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CS-W001157 4
Total: USD 88.00

2,2,2-Trifluoro-N-(4-(hydroxymethyl)benzyl)acetamide

  • CAS No. 171723-95-8

  • Cat. No. CS-0202301
  • Purity≥98%
  • MDL No.None

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

2,2,2-Trifluoro-N-(4-(hydroxymethyl)benzyl)acetamide|CS-0202301

Structure of 171723-95-8

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General Information

  • CAS No. 171723-95-8
  • Cat. No. CS-0202301
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀F₃NO₂
  • Molecular Weight 233.19
  • Synonym(s) N-(4-Hydroxymethylbenzyl)trifluoroacetamide
  • SMILES O=C(NCC1=CC=C(CO)C=C1)C(F)(F)F

Description

This trifluorinated amide integrates a hydroxymethyl-functionalized benzyl group, enabling direct conjugation or derivatization in synthetic workflows. The electron-withdrawing trifluoromethyl moiety enhances stability and modulates reactivity, while the pendant hydroxyl group offers a handle for further functionalization under standard conditions.

Application

2,2,2-Trifluoro-N-(4-(hydroxymethyl)benzyl)acetamide serves as a versatile bifunctional building block in medicinal chemistry, combining a trifluoromethyl ketone precursor with a pendant benzyl alcohol. The trifluoromethyl group imparts enhanced metabolic stability and lipophilicity, while the hydroxymethyl moiety enables facile derivatization via oxidation, etherification, or esterification. Its bench-stable nature and compatibility with standard protecting group strategies facilitate integration into multi-step syntheses of bioactive molecules.

Synthesis

  • Route1
    • In-stock
      4-Aminomethylbenzylalcohol|CS-W003274
      39895-56-2
    • null|null
      407-25-0
    • ~81%
    • In-stock
      2,2,2-Trifluoro-N-(4-(hydroxymethyl)benzyl)acetamide|CS-0202301
      171723-95-8

    References

    • Mei, De-Sheng; Qu, Yi; He, Jin-Xiang; Chen, Lei; Yao, Zhu-Jun Tetrahedron, 2011 , vol. 67, # 12 p. 2251 - 2259
  • Route2
    • null|null
      383-63-1
    • In-stock
      4-Aminomethylbenzylalcohol|CS-W003274
      39895-56-2
    • ~64%
    • In-stock
      2,2,2-Trifluoro-N-(4-(hydroxymethyl)benzyl)acetamide|CS-0202301
      171723-95-8

    References

    • Kobayashi, Tomonori; Komatsu, Toru; Kamiya, Mako; Campos, Claudia; Gonzalez-Gaitan, Marcos; Terai, Takuya; Hanaoka, Kenjiro; Nagano, Tetsuo; Urano, Yasuteru Journal of the American Chemical Society, 2012 , vol. 134, # 27 p. 11153 - 11160
  • Route3

    References

    • Tetrahedron, , vol. 67, # 12 p. 2251 - 2259

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
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

  • TPSA   49.33
  • LogP   1.3574
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   3

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