41979-14-0

Basic information

• Product Name: 2,2-di-tert-butyloxirane
• CAS NO: 41979-14-0
• Molecular Formula: C₁₀H₂₀O
• Molecular Weight: 156.2652
• Mol File: 41979-14-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 155.6°C at 760 mmHg
• Flash Point: 45.6°C
• Density: 0.891g/cm³
• Vapor Pressure: 3.87mmHg at 25°C
• Refractive Index: 1.45
• CAS DataBase Reference: 2,2-di-tert-butyloxirane(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-di-tert-butyloxirane(41979-14-0)
• EPA Substance Registry System: 2,2-di-tert-butyloxirane(41979-14-0)

Safety Data

• Hazardous Substances Data: 41979-14-0(Hazardous Substances Data)

Usage

General Description

2,2-di-tert-butyloxirane, also known as 2,2-di-tert-butyl-1,3-epoxypropane, is a chemical compound with the molecular formula C8H16O. It is a colorless liquid with a strong odor and is commonly used as a solvent and as a reagent in organic synthesis. It is highly flammable and should be handled with caution. The compound is also a potential irritant to the skin, eyes, and respiratory system, and should be used in a well-ventilated area and with appropriate personal protective equipment. 2,2-di-tert-butyloxirane may also have applications in pharmaceutical manufacturing and as a specialty chemical in various industries.

Upstream product

• 5857-68-1 di-t-butyl-1,1 ethylene 

Relevant articles and documents

Shorter and easier syntheses of Di-tert-butylketene and related gem-Di-tert-butyl compounds

The ketene tBu2C=C=O is prepared from tBu2C=O in three steps (performable as a two-stage operation) through elimination of HCl from the intermediate product tBu2CCl-CH=O. The acid tBu 2CH-CO2H, obtainable in two, three, or four preparative stages from tBu2C=O, adds slowly to the ketene to produce the anhydride (tBu2CH-CO)2O. Elemental lithium together with ClSiMe3 converts tBu2CCl-CH=O into tBu2C=CH- OSiMe3, which is a durable precursor of tBu2CH-CH=O, making this aldehyde easily and cheaply available from tBu2C=O. By exclusion of alternative mechanistic possibilities, the reduction of tBu 2CCl-CH=O by tBuMgCl is shown to involve at least one single-electron transfer, leading to the enolate tBu2C=CH-OMgCl, which can be converted into tBu2CH-CH=O (three steps from tBu2C=O) or into tBu2C=CH-OSiMe3. Hydride transfer from NaBH 4 to tBu2CCl-CH=O affords tBu2CCl-CH 2OH, the transformations of which provide an entertaining set of SN1-type reactions. Several other examples of carbenium-type behavior are encountered in this gem-tBu2 system; they are attributed to steric congestion, which also impedes bond rotations in the anhydride and in two esters. A convenient route to tBu2CH-C≡N (five steps from tBu2C=O) uses the conversion of tBu2C=CH-OSiMe3 into tBu2CH-CH=NOH. The slow thermal (Z)/(E) equilibration of tBu2CH-NH-CH=O reveals the ranking of ecliptic repulsions as H 3C 2CH. Copyright