Methyl 2-amino-5-nitrobenzoate

Name: Methyl 2-amino-5-nitrobenzoate
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CAS No. 3816-62-4
Cat. No. CS-W005636
Purity≥98%
MDL No.MFCD00278157

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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+
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Methyl 2-amino-5-nitrobenzoate|CS-W005636

Structure of 3816-62-4

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General Information

CAS No. 3816-62-4
Cat. No. CS-W005636
Purity ≥98%
MDL No. MFCD00278157
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈N₂O₄
Molecular Weight 196.16
Synonym(s) benzoic acid, 2-amino-5-nitro-, methyl ester
SMILES O=C(OC)C1=CC([N+]([O-])=O)=CC=C1N

Description

Methyl 2-amino-5-nitrobenzoate features a strategically positioned amino group and electron-deficient nitro moiety on the aromatic ring, enabling direct functionalization in cross-coupling and electrophilic substitution reactions. This bench-stable derivative integrates readily into complex heterocyclic scaffolds under mild conditions.

Application

Methyl 2-amino-5-nitrobenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzimidazoles, quinolines, and other heterocyclic scaffolds. The ortho-amino and meta-nitro groups exhibit complementary reactivity, allowing sequential functionalization with high chemoselectivity. Its bench-stable crystalline form facilitates straightforward isolation and purification, while tolerance to diverse reaction conditions supports integration into multi-step synthetic sequences.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 95.46
LogP 0.9636
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 2

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 2-amino-5-nitrobenzoate

CAS No. 3816-62-4

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