4-(chloromethyl)-3,5-dimethyl-1,2-oxazole

• ChemBase ID: 33702
• Molecular Formular: C6H8ClNO
• Molecular Mass: 145.58682
• Monoisotopic Mass: 145.02944156
• SMILES: c1(c(onc1C)C)CCl
• Canonical SMILES: ClCc1c(C)noc1C
• InChI: InChI=1S/C6H8ClNO/c1-4-6(3-7)5(2)9-8-4/h3H2,1-2H3
• InChIKey: NIFAUKBQIAURIM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(chloromethyl)-3,5-dimethyl-1,2-oxazole
• IUPAC Traditional name: 4-(chloromethyl)-3,5-dimethyl-1,2-oxazole
• Synonyms: 4-(Chloromethyl)-3,5-dimethylsioxazole; 4-Chloromethyl-3,5-dimethylisoxazole; 4-(Chloromethyl)-3,5-dimethylisoxazole; 4-Chloromethyl-3,5-dimethyl-isoxazole; 4-氯甲基-3,5-二甲基异噁唑

Database IDs

• CAS Number: 19788-37-5
• EC Number: 243-312-4
• MDL Number: MFCD00003154
• Beilstein Number: 110780
• PubChem SID: 160997009; 24854862
• PubChem CID: 88246

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.2559222
• LogD (pH = 7.4): 1.2559643
• Log P: 1.2559648
• Molar Refractivity: 37.1081 cm^3
• Polarizability: 13.564794 Å^3
• Polar Surface Area: 26.03 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 87-88 °C/8 mmHg(lit.); 88-90°C/7mm; 88-90°C/7mm
• Flash Point: 204.8 °F; 95°C; 95°C(203°F); 96 °C
• Density: 1.167; 1.173 g/mL at 25 °C(lit.)
• Refractive Index: 1.4870; n20/D 1.486(lit.)
• Partition Coefficient: 1.508

Safety Information

• Storage Warning: Harmful/Irritant/Light Sensitive/Keep Cold; IRRITANT
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38; 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335; H315-H319-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C6H8ClNO

DETAILS

Sigma Aldrich - 247316

Packaging
1, 5 g in glass bottle

REFERENCES

• Annulation reagent: Pure Appl. Chem., 9, 131 (1964); J. Am. Chem. Soc., 89, 5459 (1967). Reviews: Synthesis, 777 (1976); Tetrahedron, 32, 3 (1976).
• For similar annulations using higher homologues: Org. Synth. Coll., 6, 781 (1988).
• Review of the synthetic reactions of isoxazoles: Heterocycles, 12, 1343 (1979).