(2,6-Dibromopyridin-4-yl)methanol

Name: (2,6-Dibromopyridin-4-yl)methanol
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CAS No. 223463-02-3
Cat. No. CS-0053537
Purity≥98%
MDL No.MFCD09836667

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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+
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(2,6-Dibromopyridin-4-yl)methanol|CS-0053537

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General Information

CAS No. 223463-02-3
Cat. No. CS-0053537
Purity ≥98%
MDL No. MFCD09836667
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅Br₂NO
Molecular Weight 266.92
Synonym(s) 2,6-Dibromo-4-hydroxymethylpyridine
SMILES OCC1=CC(Br)=NC(Br)=C1

Description

This brominated pyridine derivative features a reactive hydroxymethyl group at the 4-position, enabling direct functionalization in cross-coupling and nucleophilic substitution reactions. The ortho-bromine substituents enhance electrophilicity and facilitate selective transformations under palladium catalysis. Stable under standard handling conditions, this bench-stable reagent integrates efficiently into synthetic sequences requiring halogenated heterocyclic scaffolds.

Application

(2,6-Dibromopyridin-4-yl)methanol serves as a versatile building block for the synthesis of substituted pyridine derivatives, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The dual bromo substituents provide orthogonal reactivity for sequential derivatization, while the methanol group offers a handle for oxidation or protection. Its bench-stable solid form and compatibility with standard reaction conditions facilitate integration into complex synthetic sequences for medicinal chemistry and materials applications.

Safety Information

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GHS Pictogram :	GHS No : GHS07,GHS05
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P310-P312-P330-P332+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 33.12
LogP 2.0989
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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(2,6-Dibromopyridin-4-yl)methanol

CAS No. 223463-02-3

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