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3-(3-Bromophenyl)-3-oxopropanenitrile

  • CAS No. 70591-86-5

  • Cat. No. CS-0094689
  • Purity≥98%
  • MDL No.MFCD02260778
  • HazMat Fee +

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    Type
    HazMat Fee
    Excepted Quantity $0.00
    FedEx Limited Quantities Ground $0.00
    Hazmat Ground shipping $50.00+
    Inaccessible (Haz class 6.1 or 9), Domestic $68.00+
    Accessible (Haz class 3, 4, 5 or 8), Domestic $158.00+
    Inaccessible (Haz class 6.1 or 9), International $108.00+
    Accessible (Haz class 3, 4, 5 or 8), International $238.00+

    An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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

3-(3-Bromophenyl)-3-oxopropanenitrile|CS-0094689

Structure of 70591-86-5

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Description

3-(3-Bromophenyl)-3-oxopropanenitrile features a brominated phenyl ring coupled to a β-ketonitrile motif, enabling direct integration into Suzuki-Miyaura and Ullmann coupling cascades. The electron-deficient nitrile group facilitates nucleophilic addition, while the ketone offers coordination sites for transition metals. This bifunctional architecture supports rapid assembly of complex heterocycles under mild conditions.

Application

3-(3-Bromophenyl)-3-oxopropanenitrile serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted quinoline and benzothiazole scaffolds via cyclization reactions. Its α,β-unsaturated nitrile functionality exhibits robust reactivity in nucleophilic addition and transition-metal-catalyzed coupling processes. The bromo substituent provides a handle for further diversification through cross-coupling chemistry. Bench-stable and readily purified by recrystallization, it functions effectively in standard synthetic workflows requiring functional group tolerance and predictable reactivity.

General Information

  • CAS No. 70591-86-5
  • Cat. No. CS-0094689
  • Purity ≥98%
  • MDL No. MFCD02260778
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆BrNO
  • Molecular Weight 224.05
  • Synonym(s) Benzenepropanenitrile, 3-bromo-beta-oxo-
  • SMILES N#CCC(C1=CC=CC(Br)=C1)=O

Computational Chemistry Data

  • TPSA   40.86
  • LogP   2.54548
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

Safety Information

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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

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