Basic Description

Synonyms	Itaconic anhydride \| 2170-03-8 \| 3-methylideneoxolane-2,5-dione \| Itaconic acid anhydride \| Methylenesuccinic anhydride \| 2,5-Furandione, dihydro-3-methylene- \| 2-Methylenesuccinic anhydride \| 3-methylenedihydrofuran-2,5-dione \| Succinic anhydride, methylene- \| Dihydro-3-m
Specifications & Purity	≥88%
Storage Temp	Argon charged
Shipped In	Normal
Product 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.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Organic acids and derivatives
  - Class Carboxylic acids and derivatives
    - Subclass Dicarboxylic acids and derivatives

Kingdom	Organic compounds
Superclass	Organic acids and derivatives
Class	Carboxylic acids and derivatives
Subclass	Dicarboxylic acids and derivatives
Intermediate Tree Nodes	Not available
Direct Parent	Dicarboxylic acids and derivatives
Alternative Parents	Tetrahydrofurans Carboxylic acid anhydrides Lactones Oxacyclic compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
Molecular Framework	Aliphatic heteromonocyclic compounds
Substituents	Dicarboxylic acid or derivatives - Tetrahydrofuran - Carboxylic acid anhydride - Lactone - Oxacycle - Organoheterocyclic compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic heteromonocyclic compound
Description	This compound belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.
External Descriptors	a small molecule
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

HL-60 (67320 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

FNTA Tclin Protein farnesyltransferase (3470 Activities)

Discover Target: FNTA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Names and Identifiers

Pubchem Sid	488185041
Pubchem Sid Url	https://pubchem.ncbi.nlm.nih.gov/substance/488185041
IUPAC Name	3-methylideneoxolane-2,5-dione
INCHI	InChI=1S/C5H4O3/c1-3-2-4(6)8-5(3)7/h1-2H2
InChIKey	OFNISBHGPNMTMS-UHFFFAOYSA-N
Smiles	C=C1CC(=O)OC1=O
Isomeric SMILES	C=C1CC(=O)OC1=O
Molecular Weight	112.08
Beilstein	17(3/4)5913
Reaxy-Rn	2212
Reaxys-RN_link_address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2212&ln=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):

Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

5 results found

Lot Number	Certificate Type	Date	Item
A2305130	Certificate of Analysis	Jan 09, 2023	I492174
L2210289	Certificate of Analysis	Dec 19, 2022	I492174
L2210290	Certificate of Analysis	Dec 19, 2022	I492174
L2210291	Certificate of Analysis	Dec 19, 2022	I492174
D2315774	Certificate of Analysis	Dec 19, 2022	I492174

Chemical and Physical Properties

Solubility	Hydrolyzes in water.
Sensitivity	Moisture sensitive
Boil Point(°C)	115 °C/12 mmHg
Melt Point(°C)	68 °C
Molecular Weight	112.080 g/mol
XLogP3	0.200
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	0
Exact Mass	112.016 Da
Monoisotopic Mass	112.016 Da
Topological Polar Surface Area	43.400 Å²
Heavy Atom Count	8
Formal Charge	0
Complexity	169.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	0
Covalently-Bonded Unit Count	1

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Shiyao Liu, Yutong Gong, Xiao Yang, Nannan Zhang, Huibin Liu, Changhai Liang, Xiao Chen. (2023) Acid-durable intermetallic CaNi2Si2 catalyst with electron-rich Ni sites for aqueous phase hydrogenation of unsaturated organic anhydrides/acids. CHINESE JOURNAL OF CATALYSIS, 50 (260).
2. Ying Zhou, Yi Fan, Jingyu Wu, Li Jiang, Hongjun Yang, Qimin Jiang, Wenyan Huang, Xiaoqiang Xue, Bibiao Jiang. (2022) Preparation of novel multifunctional monomers. MATERIALS RESEARCH INNOVATIONS,
3. Yun Huang, Beiyu Zhang, Keming Chen, Ao Xia, Xianqing Zhu, Xun Zhu, Qiang Liao. (2023) Temperature-controlled microalgae biofilm adsorption/desorption in a thermo-responsive light-guided 3D porous photo-bioreactor for CO2 fixation. ENVIRONMENTAL RESEARCH, 216 (114645).
4. Wentian Gan, Xiangjun Guo, Yun Huang, Xianqing Zhu, Ao Xia, Xun Zhu, Qiang Liao. (2023) Temperature-controlled bacteria biofilm adhesion and formation for CO/CO2 bioconversion to ethanol by grafting N-isopropylacrylamide@SiC. CHEMICAL ENGINEERING JOURNAL, 451 (138602).
5. Yang Yang, Li Wang, Xiaojiang Li, Dan Liu, Shanshan Dai, Hongsheng Lu. (2022) Carboxylate Group-Based Phase-Selective Organogelators with a pH-Triggered Recyclable Property. LANGMUIR, 38 (31): (9567–9574).
6. Wei Li, Zhengqiao Zhang, Lanjuan Wu, Zhifeng Zhu, Zhenzhen Xu. (2021) Improving the adhesion-to-fibers and film properties of corn starch by starch sulfo-itaconation for a better application in warp sizing. POLYMER TESTING, 98 (107194).
7. Wei Li, Zhengqiao Zhang, Lanjuan Wu, Qian Liu, Xuedong Cheng, Zhenzhen Xu. (2021) Investigating the relationship between structure of itaconylated starch and its sizing properties: Viscosity stability, adhesion and film properties for wool warp sizing. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 181 (291).
8. Hongye Huang, Meiying Liu, Dazhuang Xu, Liucheng Mao, Qiang Huang, Fengjie Deng, Jianwen Tian, Yuanqing Wen, Xiaoyong Zhang, Yen Wei. (2020) Facile fabrication of glycosylated and PEGylated carbon nanotubes through the combination of mussel inspired chemistry and surface-initiated ATRP. Materials Science & Engineering C-Materials for Biological Applications, 106 (110157).
9. Qian-yong Cao, Ruming Jiang, Meiying Liu, Qing Wan, Dazhuang Xu, Jianwen Tian, Hongye Huang, Yuanqing Wen, Xiaoyong Zhang, Yen Wei. (2017) Preparation of AIE-active fluorescent polymeric nanoparticles through a catalyst-free thiol-yne click reaction for bioimaging applications. Materials Science & Engineering C-Materials for Biological Applications, 80 (411).
10. Liucheng Mao, Meiying Liu, Dazhuang Xu, Qing Wan, Qiang Huang, Ruming Jiang, Yingge Shi, Fengjie Deng, Xiaoyong Zhang, Yen Wei. (2017) Synthesis, surface modification and biological imaging of aggregation-induced emission (AIE) dye doped silica nanoparticles. APPLIED SURFACE SCIENCE, 403 (396).
11. Junyu Chen, Songsong Luo, Dazhuang Xu, Yun Xue, Hongye Huang, Qing Wan, Meiying Liu, Xiaoyong Zhang, Yen Wei. (2016) Fabrication of AIE-active amphiphilic fluorescent polymeric nanoparticles through host–guest interaction. RSC Advances, 6 (60): (54812-54819).
12. Qing Wan, Liucheng Mao, Meiying Liu, Ke Wang, Guangjian Zeng, Dazhuang Xu, Hongye Huang, Xiaoyong Zhang, Yen Wei. (2015) Towards development of a versatile and efficient strategy for fabrication of GO based polymer nanocomposites. Polymer Chemistry, 6 (40): (7211-7218).
13. Yue-Rong Zhang, Song Gu, Yu-Zhong Wang, Li Chen. (2024) Intrinsically flame-retardant epoxy vitrimers with catalyst-free multi-reprocessability towards sustainable carbon fiber composites. Sustainable Materials and Technologies, 40 (e00883).
14. Hengjie Zhang, Yuqi Feng, Tianyou Wang, Jianhua Zhang, Yuxian Song, Jing Zhang, Yiwen Li, Dingzi Zhou, Zhipeng Gu. (2024) Natural polyphenolic antibacterial bio-adhesives for infected wound healing. Biomaterials Science,

Solution Calculators

Molarity Calculator

Determine the necessary mass, volume, or concentration for preparing a solution.

Mass

=

Concentration

x

Volume

x

M. Wt*

g/mol

*When preparing stock solutions, always use the batch-specific molecular weight of the product found on the vial label and the Certificate of Analysis (available online).

Dilution Calculator

Determine the dilution needed to prepare a stock solution.

Concentration 1 (C1)

x

Volume 1 (V1)

=

Concentration 2 (C2)

x

Volume 2 (V2)

Reconstitution Calculator

The reconstitution calculator enables you to quickly determine the volume of a reagent needed to reconstitute your vial. Just enter the mass of the reagent and the target concentration, and the calculator will do the rest.

Volume (to add to vial)

=

Mass (in vial)

÷

Desired Reconstitution Concentration

SKU	Size	Availability	Price
I492174-25g	25g	4	$14.90
I492174-100g	100g	9	$52.90
I492174-500g	500g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$206.90

Itaconic Anhydride - 88%, high purity , CAS No.2170-03-8