7-Nitro-3,4-dihydronaphthalen-1(2H)-one

Name: 7-Nitro-3,4-dihydronaphthalen-1(2H)-one
Brand: ChemScene
Availability: InStock
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CAS No. 40353-34-2
Cat. No. CS-0068732
Molecule weightNone
Purity≥97%
MDL No.MFCD00019661

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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+

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7-Nitro-3,4-dihydronaphthalen-1(2H)-one|CS-0068732

Structure of 40353-34-2

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General Information

CAS No. 40353-34-2
Cat. No. CS-0068732
Purity ≥97%
MDL No. MFCD00019661
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₉NO₃
Molecular Weight None
Synonym(s) 7-Nitro-1-tetralone; 7-Nitro-3,4-dihydronaphthalen-1(2H)-one
SMILES O=C1CCCC2=C1C=C([N+]([O-])=O)C=C2

Description

7-Nitro-3,4-dihydronaphthalen-1(2H)-one features a fused bicyclic core with a nitro group at the 7-position, imparting strong electron-withdrawing character. This configuration enhances reactivity in nucleophilic substitution and enables use as a key scaffold in synthetic routes to bioactive heterocycles and pharmaceutical intermediates.

Application

7-Nitro-3,4-dihydronaphthalen-1(2H)-one serves as a versatile building block in medicinal chemistry, enabling the synthesis of naphthoquinone derivatives and heterocyclic scaffolds via standard oxidation and cyclization protocols. Its electron-deficient aromatic core enhances reactivity in nucleophilic substitution and transition-metal-catalyzed coupling reactions, while the ketone and nitro groups offer orthogonal functional handles for downstream derivatization. Bench-stable and readily purified by recrystallization, it functions efficiently in multi-step syntheses requiring robust intermediates.

Synthesis

Route1
- In-stock
  
  529-34-0
- ~83%
- In-stock
  
  40353-34-2
References
- MITSUBISHI PHARMA CORPORATION Patent: WO2004/87124 A1, 2004 ; Location in patent: Page/Page column 47-48 ; WO 2004/087124 A1
Route2
- In-stock
  
  529-34-0
- ~78%
- In-stock
  
  40353-34-2
- In-stock
  
  51114-73-9
References
- Riedel,J. D. Patent: DE408665 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 14, p. 466
Route3
- In-stock
  
  1821-12-1
- ~%
- In-stock
  
  40353-34-2
References
- v. Braun Justus Liebigs Annalen der Chemie, 1927 , vol. 451, p. 53

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
Precautionary Statements : P264-P270-P301+P310-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 60.21
LogP 2.1138
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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7-Nitro-3,4-dihydronaphthalen-1(2H)-one

CAS No. 40353-34-2

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