| Citraconic anhydride Basic information |
| Product Name: | Citraconic anhydride |
| Synonyms: | alpha-methylmaleicanhydride;Anhydrid kyseliny citrakonove;anhydridkyselinycitrakonove;Citraconic acid anhydride;citraconicacidanhydride;Maleic anhydride, methyl-;methyl-maleicacidanhydride;methyl-maleicanhydrid |
| CAS: | 616-02-4 |
| MF: | C5H4O3 |
| MW: | 112.08 |
| EINECS: | 210-459-0 |
| Product Categories: | Anhydride Monomers;Monomers;Polymer Science;Carbonyl Compounds;Carboxylic Acid Anhydrides;Organic Building Blocks;Rubber & Plastic Auxiliary Agent |
| Mol File: | 616-02-4.mol |
| Citraconic anhydride Chemical Properties |
| 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 |
| Fp | 215 °F |
| storage temp. | Inert atmosphere,2-8°C |
| form | Liquid |
| color | Clear colorless to very slightly yellow |
| Water Solubility | decomposes |
| Sensitive | Moisture Sensitive |
| BRN | 1835 |
| 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 |
| Hazard Codes | T |
| Risk Statements | 23/24/25-36/37/38-42/43-34-24 |
| Safety Statements | 26-36/37/39-45-28A-23-36/37 |
| RIDADR | UN 2810 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS | GE6825000 |
| F | 10-21 |
| TSCA | Yes |
| HazardClass | 6.1 |
| PackingGroup | III |
| HS Code | 29171990 |
| Hazardous Substances Data | 616-02-4(Hazardous Substances Data) |
| MSDS Information |
| Provider | Language |
|---|---|
| 2-Methylmaleic anhydride | English |
| SigmaAldrich | English |
| ACROS | English |
| ALFA | English |
| Citraconic anhydride Usage And Synthesis |
| Chemical Properties | clear colorless to very slightly yellow liquid |
| Uses | Reagent for alkalies, alcohols, and amines. |
| Uses | 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. |
| Uses | 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. |
| Flammability and Explosibility | Nonflammable |
| 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.] |
| Citraconic anhydride Preparation Products And Raw materials |
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