ChemicalBook >> CAS DataBase List >>Itaconic anhydride

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
Molecular Weight:
112.08
MDL Number:
MFCD00005530
MOL File:
2170-03-8.mol
MSDS File:
SDS
Last updated:2023-04-24 15:08:02

Itaconic anhydride Properties

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)
FDA UNII Y455KS1U7Q
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

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi,Xn
Risk Statements  36/37/38-22
Safety Statements  26-36-24/25
WGK Germany  3
3-10-21
TSCA  Yes
HS Code  2917 19 80
NFPA 704
1
2 0

Itaconic anhydride price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 259926 Itaconic anhydride 95% 2170-03-8 25g $50 2024-03-01 Buy
Sigma-Aldrich 259926 Itaconic anhydride 95% 2170-03-8 100g $176 2024-03-01 Buy
TCI Chemical I0203 Itaconic Anhydride >95.0%(T) 2170-03-8 25g $31 2024-03-01 Buy
TCI Chemical I0203 Itaconic Anhydride >95.0%(T) 2170-03-8 100g $107 2024-03-01 Buy
Alfa Aesar B25216 Itaconic anhydride, 97% 2170-03-8 25g $32.65 2024-03-01 Buy
Product number Packaging Price Buy
259926 25g $50 Buy
259926 100g $176 Buy
I0203 25g $31 Buy
I0203 100g $107 Buy
B25216 25g $32.65 Buy

Itaconic anhydride Chemical Properties,Uses,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.
Preparation of Itaconic Anhydride

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.]

97-65-4
616-02-4
2170-03-8
Synthesis of Itaconic anhydride from Itaconic acid
Global( 245)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21703 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3012 60
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293 sales@sdzschem.com China 2931 58
Jinan Finer Chemical Co., Ltd
+86-531-88989536 +86-15508631887 sales@finerchem.com China 2966 58
Accela ChemBio Inc.
(+1)-858-699-3322 info@accelachem.com United States 19965 58
Shandong chuangyingchemical Co., Ltd.
18853181302 sale@chuangyingchem.com CHINA 5909 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47464 58
career henan chemical co
+86-0371-86658258 15093356674; factory@coreychem.com China 29827 58
Antai Fine Chemical Technology Co.,Limited
18503026267 info@antaichem.com CHINA 9641 58

View Lastest Price from Itaconic anhydride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Itaconic anhydride pictures 2024-03-19 Itaconic anhydride
2170-03-8
US $2.00 / KG 1KG ≥99.5% 1000mt/year Jinan Finer Chemical Co., Ltd
Itaconic anhydride pictures 2023-06-15 Itaconic anhydride
2170-03-8
US $48.00 / KG 100KG 98% 1-20mt Baoji Guokang Bio-Technology Co., Ltd.
Itaconic Anhydride  pictures 2023-03-06 Itaconic Anhydride
2170-03-8
US $1.90 / KG 1KG 99% 10 ton Hebei Guanlang Biotechnology Co,.LTD
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 METHYLENESUCCINIC ANHYDRIDE 3,4-DIHYDRO-3-METHYLENE-2,5-FURANDIONE 2-METHYLENESUCCINIC ANHYDRIDE 3-Methylenedihydro-2,5-furandione dihydro-3-methylene-2,5-furandione dihydro-3-methylene-5-furandione Itaconic acid anhydride Succinic anhydride, methylene- Propylene dicarboxylic anhydride Itaconic anhydride 98.5% ITACONIC AHYDRIDE ITACONIC ANHYDRIDE 95+% 3-Methylenedihydrofuran-2,5-dione 3-methylideneoxolane-2,5-dione 3-methyleneoxolane-2,5-dione ItaconicAnhydride> Itaconic anhydride 2170-03-8 2,5-Furandione, dihydro-3-methylene- Itaconic anhydride (6CI) 2170-03-8 98-68-4 2170-03-08 Organic Building Blocks Building Blocks Carbonyl Compounds Carboxylic Acid Anhydrides ANHYDRIDE