3-Bromo-4-formylbenzonitrile

Name: 3-Bromo-4-formylbenzonitrile
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CAS No. 89891-69-0
Cat. No. CS-0043153
Purity≥97%
MDL No.MFCD09261031

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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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Structure of 89891-69-0

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General Information

CAS No. 89891-69-0
Cat. No. CS-0043153
Purity ≥97%
MDL No. MFCD09261031
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄BrNO
Molecular Weight 210.03
Synonym(s) 2-bromo-4-cyanobenzladehyde
SMILES BrC1=C(C=O)C=CC(=C1)C#N

Description

3-Bromo-4-formylbenzonitrile features a strategically positioned formyl group adjacent to a nitrile moiety, enabling direct functionalization in cross-coupling and cyclization reactions. The bromine atom provides a reliable handle for palladium-mediated transformations, while the electron-deficient aromatic ring enhances reactivity in nucleophilic substitution processes. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and advanced pharmaceutical scaffolds.

Application

3-Bromo-4-formylbenzonitrile serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its bromo substituent. The formyl group facilitates nucleophilic additions and oxime formation, while the nitrile acts as a handle for hydrolysis or reduction. Its stability under standard reaction conditions and compatibility with diverse functional groups make it a practical choice for constructing complex heterocyclic scaffolds and pharmaceutical intermediates.

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 40.86
LogP 2.13328
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Bromo-4-formylbenzonitrile

CAS No. 89891-69-0

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