5-Bromo-2-tetralone

Name: 5-Bromo-2-tetralone
Brand: ChemScene
Availability: InStock
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CAS No. 132095-53-5
Cat. No. CS-B0105
Purity≥97%
MDL No.MFCD04038485

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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+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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Description

5-Bromo-2-tetralone is a brominated cyclic ketone featuring a fused benzene ring and a reactive carbonyl group. This structure enables direct functionalization at the C5 position, facilitating downstream derivatization in synthetic organic chemistry. The molecule exhibits enhanced electrophilicity at the carbonyl center due to the electron-withdrawing bromine substituent. Its stability under standard bench conditions supports reliable use in multi-step synthesis workflows.

Application

5-Bromo-2-tetralone serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted tetralin scaffolds via palladium-catalyzed cross-coupling reactions. Its bromine substituent facilitates C–C bond formation under standard Suzuki, Stille, or Negishi conditions, while the ketone functionality allows for subsequent functionalization through enolization, reduction, or nucleophilic addition. The compound exhibits good bench stability and is readily purified by recrystallization or flash chromatography, making it well-suited for medicinal chemistry campaigns and process development.

General Information

CAS No. 132095-53-5
Cat. No. CS-B0105
Purity ≥97%
MDL No. MFCD04038485
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₉BrO
Molecular Weight 225.08
Synonym(s) 2(1H)-Naphthalenone,5-bromo-3,4-dihydro
SMILES O=C1CCC(C(Br)=CC=C2)=C2C1

Computational Chemistry Data

TPSA 17.07
LogP 2.5069
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

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
Precautionary Statements : P261-P302+P352

Quality Control

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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5-Bromo-2-tetralone

CAS No. 132095-53-5

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