6-Nitro-1,2,3,4-tetrahydroquinoline

Name: 6-Nitro-1,2,3,4-tetrahydroquinoline
Brand: ChemScene
Availability: InStock
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CAS No. 14026-45-0
Cat. No. CS-0043686
Purity≥96%
MDL No.MFCD00541472

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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-Nitro-1,2,3,4-tetrahydroquinoline|CS-0043686

Structure of 14026-45-0

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Description

6-Nitro-1,2,3,4-tetrahydroquinoline features a fused heterocyclic core with a nitro group at the 6-position, imparting strong electron-withdrawing character. This configuration enhances reactivity in transition-metal-catalyzed couplings and facilitates downstream functionalization. The saturated quinoline framework ensures improved solubility and stability compared to aromatic analogs, enabling reliable use in synthetic sequences requiring moisture-tolerant, bench-stable intermediates.

Application

6-Nitro-1,2,3,4-tetrahydroquinoline serves as a versatile intermediate in medicinal chemistry, enabling direct functionalization at the aromatic ring and facilitating subsequent reduction or coupling reactions. Its nitro group provides strong electron-withdrawing character, enhancing regioselectivity in electrophilic substitution and supporting efficient transition-metal-catalyzed cross-couplings. The tetrahydroquinoline core offers metabolic stability and favorable pharmacokinetic properties, making it a practical scaffold for building diverse heterocyclic libraries. Bench-stable and readily purified by column chromatography, it functions reliably in multi-step synthesis workflows.

General Information

CAS No. 14026-45-0
Cat. No. CS-0043686
Purity ≥96%
MDL No. MFCD00541472
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀N₂O₂
Molecular Weight 178.19
Synonym(s) 6-Nitro-1,2,3,4-tetrahydro-chinolin
SMILES O=[N+]([O-])C1=CC2=C(C=C1)NCCC2

Computational Chemistry Data

TPSA 55.17
LogP 1.9529
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroquinoline compounds

Key Words

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6-Nitro-1,2,3,4-tetrahydroquinoline

CAS No. 14026-45-0

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