Dimethyl Itaconate - Moligand™,≥98%(GC),containing stabilizers , CAS No.617-52-7

CAS: 617-52-7 Cat. No.: D154394 Molecular Weight: 158.15 Beilstein Registry Number: 386674 EC Number: 210-519-6

GRADE & PURITY Moligand™, ≥98%(GC), containing stabilizers

Synonyms

Butanedioic acid, 2-methylene-, 1,4-dimethyl ester | AC-24615 | Itaconic acid dimethyl ester | Dimethyl itaconate | Dimethyl itaconate, 99% | MFCD00008446 | Dimethyl methylenesuccinate | GTPL9939 | HY-W041892 | Butanedioic acid, 2-methylene-, dimethyl est

Storage

Room temperature

Shipped In

Normal

Overview

Dimethyl itaconate can be synthesized via esterification of itaconic acid.

Dimethyl itaconate can be used for the rhodium catalyzed asymmetric hydrogenation of (S)-dimethyl-2-methylsuccinate and (R)-methyl succinic acid dimethyl ester.

Specifications

Synonyms

Butanedioic acid, 2-methylene-, 1, 4-dimethyl ester | AC-24615 | Itaconic acid dimethyl ester | Dimethyl itaconate | Dimethyl itaconate, 99% | MFCD00008446 | Dimethyl methylenesuccinate | GTPL9939 | HY-W041892 | Butanedioic acid, 2-methylene-, dimethyl est

Specifications & Purity

Moligand™, ≥98%(GC), containing stabilizers

Storage

Room temperature

Shipped In

Normal

Grade

Moligand™

Purity

≥98%(GC)

Names and Identifiers

• Pubchem Sid: 504754353
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504754353
• Canonical Smiles: COC(=O)CC(=C)C(=O)OC
• IUPAC Name: dimethyl 2-methylidenebutanedioate
• InChIKey: ZWWQRMFIZFPUAA-UHFFFAOYSA-N
• INCHI: 1S/C7H10O4/c1-5(7(9)11-3)4-6(8)10-2/h1,4H2,2-3H3
• Isomeric SMILES: COC(=O)CC(=C)C(=O)OC
• WGK Germany: 3
• Molecular Weight: 158.15
• Beilstein: 386674
• Reaxy-Rn: 386674
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=386674&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acid esters

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acid esters
• Intermediate Tree Nodes: Not available
• Direct Parent: Fatty acid methyl esters
• Alternative Parents: Dicarboxylic acids and derivatives Methyl esters Enoate esters Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Fatty acid methyl ester - Dicarboxylic acid or derivatives - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Methyl ester - Carboxylic acid ester - 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 fatty acid methyl esters. These are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group.
• External Descriptors: Not available

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Insoluble in water; soluble in acetone, ether, ethanol, methanol.
• Sensitivity: Moisture sensitive.
• Flash Point(°F): 212 °F
• Flash Point(°C): 100 °C
• Boil Point(°C): 109°C/10mmHg
• Melt Point(°C): 33-39°C
• Molecular Weight: 158.150 g/mol
• XLogP3: 0.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 158.058 Da
• Monoisotopic Mass: 158.058 Da
• Topological Polar Surface Area: 52.600 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 183.000
• 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

References

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