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CS-W001157 4
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3-(2-Hydroxyethyl)benzonitrile

  • CAS No. 193290-27-6

  • Cat. No. CS-W023073
  • Purity≥97%
  • MDL No.MFCD10001394

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

3-(2-Hydroxyethyl)benzonitrile|CS-W023073

Structure of 193290-27-6

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General Information

  • CAS No. 193290-27-6
  • Cat. No. CS-W023073
  • Purity ≥97%
  • MDL No. MFCD10001394
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO
  • Molecular Weight 147.18
  • Synonym(s) 2-(3-CYANO-PHENYL)ETHANOL
  • SMILES N#CC1=CC=CC(CCO)=C1

Description

3-(2-Hydroxyethyl)benzonitrile features a hydroxyl-bearing side chain appended to a nitrile-functionalized benzene ring, enabling dual reactivity in synthetic transformations. This bifunctional architecture supports efficient coupling reactions and facilitates incorporation into advanced molecular scaffolds. The compound exhibits favorable solubility in common organic solvents and maintains stability under standard bench conditions.

Application

3-(2-Hydroxyethyl)benzonitrile serves as a versatile synthetic building block for pharmaceutical and agrochemical intermediates. The nitrile group enables efficient transformations into carboxylic acids, amides, or amines, while the pendant hydroxyl function supports derivatization via etherification or esterification. Its structural motif is compatible with standard coupling reactions and demonstrates good bench stability, facilitating purification and integration into multi-step syntheses.

Synthesis

  • Route1

    References

    • F. HOFFMANN-LA ROCHE AG; GENENTECH, INC. Patent: WO2009/66084 A1, 2009 ; Location in patent: Page/Page column 100 ; WO 2009/066084 A1
  • Route2
    • In-stock
      3-Bromophenethyl alcohol|CS-W007864
      28229-69-8
    • null|null
      557-21-1
    • ~%
    • In-stock
      3-(2-Hydroxyethyl)benzonitrile|CS-W023073
      193290-27-6

    References

    • ASTRAZENECA AB Patent: WO2007/69986 A1, 2007 ; Location in patent: Page/Page column 89 ; WO 2007/069986 A1
  • Route3
    • null|null
      109346-98-7
    • ~99%
    • In-stock
      3-(2-Hydroxyethyl)benzonitrile|CS-W023073
      193290-27-6

    References

    • Hirayama, Fukushi; Koshio, Hiroyuki; Ishihara, Tsukasa; Watanuki, Susumu; Hachiya, Shunichiro; Kaizawa, Hiroyuki; Kuramochi, Takahiro; Katayama, Naoko; Kurihara, Hiroyuki; Taniuchi, Yuta; Sato, Kazuo; Sakai-Moritani, Yumiko; Kaku, Seiji; Kawasaki, Tomihisa; Matsumoto, Yuzo; Sakamoto, Shuichi; Tsukamoto, Shin-ichi Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 8 p. 2597 - 2610

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   44.02
  • LogP   1.09308
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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