Methyl 4-amino-2,5-dimethylbenzoate

Name: Methyl 4-amino-2,5-dimethylbenzoate
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CAS No. 21339-74-2
Cat. No. CS-0098745
Purity≥97%
MDL No.MFCD09839220

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FedEx Limited Quantities Ground	$0.00
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Methyl 4-amino-2,5-dimethylbenzoate|CS-0098745

Structure of 21339-74-2

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General Information

CAS No. 21339-74-2
Cat. No. CS-0098745
Purity ≥97%
MDL No. MFCD09839220
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₃NO₂
Molecular Weight 179.22
Synonym(s) Benzoic acid, 4-amino-2,5-dimethyl-, methyl ester
SMILES O=C(C1=CC(C)=C(C=C1C)N)OC

Description

Methyl 4-amino-2,5-dimethylbenzoate features a strategically positioned amino group and two methyl substituents that enhance electron density and steric shielding. This combination promotes stability under standard conditions while enabling direct functionalization at the aromatic ring. The ester moiety provides solubility in common organic solvents and serves as a handle for downstream derivatization.

Application

Methyl 4-amino-2,5-dimethylbenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted aromatic scaffolds. Its amino and ester functionalities offer orthogonal reactivity for derivatization via acylation, coupling, or cyclization reactions. The methyl substituents enhance stability and modulate electronic properties, while the compound exhibits excellent bench stability and ease of purification, facilitating integration into multi-step synthetic sequences.

Synthesis

Route1
- 953393-97-0
- ~%
- In-stock
  
  21339-74-2
References
- US2007/249674 A1, ; Page/Page column 10 ; US2007/249675 A1, ; Page/Page column 10 ; US 20070249675 A1

Safety Information

Download SDS

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 52.32
LogP 1.67224
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 4-amino-2,5-dimethylbenzoate

CAS No. 21339-74-2

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