Itaconic acid - ≥99%(T) , CAS No.97-65-4

CAS: 97-65-4 Cat. No.: I106139 Formula: C₅H₆O₄ Molecular Weight: 130.1 Beilstein Registry Number: 1759501 EC Number: 202-599-6

GRADE & PURITY ≥99%(T)

Synonyms

2-Propene-1,2-dicarboxylic acid|Succinic acid, methylene-|2-Methylenesuccinic acid|2-Methylene-Succinic Acid|ITACONIC ACID [INCI]|ITACONIC ACID [MI]|itaconate|butanedioic acid, 2-methylene-|Methylenesuccinate|2-methylenebutanedioic acid|2-methylene-butanedioic acid|METHYLENESUCCINIC ACID|2-Propene-1,2-dicarboxylate|methylene-butanedioicaci|Butanedioic acid,ethylidene-,(E)-(9ci)|Itaconic acid|Propylenedicarboxylate|Succinic acid, methylene- (8CI)|2-Hydroxy-3-Naphthoyl-2-Naphthylamine|2-METHYLENE,1,4-BUTANEDIOIC ACID (ITACONIC ACID)|2-Methylenesuccinate|2-methylenebutanedioate|2-methylidenebutanedioic acid|Propylenedicarboxylic acid|ITN|Methylenebutanedioate|Methylenebutanedioic acid|2-Methylenesuccinic acid #

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

Itaconic acid is an unsaturated binary organic acid. Chemical properties are more active, easy polymerization, can also be copolymerized with other monomers, such as acrylonitrile, succinic acid, styrene. Soluble in water, ethanol and acetone, slightly soluble in chloroform, benzene and ether. Has a special smell, can sublimate under vacuum. It can also copolymerize with other monomers. It is not volatile and can be decomposed by overheating. Preparation of synthetic fibers, synthetic resins and plastics, important monomer of ion exchange resin, can also be used as carpet lining agent, paper coating agent, binder, dispersion latex for paint, etc. The ester derivatives of Itaconic acid can be used as copolymers of styrene or plasticizers of polyvinyl chloride.

Application：

Itaconic acid (IA) can be used as a copolymer in polyacrylonitrile (PAN) polymerization to promote the thermal oxidation stabilization of the polymer; Combine with acrylamide to form (poly [acrylamide-co- (Itaconic acid)]) to synthesize biodegradable superabsorbent；
Synthesis of bio-based polyester composites in textile industry

Specifications

Synonyms

2-Propene-1,2-dicarboxylic acid | Succinic acid, methylene- | 2-Methylenesuccinic acid | 2-Methylene-Succinic Acid | ITACONIC ACID [INCI] | ITACONIC ACID [MI] | itaconate | butanedioic acid, 2-methylene- | Methylenesuccinate | 2-methylenebutanedioic acid | 2-methylene-butanedioic acid | METHYLENESUCCINIC ACID | 2-Propene-1,2-dicarboxylate Show more

Specifications & Purity

≥99%(T)

Biochemical and Physiological Mechanisms

Antibiotic agent. Isocitrate lyase inhibitor. Unsaturated dicarbonic acid. Shows bacteriostatic effects against Salmonella enterica and Mycobacterium tuberculosis.

Storage

Argon charged,Room temperature

Shipped In

Normal

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥99%(T)

Names and Identifiers

Pubchem Sid

508816554

Canonical Smiles

C=C(CC(=O)O)C(=O)O

IUPAC Name

2-methylidenebutanedioic acid

InChIKey

LVHBHZANLOWSRM-UHFFFAOYSA-N

INCHI

1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h1-2H2,(H,6,7)(H,8,9)

Isomeric SMILES

C=C(CC(=O)O)C(=O)O

WGK Germany

1

Molecular Weight

130.1

Beilstein

1759501

Reaxy-Rn

1759501

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1759501&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acids and conjugates

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acids and conjugates
• Intermediate Tree Nodes: Not available
• Direct Parent: Branched fatty acids
• Alternative Parents: Unsaturated fatty acids Dicarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Branched fatty acid - Unsaturated fatty acid - Dicarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as branched fatty acids. These are fatty acids containing a branched chain.
• External Descriptors: Dicarboxylic acids

Data sources

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)

ACLY Tclin ATP-citrate synthase (168 Activities)

Discover Target: ACLY

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

MDM2 Tchem p53-binding protein Mdm-2 (4545 Activities)

Discover Target: MDM2

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

Associated Targets(non-human)

ICL1 Isocitrate lyase (219 Activities)

Discover Target: ICL1

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water, acetone, methanol, hexane and ethanol. Slightly soluble in benzene, chloroform, carbon disulfide and petroleum ether.
• Sensitivity: Moisture sensitive
• Boil Point(°C): 268℃
• Melt Point(°C): 167-168°C
• Molecular Weight: 130.100 g/mol
• XLogP3: -0.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 130.027 Da
• Monoisotopic Mass: 130.027 Da
• Topological Polar Surface Area: 74.600 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 158.000
• 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