Difference between revisions of "Difluoroacetic acid"

From Sciencemadness Wiki
Jump to: navigation, search
(Added image, SMILES code and slightly more information about reaction with bases.)
 
Line 7: Line 7:
 
| OtherNames = 2,2-Difluoroacetic acid<br>DFA
 
| OtherNames = 2,2-Difluoroacetic acid<br>DFA
 
<!-- Images -->
 
<!-- Images -->
| ImageFile =  
+
| ImageFile = Difluoroacetic acid structural formula.png
 
| ImageSize =  
 
| ImageSize =  
 
| ImageAlt =  
 
| ImageAlt =  
Line 43: Line 43:
 
| 3DMet =  
 
| 3DMet =  
 
| Abbreviations =  
 
| Abbreviations =  
| SMILES =  
+
| SMILES = C(C(=O)O)(F)F
 
   }}
 
   }}
 
| Section2 = {{Chembox Properties
 
| Section2 = {{Chembox Properties
Line 112: Line 112:
 
==Properties==
 
==Properties==
 
===Chemical===
 
===Chemical===
Difluoroacetic acid reacts with bases.
+
Difluoroacetic acid reacts with bases to form the corresponding [[difluoroacetate]] salts.
  
 
===Physical===
 
===Physical===

Latest revision as of 22:52, 24 September 2020

Difluoroacetic acid
Difluoroacetic acid structural formula.png
Names
IUPAC name
2,2-Difluoroethanoic acid
Other names
2,2-Difluoroacetic acid
DFA
Identifiers
Jmol-3D images Image
Properties
C2H2F2O2
CHF2COOH
Molar mass 96.033 g/mol
Appearance Colorless liquid
Odor Odorless
Density 1.526 g/cm3 (at 25 °C)
Melting point −1 °C (30 °F; 272 K)
Boiling point 132–134 °C (270–273 °F; 405–407 K)
Miscible
Solubility Miscible with alcohols
Acidity (pKa) 1.13[1]
Hazards
Safety data sheet Sigma-Aldrich
Flash point 78 °C (172.4 °F; 351 K)
Related compounds
Related compounds
Acetic acid
Fluoroacetic acid
Trifluoroacetic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Difluoroacetic acid is a chemical compound with chemical formula CHF2COOH.

Properties

Chemical

Difluoroacetic acid reacts with bases to form the corresponding difluoroacetate salts.

Physical

Difluoroacetic acid is a colorless liquid, miscible with water and alcohols.

Availability

DFA is sold by lab suppliers.

Preparation

Can be prepared by refluxing KF with dichloroacetic acid.

Projects

  • Make difluoroacetate salts

Handling

Safety

Difluoroacetic acid is toxic, though less so than its monofluoroacetic derivate. Chronic exposure has been linked to nerve and liver damage.

Storage

In closed bottles, with a PTFE seal and a hazardous chemical label.

Disposal

Should be neutralized with a base. The resulting salts should be taken to waste disposal facilities or recycled.

References

  1. https://www.chem.wisc.edu/areas/reich/pkatable/pKa_compilation-1-Williams.pdf

Relevant Sciencemadness threads