4,4-dimethyl-2-phenyl-4,5-dihydro-1,3-oxazole

• ChemBase ID: 148931
• Molecular Formular: C11H13NO
• Molecular Mass: 175.22702
• Monoisotopic Mass: 175.09971404
• SMILES: CC1(COC(=N1)c1ccccc1)C
• Canonical SMILES: CC1(C)COC(=N1)c1ccccc1
• InChI: InChI=1S/C11H13NO/c1-11(2)8-13-10(12-11)9-6-4-3-5-7-9/h3-7H,8H2,1-2H3
• InChIKey: UGNSMKDDFAUGFT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,4-dimethyl-2-phenyl-4,5-dihydro-1,3-oxazole
• IUPAC Traditional name: 4,4-dimethyl-2-phenyl-5H-1,3-oxazole
• Synonyms: 4,4-Dimethyl-2-phenyl-2-oxazoline; 4,4-二甲基-2-苯基-2-噁唑啉

Database IDs

• CAS Number: 19312-06-2
• MDL Number: MFCD00030446
• Beilstein Number: 132225
• PubChem SID: 24861389; 162243101
• PubChem CID: 289239

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.4995213
• LogD (pH = 7.4): 2.5055432
• Log P: 2.5056205
• Molar Refractivity: 52.394 cm^3
• Polarizability: 20.212864 Å^3
• Polar Surface Area: 21.59 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 20-24 °C(lit.); 20-24°C
• Boiling Point: 124 °C/20 mmHg(lit.); 124°C/20mm
• Flash Point: 102°C(215°F); 103 °C; 217.4 °F
• Density: 1.025; 1.025 g/mL at 25 °C(lit.)
• Refractive Index: 1.5320; n20/D 1.5322(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; 36/38
• Safety Statements: 26-37; 26-37/39
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319; H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P280-P305+P351+P338-P302+P352-P321-P362-P332+P313
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 96%; 97%
• Empirical Formula (Hill Notation): C11H13NO

DETAILS

Sigma Aldrich - 346292

Packaging
10, 50, 100 g in glass bottle

REFERENCES

• The phenyl group can be ortho-lithiated. For use in carbonylative cyclization via an aroyllithium intermediate, see: J. Org. Chem., 65, 7944 (2000). For reviews of the chemistry of oxazolines, see: Chem. Rev., 71, 483 (1971); Angew. Chem. Int. Ed., 15, 270 (1976), Tetrahedron, 41, 837 (1985), 50, 2297 (1994). See also 2-Amino-2-methyl-1-propanol, A17814.