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CS-W001157 4
Total: USD 88.00

o-(Benzyloxy)benzaldehyde

  • CAS No. 5896-17-3

  • Cat. No. CS-W008921
  • Purity≥98%
  • MDL No.MFCD00016583

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

o-(Benzyloxy)benzaldehyde|CS-W008921

Structure of 5896-17-3

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General Information

  • CAS No. 5896-17-3
  • Cat. No. CS-W008921
  • Purity ≥98%
  • MDL No. MFCD00016583
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₂O₂
  • Molecular Weight 212.24
  • Synonym(s) 2-(Benzyloxy)benzaldehyde; NSC 401884; O-Benzylsalicylaldehyde; 2-Benzyloxy benzaldehyde
  • SMILES O=CC1=C(OCC2=CC=CC=C2)C=CC=C1

Description

o-(Benzyloxy)benzaldehyde features a strategically positioned benzyl ether and aldehyde functional group, enabling direct incorporation into complex molecular architectures. This ortho-substituted scaffold delivers enhanced stability and controlled reactivity in synthetic transformations, particularly valuable for building advanced intermediates in medicinal chemistry and materials science.

Application

o-(Benzyloxy)benzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of functionalized aromatic scaffolds. Its ortho-benzyloxy and aldehyde functionalities offer complementary reactivity for sequential transformations, including nucleophilic additions, condensations, and selective deprotection sequences. The benzyl ether group provides bench stability and orthogonal protection, facilitating downstream modifications in complex molecule synthesis.

Synthesis

  • Route1
    • null|null
      100-39-0
    • null|null
      90-02-8
    • ~99%
    • In-stock
      o-(Benzyloxy)benzaldehyde|CS-W008921
      5896-17-3

    References

    • Kobayashi, Tomonori; Komatsu, Toru; Kamiya, Mako; Campos, Claudia; Gonzalez-Gaitan, Marcos; Terai, Takuya; Hanaoka, Kenjiro; Nagano, Tetsuo; Urano, Yasuteru Journal of the American Chemical Society, 2012 , vol. 134, # 27 p. 11153 - 11160
  • Route2
    • null|null
      100-44-7
    • null|null
      90-02-8
    • ~97%
    • In-stock
      o-(Benzyloxy)benzaldehyde|CS-W008921
      5896-17-3

    References

    • Honshu Chemical Industry Co., Ltd. Patent: US6603029 B1, 2003 ;
  • Route3
    • In-stock
      2-Methylbenzyl alcohol|CS-0152955
      89-95-2
    • null|null
      100-39-0
    • ~95%
    • In-stock
      o-(Benzyloxy)benzaldehyde|CS-W008921
      5896-17-3

    References

    • Somu, Ravindranadh V.; Boshoff, Helena; Qiao, Chunhua; Bennett, Eric M.; Barry III, Clifton E.; Aldrich, Courtney C. Journal of Medicinal Chemistry, 2006 , vol. 49, # 1 p. 31 - 34

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   26.3
  • LogP   3.0781
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   4

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