Itaconic anhydride
- Product Name
- Itaconic anhydride
- CAS No.
- 2170-03-8
- Chemical Name
- Itaconic anhydride
- Synonyms
- 2,5-Furandione, dihydro-3-methylene-;ITACONIC ANHYDIDE;ITACONIC AHYDRIDE;ITACONIC ANHYDRIDE;ItaconicAnhydride>Itaconic anhydride,98%;Itaconic anhydride 95%;Itaconic acid anhydride;ITACONIC ANHYDRIDE 95+%;Itaconic anhydride 98.5%
- CBNumber
- CB8209597
- Molecular Formula
- C5H4O3
- Formula Weight
- 112.08
- MOL File
- 2170-03-8.mol
Itaconic anhydride Property
- Melting point:
- 66-68 °C (lit.)
- Boiling point:
- 114-115 °C/12 mmHg (lit.)
- Density
- 1.2600
- refractive index
- 1.5130 (estimate)
- Flash point:
- 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
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 259926
- Product name
- Itaconic anhydride
- Purity
- 95%
- Packaging
- 25g
- Price
- $50
- Updated
- 2024/03/01
- Product number
- 259926
- Product name
- Itaconic anhydride
- Purity
- 95%
- Packaging
- 100g
- Price
- $176
- Updated
- 2024/03/01
- Product number
- I0203
- Product name
- Itaconic Anhydride
- Purity
- >95.0%(T)
- Packaging
- 25g
- Price
- $31
- Updated
- 2024/03/01
- Product number
- I0203
- Product name
- Itaconic Anhydride
- Purity
- >95.0%(T)
- Packaging
- 100g
- Price
- $107
- Updated
- 2024/03/01
- Product number
- B25216
- Product name
- Itaconic anhydride, 97%
- Packaging
- 25g
- Price
- $32.65
- Updated
- 2024/03/01
Itaconic anhydride Chemical Properties,Usage,Production
Chemical Properties
WHITE TO CREAM CRYSTALLINE POWDER
Uses
Itaconic anhydride is used in immobilization of β-glucosidase. It undergoes estrification to obtain suitable monomers for emulsion polymerization itaconates.
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.
Synthesis Reference(s)
Tetrahedron Letters, 25, p. 6027, 1984 DOI: 10.1016/S0040-4039(01)81751-2
General Description
Itaconic anhydride (ITA) is a biobased material that is obtained from renewable resources. It is produced from the pyrolysis of citric acid or by fermenting carbohydrates which forms itanoic acid. Itanoic acid can be dehydrated to form an anhydride. It is relatively more reactive that maleic anhydride and can be used as an alternating monomer that facilitates the introduction of polar functionalities in polymers.
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.]
Itaconic anhydride Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Itaconic anhydride manufacturers
- Product
- Itaconic anhydride 2170-03-8
- Price
- US $25.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20ton
- Release date
- 2024-05-11
- Product
- Itaconic anhydride 2170-03-8
- Price
- US $2.00/KG
- Min. Order
- 1KG
- Purity
- ≥99.5%
- Supply Ability
- 1000mt/year
- Release date
- 2023-04-24
- Product
- Itaconic anhydride 2170-03-8
- Price
- US $48.00/KG
- Min. Order
- 100KG
- Purity
- 98%
- Supply Ability
- 1-20mt
- Release date
- 2021-06-08