4,4-Dimethyl-3,5,8-trioxabic-yclo[5,1,0]Octane

CAS NO.：57280-22-5
Empirical Formula: C7H12O3
Molecular Weight: 144.17
MDL number: MFCD16621162
EINECS: 421-750-9
SAFETY DATA SHEET (SDS)
Update Date: 2024-09-15 14:04:30

What is 4,4-Dimethyl-3,5,8-trioxabic-yclo[5,1,0]Octane?

Chemical properties

Clear colorless to yellow liquid

The Uses of 4,4-Dimethyl-3,5,8-trioxabic-yclo[5,1,0]Octane

4,4-Dimethyl-3,5,8-trioxabicyclo[5.1.0]octane is used in the CO2-mediated formation of chiral carbamates from meso-epoxides via polycarbonate intermediates and amine nucleophiles, which opens up a wide a wide range of CO2-based carbamate scaffolds with excellent yields and 99% enantiomeric excess.

What are the applications of Application

4, 4-dimethyl-3,5, 8-trioxane [5,1,0] octane is a key intermediate in the preparation of gadobinol. As a meso epoxide, it could be used to obtain optically pure ABT derivatives through Ti(IV)/BINOL catalyzed asymmetric aminolysis[1].

References

[1] Bao H, et al. Insight into the Mechanism of the Asymmetric Ring-Opening Aminolysis of 4,4-Dimethyl-3,5,8-trioxabicyclo[5.1.0]octane Catalyzed by Titanium/BINOLate/Water System: Evidence for the Ti(BINOLate)2-Bearing Active Catalyst Entities and the Role of Water. Journal of the American Chemical Society, 2008; 130: 10116–10127.

Properties of 4,4-Dimethyl-3,5,8-trioxabic-yclo[5,1,0]Octane

Boiling point:	179℃
Density	1.071
refractive index	1.4560 to 1.4600
Flash point:	56℃
storage temp.	under inert gas (nitrogen or Argon) at 2-8°C
form	clear liquid
color	Colorless to Light yellow to Light orange

Safety information for 4,4-Dimethyl-3,5,8-trioxabic-yclo[5,1,0]Octane

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H317:Sensitisation, Skin H319:Serious eye damage/eye irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection.