Chloroacetic acid
You don't need to be Editor-In-Chief to add or edit content to WikiDoc. You can begin to add to or edit text on this WikiDoc page by clicking on the edit button at the top of this page. Next enter or edit the information that you would like to appear here. Once you are done editing, scroll down and click the Save page button at the bottom of the page.
| Chloroacetic acid | |
|---|---|
| Image:Chloroacetic-acid-2D-skeletal.png | |
| Image:Chloroacetic-acid-3D-vdW.png | |
| IUPAC name | Chloroacetic acid |
| Identifiers | |
| CAS number | |
| RTECS number | AF8575000 |
| Properties | |
| Molecular formula | C2H3ClO2 |
| Molar mass | 94.50 g mol−1 |
| Appearance | Colourless or white crystals |
| Density | 1.58 g cm−3, solid |
| Melting point |
63 °C |
| Boiling point |
189 °C |
| Solubility in water | Soluble |
| Acidity (pKa) | 2.82 |
| Hazards | |
| MSDS | External MSDS |
| Main hazards | alkylating agent |
| NFPA 704 |
|
| R-phrases | 25-34-50 |
| S-phrases | 23-37-45-61 |
| Flash point | 126 °C |
| Related Compounds | |
| Related compounds | 2-chloropropionic acid sodium chloroacetate |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references | |
Chloroacetic acid is the chemical compound with the formula ClCH2CO2H. This carboxylic acid is a useful building block in organic synthesis. Like other chloroacetic acids and related halocarbons, it is a potentially dangerous alkylating agent.
Chloroacetic acid is synthesized by chlorinating of acetic acid in the presence of red phosphorus, sulfur, or iodine as a catalyst:
- CH3CO2H + Cl2 → ClCH2CO2H + HCl
It also forms by the hydrolysis of trichloroethylene using sulfuric acid as a catalyst.
Illustrative of its usefulness in organic chemistry is the O-alkylation of salicylaldehyde with chloroacetic acid, followed by decarboxylation of the resulting ether, produces benzofuran.[1]
References
See also
External links
- Monochloroacetic Acid. Dow Chemical. Retrieved on 20 May 2007.
- Monochloroacetic Acid. IPCS Inchem. Retrieved on 20 May 2007.Template:Organohalide-stub
de:Chloressigsäure ja:クロロ酢酸 nl:Chloorazijnzuur
Acknowledgement and Attribution Regarding Sources of Content
Some of the initial content on this page may be incorporated in part from copyleft sources in the public domain including wikis such as Wikipedia and AskDrWiki. Drug information for patients came from the The National Library of Medicine. Infectious disease information may have come from the Centers for Disease Control (CDC). Differential Diagnoses are drawn from clinicians as well as an amalgamation of 3 sources: 1.The Disease Database; 2. Kahan, Scott, Smith, Ellen G. In A Page: Signs and Symptoms. Malden, Massachusetts: Blackwell Publishing, 2004:3; 3. Sailer, Christian, Wasner, Susanne. Differential Diagnosis Pocket. Hermosa Beach, CA: Borm Bruckmeir Publishing LLC, 2002:7 .
