propanoic acid, 3-hydroxy-, ethyl ester

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propanoic acid, 3-hydroxy-, ethyl ester Basic information
Product Name:propanoic acid, 3-hydroxy-, ethyl ester
Synonyms:propanoic acid, 3-hydroxy-, ethyl ester;ethyl 3-hydroxypropanoate(SALTDATA: FREE);3-hydroxypropanoic acid ethyl ester;3-hydroxy-, ethyl ester;HO-PEG1-CH2COOEe;ethyl 3-hydroxypropanoate
CAS:623-72-3
MF:C5H10O3
MW:118.13
EINECS:695-619-1
Product Categories:
Mol File:623-72-3.mol
propanoic acid, 3-hydroxy-, ethyl ester Structure
propanoic acid, 3-hydroxy-, ethyl ester Chemical Properties
Boiling point 187.5°C (estimate)
density 1.054
vapor pressure 1-1.4hPa at 20-25℃
refractive index 1.423
storage temp. 2-8°C
form Liquid
pka14.39±0.10(Predicted)
AppearanceColorless to light yellow Liquid
LogP-0.43 at 23.8℃
Surface tension70.67mN/m at 1g/L and 20℃
Safety Information
HazardClass IRRITANT
MSDS Information
propanoic acid, 3-hydroxy-, ethyl ester Usage And Synthesis
Synthesis
Ethanol

64-17-5

3-Hydroxypropionitrile

109-78-4

propanoic acid, 3-hydroxy-, ethyl ester

623-72-3

Ethanol (1 L) was added to a three-necked flask and cooled to 0°C under stirring conditions. Concentrated hydrochloric acid (80 mL) was added slowly dropwise, followed by the slow addition of thionyl chloride (132 mL). The reaction system was allowed to gradually warm to room temperature. 3-Hydroxypropionitrile (250 g) was added slowly and dropwise at room temperature and then the reaction mixture was refluxed for 6 hours. A large amount of white precipitate was observed to be generated during the reaction. After completion of the reaction, the system was cooled to 0 °C and the pH was adjusted to neutral (about 7) with solid sodium carbonate. The solid impurities were removed by filtration, the filtrate was concentrated and finally purified by distillation to give 208 g of ethyl 3-hydroxypropionate in 50% yield.

References[1] Patent: CN108314665, 2018, A. Location in patent: Paragraph 0065-0069
propanoic acid, 3-hydroxy-, ethyl ester Preparation Products And Raw materials
Raw materialsEthanol-->Ethyl 3-(benzyloxy)propanoate-->3-Hydroxypropionic acid-->3-Hydroxypropionitrile-->Hydrochloric acid-->Thionyl chloride
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