Methyl 4-amino-3,5-diiodobenzoate

Name: Methyl 4-amino-3,5-diiodobenzoate
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CAS No. 131755-87-8
Cat. No. CS-0215513
Molecule weight402.96
Purity≥98%
MDL No.MFCD00010874

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Methyl 4-amino-3,5-diiodobenzoate|CS-0215513

Structure of 131755-87-8

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General Information

CAS No. 131755-87-8
Cat. No. CS-0215513
Purity ≥98%
MDL No. MFCD00010874
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇I₂NO₂
Molecular Weight 402.96
Synonym(s) Methyl-3,5-diiodo-4-amino benzoate
SMILES COC(=O)C1=CC(=C(C(=C1)I)N)I

Description

Methyl 4-amino-3,5-diiodobenzoate features a highly electron-deficient aromatic core flanked by two iodine substituents and a pendant amine group. This combination enables direct functionalization in cross-coupling reactions, while the methyl ester provides a stable handle for downstream derivatization. The molecule exhibits excellent bench stability and compatibility with palladium-catalyzed transformations under standard conditions.

Application

Methyl 4-amino-3,5-diiodobenzoate serves as a versatile building block for iodinated aromatic scaffolds in medicinal chemistry and cross-coupling applications. The ortho-diiodo substitution enables sequential Pd-catalyzed coupling reactions, while the methyl ester and primary amine groups offer orthogonal functional handles for further derivatization. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for modular synthesis of complex heterocycles and API intermediates.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P405-P501

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Computational Chemistry Data

TPSA 52.32
LogP 2.2646
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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Methyl 4-amino-3,5-diiodobenzoate

CAS No. 131755-87-8

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