3,5-Dimethylisoxazole

Base Information

• Chemical Name: 3,5-Dimethylisoxazole
• CAS No.: 300-87-8
• Molecular Formula: C5H7NO
• Molecular Weight: 97.1167
• Hs Code.: 29349990
• European Community (EC) Number: 206-100-2
• NSC Number: 40798
• UNII: JS7C0HP303
• DSSTox Substance ID: DTXSID6059784
• Nikkaji Number: J47.753B
• Wikidata: Q63392802
• Mol file: 300-87-8.mol

Synonyms:3,5-dimethylisoxazole

Chemical Property of 3,5-Dimethylisoxazole

Chemical Property:

• Appearance/Colour: clear colourless to pale yellow liquid
• Vapor Pressure: 6.51mmHg at 25°C
• Melting Point: -14℃
• Refractive Index: n20/D 1.442(lit.)
• Boiling Point: 144.1 °C at 760 mmHg
• PKA: -1.35±0.28(Predicted)
• Flash Point: 31.1 °C
• PSA: 26.03000
• Density: 0.99 g/cm³
• LogP: 1.29140
• Storage Temp.: Flammables area
• Solubility.: 50.9g/l
• Water Solubility.: insoluble
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 97.052763847
• Heavy Atom Count: 7
• Complexity: 65.1

Purity/Quality:

98% ^*data from raw suppliers

3,5-Dimethylisoxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-20/21/22
• Safety Statements: 16-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NO1)C
• Uses: The optimization of 3,5-dimethylisoxazole derivatives to develop potent inhibitors of the BET (bromodomain and extra terminal domain) bromodomain family with good ligand efficiency. It has hypoglycemic activity.

Technology Process of 3,5-Dimethylisoxazole

There total 30 articles about 3,5-Dimethylisoxazole 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: 99.0%

acetylacetone (123-54-6,81235-32-7) → 3,5-dimethyl-1,2-oxazole (300-87-8)

Guidance literature:

With hydroxyammonium sulfate; sodium carbonate decahydrate; In water; at 65 ℃; for 16h; pH=8; Large scale;

DOI:10.1021/acs.oprd.5b00160

Reference yield: 90.0%

1-(3,5-Dimethyl-4,5-dihydro-isoxazol-5-yl)-3-phenyl-urea → 3,5-dimethyl-1,2-oxazole (300-87-8)

Guidance literature:

With sulfuric acid; In methanol; for 3h;

Reference yield: 90.0%

1-(3,5-Dimethyl-4,5-dihydro-isoxazol-5-yl)-3-p-tolyl-urea → 3,5-dimethyl-1,2-oxazole (300-87-8)

Guidance literature:

With sulfuric acid; In methanol; for 3h;

upstream raw materials:

4-amino-3-penten-2-one

pentane-2,4-dione dioxime

acetylacetone

3,5-dimethyl-5-hydroxy-Δ²-isoxazoline

Downstream raw materials:

4-chloromethyl-3,5-dimethylisoxazole

3,5,3',5'-tetramethyl-4,4'-methanediyl-bis-isoxazole

3,5-Dimethyl-4-chlor-isoxazol

4-bromo-3,5-dimethyl-1,2-oxazole

Refernces

• 1、 Hayes, Hannah L. D.,Wei, Ran,Assante, Michele,Geogheghan, Katherine J.,Jin, Na,Tomasi, Simone,Noonan, Gary,Leach, Andrew G.,Lloyd-Jones, Guy C.. "Protodeboronation of (Hetero)Arylboronic Esters: Direct versus Prehydrolytic Pathways and Self-/Auto-Catalysis". supporting information. p. 14814 - 14826. Retrieved 2021/09/13.
• 2、 Hahnvajanawong, Viwat,Thaima, Thanaphat,Tearavarich, Ruchanok,Theramongkol, Parinya. "Reductive ring opening of 3,5-bis(2-arylethenyl)isoxazoles with molybdenum hexacarbonyl: A novel route to symmetrical and unsymmetrical curcumin derivatives". . p. 127 - 135. Retrieved 2016/05/09.