Hexafluoroacetone trihydrate Property

Melting point:

18-21 °C(lit.)

Boiling point:

106-108 °C

Density 

1.579 g/mL at 25 °C(lit.)

vapor pressure 

87.5 psi ( 21 °C)

refractive index 

n20/D 1.319(lit.)

Flash point:

105-106°C

Water Solubility 

Completely soluble in water

form 

liquid

Specific Gravity

1.579

color 

colorless

Merck 

14,4685

BRN 

607236

InChI

InChI=1S/C3F6O.3H2O/c4-2(5,6)1(10)3(7,8)9;;;/h;3*1H2

InChIKey

SNZAEUWCEHDROX-UHFFFAOYSA-N

SMILES

C(F)(F)(F)C(=O)C(F)(F)F.O.O.O

CAS DataBase Reference

34202-69-2(CAS DataBase Reference)

Safety

Hazard Codes 

T

Risk Statements 

23/24/25-34-63

Safety Statements 

26-36/37/39-45

RIDADR 

UN 2552 6.1/PG 2

WGK Germany 

3

RTECS 

UC2700000

Hazard Note 

Highly Toxic

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

II

HS Code 

2914790090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H310Fatal in contact with skin

H314Causes severe skin burns and eye damage

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Hexafluoroacetone trihydrate Chemical Properties,Usage,Production

Description

Hexafluoroacetone trihydrate, also known as gem diol, hexafluoropropan-2,2- diol, is a covalent hydrate of the ketone. It could used as a structure stabilizer for peptides. It was a metabolite of aerosol propellant HFA-227 and is present in the urine. It was shown to undergo an efficient carbonyl-ene reaction with a variety of alkenes in the presence of molecular sieves under microwave heating and conventional heating producing hexafluoroisopropanol functionalized derivatives in high yields[1-2].

Uses

Hexafluoroacetone trihydrate (HFA?3H2O) is used to produce Sevoflurane,a high quality anesthetic and Bisphenol AF, a crosslinker for fluoroelastomers. It can also be used to produce various high-end fluorinated products such as fluorinated polyimide, etc.

Uses

Hexafluoroacetone trihydrate was used to study the kinetics and thermodynamics of linkage isomerization of (acetone)pentaammineruthenium (III) and-ruthenium (II) complexes. It was used in a study to reconstitute the α-and β-polypeptides of both Rhodobacter sphaeroides and Rhodospirillum rubrum with bacteriochlorophyll a.

General Description

Hexafluoroacetone trihydrate forms crystalline 1:1 complexes with imidazole 3-oxides.

Synthesis

A spherical fluorinated alumina catalyst (30 g) (particle diameter: 2 to 4 mm) was charged into a reaction tube made of SUS316 (inner diameter: 16 mm, length: 460 mm). The reaction tube was heated to 140° C, and hexafluoro-1,2-epoxypropane (purity: 95%, impurity content: 5% hexafluoropropene) was fed into the reaction tube under the conditions of a feed rate of 50 Nml/min and a total pressure of 3 atmospheres. After 1 hour, the exit gas was analyzed by gas chromatography, with the result that the conversion of hexafluoro-1,2-epoxypropane was 100%. The exit gas was passed into the water, producing crude hexafluoroacetone trihydrate.

References

[1] Sridhar M, et al. A facile method for the preparation of hexafluoroisopropanol functionalized derivatives using hexafluoroacetone trihydrate via a carbonyl-ene reaction. Tetrahedron Letters, 2009; 50: 1777-1779.
[2] K?ster U, et al. Biotransformation of the aerosol propellant 1,1,1,2,3,3,3-heptafluoropropane (HFA-227): lack of protein binding of the metabolite hexafluoroacetone. Drug Metabolism and Disposition , 1996.