338249
3,5-Dimethyl-4-nitroisoxazole
98%
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About This Item
Empirical Formula (Hill Notation):
C5H6N2O3
CAS Number:
Molecular Weight:
142.11
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Assay
98%
mp
67-69 °C (lit.)
functional group
nitro
SMILES string
Cc1noc(C)c1[N+]([O-])=O
InChI
1S/C5H6N2O3/c1-3-5(7(8)9)4(2)10-6-3/h1-2H3
InChI key
PMQFLWLYAXYFHG-UHFFFAOYSA-N
Application
3,5-Dimethyl-4-nitroisoxazole was used in the synthesis of:
- series of methylene bis-isoxazolo[4,5-b]azepines, via reaction with methylene bis-chalcones
- phenylmethylene bis-isoxazolo[4,5-b]azepine derivatives
- 3-arylglutaric acids, bis-isoxazoles and bis-pyrazoles
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Three multicomponent reactions of 3, 5-dimethyl-4-nitroisoxazole.
Adamo MFA, et al.
Tetrahedron, 63(39), 9741-9745 (2007)
E Rajanarendar et al.
Bioorganic & medicinal chemistry letters, 22(1), 149-153 (2011-12-14)
A series of novel phenylmethylene bis-isoxazolo[4,5-b]azepine derivatives (10) have been synthesized from 3-methyl-4-nitro-5-styrylisoxazoles 6. The reaction of 6 with 3,5-dimethyl-4-nitroisoxazole (7) in piperidine afforded the Michael type adducts 8, which on treatment with different substituted chalcones in the presence of
E Rajanarendar et al.
European journal of medicinal chemistry, 50, 344-349 (2012-03-06)
A series of novel methylene bis-isoxazolo[4,5-b]azepines have been synthesized by reaction of 3,5-dimethyl-4-nitroisoxazole 6 with an appropriate methylene bis-chalcones 7 to obtain various Michael adducts 8a-i, which on treatment with SnCl(2)-MeOH underwent reductive cyclization to afford the title compounds 9a-i.
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