2-Bromo-5-iodobenzaldehyde

Name: 2-Bromo-5-iodobenzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 1032231-24-5
Cat. No. CS-W006712
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Structure of 1032231-24-5

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General Information

CAS No. 1032231-24-5
Cat. No. CS-W006712
Purity ≥97%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrIO
Molecular Weight 310.92
Synonym(s) None
SMILES O=CC1=CC(I)=CC=C1Br

Description

2-Bromo-5-iodobenzaldehyde is a halogenated aromatic aldehyde featuring complementary reactive sites for cross-coupling transformations. The bromine and iodine substituents enable sequential functionalization, while the aldehyde group serves as a key handle for derivatization. This compound offers high stability under standard conditions and integrates readily into complex molecular architectures.

Application

2-Bromo-5-iodobenzaldehyde serves as a versatile building block in cross-coupling chemistry, enabling palladium-catalyzed transformations such as Suzuki-Miyaura and Stille reactions. The ortho-bromine and meta-iodine substituents provide orthogonal reactivity for sequential functionalization, while the aldehyde group allows for further derivatization via condensation or reduction. Bench-stable and readily purified by column chromatography, it facilitates efficient access to substituted benzene scaffolds relevant to medicinal chemistry and materials science.

Synthesis

Route1
- In-stock
  
  589-87-7
- 68-12-2
- ~63%
- In-stock
  
  1032231-24-5
References
- Lulinski, Sergiusz; Serwatowski, Janusz; Szczerbinska, Magdalena European Journal of Organic Chemistry, 2008 , # 10 p. 1797 - 1801

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 17.07
LogP 2.8662
H_Acceptors 1
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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2-Bromo-5-iodobenzaldehyde

CAS No. 1032231-24-5

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