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TCI

CAS 617-54-9

Dimethyl Citraconate TCI C0364

Dimethyl Citraconate TCI C0364

Chemical Identity

Other names
Citraconic Acid Dimethyl Ester
CAS No.
617-54-9
PubChem
CID 5355715·SID 87565496
Formula
C7H10O4
Molecular weight
158.15 g/mol
Purity
>99.0%(GC)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
dimethyl (Z)-2-methylbut-2-enedioate
SMILES
CC(=CC(=O)OC)C(=O)OC
InChIKey
WQEXBUQDXKPVHR-PLNGDYQASA-N
MDL
MDL00059306
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TCI C0364 Dimethyl Citraconate (CAS 617-54-9) is the dimethyl ester of citraconic acid, offering improved solubility in organic solvents compared with the parent diacid. The two ester groups flanking a methyl-substituted double bond make it an effective Michael acceptor and an activated dienophile for Diels-Alder chemistry. Synthetic chemists use it to construct branched carbon frameworks that can be further elaborated through ester hydrolysis, reduction, or transesterification. AMI Scientific offers this TCI building block in 5 g and 25 g sizes, well matched to reaction screening and millimole-scale synthesis.

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  • Ballini et al. (2003). Michael Addition of Nitroalkanes to Dimethyl Citraconate, with DBU as Base: An Unexpected, One‐Pot Synthesis of Polyfunctionalized Carbonyl Derivatives.. ChemInform doi:10.1002/chin.200305072
  • Ballini et al. (2002). Michael Addition of Nitroalkanes to Dimethyl Citraconate, with DBU as Base: An Unexpected, One-Pot Synthesis of Polyfunctionalized Carbonyl Derivatives. Synlett doi:10.1055/s-2002-34209
  • Wang et al. (2025). Dimethyl Citraconate Alleviates Periodontitis via Activating the NRF2 Cascade. Journal of Dental Research doi:10.1177/00220345251319249

References were compiled automatically from Crossref and every DOI was verified to exist. AMI Scientific is not affiliated with the authors or the publishers.