5-Nitro-1H,3H-benzo[de]isochromene-1,3-dione

Name: 5-Nitro-1H,3H-benzo[de]isochromene-1,3-dione
Brand: ChemScene
Availability: InStock
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CAS No. 3027-38-1
Cat. No. CS-W014647
Molecule weightNone
Purity≥90%
MDL No.MFCD00006926

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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+
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5-Nitro-1H,3H-benzo[de]isochromene-1,3-dione|CS-W014647

Structure of 3027-38-1

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General Information

CAS No. 3027-38-1
Cat. No. CS-W014647
Purity ≥90%
MDL No. MFCD00006926
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₅NO₅
Molecular Weight None
Synonym(s) 3-Nitro-1,8-naphthalic anhydride
SMILES O=C1C2=CC=CC3=C2C(C(O1)=O)=CC([N+]([O-])=O)=C3

Description

5-Nitro-1H,3H-benzo[de]isochromene-1,3-dione is a polycyclic aromatic compound featuring a nitro group at the 5-position and two carbonyl functionalities within a fused chromene-dione scaffold. This electron-deficient core enables participation in Diels-Alder cycloadditions and serves as a building block for advanced heterocyclic systems in synthetic organic chemistry.

Application

5-Nitro-1H,3H-benzo[de]isochromene-1,3-dione serves as a versatile polycyclic building block for the synthesis of functionalized heterocycles and complex scaffolds. Its fused tricyclic core, featuring dual carbonyl groups and a nitro substituent at the 5-position, enables controlled reactivity in nucleophilic transformations and facilitates downstream derivatization. The compound exhibits bench stability and tolerates common functional groups, making it suitable for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

Route1
- 81-84-5
- ~85%
- In-stock
  
  3027-38-1
References
- Li, Zhigang; Yang, Qing; Qian, Xuhong Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 7 p. 1769 - 1772

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 : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 86.51
LogP 2.0586
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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5-Nitro-1H,3H-benzo[de]isochromene-1,3-dione

CAS No. 3027-38-1

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