2,2-dimethyloxirane

• ChemBase ID: 144945
• Molecular Formular: C4H8O
• Molecular Mass: 72.10572
• Monoisotopic Mass: 72.05751488
• SMILES: CC1(CO1)C
• Canonical SMILES: CC1(C)OC1
• InChI: InChI=1S/C4H8O/c1-4(2)3-5-4/h3H2,1-2H3
• InChIKey: GELKGHVAFRCJNA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2-dimethyloxirane
• IUPAC Traditional name: 2,2-dimethyloxirane
• Synonyms: 1,1-Dimethyloxirane; 1,2-Epoxy-isobutane; Isobutylene oxide; 1,2-Epoxy-2-methylpropane; 2,2-Dimethyloxirane; Isobutylene oxide; 二甲基环氧乙烷; 氧化异丁烯; 甲基环氧丙烷; 1,2-环氧-2-甲基丙烷; 氧化异丁烯

Database IDs

• CAS Number: 558-30-5
• EC Number: 209-193-8
• MDL Number: MFCD00066354
• Beilstein Number: 102408
• PubChem SID: 24877823; 162239157
• PubChem CID: 11208

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.65017617
• LogD (pH = 7.4): 0.65017617
• Log P: 0.65017617
• Molar Refractivity: 20.1005 cm^3
• Polarizability: 8.060449 Å^3
• Polar Surface Area: 12.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 50-51 °C(lit.); 51-52°C
• Flash Point: 0 °C; 32 °F; -32°C(-25°F)
• Density: 0.808; 0.812 g/mL at 25 °C(lit.)
• Refractive Index: 1.3750; n20/D 1.374(lit.)

Safety Information

• RTECS: TZ3580000
• European Hazard Symbols: Corrosive (C); Flammable (F); Irritant (Xi)
• UN Number: 1993; UN2924
• German water hazard class: 2
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11-34; 11-36/37/38
• Safety Statements: 16-26-36; 9-16-26-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H314-H318-H303-H313; H225-H315-H319-H335
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US)
• RID/ADR: UN 1993 3/PG 2

Product Information

• Purity: 97%; 99+%
• Empirical Formula (Hill Notation): C4H8O

DETAILS

Sigma Aldrich - 531537

Packaging
10, 50 g in glass bottle

REFERENCES

• Reductive lithiation with the radical anion formed from Li metal and 4,4'-Di-tert-butylbiphenyl, B21470 (LDBB) is exemplified for this epoxide. The intermediate ring-opened ?-lithioalkoxide reacts with an aldehyde to give a 1,3-diol: J. Org. Chem., 55, 1528 (1990); Org. Synth. Coll., 9, 306 (1998):