Methyl 4-amino-2,6-dimethoxybenzoate

Name: Methyl 4-amino-2,6-dimethoxybenzoate
Brand: ChemScene
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CAS No. 3956-34-1
Cat. No. CS-M0948
Purity≥98%
MDL No.MFCD18642897

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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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Methyl 4-amino-2,6-dimethoxybenzoate|CS-M0948

Structure of 3956-34-1

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General Information

CAS No. 3956-34-1
Cat. No. CS-M0948
Purity ≥98%
MDL No. MFCD18642897
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₃NO₄
Molecular Weight 211.22
Synonym(s) None
SMILES O=C(OC)C(C(OC)=C1)=C(OC)C=C1N

Description

Methyl 4-amino-2,6-dimethoxybenzoate features a benzoate core with strategically positioned methoxy groups that enhance solubility and stability. The para-amino substituent provides a reactive handle for downstream functionalization, while the ortho-methoxy moieties offer steric and electronic modulation. This compound serves as a key intermediate in the synthesis of bioactive molecules and pharmaceutical candidates.

Application

Methyl 4-amino-2,6-dimethoxybenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis. Its ortho-dimethoxy pattern provides enhanced stability and directs electrophilic substitution, while the amino group enables facile derivatization via acylation, alkylation, or diazotization. The methyl ester facilitates downstream transformations such as hydrolysis or coupling reactions. This compound exhibits good bench stability and is readily purified by crystallization or flash chromatography, making it well-suited for scalable synthetic workflows.

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 70.78
LogP 1.0726
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 4-amino-2,6-dimethoxybenzoate

CAS No. 3956-34-1

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