3-Hydroxypropionic acid

3-Hydroxypropionic acid[1]
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
3-Hydroxypropanoic acid
Other names
3-Hydroxypropionic acid
Hydracrylic acid
Ethylene lactic acid
Identifiers
3D model (JSmol)
3DMet
773806
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.007.250 Edit this at Wikidata
EC Number
  • 207-974-8
KEGG
UNII
  • InChI=1S/C3H6O3/c4-2-1-3(5)6/h4H,1-2H2,(H,5,6) checkY
    Key: ALRHLSYJTWAHJZ-UHFFFAOYSA-N checkY
  • InChI=1/C3H6O3/c4-2-1-3(5)6/h4H,1-2H2,(H,5,6)
    Key: ALRHLSYJTWAHJZ-UHFFFAOYAU
  • O=C(O)CCO
Properties
C3H6O3
Molar mass 90.08 g/mol
Melting point <25 °C
143 °C (sodium salt)
Boiling point Decomposes
Very soluble
Acidity (pKa) 4.87[2]
Related compounds
acetic acid
glycolic acid
propionic acid
lactic acid
malonic acid
butyric acid
hydroxybutyric acid
Related compounds
1-propanol
2-propanol
propionaldehyde
acrolein
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

3-Hydroxypropionic acid is a carboxylic acid, specifically a beta hydroxy acid. It is an acidic viscous liquid with a pKa of 4.9.[2] It is very soluble in water, soluble in ethanol and diethyl ether. Upon distillation, it dehydrates to form acrylic acid, and is occasionally called hydracrylic acid

3-Hydroxypropionic acid is used in the industrial production of various chemicals such as acrylates.

  1. ^ Merck Index, 11th Edition, 4681.
  2. ^ a b Handbook of Chemistry and Physics, CRC press, 58th edition page D150-151 (1977)

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