Benzo[h]quinoline

Name: Benzo[h]quinoline
Brand: ChemScene
Availability: InStock
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CAS No. 230-27-3
Cat. No. CS-W004769
Purity≥96%
MDL No.MFCD00004984

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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 230-27-3

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General Information

CAS No. 230-27-3
Cat. No. CS-W004769
Purity ≥96%
MDL No. MFCD00004984
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₉N
Molecular Weight 179.22
Synonym(s) α-Naphthoquinoline
SMILES C12=CC=CN=C1C3=C(C=CC=C3)C=C2

Description

Benzo[h]quinoline was used to study the mutagenic activities of benzo[f]quinoline, benzo[h]quinolone and a number of their derivatives in strain TA 100 of Salmonella typhimurium. It was used in determination of nitrogen-containing polynuclear aromatic hydrocarbons in the gaseous products of the thermal degradation of polymers by HPLC- fluorescence detection. It was used as starting reagent for the synthesis of osmium and ruthenium complexes containing an N-heterocyclic carbene ligand.

Application

Benzo[h]quinoline serves as a versatile heterocyclic scaffold in medicinal chemistry and materials science, offering robust stability and defined electronic properties. Its fused bicyclic structure enables selective functionalization at multiple positions, facilitating coupling reactions and metal-catalyzed transformations. The core functions effectively in the synthesis of kinase inhibitors, photoluminescent compounds, and advanced ligands, with predictable reactivity and ease of purification under standard bench conditions.

Synthesis

Route1
- 134-32-7
- In-stock
  
  504-63-2
- ~96%
- In-stock
  
  230-27-3
References
- Aramoto, Hiroomi; Obora, Yasushi; Ishii, Yasutaka Journal of Organic Chemistry, 2009 , vol. 74, # 2 p. 628 - 633
Route2
- 1097204-18-6
- ~95%
- In-stock
  
  230-27-3
References
- Chelucci, Giorgio Tetrahedron Letters, 2010 , vol. 51, # 12 p. 1562 - 1565
Route3
- 181950-47-0
- ~93%
- In-stock
  
  230-27-3
References
- Chelucci, Giorgio Tetrahedron Letters, 2010 , vol. 51, # 12 p. 1562 - 1565

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 12.89
LogP 3.388
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Naphthalene compounds

Material Science Material Building Blocks Ligands for Functional Metal Complexes Phenylpyridine Ligands

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Benzo[h]quinoline

CAS No. 230-27-3

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