2-Bromo-1-(6-bromopyridin-3-yl)ethan-1-one

Name: 2-Bromo-1-(6-bromopyridin-3-yl)ethan-1-one
Brand: ChemScene
Availability: InStock
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CAS No. 136592-20-6
Cat. No. CS-0597311
Purity≥95%
MDL No.MFCD09746035

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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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2-Bromo-1-(6-bromopyridin-3-yl)ethan-1-one|CS-0597311

Structure of 136592-20-6

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General Information

CAS No. 136592-20-6
Cat. No. CS-0597311
Purity ≥95%
MDL No. MFCD09746035
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅Br₂NO
Molecular Weight 278.93
Synonym(s) None
SMILES C1=CC(=NC=C1C(=O)CBr)Br

Description

2-Bromo-1-(6-bromopyridin-3-yl)ethan-1-one features a dual brominated pyridine scaffold paired with an acetyl moiety, enabling direct incorporation into cross-coupling cascades. The electron-deficient aryl halide and reactive ketone group facilitate efficient palladium-catalyzed transformations under mild conditions. This bench-stable reagent serves as a key building block for functionalized heterocycles in medicinal chemistry and materials synthesis.

Application

2-Bromo-1-(6-bromopyridin-3-yl)ethan-1-one serves as a versatile building block in cross-coupling chemistry, enabling efficient construction of biaryl and heterocyclic architectures. The dual bromine functionalities provide orthogonal reactivity for sequential palladium-catalyzed transformations, while the ketone moiety offers a handle for further functionalization. Bench-stable and compatible with standard reaction conditions, it facilitates reliable access to complex scaffolds in medicinal chemistry and materials science applications.

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302+H312-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P302+P352-P304+P340-P330-P362+P364-P363-P405-P501

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Computational Chemistry Data

TPSA 29.96
LogP 2.4217
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-1-(6-bromopyridin-3-yl)ethan-1-one

CAS No. 136592-20-6

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