3-Bromo-2-chloro-6-picoline

Name: 3-Bromo-2-chloro-6-picoline
Brand: ChemScene
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CAS No. 185017-72-5
Cat. No. CS-W015299
Purity≥97%
MDL No.MFCD03095218

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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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Structure of 185017-72-5

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General Information

CAS No. 185017-72-5
Cat. No. CS-W015299
Purity ≥97%
MDL No. MFCD03095218
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrClN
Molecular Weight 206.47
Synonym(s) 3-Bromo-2-chloro-6-methylpyridine
SMILES C1=CC(=NC(=C1Br)Cl)C

Description

3-Bromo-2-chloro-6-picoline features a trifunctional pyridine core with bromo, chloro, and methyl groups positioned for orthogonal reactivity. This electron-deficient heterocycle enables selective cross-coupling and functionalization under palladium catalysis, offering high stability and compatibility with diverse reaction conditions.

Application

3-Bromo-2-chloro-6-picoline serves as a versatile heterocyclic building block for transition-metal-catalyzed cross-coupling reactions, enabling efficient access to substituted pyridine scaffolds. Its orthogonal halogenation pattern facilitates selective functionalization, while the molecule exhibits excellent bench stability and compatibility with standard synthetic protocols.

Synthesis

Route1
- In-stock
  
  56057-19-3
- ~%
- In-stock
  
  185017-72-5
References
- Chemistry of Heterocyclic Compounds, , vol. 32, # 10 p. 1173 - 1177
Route2
- In-stock
  
  39745-40-9
- ~58%
- In-stock
  
  185017-72-5
References
- Ciurla; Puszko Chemistry of Heterocyclic Compounds, 1996 , vol. 32, # 10 p. 1173 - 1177

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

TPSA 12.89
LogP 2.80592
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-Bromo-2-chloro-6-picoline

CAS No. 185017-72-5

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