Methyl 4-amino-2-chloro-5-iodobenzoate

Name: Methyl 4-amino-2-chloro-5-iodobenzoate
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CAS No. 256935-85-0
Cat. No. CS-M3489
Purity≥98%
MDL No.MFCD09260863

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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 4-amino-2-chloro-5-iodobenzoate|CS-M3489

Structure of 256935-85-0

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General Information

CAS No. 256935-85-0
Cat. No. CS-M3489
Purity ≥98%
MDL No. MFCD09260863
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇ClINO₂
Molecular Weight 311.50
Synonym(s) Phenol,7-(bromomethyl)-,acetate
SMILES O=C(OC)C1=CC(I)=C(N)C=C1Cl

Description

Methyl 4-amino-2-chloro-5-iodobenzoate features a trifunctional aromatic core with orthogonal reactivity, enabling selective coupling in late-stage diversification. The electron-donating amino group enhances nucleophilicity at C4, while the chloro and iodo substituents provide complementary handles for palladium-catalyzed cross-coupling. This combination delivers precise control over molecular architecture in synthetic sequences.

Application

Methyl 4-amino-2-chloro-5-iodobenzoate serves as a versatile building block for the synthesis of functionalized aromatic scaffolds. The molecule combines ortho-halogen (Cl, I) and amino functionalities, enabling sequential cross-coupling reactions such as Suzuki-Miyaura or Buchwald-Hartwig transformations. Its methyl ester group provides a handle for further derivatization, while the amino moiety offers nucleophilic reactivity. Bench-stable and readily purified by crystallization, it facilitates efficient access to complex heterocyclic systems and medicinally relevant frameworks in medicinal chemistry and process development.

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 52.32
LogP 2.3134
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Iodide

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 4-amino-2-chloro-5-iodobenzoate

CAS No. 256935-85-0

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