Methyl 2-bromo-5-cyanobenzoate

Name: Methyl 2-bromo-5-cyanobenzoate
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CAS No. 1031927-03-3
Cat. No. CS-0041625
Purity≥95%
MDL No.None

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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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Methyl 2-bromo-5-cyanobenzoate|CS-0041625

Structure of 1031927-03-3

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General Information

CAS No. 1031927-03-3
Cat. No. CS-0041625
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆BrNO₂
Molecular Weight 240.05
Synonym(s) None
SMILES COC(=O)C1=C(Br)C=CC(=C1)C#N

Description

Methyl 2-bromo-5-cyanobenzoate features a bromine atom at the ortho position and a cyano group at the para position relative to the ester, delivering high reactivity in palladium-catalyzed cross-coupling reactions. The electron-deficient aromatic ring enhances electrophilicity, enabling efficient functionalization under mild conditions. This bench-stable derivative serves as a key intermediate in the synthesis of complex heterocycles and bioactive molecules.

Application

Methyl 2-bromo-5-cyanobenzoate serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromo group. The nitrile and ester functionalities provide orthogonal handles for further derivatization, including hydrolysis, reduction, or nucleophilic addition. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient synthesis of complex heterocyclic scaffolds and functionalized aromatic systems.

Safety Information

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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 50.09
LogP 2.10738
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 2-bromo-5-cyanobenzoate

CAS No. 1031927-03-3

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