3-Bromo-5-iodobenzonitrile

Name: 3-Bromo-5-iodobenzonitrile
Brand: ChemScene
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CAS No. 289039-21-0
Cat. No. CS-0131347
Purity≥98%
MDL No.MFCD00672949

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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 289039-21-0

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General Information

CAS No. 289039-21-0
Cat. No. CS-0131347
Purity ≥98%
MDL No. MFCD00672949
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃BrIN
Molecular Weight 307.91
Synonym(s) None
SMILES N#CC1=CC(I)=CC(Br)=C1

Description

3-Bromo-5-iodobenzonitrile features a dual halogenated aromatic core with complementary reactivity for cross-coupling transformations. The nitrile group provides a polar handle for downstream functionalization, while the meta-positioned bromo and iodo substituents enable sequential or selective Pd-catalyzed coupling reactions under standard conditions. This compound serves as a key building block in the synthesis of complex heterocycles and conjugated materials.

Application

3-Bromo-5-iodobenzonitrile serves as a versatile building block in cross-coupling chemistry, enabling efficient access to biaryl scaffolds through palladium-catalyzed reactions. The nitrile group provides a handle for further functionalization, while the orthogonal halogenation pattern supports sequential coupling strategies. Bench-stable and compatible with standard reaction conditions, it facilitates the synthesis of complex heterocycles and pharmaceutical intermediates.

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 23.79
LogP 2.92538
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Bromo-5-iodobenzonitrile

CAS No. 289039-21-0

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