8-Bromo-1,2,3,4-tetrahydroisoquinoline

CAS No. 75416-51-2
Cat. No. CS-W005890
Purity≥95%
MDL No.MFCD10001500

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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8-Bromo-1,2,3,4-tetrahydroisoquinoline|CS-W005890

Structure of 75416-51-2

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Description

8-Bromo-1,2,3,4-tetrahydroisoquinoline features a bromine substituent at the 8-position of the tetrahydroisoquinoline core, enhancing electrophilic reactivity and enabling direct functionalization in transition-metal-catalyzed couplings. This bench-stable, moisture-tolerant scaffold integrates readily into complex alkaloid architectures and bioactive molecule synthesis, offering high regioselectivity in C–H activation processes.

Application

8-Bromo-1,2,3,4-tetrahydroisoquinoline serves as a versatile building block in medicinal chemistry, enabling efficient access to brominated isoquinoline scaffolds. Its halogenated aromatic ring facilitates palladium-catalyzed cross-coupling reactions, while the saturated nitrogen-containing core offers compatibility with diverse functional groups. The compound exhibits excellent bench stability and ease of purification, making it well-suited for iterative synthesis and late-stage diversification in API development.

General Information

CAS No. 75416-51-2
Cat. No. CS-W005890
Purity ≥95%
MDL No. MFCD10001500
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀BrN
Molecular Weight 212.09
Synonym(s) 8-BroMo-1,2,3,4-tetrahydroisoquinline
SMILES BrC1=CC=CC2=C1CNCC2

Computational Chemistry Data

TPSA 12.03
LogP 2.0948
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Safety Information

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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 Tetrahydroisoquinoline compounds

Key Words

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8-Bromo-1,2,3,4-tetrahydroisoquinoline

CAS No. 75416-51-2

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