8-Bromo-7-quinolinol

Name: 8-Bromo-7-quinolinol
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 90224-71-8
Cat. No. CS-0038655
Purity≥98%
MDL No.MFCD13188513

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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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Structure of 90224-71-8

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General Information

CAS No. 90224-71-8
Cat. No. CS-0038655
Purity ≥98%
MDL No. MFCD13188513
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆BrNO
Molecular Weight 224.06
Synonym(s) 8-broMoquinolin-7-ol; 8-Bromo-7-quinolinol
SMILES C1=CN=C2C(=C1)C=CC(=C2Br)O

Description

8-Bromo-7-quinolinol features a brominated quinolinol scaffold with enhanced electron-deficient character, enabling efficient metal coordination and electrophilic substitution. This bench-stable compound integrates readily into transition metal catalysis and serves as a key ligand in photoredox systems.

Application

8-Bromo-7-quinolinol serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the C8 position via palladium-catalyzed cross-coupling reactions. Its brominated quinoline scaffold exhibits excellent bench stability and compatibility with a range of reaction conditions, facilitating the construction of complex heterocyclic architectures. The hydroxyl group at C7 provides additional handle for derivatization, supporting orthogonal transformations in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  580-20-1
- ~73%
- In-stock
  
  90224-71-8
References
- CHEMOCENTRYX, INC.; CHEN, Xi; FAN, Pinchen; GLEASON, Mark, M.; JAEN, Juan, C.; LI, Lianfa; MCMAHON, Jeffrey, P.; POWERS, Jay; ZENG, Yibin; ZHANG, Penglie Patent: WO2010/54006 A1, 2010 ; Location in patent: Page/Page column 52-53 ; WO 2010/054006 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 33.12
LogP 2.7029
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Key Words

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8-Bromo-7-quinolinol

CAS No. 90224-71-8

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