3-Bromo-5-formylbenzonitrile

Name: 3-Bromo-5-formylbenzonitrile
Brand: ChemScene
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CAS No. 644982-55-8
Cat. No. CS-0105500
Purity≥98%
MDL No.MFCD09261040

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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 644982-55-8

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Description

3-Bromo-5-formylbenzonitrile features a trifunctional aromatic core integrating bromine, formyl, and nitrile groups. This combination enables direct coupling in cross-coupling reactions and facilitates downstream derivatization via nucleophilic addition or condensation chemistry. The molecule exhibits high stability under standard bench conditions and offers predictable reactivity in synthetic sequences requiring orthogonal functional handles.

Application

3-Bromo-5-formylbenzonitrile serves as a versatile building block in medicinal chemistry and materials science, enabling sequential functionalization via its orthogonal bromo, formyl, and nitrile groups. The molecule exhibits excellent bench stability and compatibility with standard cross-coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig protocols. Its formyl group facilitates reductive amination or oxime formation, while the nitrile supports hydrolysis to carboxylic acids or conversion to amidines—enabling rapid diversification in scaffold development.

General Information

CAS No. 644982-55-8
Cat. No. CS-0105500
Purity ≥98%
MDL No. MFCD09261040
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄BrNO
Molecular Weight 210.03
Synonym(s) 3-Bromo-5-cyanobenzaldehyde
SMILES N#CC1=CC(C=O)=CC(Br)=C1

Computational Chemistry Data

TPSA 40.86
LogP 2.13328
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

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-H312-H315-H319-H332-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

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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-5-formylbenzonitrile

CAS No. 644982-55-8

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