170648-35-8

Basic information

• Product Name: 3-(4-chlorophenyl)-5-hydroxy-4,5-dihydroisoxazole
• Synonyms: 3-(4-chlorophenyl)-5-hydroxy-4,5-dihydroisoxazole
• CAS NO: 170648-35-8
• Molecular Weight: 197.621
• Mol File: 170648-35-8.mol

Chemical Properties

• CAS DataBase Reference: 3-(4-chlorophenyl)-5-hydroxy-4,5-dihydroisoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-chlorophenyl)-5-hydroxy-4,5-dihydroisoxazole(170648-35-8)
• EPA Substance Registry System: 3-(4-chlorophenyl)-5-hydroxy-4,5-dihydroisoxazole(170648-35-8)

Safety Data

• Hazardous Substances Data: 170648-35-8(Hazardous Substances Data)

Upstream product

• 67382-35-8 (2E)-3-(dimethylamino)-1-(4-chlorophenyl)prop-2-en-1-one 
• 1075-77-0 4-chlorocinnamaldehyde 
• 109-99-9 tetrahydrofuran 
• 15500-74-0 4-chlorobenzonitrile N-oxide 

Downstream Products

• 31301-39-0 3-(4-chlorophenyl)-isoxazole 
• 1213268-58-6 C₉H₁₀ClNO₂ 

Relevant articles and documents

Efficient and regioselective synthesis of 5-hydroxy-2-isoxazolines: Versatile synthons for isoxazoles, β-lactams, and γ-amino alcohols

"Chemical Equation Presented" An efficient and highly regioselective protocol was developed for the preparation of 5-hydroxy2-isoxazolines, which have been proved to be versatile synthons for isoxazles, β-hydroxy oximes, and γ-amino alcohols. β-Lactams, commonly embedded in the skeletons of bioactive natural products, were also synthesized in two steps from β-hydroxy oximes, providing a new strategy for the synthesis of this kind of compounds.

Effect of the aryl group substituent in the dimerization of 3-arylisoxazoles to syn 2,6-diaryl-3,7-diazatricyclo[4.2.0.02,5]octan-4,8-diones induced by LDA

3-Arylisoxazoles react with LDA in THF at 0 °C affording syn-2,6-diaryl-3,7-diazatricyclo[4.2.0.02,5]octan-4,8-diones (bis-azetidinones), via stereoselective dimerization of an azetinone anion intermediate. A?fragmentation reaction affording arylnitriles may compete with electronic and steric effects of the substituent present in the aryl group being pivotal in determining the outcome of this reaction. An interesting behaviour with LDA of arylnitriles arising from the fragmentation reaction of some 3-arylisoxazoles was also observed. N,N-Diisopropylaminobenzonitriles were in fact formed (plausibly via a benzyne mechanism) from 3-(4-chlorophenyl)isoxazole and 3-(2-chlorophenyl)isoxazole, whereas 3-(2-methylphenyl)isoquinolin-1-amine was isolated starting from 3-(2-methylphenyl)isoxazole and LDA.

Reaction of β-dimethylaminovinyl ketones with hydroxylamine: A simple and useful method for synthesis of 3- and 5-substituted isoxazoles

(Chemical Equation Presented) The regioselective synthesis of 3- and 5-substituted-isoxazoles from the reaction of β-dimethylaminovinyl ketones [R-C(O)CH=CH-NMe2, where R = Ph, MeO-4-C6H4, F-4-C6H4, C