2-Chloro-4-iodobenzoic acid

Name: 2-Chloro-4-iodobenzoic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 145343-76-6
Cat. No. CS-0139226
Purity≥95%
MDL No.MFCD05863523

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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. 145343-76-6
Cat. No. CS-0139226
Purity ≥95%
MDL No. MFCD05863523
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄ClIO₂
Molecular Weight 282.46
Synonym(s) 2-Chlor-4-jod-benzoesaeure
SMILES O=C(O)C1=CC=C(I)C=C1Cl

Description

2-Chloro-4-iodobenzoic acid features a strategically positioned chloro and iodo substituent on the benzoic acid scaffold, enabling directed functionalization in cross-coupling reactions. The electron-withdrawing halogens enhance reactivity while maintaining stability under standard conditions, making this compound ideal for constructing complex aromatic architectures in medicinal chemistry and materials science.

Application

2-Chloro-4-iodobenzoic acid serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling the construction of biaryl and heteroaryl scaffolds under standard conditions. The ortho-chloro and meta-iodo substituents provide orthogonal reactivity, facilitating sequential functionalization. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  27492-84-8
- ~%
- In-stock
  
  145343-76-6
References
- Wyeth Patent: EP1000062 B1, 2004 ; Location in patent: Page 55 ;
Route2
- In-stock
  
  2457-76-3
- ~%
- In-stock
  
  145343-76-6
References
- C.I.R.D. Galderma Patent: US5723499 A1, 1998 ;

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-P302+P352-P304+P340

Quality Control

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Computational Chemistry Data

TPSA 37.3
LogP 2.6428
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Chloro-4-iodobenzoic acid

CAS No. 145343-76-6

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