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CS-W001157 4
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(5-(Trifluoromethyl)pyridin-2-yl)methanol

  • CAS No. 31181-84-7

  • Cat. No. CS-W003196
  • Purity≥95%
  • MDL No.MFCD04117762

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

(5-(Trifluoromethyl)pyridin-2-yl)methanol|CS-W003196

Structure of 31181-84-7

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General Information

  • CAS No. 31181-84-7
  • Cat. No. CS-W003196
  • Purity ≥95%
  • MDL No. MFCD04117762
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆F₃NO
  • Molecular Weight 177.12
  • Synonym(s) [5-(Trifluoromethyl)pyridin-2-yl]methanol
  • SMILES OCc1ccc(cn1)C(F)(F)F

Description

(5-(Trifluoromethyl)pyridin-2-yl)methanol features a pyridine core bearing a trifluoromethyl group at the 5-position and a methylene alcohol function at the 2-position. This combination delivers enhanced electron-withdrawing character and improved solubility in polar solvents, enabling its use in transition-metal-catalyzed coupling reactions and as a building block for bioactive heterocycles.

Application

(5-(Trifluoromethyl)pyridin-2-yl)methanol serves as a versatile building block in medicinal chemistry, enabling efficient incorporation of a polar, electron-deficient pyridine motif with enhanced metabolic stability. The primary alcohol functionality facilitates straightforward derivatization—via esterification, ether formation, or oxidation to the carboxylic acid—while maintaining compatibility with diverse reaction conditions. Its bench-stable nature and clean handling profile support reliable use in multi-step synthesis and high-throughput screening workflows.

Synthesis

  • Route1

    References

    • GLAXOSMITHKLINE LLC; QIN, Donghui; CHRISTENSEN, IV, Siegfried Benjamin; WU, Chengde; ZHANG, Zhiliu; YU, Haiyu; YUAN, Jiangxing; LIN, Xiaojuan; XU, Shanli; LV, Maoyun; YAO, Chen; LI, Lei; HUANG, Xing; GAO, Min Patent: WO2013/166621 A1, 2013 ; Location in patent: Page/Page column 48 ;
  • Route2

    References

    • Thompson, Andrew M.; Sutherland, Hamish S.; Palmer, Brian D.; Kmentova, Iveta; Blaser, Adrian; Franzblau, Scott G.; Wan, Baojie; Wang, Yuehong; Ma, Zhenkun; Denny, William A. Journal of Medicinal Chemistry, 2011 , vol. 54, # 19 p. 6563 - 6585
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 54, # 19 p. 6563 - 6585

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

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Computational Chemistry Data

  • TPSA   33.12
  • LogP   1.5927
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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