Ethyl 3-hydroxybutyrate Chemical Properties

Boiling point:

170 °C (lit.)

Density 

1.017 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.42(lit.)

FEMA 

3428 | ETHYL 3-HYDROXYBUTYRATE

Flash point:

148 °F

storage temp. 

Sealed in dry,2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Liquid

pka

14.45±0.20(Predicted)

color 

Clear colorless

Odor

at 100.00 %. fruity green grape tropical apple skin

Odor Type

fruity

JECFA Number

594

BRN 

1446190

InChIKey

OMSUIQOIVADKIM-UHFFFAOYSA-N

LogP

-0.02

CAS DataBase Reference

5405-41-4(CAS DataBase Reference)

NIST Chemistry Reference

Butanoic acid, 3-hydroxy-, ethyl ester(5405-41-4)

EPA Substance Registry System

Ethyl 3-hydroxybutyrate (5405-41-4)

Safety Information

Safety Statements 

23-24/25

RIDADR 

UN 2394

WGK Germany 

3

TSCA 

Yes

HS Code 

29181980

MSDS

• Language:English Provider:Ethyl 3-hydroxybutyrate
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Ethyl 3-hydroxybutyrate Usage And Synthesis

Chemical Properties

Ethyl-3-hydroxybutyrate is a clear colorless viscous liquid and has a fresh, fruity, grape odor. It is one of the main aroma components of wine. It occurs naturally in fruits such as pineapple, tamarillo fruit, caja fruit and naranjilla fruit.

Occurrence

Reported found in passion fruit, rum, sherry, wine, orange juice, guava, pineapple, tea, mango, wood apple, mountain papaya, naranjilla fruit, quince and hog plum (Spondias mombins L.)

Uses

Ethyl 3-hydroxybutyrate is a fragrance found in wine and Tribolium castaneum. It is a reagent used to synthesize α-azido carboxylic acids. It is also used in Palladium mediated spiroketal synthesis.

Definition

ChEBI: Ethyl 3-hydroxybutyrate is the fatty acid ethyl ester of 3-hydroxybutyric acid. It has a role as a metabolite. It derives from a 3-hydroxybutyric acid.

Preparation

Ethyl 3-hydroxybutyrate is synthesized by catalytic hydrogenation of ethyl acetoacetate.

Taste threshold values

Taste characteristics at 30 ppm: green, fruity and winy.

Synthesis Reference(s)

The Journal of Organic Chemistry, 35, p. 3966, 1970 DOI: 10.1021/jo00836a087
Tetrahedron Letters, 31, p. 1615, 1990 DOI: 10.1016/0040-4039(90)80031-G

General Description

Ethyl 3-hydroxybutyrate is a clear colorless liquid. (NTP, 1992)

Air & Water Reactions

Water soluble.

Reactivity Profile

Ethyl 3-hydroxybutyrate is incompatible with strong oxidizing agents and strong bases.

Fire Hazard

Ethyl 3-hydroxybutyrate is combustible.

Ethyl 3-hydroxybutyrate(5405-41-4)Related Product Information

• Ethyl propiolate
• Glycolic acid
• Ethanol
• Ethyl acrylate
• Methyl acrylate
• HYDROXYAPATITE TYPE I
• ISOXADIFEN-ETHYL
• Ethyl acetate
• Hydroxy silicone oil
• Ethylparaben
• CHLOROPHOSPHONAZO III
• Ethyl cyanoacetate
• Tris(trimethylsilyl)phosphate
• Ethyl butyrate
• 10-Hydroxycamptothecin
• Butyric Acid
• 3-Hydroxybutyric acid
• Trinexapac-ethyl