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CS-W001157 4
Total: USD 88.00

4-(Chloromethyl)benzaldehyde

  • CAS No. 73291-09-5

  • Cat. No. CS-W022010
  • Purity≥98%
  • MDL No.MFCD00191396

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

4-(Chloromethyl)benzaldehyde|CS-W022010

Structure of 73291-09-5

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General Information

  • CAS No. 73291-09-5
  • Cat. No. CS-W022010
  • Purity ≥98%
  • MDL No. MFCD00191396
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇ClO
  • Molecular Weight None
  • Synonym(s) p-Tolualdehyde,a-chloro- (6CI,7CI)
  • SMILES O=CC1=CC=C(CCl)C=C1

Description

4-(Chloromethyl)benzaldehyde features a chloromethyl group ortho to an aldehyde functionality, enabling direct functionalization in synthetic sequences. This combination delivers a reactive handle for nucleophilic substitution while maintaining compatibility with standard bench protocols. The molecule integrates efficiently into aromatic scaffolds during late-stage diversification.

Application

4-(Chloromethyl)benzaldehyde serves as a versatile bifunctional building block in synthetic organic chemistry, enabling efficient construction of complex scaffolds. The aldehyde group facilitates nucleophilic additions and condensation reactions, while the chloromethyl moiety supports SN2 substitutions and functionalization via palladium-catalyzed cross-coupling. Its bench-stable nature and compatibility with diverse reaction conditions make it a practical choice for medicinal chemistry campaigns and heterocycle synthesis.

Synthesis

  • Route1

    References

    • Fiammengo, Roberto; Musilek, Kamil; Jaeschke, Andres Journal of the American Chemical Society, 2005 , vol. 127, # 25 p. 9271 - 9276
  • Route2
    • null|null
      142651-25-0
    • ~68%
    • In-stock
      4-(Chloromethyl)benzaldehyde|CS-W022010
      73291-09-5

    References

    • Fuji Photo Film Co., Ltd. Patent: WO2005/92847 A1, 2005 ; Location in patent: Page/Page column 32 ;
  • Route3

    References

    • Rajabi, Fatemeh; Karimi, Nafiseh; Saidi, Mohammad Reza; Primo, Ana; Varma, Rajender S.; Luque, Rafael Advanced Synthesis and Catalysis, 2012 , vol. 354, # 9 p. 1707 - 1711

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P312-P330-P363-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.2379
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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