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CS-W001157 4
Total: USD 88.00

2,2,2-Trimethylacetamide

  • CAS No. 754-10-9

  • Cat. No. CS-W021470
  • Purity≥98%
  • MDL No.MFCD00008011

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

2,2,2-Trimethylacetamide|CS-W021470

Structure of 754-10-9

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General Information

  • CAS No. 754-10-9
  • Cat. No. CS-W021470
  • Purity ≥98%
  • MDL No. MFCD00008011
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₁₁NO
  • Molecular Weight 101.15
  • Synonym(s) Trimethylacetamide, (Pivalamide)
  • SMILES O=C(N)C(C)(C)C

Description

2,2,2-Trimethylacetamide is a sterically hindered amide featuring a bulky trimethylacetyl group. This structure imparts exceptional stability and low nucleophilicity, making it ideal for use in sensitive synthetic transformations. The molecule’s high boiling point and low water solubility enable efficient separation and purification workflows. It serves as a robust solvent and reaction medium under standard bench conditions.

Application

2,2,2-Trimethylacetamide serves as a stable, bench-friendly amide solvent and acylating agent, enabling efficient N-acylation reactions with excellent functional group tolerance. Its sterically hindered structure enhances hydrolytic stability and simplifies purification, making it well-suited for peptide coupling and heterocycle synthesis in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • Goto, Akihiro; Endo, Kohei; Saito, Susumu Angewandte Chemie - International Edition, 2008 , vol. 47, # 19 p. 3607 - 3609
  • Route2

    References

    • Mizuhara, Tsukasa; Hioki, Kazuhito; Yamada, Megumi; Sasaki, Hideaki; Morisaki, Daiki; Kunishima, Munetaka Chemistry Letters, 2008 , vol. 37, # 12 p. 1191 - 1192
  • Route3
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    References

    • Research Development Foundation Patent: US5674876 A1, 1997 ;

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.09
  • LogP   0.5178
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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