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CS-W001157 4
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4-(1,3-Dioxolan-2-yl)benzonitrile

  • CAS No. 66739-89-7

  • Cat. No. CS-0669625
  • Purity≥97%
  • MDL No.MFCD00052570

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

4-(1,3-Dioxolan-2-yl)benzonitrile|CS-0669625

Structure of 66739-89-7

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General Information

  • CAS No. 66739-89-7
  • Cat. No. CS-0669625
  • Purity ≥97%
  • MDL No. MFCD00052570
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₂
  • Molecular Weight 175.18
  • Synonym(s) None
  • SMILES C1COC(O1)C2=CC=C(C=C2)C#N

Description

This boronate ester integrates a stable 1,3-dioxolan-2-yl group with a para-cyano substituent, enabling reliable Suzuki-Miyaura coupling under standard conditions. The electron-deficient aryl moiety enhances reactivity while maintaining bench-stable handling and compatibility with diverse reaction matrices.

Application

4-(1,3-Dioxolan-2-yl)benzonitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized aromatic systems. The 1,3-dioxolane ring acts as a stable acetal protecting group for aldehydes, which can be selectively cleaved under mild acidic conditions. This compound facilitates the introduction of aldehyde functionality at the para position of a nitrile-substituted benzene ring, supporting downstream transformations such as reductive amination, Grignard additions, or heterocycle formation. Its bench stability and compatibility with common reaction conditions make it well-suited for multi-step synthesis and process development.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   42.25
  • LogP   1.60368
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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