5-Chloro-2-tetralone

Name: 5-Chloro-2-tetralone
Brand: ChemScene
Availability: InStock
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CAS No. 69739-64-6
Cat. No. CS-B0108
Purity≥95%
MDL No.MFCD04038574

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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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Structure of 69739-64-6

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General Information

CAS No. 69739-64-6
Cat. No. CS-B0108
Purity ≥95%
MDL No. MFCD04038574
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₉ClO
Molecular Weight 180.63
Synonym(s) 5-Chloro-3,4-dihydro-2(1H)-naphthalenone
SMILES O=C1CCC(C(Cl)=CC=C2)=C2C1

Description

5-Chloro-2-tetralone is a chlorinated ketone featuring a fused bicyclic structure with a reactive carbonyl group. This compound serves as a key intermediate in synthesizing bioactive molecules, particularly within medicinal chemistry and natural product analogs. The chlorine substituent enhances electrophilicity at the adjacent ring position, enabling selective functionalization under mild conditions. Its bench-stable nature supports reliable use across diverse reaction platforms.

Application

5-Chloro-2-tetralone serves as a versatile building block in synthetic organic chemistry, enabling the construction of biologically relevant tetralin scaffolds. Its electrophilic ketone functionality facilitates nucleophilic additions and condensation reactions, while the chlorine substituent provides a handle for subsequent cross-coupling or substitution processes. Bench-stable and amenable to purification by recrystallization, it functions effectively in multi-step syntheses targeting pharmaceutical intermediates and functionalized heterocycles.

Synthesis

Route1
- 1160858-17-2
- ~63%
- In-stock
  
  69739-64-6
References
- Hon, Yung-Son; Devulapally, Rammohan Tetrahedron Letters, 2009 , vol. 50, # 23 p. 2831 - 2834
Route2
- 54509-73-8
- 41904-39-6
- ~%
- In-stock
  
  69739-64-6
- 17556-19-3
References
- European Journal of Medicinal Chemistry, , vol. 28, # 9 p. 693 - 701
Route3
- 365553-89-5
- ~%
- In-stock
  
  69739-64-6
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 13, # 1 p. 133 - 137

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 17.07
LogP 2.3978
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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5-Chloro-2-tetralone

CAS No. 69739-64-6

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