6-Bromo-3,4-dihydro-1(2H)-naphthalenone

Name: 6-Bromo-3,4-dihydro-1(2H)-naphthalenone
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 66361-67-9
Cat. No. CS-W008321
Purity≥97%
MDL No.MFCD04114378

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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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6-Bromo-3,4-dihydro-1(2H)-naphthalenone|CS-W008321

Structure of 66361-67-9

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General Information

CAS No. 66361-67-9
Cat. No. CS-W008321
Purity ≥97%
MDL No. MFCD04114378
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₉BrO
Molecular Weight 225.08
Synonym(s) None
SMILES BrC1=CC=C2C(CCCC2=O)=C1

Description

6-Bromo-3,4-dihydro-1(2H)-naphthalenone is a brominated dihydro-naphthalenone scaffold featuring a reactive ketone and a halogenated site for downstream functionalization. This bench-stable compound integrates readily into synthetic sequences requiring electrophilic substitution or transition-metal-catalyzed coupling. The para-bromo substituent enables selective derivatization while maintaining structural integrity under standard conditions.

Application

6-Bromo-3,4-dihydro-1(2H)-naphthalenone serves as a versatile building block in medicinal chemistry and synthetic organic chemistry. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, while the enone functionality supports Michael additions and conjugate reductions. The compound exhibits good bench stability and facilitates efficient functionalization in multi-step synthesis of bioactive heterocycles and pharmaceutical intermediates.

Synthesis

Route1
- In-stock
  
  3470-53-9
- ~76%
- In-stock
  
  66361-67-9
References
- Niculescu-Duvaz, Dan; Niculescu-Duvaz, Ion; Suijkerbuijk, Bart M.J.M.; Menard, Delphine; Zambon, Alfonso; Davies, Lawrence; Pons, Jean-Francois; Whittaker, Steven; Marais, Richard; Springer, Caroline J. Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 5 p. 1284 - 1304
Route2
- 228256-58-4
- ~68%
- In-stock
  
  66361-67-9
References
- Balkrishna, Shah Jaimin; Prasad, Ch Durga; Panini, Piyush; Chopra, Deepak; Kumar, Sangit; Detty, Michael R. Journal of Organic Chemistry, 2012 , vol. 77, # 21 p. 9541 - 9552,12
Route3
- In-stock
  
  3470-50-6
- ~%
- In-stock
  
  66361-67-9
References
- Organic Letters, , vol. 13, # 24 p. 6488 - 6491

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

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Computational Chemistry Data

TPSA 17.07
LogP 2.9681
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Ketone

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

6-Bromo-3,4-dihydro-1(2H)-naphthalenone sigma6-Bromo-3,4-dihydro-1(2H)-naphthalenone manufacturer6-Bromo-3,4-dihydro-1(2H)-naphthalenone price6-Bromo-3,4-dihydro-1(2H)-naphthalenone structure6-Bromo-3,4-dihydro-1(2H)-naphthalenone SDSbuy 6-Bromo-3,4-dihydro-1(2H)-naphthalenone6-Bromo-3,4-dihydro-1(2H)-naphthalenone supplier6-Bromo-3,4-dihydro-1(2H)-naphthalenone uses6-Bromo-3,4-dihydro-1(2H)-naphthalenone molecular weightprice of 6-Bromo-3,4-dihydro-1(2H)-naphthalenone6-Bromo-3,4-dihydro-1(2H)-naphthalenone chemical name formula of 6-Bromo-3,4-dihydro-1(2H)-naphthalenone

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6-Bromo-3,4-dihydro-1(2H)-naphthalenone

CAS No. 66361-67-9

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