5-Methylisoxazole

Base Information

• Chemical Name: 5-Methylisoxazole
• CAS No.: 5765-44-6
• Deprecated CAS: 264871-06-9
• Molecular Formula: C4H5NO
• Molecular Weight: 83.0898
• Hs Code.: 2934999090
• European Community (EC) Number: 227-289-8
• NSC Number: 52269
• UNII: YC2P4IBF1E
• DSSTox Substance ID: DTXSID4064000
• Nikkaji Number: J3.833D
• Wikidata: Q72492333
• Mol file: 5765-44-6.mol

Synonyms:5-Methylisoxazole;5765-44-6;Isoxazole, 5-methyl-;5-methyl-1,2-oxazole;NSC 52269;5-methyl-isoxazole;YC2P4IBF1E;EINECS 227-289-8;MFCD00003152;NSC-52269;AI3-34641;NSC52269;UNII-YC2P4IBF1E;5-Methylisoxazole, AldrichCPR;DTXSID4064000;BCP11243;STR04226;AKOS006230756;SB11391;BP-10753;SY038700;A8215;AM20100414;CS-0085310;FT-0620661;M0813;EN300-70738;F14932;W-105452;F0001-2561

Chemical Property of 5-Methylisoxazole

Chemical Property:

• Appearance/Colour: UN 1993
• Refractive Index: n20/D 1.438(lit.)
• Boiling Point: 122.7 °C at 760 mmHg
• PKA: -1.68±0.50(Predicted)
• Flash Point: 30 °C
• PSA: 26.03000
• Density: 1.016 g/cm³
• LogP: 0.98300
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 83.037113783
• Heavy Atom Count: 6
• Complexity: 46.8

Purity/Quality:

99% ^*data from raw suppliers

5-methyl-Isoxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 10
• Safety Statements: 16-33

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=NO1
• Uses: 5-methyl-Isoxazole is a useful isoxazole derivative and building block. Upon pyrolysis, 5-methyl-Isoxazole forms a ketonitrile.

Technology Process of 5-Methylisoxazole

There total 26 articles about 5-Methylisoxazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 26.0%

acetylacetaldehyde dimethyl acetal (5436-21-5) → 5-methylisoxazole (5765-44-6)

Guidance literature:

acetylacetaldehyde dimethyl acetal; With diethylamine; In methanol; at 65 ℃; for 1h;

With hydroxylamine hydrochloride; In methanol; water; at 65 ℃;

DOI:10.3762/bjoc.7.18

Reference yield:

o-nitrobenzonitrile N-oxide (66912-26-3) + allenylmagnesium bromide (18295-60-8) → 5-methylisoxazole (5765-44-6) + 5-but-3-ynyl-3-(2-nitro-phenyl)-isoxazole

Guidance literature:

With 1,3-di-tert-butyl-1H-imidazol-3-ium chloride; In tetrahydrofuran; at 0 - 5 ℃; for 0.166667h;

DOI:10.1039/c5ra11947b

Reference yield:

sulfamethoxazole (723-46-6) → 5-methylisoxazole (5765-44-6) + 5-methylisoxazol-3-ylamine (1072-67-9) + 1-hydroxy-2-aminobenzene-5-sulfonic acid (2592-14-5) + C9H8N2O4S + 4-hydroxy-N-(5-methyl-3-isoxazolyl)benzenesulphonamide (141233-20-7) + (5-methyl-1,2-oxazol-3-yl)sulfamic acid (87198-71-8) + N-(5-methyl-isoxazol-3-yl)-4-nitro-benzenesulfonamide (29699-89-6)

Guidance literature:

sulfamethoxazole; With 0D/1D 50 wt.% AgI/MoO₃ Z-scheme heterojunction composite; In water; for 0.5h; Darkness; Sonication;

In water; pH=3.92; Reagent/catalyst; Kinetics; Catalytic behavior; Irradiation;

DOI:10.1016/j.cclet.2021.04.003

upstream raw materials:

but-2-ynal oxime

sodium carbonate

4-(diethylamino)-3-butene-2-one

1,1,3-triethoxy-but-2-ene

Downstream raw materials:

3,5-Dihydroxy-5,5-diphenyl-pentanenitrile

3-hydroxy-5-phenylpentanenitrile

α-Cyan-dibenzyliden-aceton

(Z)-5-Amino-3-oxo-5-phenyl-pent-4-enenitrile

Refernces

• 1、 Kankala, Shravankumar,Jonnalagadda, Sreekantha B.,Vasam, Chandra Sekhar. "An organo-NHC catalyzed domino addition approach for the selective synthesis of 5-butynylisoxazoles and subsequent Sonogashira coupling". . p. 76582 - 76587. Retrieved 2015/09/28.
• 2、 Maquestiau, A.,Puk, E.,Flammang, R.. "PYROLYSE-ECLAIR SOUS VIDE DE 1,2,4-TRIAZOLIDES = UNE ETUDE PAR SPECTROMETRIE DE MASSE EN TANDEM". . p. 181 - 190. Retrieved 2007/10/02.