Methyl 2-chloro-5-iodobenzoate

Name: Methyl 2-chloro-5-iodobenzoate
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CAS No. 620621-48-9
Cat. No. CS-0041113
Purity≥98%
MDL No.MFCD07779253

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Methyl 2-chloro-5-iodobenzoate|CS-0041113

Structure of 620621-48-9

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General Information

CAS No. 620621-48-9
Cat. No. CS-0041113
Purity ≥98%
MDL No. MFCD07779253
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆ClIO₂
Molecular Weight 296.49
Synonym(s) methyl 2-chloro-5-iodo-benzoate
SMILES O=C(OC)C1=CC(I)=CC=C1Cl

Description

Methyl 2-chloro-5-iodobenzoate features a strategically positioned chloro and iodo substituent on the aromatic ring, enabling selective cross-coupling reactions. The ester functionality provides enhanced solubility and reactivity in transition-metal-catalyzed transformations, facilitating efficient access to complex substituted benzoates under standard conditions.

Application

Methyl 2-chloro-5-iodobenzoate serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient access to substituted aromatic scaffolds. The ortho-chloro and meta-iodo groups provide orthogonal reactivity for sequential functionalization, while the methyl ester facilitates downstream transformations. Bench-stable and readily purified by column chromatography, it functions reliably in Pd-catalyzed couplings, Suzuki-Miyaura, and Stille reactions, supporting scalable synthesis of complex pharmaceutical intermediates and functional materials.

Synthesis

Route1
- 67-56-1
- In-stock
  
  19094-56-5
- ~%
- In-stock
  
  620621-48-9
References
- WO2004/99146 A1, ; Page 68-69 ; WO 2004/099146 A1

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 2-chloro-5-iodobenzoate

CAS No. 620621-48-9

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