Tel:

Email:

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

4-Amino-3-nitrobenzaldehyde

  • CAS No. 51818-99-6

  • Cat. No. CS-0043823
  • Purity≥96%
  • MDL No.MFCD17170817

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

4-Amino-3-nitrobenzaldehyde|CS-0043823

Structure of 51818-99-6

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

* Please select Quantity before adding items.

General Information

  • CAS No. 51818-99-6
  • Cat. No. CS-0043823
  • Purity ≥96%
  • MDL No. MFCD17170817
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆N₂O₃
  • Molecular Weight 166.13
  • Synonym(s) Benzaldehyde, 4-amino-3-nitro-
  • SMILES NC1=C(C=C(C=O)C=C1)[N+]([O-])=O

Description

4-Amino-3-nitrobenzaldehyde features a conjugated aldehyde group flanked by electron-donating amino and electron-withdrawing nitro substituents, enabling efficient coupling in cross-coupling and condensation reactions. This polarized structure enhances reactivity in synthesis of bioactive heterocycles and fluorescent probes under standard conditions.

Application

4-Amino-3-nitrobenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling the construction of heterocyclic scaffolds and functionalized aromatic systems. Its ortho-difunctionalized structure facilitates sequential transformations, including reductive coupling, nucleophilic substitution, and condensation reactions. The aldehyde group offers direct access to imines and hydrazones, while the amino and nitro groups provide complementary handles for selective derivatization. Bench-stable and readily purified by recrystallization, it supports scalable synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • N-(4-formyl-2-nitrophenyl)acetamide|CS-0319933
      51818-98-5
    • ~96%
    • In-stock
      4-Amino-3-nitrobenzaldehyde|CS-0043823
      51818-99-6

    References

    • Gabe, Yu; Urano, Yasuteru; Kikuchi, Kazuya; Kojima, Hirotatsu; Nagano, Tetsuo Journal of the American Chemical Society, 2004 , vol. 126, # 10 p. 3357 - 3367
  • Route2

    References

    • Micheel; Noffz Chemische Berichte, 1957 , vol. 90, p. 1586,1588
  • Route3

    References

    • Zhang, Dengqing; Zhang, Meng; Liu, Zhiqiang; Yu, Mengxiao; Li, Fuyou; Yi, Tao; Huang, Chunhui Tetrahedron Letters, 2006 , vol. 47, # 39 p. 7093 - 7096

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   86.23
  • LogP   0.9895
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

Other Classifications

Recently Viewed Products

Leave US a Message
Upload Pictures

Key Words

  • 4-Amino-3-nitrobenzaldehyde sigma4-Amino-3-nitrobenzaldehyde manufacturer4-Amino-3-nitrobenzaldehyde price4-Amino-3-nitrobenzaldehyde structure4-Amino-3-nitrobenzaldehyde SDSbuy 4-Amino-3-nitrobenzaldehyde4-Amino-3-nitrobenzaldehyde supplier4-Amino-3-nitrobenzaldehyde uses4-Amino-3-nitrobenzaldehyde molecular weightprice of 4-Amino-3-nitrobenzaldehyde4-Amino-3-nitrobenzaldehyde chemical name formula of 4-Amino-3-nitrobenzaldehyde
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