methyl-,oxime(CAS DataBase Reference)
• NIST Chemistry Reference: Butanal, 3-methyl-,oxime(626-90-4)
• EPA Substance Registry System: Butanal, 3-methyl-,oxime(626-90-4)

Safety Data

• Hazardous Substances Data: 626-90-4(Hazardous Substances Data)

Usage

General Description

Butanal, 3-methyl-,oxime is a chemical compound with the molecular formula C5H11NO. It is a form of butanal oxime, and is also known by the trade name Butanox M-50. Butanal, 3-methyl-,oxime is commonly used as an antioxidant and stabilizer in the production of various materials, including rubber, adhesives, and plastics. It can also be found in certain industrial products, as well as in consumer goods such as paints and coatings. This chemical is known for its ability to prevent degradation and improve the overall quality and durability of the materials in which it is used. However, it is important to handle butanal, 3-methyl-,oxime with care, as it can be toxic if ingested or inhaled, and can cause irritation to the skin and eyes.

InChI:InChI=1/C5H11NO/c1-5(2)3-4-6-7/h4-5,7H,3H2,1-2H3/b6-4-

Upstream product

• 590-86-3 isovaleraldehyde 

Downstream Products

• 625-28-5 Isovaleronitrile 
• 80744-65-6 1-Amino-3-methyl-butylphosphonous acid 
• 541-46-8 isobutylamide 
• 1173119-73-7 5-benzenesulfonyl-3-(isobutyl)-4,5-dihydroisoxazole 
• 6752-80-3 (Z)-tagetone 
• 3588-18-9 trans-tagetone 
• 590-86-3 isovaleraldehyde 
• 35310-35-1 N-hydroxy-3-methylbutanamide 
• 627-67-8 1-nitro-3-methylbutane 

Relevant articles and documents

Postsynthetic Modification of Metal-Organic Frameworks through Nitrile Oxide-Alkyne Cycloaddition

Postsynthetic modification of metal-organic frameworks is an important method to tailor their properties. We report on the nitrile oxide-alkyne cycloaddition (NOAC) as a modification tool, a reaction requiring neither strained alkynes nor a catalyst. This is demonstrated with the reaction of nitrile oxides with PEPEP-PIZOF-15 and -19 at room temperature. PIZOF-15 and -19 are porous Zr-based MOFs (BET surface areas 1740 and 960 m2 g-1, respectively) consisting of two mutually interpenetrating UiO-type frameworks with linkers of the type -O2C[PE-P(R1,R2)-EP]CO2- (P, phenylene; E, ethynylene; R1 and R2, side chains at the central benzene ring with R1 = R2 = OCH2C≡CH or R1 = OCH2C≡CH and R2 = O(CH2CH2O)3Me). Their syntheses, using benzoic acid as a modulator, and their characterization are reported herein. The propargyloxy (OCH2C≡CH) side chains contain the ethyne moieties needed for NOAC. Formation of nitrile oxides through oxidation of oximes in aqueous ethanolic solution in the presence of PEPEP-PIZOF-15 and -19 resulted in the reaction of 96-100% of the ethyne moieties to give isoxazoles. Thereby the framework was preserved. The type of nitrile oxide RCNO was greatly varied with R being isopentyl, tolyl, 2-pyridyl, and pentafluorophenyl. A detailed NMR spectroscopic investigation showed the formation of the 3,5-disubstituted isoxazole to be clearly favored (≥96%) over that of the constitutional isomeric 3,4-disubstituted isoxazole, except for one example.

Asymmetric Hydrogenation of Isoxazolium Triflates with a Chiral Iridium Catalyst

The iridium catalyst [IrCl(cod)]2–phosphine–I2(cod=1,5-cyclooctadiene) selectively reduced isoxazolium triflates to isoxazolines or isoxazolidines in the presence of H2. The iridium-catalyzed hydrogenation proceeded in high-to-good enantioselectivity when an optically active phosphine–oxazoline ligand was used. The 3-substituted 5-arylisoxazolium salts were transformed into 4-isoxazolines with up to 95:5 enantiomeric ratio (e.r.). Chiral cis-isoxazolidines were obtained in up to 89:11 e.r., with no formation of their trans isomers, when the substrates had a primary alkyl substituent at the 5-position. The mechanistic studies indicate that the hydridoiridium(III) species prefers to deliver its hydride to the C5 atom of the isoxazole ring. The hydride attack leads to the formation of the chiral isoxazolidine via a 3-isoxazoline intermediate. Meanwhile, in the selective formation of 4-isoxazolines, hydride attack at the C5 atom may be obstructed by steric hindrance from the 5-aryl substituent.

Ramoplanin derivatives possessing antibacterial activity

Novel ramoplanin derivatives are disclosed. These ramoplanin derivatives exhibit antibacterial activity. As the compounds of the subject invention exhibit potent activities against gram positive bacteria, they are useful antimicrobial agents. Methods of synthesis and of use of the compounds are also disclosed.