Methyl 4-amino-2-methyl-5-nitrobenzoate

Name: Methyl 4-amino-2-methyl-5-nitrobenzoate
Brand: ChemScene
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CAS No. 1260848-51-8
Cat. No. CS-0153304
Purity≥95%
MDL No.MFCD08458965

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Methyl 4-amino-2-methyl-5-nitrobenzoate|CS-0153304

Structure of 1260848-51-8

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Description

Methyl 4-amino-2-methyl-5-nitrobenzoate features a conjugated aromatic core bearing complementary electron-donating (amino) and electron-withdrawing (nitro) groups, enabling precise tuning of reactivity in synthetic transformations. The methyl ester facilitates downstream derivatization, while the para-nitro substitution enhances electrophilic character. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and functional materials.

Application

Methyl 4-amino-2-methyl-5-nitrobenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted pyridine and quinoline scaffolds via cyclization protocols. The ortho-difunctionalized aryl core supports sequential transformations, including selective reduction of the nitro group and coupling reactions, with the methyl ester providing a handle for further derivatization. Bench-stable and readily purified by recrystallization, it facilitates reproducible scale-up in multi-step syntheses.

General Information

CAS No. 1260848-51-8
Cat. No. CS-0153304
Purity ≥95%
MDL No. MFCD08458965
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀N₂O₄
Molecular Weight 210.19
Synonym(s) Benzoic acid, 4-amino-2-methyl-5-nitro-, methyl ester
SMILES CC1=CC(=C(C=C1C(=O)OC)[N+](=O)[O-])N

Computational Chemistry Data

TPSA 95.46
LogP 1.27202
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 2

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 4-amino-2-methyl-5-nitrobenzoate

CAS No. 1260848-51-8

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