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CS-W001157 4
Total: USD 88.00

4'-Fluoroacetophenone

  • CAS No. 403-42-9

  • Cat. No. CS-W020117
  • Purity≥98%
  • MDL No.MFCD00000354

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

4'-Fluoroacetophenone|CS-W020117

Structure of 403-42-9

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General Information

  • CAS No. 403-42-9
  • Cat. No. CS-W020117
  • Purity ≥98%
  • MDL No. MFCD00000354
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇FO
  • Molecular Weight 138.14
  • Synonym(s) 1-(4-Fluorophenyl)ethan-1-one
  • SMILES CC(C1=CC=C(F)C=C1)=O

Description

4'-Fluoroacetophenone features a fluorine atom at the para position of the phenyl ring, enhancing electron-withdrawal and directing electrophilic substitution. This bench-stable ketone integrates readily into synthetic routes requiring polarized carbonyl functionality and serves as a key intermediate in pharmaceutical and agrochemical development.

Application

4'-Fluoroacetophenone serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of fluorinated aromatic scaffolds. Its electrophilic ketone functionality facilitates nucleophilic additions, Grignard reactions, and Friedel-Crafts acylations with high regiocontrol. The ortho-fluorine substituent enhances metabolic stability and modulates electronic properties, making it valuable for medicinal chemistry applications. Bench-stable and readily purified by distillation or recrystallization, it functions reliably in multi-step syntheses.

Synthesis

  • Route1

    References

    • O'Brien, Matthew; Baxendale, Ian R.; Ley, Steven V. Organic Letters, 2010 , vol. 12, # 7 p. 1596 - 1598
  • Route2

    References

    • Jerphagnon, Thomas; Gayet, Arnaud J.A.; Berthiol, Florian; Ritleng, Vincent; Mrsic, Natasa; Meetsma, Auke; Pfeffer, Michel; Minnaard, Adriaan J.; Feringa, Ben L.; De Vries, Johannes G. Chemistry - A European Journal, 2009 , vol. 15, # 46 p. 12780 - 12790
  • Route3

    References

    • Nairoukh, Zackaria; Avnir, David; Blum, Jochanan ChemSusChem, 2013 , vol. 6, # 3 p. 430 - 432

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   17.07
  • LogP   2.0283
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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