Methyl 4-chloro-3-methoxy-5-nitrobenzoate

Name: Methyl 4-chloro-3-methoxy-5-nitrobenzoate
Brand: ChemScene
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CAS No. 63603-09-8
Cat. No. CS-W005952
Purity≥98%
MDL No.MFCD16140357

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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-chloro-3-methoxy-5-nitrobenzoate|CS-W005952

Structure of 63603-09-8

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General Information

CAS No. 63603-09-8
Cat. No. CS-W005952
Purity ≥98%
MDL No. MFCD16140357
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈ClNO₅
Molecular Weight None
Synonym(s) Methyl 4-chloro-3-methoxy-5-nitrobenzenecarboxylate
SMILES O=C(OC)C1=CC([N+]([O-])=O)=C(Cl)C(OC)=C1

Description

Methyl 4-chloro-3-methoxy-5-nitrobenzoate features a nitro group at the para position relative to the ester, enhancing electrophilicity for downstream functionalization. The chloro and methoxy substituents provide orthogonal reactivity and solubility balance. This bench-stable derivative serves as a key intermediate in medicinal chemistry scaffolds and heterocyclic synthesis under standard conditions.

Application

Methyl 4-chloro-3-methoxy-5-nitrobenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling regioselective functionalization via its complementary electron-withdrawing nitro and chloro groups. The methoxy group provides ortho-directed reactivity, while the ester functionality supports subsequent transformations such as hydrolysis, reduction, or coupling reactions. Its bench-stable nature and compatibility with standard cross-coupling protocols facilitate efficient access to substituted aromatic scaffolds.

Synthesis

Route1
- In-stock
  
  42590-00-1
- ~93%
- In-stock
  
  63603-09-8
References
- Wang, Lin; Gong, Jianxian; Deng, Lujiang; Xiang, Zheng; Chen, Zhixing; Wang, Yuefan; Chen, Jiahua; Yang, Zhen Organic Letters, 2009 , vol. 11, # 8 p. 1809 - 1812
Route2
- In-stock
  
  3943-74-6
- ~%
- In-stock
  
  63603-09-8
References
- Journal of the American Chemical Society, , vol. 105, # 15 p. 5015 - 5024

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-H312-H315-H319-H332-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 78.67
LogP 2.0434
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 3

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-chloro-3-methoxy-5-nitrobenzoate

CAS No. 63603-09-8

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