Ethyl 2-hydroxyisobutyrate Chemical Properties

Melting point:

78 °C

Boiling point:

150 °C (lit.)

Density 

0.965 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.408(lit.)

Flash point:

112 °F

storage temp. 

Flammables area

pka

13.28±0.29(Predicted)

form 

clear liquid

color 

Colorless to Almost colorless

BRN 

878308

InChI

InChI=1S/C6H12O3/c1-4-9-5(7)6(2,3)8/h8H,4H2,1-3H3

InChIKey

GFUIDHWFLMPAGY-UHFFFAOYSA-N

SMILES

C(OCC)(=O)C(O)(C)C

CAS DataBase Reference

80-55-7(CAS DataBase Reference)

NIST Chemistry Reference

Propanoic acid, 2-hydroxy-2-methyl-, ethyl ester(80-55-7)

EPA Substance Registry System

Propanoic acid, 2-hydroxy-2-methyl-, ethyl ester (80-55-7)

Safety Information

Hazard Codes 

Xi

Risk Statements 

10-36/37/38-36/38

Safety Statements 

26-36-16

RIDADR 

UN 3272 3/PG 3

WGK Germany 

3

RTECS 

OD5672000

HazardClass 

3

PackingGroup 

III

HS Code 

29181980

MSDS

• Language:English Provider:Ethyl alpha-hydroxyisobutyrate
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Ethyl 2-hydroxyisobutyrate Usage And Synthesis

Description

Ethyl 2-hydroxyisobutyrate (E-2HIBA) has a wide range of applications in flavor and fragrance ingredients, green solvents, and pharmaceuticals. E-2HIBA has been synthesized by the batch transesterification of methyl 2-hydroxyisobutyrate with ethanol in the presence of titanium tetraethoxide (reaction conditions: 96 h, yield 97 %) and the esterification of 2-HIBA with an acid catalyst. The direct esterification of 2-HIBA with ethanol using an acid catalyst appears to be a commercially viable approach to produce E-2HIBA [1].

Chemical Properties

clear colorless liquid

Uses

Solvent for nitrocellulose and cellulose acetate; solvent mixture for cellulose ethers, organic synthesis, pharmaceuticals.

References

[1] Sripada, Sarada and James R. Kastner. “Continuous catalytic esterification using a solid acid activated carbon monolith: Comparison of granular and monolith forms with a commercial catalyst.” Chemical Engineering Journal 43 29 (2023): 0.

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