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CS-W001157 4
Total: USD 88.00

4-Cyclopropylbenzaldehyde

  • CAS No. 20034-50-8

  • Cat. No. CS-W005936
  • Molecule weight146.19
  • Purity≥95%
  • MDL No.MFCD06802398

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

4-Cyclopropylbenzaldehyde|CS-W005936

Structure of 20034-50-8

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General Information

  • CAS No. 20034-50-8
  • Cat. No. CS-W005936
  • Purity ≥95%
  • MDL No. MFCD06802398
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O
  • Molecular Weight 146.19
  • Synonym(s) p-Cyclopropylbenzaldehyde
  • SMILES O=CC1=CC=C(C2CC2)C=C1

Description

4-Cyclopropylbenzaldehyde features a cyclopropyl group at the para position of the benzaldehyde ring, imparting enhanced lipophilicity and conformational rigidity. This structural motif enables efficient integration into bioactive scaffolds and facilitates directed functionalization in synthetic pathways. The aldehyde functionality offers high reactivity for nucleophilic addition and condensation reactions under standard conditions.

Application

4-Cyclopropylbenzaldehyde serves as a versatile building block in medicinal chemistry and materials science, enabling the synthesis of bioactive heterocycles and functionalized aromatics. Its aldehyde functionality facilitates efficient imine formation, reductive amination, and transition-metal-catalyzed coupling reactions. The cyclopropyl group imparts favorable lipophilic character and conformational rigidity, enhancing metabolic stability in target molecules. Bench-stable and compatible with standard purification methods, it functions reliably in multi-step syntheses.

Synthesis

  • Route1

    References

    • Lemhadri, Mhamed; Doucet, Henri; Santelli, Maurice Synthetic Communications, 2006 , vol. 36, # 1 p. 121 - 128
  • Route2
    • In-stock
      1-Bromo-4-cyclopropylbenzene|CS-W023171
      1124-14-7
    • null|null
      68-12-2
    • ~95%
    • In-stock
      4-Cyclopropylbenzaldehyde|CS-W005936
      20034-50-8

    References

    • Conte, Aurelia; Kuehne, Holger; Luebbers, Thomas; Mattei, Patrizio; Maugeais, Cyrille; Mueller, Werner; Pflieger, Philippe Patent: US2007/185058 A1, 2007 ; Location in patent: Page/Page column 8 ;
  • Route3
    • null|null
      68-12-2
    • ~%
    • In-stock
      4-Cyclopropylbenzaldehyde|CS-W005936
      20034-50-8

    References

    • EP1364957 A1, ; Page/Page column 23 ;

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   2.3765
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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