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CS-W001157 4
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4-Chlorocinnamaldehyde

  • CAS No. 49678-02-6

  • Cat. No. CS-0023506
  • Purity≥95%
  • MDL No.MFCD00156880

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

4-Chlorocinnamaldehyde|CS-0023506

Structure of 49678-02-6

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General Information

  • CAS No. 49678-02-6
  • Cat. No. CS-0023506
  • Purity ≥95%
  • MDL No. MFCD00156880
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇ClO
  • Molecular Weight 166.60
  • Synonym(s) trans-p-Chlorocinnamaldehyde
  • SMILES C(=C/C=O)\C1=CC=C(Cl)C=C1

Description

trans-p-Chlorocinnamaldehyde features a conjugated enone system with a para-chloro substituent, delivering enhanced electrophilicity and stability under standard bench conditions. This electron-deficient alkene integrates readily into Michael addition cascades and serves as a key scaffold in the synthesis of bioactive heterocycles and pharmaceutical intermediates.

Application

trans-p-Chlorocinnamaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of substituted styrenes and heterocycles via Michael additions, Mannich reactions, and Wittig-type transformations. Its conjugated enal system exhibits predictable reactivity with nucleophiles and electrophiles, while the para-chloro substituent enhances electronic modulation and facilitates downstream functionalization. Bench-stable and readily purified by distillation or chromatography, it functions reliably in multi-step syntheses requiring controlled regioselectivity and thermal stability.

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-H317-H319
Precautionary Statements : P261-P264-P272-P280-P302+P352-P362+P364-P501

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.5521
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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