Tel:

Email:

EN
Cat. No. Size / Unit Price Qty
CS-W001157 4
Total: USD 88.00

1-Ethynyl-2-nitrobenzene

  • CAS No. 16433-96-8

  • Cat. No. CS-W006929
  • Molecule weight147.13
  • Purity≥98%
  • MDL No.MFCD01113917

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

1-Ethynyl-2-nitrobenzene|CS-W006929

Structure of 16433-96-8

Please choose your location and provide accurate information for you
Size Stock
Price Quantity

* Please select Quantity before adding items.

General Information

  • CAS No. 16433-96-8
  • Cat. No. CS-W006929
  • Purity ≥98%
  • MDL No. MFCD01113917
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅NO₂
  • Molecular Weight 147.13
  • Synonym(s) Benzene, 1-ethynyl-2-nitro- (6CI, 7CI, 8CI, 9CI)
  • SMILES O=[N+](C1=CC=CC=C1C#C)[O-]

Description

1-Ethynyl-2-nitrobenzene features a conjugated alkyne linked directly to an electron-deficient nitro group, enabling efficient coupling in transition-metal-catalyzed reactions. This configuration enhances reactivity in Sonogashira and click chemistry protocols while maintaining bench-stable handling under standard conditions.

Application

1-Ethynyl-2-nitrobenzene serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to substituted biaryls and conjugated systems. Its ortho-nitro group enhances electrophilicity at the alkyne terminus, facilitating Sonogashira and Glaser-type couplings under mild conditions. The molecule exhibits good bench stability, ease of purification, and tolerance to common functional groups, making it well-suited for iterative synthesis workflows in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • Trimethyl((2-nitrophenyl)ethynyl)silane|CS-0671466
      75867-47-9
    • ~85%
    • In-stock
      1-Ethynyl-2-nitrobenzene|CS-W006929
      16433-96-8

    References

    • Takahashi, S.; Kuroyama, Y.; Sonogashira, K.; Hagihara, N. Synthesis, 1980 , # 8 p. 627 - 630
  • Route2
    • null|null
      90965-06-3
    • In-stock
      2-Nitrobenzaldehyde|CS-W007454
      552-89-6
    • ~74%
    • In-stock
      1-Ethynyl-2-nitrobenzene|CS-W006929
      16433-96-8

    References

    • Baxendale, Ian R.; Ley, Steven V.; Mansfield, Andrew C.; Smith, Christopher D. Angewandte Chemie, International Edition, 2009 , vol. 48, p. 4017 - 4021 Angewandte Chemie, 2009 , vol. 121, p. 4077 - 4081
  • Route3
    • null|null
      609-73-4
    • null|null
      74-86-2
    • ~63%
    • In-stock
      1-Ethynyl-2-nitrobenzene|CS-W006929
      16433-96-8

    References

    • Vasilevsky, Sergei F.; Klyatskaya, Svetlana V.; Elguero, Jose Tetrahedron, 2004 , vol. 60, # 31 p. 6685 - 6688

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

To search for quality control of cas , please enter both the product number and the lot/batch number.

Computational Chemistry Data

  • TPSA   43.14
  • LogP   1.5761
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

Other Classifications

Recently Viewed Products

Leave US a Message
Upload Pictures

Key Words

  • 1-Ethynyl-2-nitrobenzene sigma1-Ethynyl-2-nitrobenzene manufacturer1-Ethynyl-2-nitrobenzene price1-Ethynyl-2-nitrobenzene structure1-Ethynyl-2-nitrobenzene SDSbuy 1-Ethynyl-2-nitrobenzene1-Ethynyl-2-nitrobenzene supplier1-Ethynyl-2-nitrobenzene uses1-Ethynyl-2-nitrobenzene molecular weightprice of 1-Ethynyl-2-nitrobenzene1-Ethynyl-2-nitrobenzene chemical name formula of 1-Ethynyl-2-nitrobenzene
This product is not sold in the region.
Confirm
How to get a Lot Number

Lot numbers can be found on the outside label of a product:

ChemScene Label