Citraconic anhydride
Synonym(s):2-Methylmaleic anhydride;3-Methyl-2,5-furandione;Citraconic acid anhydride;Methylmaleic anhydride;Monomethylmaleic anhydride
- CAS NO.:616-02-4
- Empirical Formula: C5H4O3
- Molecular Weight: 112.08
- MDL number: MFCD00005522
- EINECS: 210-459-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-04 13:44:46
What is Citraconic anhydride?
Chemical properties
clear colorless to very slightly yellow liquid
The Uses of Citraconic anhydride
Citraconic anhydride is used as a monomer for specialty unsaturated polyester resins. It is used to prepare bicyclic pyrrolidines, maleimides and co- and terpolymers. It is also used for the protection of N-terminal amino acids. Further, it is involved in the preparation of clothing ping acid and its amide. In addition to this, it is selectively used for the isolation of histidyl peptides.
The Uses of Citraconic anhydride
Reagent for alkalies, alcohols, and amines.
The Uses of Citraconic anhydride
Versatile reagent used for the synthesis of maleimides, bicyclic pyrrolidines, and co- and terpolymers, as well as for the protection of N-terminal amino acids.
What are the applications of Application
Citraconic anhydride is a versatile reagent
Flammability and Explosibility
Non flammable
Purification Methods
Possible contamination is from the acid formed by hydrolysis. If the IR has OH bands, then reflux with Ac2O for 30minutes, evaporate, then distil the residue in a vacuum, otherwise distil in a vacuum. Store in a dry atmosphere. [Vaughan & Andersen J Am Chem Soc 77 6702 1955, Vaughan & Andersen J Org Chem 21 680 1956, Beilstein 17 H 440, 17 I 234, 17 II 448, 17 III/IV 5912, 17/11 V 65.]
Properties of Citraconic anhydride
Melting point: | 6-10 °C (lit.) |
Boiling point: | 213-214 °C (lit.) |
Density | 1.247 g/mL at 25 °C (lit.) |
vapor density | 4 (vs air) |
refractive index | n |
Flash point: | 215 °F |
storage temp. | Inert atmosphere,2-8°C |
solubility | Chloroform (Slightly), Methanol (Slightly) |
form | Liquid |
color | Clear colorless to very slightly yellow |
Water Solubility | decomposes |
Sensitive | Moisture Sensitive |
BRN | 1835 |
Dielectric constant | 40.3(20℃) |
CAS DataBase Reference | 616-02-4(CAS DataBase Reference) |
NIST Chemistry Reference | 2,5-Furandione, 3-methyl-(616-02-4) |
EPA Substance Registry System | 2,5-Furandione, 3-methyl- (616-02-4) |
Safety information for Citraconic anhydride
Signal word | Danger |
Pictogram(s) |
Corrosion Corrosives GHS05 Health Hazard GHS08 |
GHS Hazard Statements |
H314:Skin corrosion/irritation H317:Sensitisation, Skin H334:Sensitisation, respiratory |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P272:Contaminated work clothing should not be allowed out of the workplace. P280:Wear protective gloves/protective clothing/eye protection/face protection. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Citraconic anhydride
Related products of tetrahydrofuran
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