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CS-W001157 4
Total: USD 88.00

Ethyl (E)-3-(4-bromophenyl)acrylate

  • CAS No. 24393-53-1

  • Cat. No. CS-W021127
  • Purity≥96%
  • MDL No.MFCD00012226
  • HazMat Fee +

    HazMat Fee

    An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it. There is a HazMat shipping fee for each item that qualifies as a dangerous good, except in the following scenarios:

    The shipment is processed through FedEx Ground under the Limited Quantity option.

    Each bottle is packed as an Excepted Quantity, with a maximum of 1g for items in class 6.1 packing group I or II, and up to 25g for all other hazardous materials.

    If shipping is charged to your FedEx account, the HazMat fee will be billed directly by the courier. Otherwise, the fee will be included on your invoice. To help you avoid the HazMat fee, we can package a 5g order of a class 6.1 packing group I or II material as five separate 1g units, and a 100g order of any other dangerous good as four 25g units. This packaging adjustment will be made unless you instruct otherwise on your purchase order. Below, you will find the fee schedule from FedEx for handling hazardous materials.

    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.

    There is a HazMat shipping fee for each item that qualifies as a dangerous good. Please contact our quotation team via email to confirm the details.

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

Ethyl (E)-3-(4-bromophenyl)acrylate|CS-W021127

Structure of 24393-53-1

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Description

Ethyl (E)-3-(4-bromophenyl)acrylate features a conjugated E-configured double bond flanked by an electron-deficient acrylate ester and a para-brominated phenyl group. This structural motif enables efficient participation in palladium-catalyzed cross-coupling reactions, particularly Suzuki-Miyaura and Stille couplings, where the bromine serves as a reliable coupling handle. The compound exhibits excellent stability under standard bench conditions and integrates readily into complex molecular architectures requiring precise stereochemical control.

Application

Ethyl (E)-3-(4-bromophenyl)acrylate serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and styrenyl architectures. The conjugated enoate system exhibits high stability under standard bench conditions, while the pendant bromide facilitates palladium-catalyzed coupling with boronic acids, amines, and nucleophiles. Its defined (E)-configuration ensures stereochemical fidelity in downstream transformations, making it well-suited for the synthesis of functionalized aromatic systems and pharmaceutical intermediates.

General Information

  • CAS No. 24393-53-1
  • Cat. No. CS-W021127
  • Purity ≥96%
  • MDL No. MFCD00012226
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁BrO₂
  • Molecular Weight 255.11
  • Synonym(s) Ethyl trans-4-bromocinnamate
  • SMILES O=C(OCC)/C=C/C1=CC=C(Br)C=C1

Computational Chemistry Data

  • TPSA   26.3
  • LogP   3.0254
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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-H319-H335
Precautionary Statements : P233-P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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