Citraconic Acid - ≥98%(GC)(T) , CAS No.498-23-7

CAS: 498-23-7 Cat. No.: C153469 Molecular Weight: 130.1 Beilstein Registry Number: 1722680 EC Number: 207-858-7

GRADE & PURITY ≥98%(GC)(T)

Synonyms

Maleic acid, methyl- | MFCD00078086 | (~{z})-2-Methylbut-2-Enedioic Acid | Citraconsaeure | LMFA01170099 | METHYLMALEIC ACID | BRN 1722679 | DB04734 | NSC-32949 | CITRACONIC ACID [MI] | citraconicacid | 4-02-00-02230 (Beilstein Handbook Reference) | CHEBI

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

Citraconic acid is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff fields.

Specifications

Synonyms

Maleic acid, methyl- | MFCD00078086 | (~{z})-2-Methylbut-2-Enedioic Acid | Citraconsaeure | LMFA01170099 | METHYLMALEIC ACID | BRN 1722679 | DB04734 | NSC-32949 | CITRACONIC ACID [MI] | citraconicacid | 4-02-00-02230 (Beilstein Handbook Reference) | CHEBI

Specifications & Purity

≥98%(GC)(T)

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%(GC)(T)

Names and Identifiers

• Canonical Smiles: CC(=CC(=O)O)C(=O)O
• IUPAC Name: (Z)-2-methylbut-2-enedioic acid
• InChIKey: HNEGQIOMVPPMNR-IHWYPQMZSA-N
• INCHI: 1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h2H,1H3,(H,6,7)(H,8,9)/b3-2-
• Isomeric SMILES: C/C(=C/C(=O)O)/C(=O)O
• WGK Germany: 3
• RTECS: GE6650000
• Molecular Weight: 130.1
• Beilstein: 1722680
• Reaxy-Rn: 8403179
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8403179&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acids and conjugates
        • Level5 Branched fatty acids
          • Level6 Methyl-branched fatty acids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acids and conjugates
• Intermediate Tree Nodes: Branched fatty acids
• Direct Parent: Methyl-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: Methyl-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 methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present.
• 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

Chemical and Physical Properties

• Solubility: Soluble in water
• Sensitivity: Moisture sensitive
• Melt Point(°C): 87℃
• Molecular Weight: 130.100 g/mol
• XLogP3: -0.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• 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: 168.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

1. Liuying He, Xiao Wang, Junyu Chen, Yuze Li, Liping Wang, Caiqiao Xiong, Zongxiu Nie.  (2022)  Biofluids Metabolic Profiling Based on PS@Fe3O4–NH2 Magnetic Beads-Assisted LDI-MS for Liver Cancer Screening.  ANALYTICAL CHEMISTRY,      [PMID:35839421] [10.1021/acs.analchem.2c00654]

2. Weijie Yang, Runping Wang, Lingqi Wang, Zhijian Tan.  (2024)  Switchable deep eutectic solvents for the extraction of phlorizin and trilobatin from sweet tea (Lithocarpus litseifolius (Hance) Chun).  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2024.129898]