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CS-W001157 4
Total: USD 88.00

Trimethyl Phosphonoacetate

  • CAS No. 5927-18-4

  • Cat. No. CS-0016054
  • Molecule weight182.11
  • Purity≥98%
  • MDL No.MFCD00008452

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

Trimethyl Phosphonoacetate|CS-0016054

Structure of 5927-18-4

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General Information

  • CAS No. 5927-18-4
  • Cat. No. CS-0016054
  • Purity ≥98%
  • MDL No. MFCD00008452
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₁₁O₅P
  • Molecular Weight 182.11
  • Synonym(s) (Carboxymethyl)phosphonic acid trimethyl ester; (Dimethoxyphosphinyl)acetic acid methyl ester; Carbomethoxymethanephosphonic acid dimethyl ester; Trimethyl phosphoroacetate
  • SMILES O=C(OC)CP(OC)(OC)=O

Description

Propargyl-PEG3-bromide comprises a propargyl group and a bromide group. The propargyl group reacts with azide-bearing compounds or biomolecules in Click Chemistry to yield a stable triazole linkage; copper will be needed as a catalyst.

Application

Trimethyl phosphonoacetate serves as a reliable building block in C–C bond formation, enabling efficient Horner–Wadsworth–Emmons olefination reactions. Its stability under ambient conditions and ease of purification make it well-suited for bench-scale synthesis. The molecule functions effectively in the construction of α,β-unsaturated carbonyl systems and is compatible with a range of functional groups, supporting versatile applications in synthetic organic chemistry and natural product synthesis.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      Methyl 2-(bis(2,2,2-trifluoroethoxy)phosphoryl)acetate|CS-0150676
      88738-78-7
    • ~7%
    • In-stock
      Trimethyl Phosphonoacetate|CS-0016054
      5927-18-4
    • null|null
      681123-85-3

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 53, # 1 p. 131 - 134
  • Route2
    • null|null
      6832-16-2
    • null|null
      868-85-9
    • ~58%
    • In-stock
      Trimethyl Phosphonoacetate|CS-0016054
      5927-18-4

    References

    • Polozov, Alexander M.; Mustaphin, Albert H.; Khotinen, Alexander V. Phosphorus, Sulfur and Silicon and the Related Elements, 1992 , vol. 73, # 1-4 p. 153 - 160
  • Route3
    • null|null
      96-32-2
    • null|null
      121-45-9
    • ~74%
    • In-stock
      Trimethyl Phosphonoacetate|CS-0016054
      5927-18-4

    References

    • Hellwinkel, Dieter; Kosack, Thomas Liebigs Annalen der Chemie, 1985 , # 2 p. 226 - 238

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   61.83
  • LogP   0.6453
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   4

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