5-Bromo-4-methylpicolinaldehyde

Name: 5-Bromo-4-methylpicolinaldehyde
Brand: ChemScene
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CAS No. 886364-94-9
Cat. No. CS-W006423
Purity≥98%
MDL No.MFCD07375095

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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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5-Bromo-4-methylpicolinaldehyde|CS-W006423

Structure of 886364-94-9

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General Information

CAS No. 886364-94-9
Cat. No. CS-W006423
Purity ≥98%
MDL No. MFCD07375095
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO
Molecular Weight 200.03
Synonym(s) 5-Bromo-4-methyl-2-pyridinecarboxaldehyde
SMILES O=CC1=NC=C(Br)C(C)=C1

Description

5-Bromo-4-methylpicolinaldehyde features a brominated pyridine core with adjacent methyl and aldehyde functionalities, enabling direct incorporation into heterocyclic architectures. The electron-deficient ring facilitates nucleophilic addition reactions, while the aldehyde group supports efficient coupling processes under standard conditions.

Application

5-Bromo-4-methylpicolinaldehyde serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its compatible bromine and aldehyde functionalities. The methyl group enhances electronic tuning, while the aldehyde facilitates imine formation and reductive amination. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for constructing heterocyclic scaffolds and functionalized aryl systems in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  941294-57-1
- 68-12-2
- ~%
- In-stock
  
  886364-94-9
References
- SYNGENTA PARTICIPATIONS AG; CASSAYRE, Jerome Yves; RENOLD, Peter; EL QACEMI, Myriem; PITTERNA, Thomas; TOUEG, Julie Clementine Patent: WO2011/67272 A1, 2011 ; Location in patent: Page/Page column 77 ;
Route2
- In-stock
  
  3430-26-0
- ~%
- In-stock
  
  886364-94-9
References
- SYNGENTA PARTICIPATIONS AG; CASSAYRE, Jerome Yves; RENOLD, Peter; EL QACEMI, Myriem; PITTERNA, Thomas; TOUEG, Julie Clementine Patent: WO2011/67272 A1, 2011 ; Title/Abstract Full Text Show Details SYNGENTA CROP PROTECTION LLC Patent: US2012/238517 A1, 2012 ;

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

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Computational Chemistry Data

TPSA 29.96
LogP 1.96502
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Bromo-4-methylpicolinaldehyde

CAS No. 886364-94-9

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