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2-Benzylmalonic acid

  • CAS No. 616-75-1

  • Cat. No. CS-0106201
  • Molecule weight194.18
  • Purity≥98%
  • MDL No.MFCD00004261

*For research and further manufacturing use only, not for direct human use.

2-Benzylmalonic acid|CS-0106201

Structure of 616-75-1

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General Information

  • CAS No. 616-75-1
  • Cat. No. CS-0106201
  • Purity ≥98%
  • MDL No. MFCD00004261
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₄
  • Molecular Weight 194.18
  • Synonym(s) Propanedioic acid, (phenylmethyl)- (9CI)
  • SMILES O=C(O)C(CC1=CC=CC=C1)C(O)=O

Description

2-Benzylmalonic acid features a benzylic carbon flanked by two carboxylic acid groups, enabling direct functionalization at the α-position. This structure supports facile derivatization in synthetic routes requiring activated methylene units. The molecule exhibits enhanced solubility in polar solvents compared to alkyl analogs, streamlining purification and reaction monitoring under standard conditions.

Application

2-Benzylmalonic acid serves as a versatile building block in synthetic organic chemistry, enabling the construction of substituted malonate derivatives and heterocyclic scaffolds. Its benzylic functionality enhances stability and facilitates subsequent transformations such as decarboxylation, alkylation, and cyclization. The molecule functions effectively in standard condensation reactions and demonstrates good bench stability, making it well-suited for multi-step synthesis and process-scale applications.

Synthesis

  • Route1

    References

    • Rotthaus, Olaf; LeRoy, Sophie; Tomas, Alain; Barkigia, Kathleen M.; Artaud, Isabelle European Journal of Inorganic Chemistry, 2004 , # 7 p. 1545 - 1551
  • Route2
    • null|null
      124-38-9
    • null|null
      40105-57-5
    • ~60%
    • In-stock
      2-Benzylmalonic acid|CS-0106201
      616-75-1

    References

    • Torii, Sigeru; Tanaka, Hideo; Hamatani, Takeshi; Morisaki, Kazuo; Jutand, Anny; et al. Chemistry Letters, 1986 , p. 169 - 172
  • Route3
    • null|null
      124-38-9
    • (E)-(2-Bromovinyl)benzene|CS-0356736
      588-72-7
    • ~35%
    • In-stock
      2-Benzylmalonic acid|CS-0106201
      616-75-1

    References

    • Torii, Sigeru; Tanaka, Hideo; Hamatani, Takeshi; Morisaki, Kazuo; Jutand, Anny; et al. Chemistry Letters, 1986 , p. 169 - 172

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   74.6
  • LogP   1.0145
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   4

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