3-chloropropionic acid
| Structural formula | |||||||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
|
|||||||||||||||||||
| General | |||||||||||||||||||
| Surname | 3-chloropropionic acid | ||||||||||||||||||
| other names |
|
||||||||||||||||||
| Molecular formula | C 3 H 5 ClO 2 | ||||||||||||||||||
| Brief description |
colorless solid with a pungent odor |
||||||||||||||||||
| External identifiers / databases | |||||||||||||||||||
|
|||||||||||||||||||
| properties | |||||||||||||||||||
| Molar mass | 108.52 g mol −1 | ||||||||||||||||||
| Physical state |
firmly |
||||||||||||||||||
| density |
1.26 g cm −3 |
||||||||||||||||||
| Melting point |
41 ° C |
||||||||||||||||||
| boiling point |
204 ° C |
||||||||||||||||||
| pK s value |
4.1 (25 ° C) |
||||||||||||||||||
| solubility |
easily soluble in water |
||||||||||||||||||
| safety instructions | |||||||||||||||||||
|
|||||||||||||||||||
| Thermodynamic properties | |||||||||||||||||||
| ΔH f 0 |
−549.3 kJ / mol |
||||||||||||||||||
| As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . | |||||||||||||||||||
3-chloropropionic acid is a chemical compound from the group of propionic acid derivatives .
Extraction and presentation
3-chloropropionic acid can be prepared by the hydrochlorination of acrylic acid .
properties
3-chloropropionic acid is a colorless, flammable, hygroscopic solid with a pungent odor. It is soluble in water, ethanol and acetone .
use
3-chloropropionic acid is an important intermediate in the manufacture of biocides, dyes, pharmaceutical products, cosmetic products and additives for plastics.
It is used in research because it is structurally related to 4-hydroxybutanoic acid and binds to the GHB receptor , but has no affinity for GABA receptors .
Related links
Individual evidence
- ↑ a b c d e f g h Entry on 3-chloropropionic acid in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
- ↑ CAMEO Chemicals: 3-CHLOROPROPIONIC ACID , accessed June 10, 2013.
- ^ Fieser and Fieser, Organic Chemistry, 2nd Edition, Verlag Chemie 1982 ISBN 3-527-25075-1
- ↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Standard Thermodynamic Properties of Chemical Substances, pp. 5-23.
- ↑ a b Process for the production of 3-chloropropionic acid .
- ↑ Data sheet 3-chloropropionic acid (PDF) from Merck , accessed on February 23, 2010.
- ↑ Alba T. Macias, R. Jason Hernandez, Ashok K. Mehta, Alexander D. MacKerell Jr., Maharaj K. Ticku, Andrew Coop. 3-Chloropropanoic acid (UMB66): a ligand for the gamma-hydroxybutyric acid receptor lacking a 4-hydroxyl group. Bioorganic & Medicinal Chemistry . 1997 Jan. doi : 10.1016 / j.bmc.2004.01.025 .