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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
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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)
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Safety

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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
259926
Product name
Itaconic anhydride
Purity
95%
Packaging
25g
Price
$50
Updated
2024/03/01
Sigma-Aldrich
Product number
259926
Product name
Itaconic anhydride
Purity
95%
Packaging
100g
Price
$176
Updated
2024/03/01
TCI Chemical
Product number
I0203
Product name
Itaconic Anhydride
Purity
>95.0%(T)
Packaging
25g
Price
$31
Updated
2024/03/01
TCI Chemical
Product number
I0203
Product name
Itaconic Anhydride
Purity
>95.0%(T)
Packaging
100g
Price
$107
Updated
2024/03/01
Alfa Aesar
Product number
B25216
Product name
Itaconic anhydride, 97%
Packaging
25g
Price
$32.65
Updated
2024/03/01
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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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Itaconic anhydride Suppliers

Leancare Ltd.
Tel
--
Fax
--
Email
enquiry@leancare.co.uk
Country
United Kingdom
ProdList
6446
Advantage
42
Key Organics Ltd.
Tel
--
Fax
--
Email
info@keyorganics.net
Country
United Kingdom
ProdList
6741
Advantage
50
CARBONE SCIENTIFIC CO.,LTD
Tel
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Fax
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Email
sales@carbonesci.com
Country
United Kingdom
ProdList
6666
Advantage
30
MOLEKULA Ltd.
Tel
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Fax
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Email
kevinbanks@molekula.com
Country
United Kingdom
ProdList
6140
Advantage
66
Eurolabs Limited
Tel
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Fax
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Country
United Kingdom
ProdList
6309
Advantage
46
VWR International
Tel
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Fax
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Email
solutions@vwr.com
Country
United Kingdom
ProdList
6548
Advantage
82
MDA Chemicals Ltd.
Tel
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Fax
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Email
sheila@mda-chem.co.uk
Country
United Kingdom
ProdList
1961
Advantage
30
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View Lastest Price from Itaconic anhydride manufacturers

Jinan Finer Chemical Co., Ltd
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
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Itaconic anhydride 2170-03-8
Price
US $25.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-11
Hebei Mojin Biotechnology Co., Ltd
Product
Itaconic anhydride 2170-03-8
Price
US $0.00/KG
Min. Order
1KG
Purity
99.4%
Supply Ability
50000KG/month
Release date
2024-10-23

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