3,5-dimethyl-1,2-oxazole

• ChemBase ID: 68710
• Molecular Formular: C5H7NO
• Molecular Mass: 97.11518
• Monoisotopic Mass: 97.05276385
• SMILES: o1nc(cc1C)C
• Canonical SMILES: Cc1onc(c1)C
• InChI: InChI=1S/C5H7NO/c1-4-3-5(2)7-6-4/h3H,1-2H3
• InChIKey: FICAQKBMCKEFDI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-dimethyl-1,2-oxazole
• IUPAC Traditional name: isoxazole, 3,5-dimethyl-
• Synonyms: 3,5-DIMETHYLISOOXAZOLE; 3,5-Dimethylisoxazole; Dimexazol; 3,5-Dimethylisoxazole; 3,5-二甲基异噁唑; 3,5-二甲基异恶唑

Database IDs

• CAS Number: 300-87-8
• EC Number: 206-100-2
• MDL Number: MFCD00003156
• Beilstein Number: 3935337; 106324
• PubChem SID: 24893511; 24887497; 162034440
• PubChem CID: 9312

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.6686474
• LogD (pH = 7.4): 0.66872174
• Log P: 0.6687227
• Molar Refractivity: 27.2412 cm^3
• Polarizability: 9.851429 Å^3
• Polar Surface Area: 26.03 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -14°C
• Boiling Point: 142-144 °C(lit.); 142-144°C
• Flash Point: 31 °C; 31°C(87°F); 87.8 °F
• Density: 0.99 g/mL at 25 °C(lit.); 0.992
• Refractive Index: 1.4415; n20/D 1.442(lit.)

Safety Information

• Storage Warning: IRRITANT
• RTECS: NY2774200
• UN Number: 1993; UN1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 10
• Safety Statements: 16; 60
• TSCA Listed: false; 是
• GHS Pictograms: GHS02
• GHS Signal Word: Warning
• GHS Hazard statements: H226
• GHS Precautionary statements: P210-P241-P280-P303+P361+P353-P403+P235-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 3

Product Information

• Purity: ≥98.0% (GC); 95+%; 97%; 98%; 99%
• Grade: produced by Wacker
• Empirical Formula (Hill Notation): C5H7NO

DETAILS

MP Biomedicals - 05204062

MP Biomedicals Rare Chemical collection

Sigma Aldrich - D167509

Packaging
25 mL in glass bottle

REFERENCES

• Lithiation occurs first at the 5-methyl group. Subsequent reaction with electrophiles can be followed by further lithiation of the 3-methyl, providing a route to substituted isoxazoles, and also to 1,3-diketones by acid hydrolysis or ?-aminoketones by hydrogenolysis: Tetrahedron Lett., 22, 3699 (1981):
  
• Review: Reaction of 3,5-dimethylisoxazole with some electrophiles: Heterocycles, 6, 805 (1977).