Customization: | Available |
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CAS No.: | 2170-03-8 |
Formula: | C5h4o3 |
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Properties
Name: Itaconic anhydride
Molecular Weight: 112.08
Molecular Formula: C5H4O3
Structural Formula:
Usage
Widely applied in metal adhesion promoter, synthetic resin modifier, esterifying agent, anti-blushing agent, weed killer, insecticide and so on.
Specification
Appearance | White Powder |
Anhydride Purity,% | 98.0 |
Itaconic Acid,% | 1.5 |
Residufs on Ignition,% | 0.1 |
Melting Ponit,ºC | 67-69 |
Loss on Drying,% | 0.1 |
Shelf Life | Six Months |
Grade | Refined Grade |
Packing
1) 25 KG aluminum foil vacuum bag/ fibre drum.
2) Upon customer's request.
Storage and transportation
Stable at normal temperature. Avoid heat, flames, sparks and other sources of ignition.
Itaconic anhydride Basic information |
Product Name: | Itaconic anhydride | ||
Synonyms: | 2-Methylenebutanedioic anhydride;Methylenesuccinic acid anhydride;3,4-Dihydro-3-methylene-2,5-furandione Methylenesuccinic Anhydride;Itaconic anhydride(2-Methylenesuccinic anhydride);Itaconic anhydride 95%;Itaconic anhydride,98%;ITACONIC ANHYDIDE;ITACONIC ANHYDRIDE | ||
CAS: | 2170-03-8 | ||
MF: | C5H4O3 | ||
MW: | 112.08 | ||
EINECS: | 218-518-2 | ||
Product Categories: | |||
Mol File: | 2170-03-8.mol | ||
Itaconic anhydride Chemical Properties | |||
Melting point | 66-68 °C(lit.) |
Boiling point | 114-115 °C12 mm Hg(lit.) |
density | 1.2600 |
refractive index | 1.5130 (estimate) |
Fp | 114-115°C/12mm |
storage temp. | Store below +30°C. |
form | Crystalline Powder |
color | White to cream |
Water Solubility | Hydrolyzes in water. |
Sensitive | Moisture Sensitive |
BRN | 2212 |
CAS DataBase Reference | 2170-03-8(CAS DataBase Reference) |
NIST Chemistry Reference | 2,5-Furandione, dihydro-3-methylene-(2170-03-8) |
EPA Substance Registry System | 2,5-Furandione, dihydro-3-methylene- (2170-03-8) |
Safety Information |
Hazard Codes | Xi,Xn | ||
Risk Statements | 36/37/38-22 | ||
Safety Statements | 26-36-24/25 | ||
WGK Germany | 3 | ||
F | 3-10-21 | ||
TSCA | Yes | ||
HS Code | 2917 19 80 | ||
Chemical Properties | WHITE TO CREAM CRYSTALLINE POWDER |
Preparation | To a flask equipped with a 12 mm diameter ground glass adaptor tube bent for downward distillation and joined to a 100 cm condenser is added 200 gm (0.95 mole) of citric acid monohydrate. An ice-cooled flask and a cold trap are connected to the condenser. The flask containing the citric acid is heated rapidly with a wide flame of the Meker burner so that in 12-15 min the distillation at 175-190°C is complete. The distillation is stopped earlier if the vapors in the reaction flask become yellow. Superheating of the citric acid will cause rearrangement to citraconic anhydride. The water is quickly separated from the distillate and the itaconic anhydride layer dried to afford 40-50 gm (37-47%), m.p. 67-68°C. Long time contact of the water with the anhydride causes it to hydrolyze to itaconic acid, m.p. 162-165°C. |
Purification Methods | Crystallise the anhydride from CHCl3/pet ether. It can be distilled under reduced pressure. Distillation at atmospheric pressure, or prolonged distillation causes rearrangement to citraconic anhydride (2-methylmaleic anhydride). If the material (as seen in the IR spectrum) contains much free acid, then heat with acetyl chloride or SOCl2, evaporate and distil at as high a vacuum as possible. The crude anhydride deposits crystals of itaconic acid on standing probably due to hydrolysis by H2O - store it in sealed ampoules under dry N2. [Skinner et al. Org Synth Coll Vol II 368 1943, IR: Nagai Bull Chem Soc Jpn 37 369 1964, Kelly & Segura J Am Chem Soc 56 2497 1934, Beilstein 17/11 V 66.] |
Raw materials | Citric acid-->Itaconic acid |