2-Bromo-4-iodobenzaldehyde

Name: 2-Bromo-4-iodobenzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 261903-03-1
Cat. No. CS-W006819
Purity≥97%
MDL No.MFCD07779025

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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 261903-03-1

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General Information

CAS No. 261903-03-1
Cat. No. CS-W006819
Purity ≥97%
MDL No. MFCD07779025
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) Benzaldehyde,2-bromo-4-iodo
SMILES BrC1=C(C=O)C=CC(=C1)I

Description

2-Bromo-4-iodobenzaldehyde features a dual-halogenated aromatic core with distinct reactivity at both bromine and iodine sites, enabling selective cross-coupling transformations. The aldehyde functionality provides a handle for nucleophilic additions or condensation reactions. This compound serves as a key building block in the synthesis of functionalized biaryls and pharmaceutical intermediates under standard conditions.

Application

2-Bromo-4-iodobenzaldehyde serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling the construction of biaryl and heteroaryl scaffolds. The ortho-bromo and para-iodo substituents provide complementary reactivity for sequential functionalization, while the aldehyde group offers direct access to derivatized aromatic systems. Bench-stable and compatible with standard purification methods, it facilitates efficient synthesis of complex molecular architectures in medicinal chemistry and materials science.

Synthesis

Route1
- 1168153-28-3
- ~68%
- In-stock
  
  261903-03-1
References
- Mao, Guoliang; Orita, Akihiro; Matsuo, Daisuke; Hirate, Takayoshi; Iwanaga, Tetsuo; Toyota, Shinji; Otera, Junzo Tetrahedron Letters, 2009 , vol. 50, # 24 p. 2860 - 2864
Route2
- In-stock
  
  26670-89-3
- ~%
- In-stock
  
  261903-03-1
References
- Murata, Hidenori; Takahashi, Masahiro; Namba, Kazuaki; Takahashi, Naoki; Nishide, Hiroyuki Journal of Organic Chemistry, 2004 , vol. 69, # 3 p. 631 - 638

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-4-iodobenzaldehyde

CAS No. 261903-03-1

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