Methyl 3-chloro-5-iodobenzoate

Name: Methyl 3-chloro-5-iodobenzoate
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CAS No. 289039-85-6
Cat. No. CS-0099347
Purity≥98%
MDL No.MFCD00673018

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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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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Methyl 3-chloro-5-iodobenzoate|CS-0099347

Structure of 289039-85-6

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General Information

CAS No. 289039-85-6
Cat. No. CS-0099347
Purity ≥98%
MDL No. MFCD00673018
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆ClIO₂
Molecular Weight 296.49
Synonym(s) Benzoic acid, 3-chloro-5-iodo-, methyl ester
SMILES O=C(OC)C1=CC(I)=CC(Cl)=C1

Description

Methyl 3-chloro-5-iodobenzoate features a dual halogenated aromatic core with distinct chlorine and iodine substituents at meta and para positions relative to the ester group. This configuration enables selective cross-coupling reactions in transition-metal-catalyzed transformations, particularly in Suzuki-Miyaura and Stille processes. The methyl ester functionality provides enhanced solubility and reactivity compared to the parent acid, facilitating efficient derivatization. Bench-stable under standard conditions, it serves as a robust building block for complex molecule synthesis.

Application

Methyl 3-chloro-5-iodobenzoate serves as a versatile building block in cross-coupling chemistry, enabling efficient Suzuki, Stille, and Negishi reactions due to its orthogonal halogen reactivity. The chloro group facilitates palladium-catalyzed coupling under mild conditions, while the iodide offers high reactivity for rapid functionalization. Its bench-stable nature and ease of purification support scalable synthesis of complex aromatic scaffolds, including pharmaceutical intermediates and agrochemical motifs.

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 26.3
LogP 2.7312
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 3-chloro-5-iodobenzoate

CAS No. 289039-85-6

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