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CS-W001157 4
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Dimethyl 2-chloromalonate

  • CAS No. 28868-76-0

  • Cat. No. CS-W010804
  • Purity≥90%
  • MDL No.MFCD00042837

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

Dimethyl 2-chloromalonate|CS-W010804

Structure of 28868-76-0

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General Information

  • CAS No. 28868-76-0
  • Cat. No. CS-W010804
  • Purity ≥90%
  • MDL No. MFCD00042837
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇ClO₄
  • Molecular Weight 166.56
  • Synonym(s) dimethyl chloropropanedioate
  • SMILES O=C(OC)C(Cl)C(OC)=O

Description

Dimethyl chloromalonate (dimethyl 2-chloromalonate) is a dialkyl 2-substituted malonate. Carbanions of dimethyl chloromalonate are reported to react with naphthoquinone derivatives, via vicarious nucleophilic substitution or oxidative nucleophilic substitution of hydrogen processes. Dimethyl chloromalonate is reported to react with hydroquinone and monosubstituted hydroquinones to afford 2-oxido-benzo[b]furan derivatives. Synthesis of dimethyl 2-chloromalonate, via chlorination of dimethyl malonate has been reported.Dimethyl chloromalonate is suitable for use in the synthesis of 4,5,6-trichloropyrimidine. It may be used in the stereoselective synthesis of highly functionalized nitrocyclopropanes. It may be used in one-pot synthesis of tetra-alkoxycarbonylallylidenetriphenylphosphoranes.

Synthesis

  • Route1

    References

    • Nokami, Junzo; Mae, Masayuki; Fukutake, Satoshi; Ubuka, Tomoyuki; Yamada, Mitsuhiro Heterocycles, 2008 , vol. 76, # 2 p. 1337 - 1360
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      72163-26-9
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      72163-23-6
    • In-stock
      Dimethyl 2-chloromalonate|CS-W010804
      28868-76-0

    References

    • Hanson, Alfred W.; McCulloch, Archibald W.; McInnes, A. Gavin Canadian Journal of Chemistry, 1981 , vol. 59, p. 288 - 301
  • Route3
    • null|null
      17911-97-6
    • ~%
    • In-stock
      Dimethyl 2-chloromalonate|CS-W010804
      28868-76-0

    References

    • Hoffmann,R.W. et al. Chemische Berichte, 1972 , vol. 105, p. 2104 - 2110

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3265
Class : 8
Packing Group : Ⅱ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   52.6
  • LogP   -0.0602
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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