2-Bromo-4-iodobenzoic acid

Name: 2-Bromo-4-iodobenzoic acid
Brand: ChemScene
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CAS No. 28547-29-7
Cat. No. CS-W019733
Purity≥96%
MDL No.MFCD11520409

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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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General Information

CAS No. 28547-29-7
Cat. No. CS-W019733
Purity ≥96%
MDL No. MFCD11520409
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrIO₂
Molecular Weight 326.91
Synonym(s) 2-Bromo-4-iodo-benzoic acid
SMILES O=C(O)C1=CC=C(I)C=C1Br

Description

2-Bromo-4-iodobenzoic acid features a benzoic acid core substituted with bromo and iodo groups at the ortho and para positions, respectively. This dual-halogenated scaffold enables efficient cross-coupling transformations in synthetic organic chemistry. The carboxylic acid functionality provides a handle for derivatization, while the halogens offer complementary reactivity in palladium-catalyzed reactions. Bench-stable under standard conditions, this compound serves as a key intermediate in pharmaceutical and materials synthesis.

Application

2-Bromo-4-iodobenzoic acid serves as a versatile dihalogenated benzoic acid scaffold for palladium-catalyzed cross-coupling reactions. Its orthogonal halogen reactivity enables sequential functionalization, with bromine typically undergoing Suzuki or Stille coupling while iodine participates in Buchwald-Hartwig amination or further Sonogashira transformations. The carboxylic acid group facilitates direct derivatization or conjugation, enhancing utility in the synthesis of bioactive heterocycles and pharmaceutical intermediates. Bench-stable and amenable to standard purification methods, it functions reliably in multi-step synthetic sequences.

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 37.3
LogP 2.7519
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-4-iodobenzoic acid

CAS No. 28547-29-7

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