Methyl 4-chloro-2-methyl-5-nitrobenzoate

Name: Methyl 4-chloro-2-methyl-5-nitrobenzoate
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CAS No. 190367-56-7
Cat. No. CS-0061239
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Methyl 4-chloro-2-methyl-5-nitrobenzoate|CS-0061239

Structure of 190367-56-7

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General Information

CAS No. 190367-56-7
Cat. No. CS-0061239
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈ClNO₄
Molecular Weight 229.62
Synonym(s) Benzoic acid, 4-chloro-2-methyl-5-nitro-, methyl ester
SMILES CC1=CC(=C(C=C1C(=O)OC)[N+](=O)[O-])Cl

Description

Methyl 4-chloro-2-methyl-5-nitrobenzoate features a conjugated aromatic system bearing electron-withdrawing chloro and nitro groups flanking a methyl ester. This configuration imparts enhanced electrophilicity at the carbonyl carbon, enabling efficient coupling in cross-coupling reactions. The molecule exhibits bench-stable handling characteristics and solubility in common organic solvents, streamlining its integration into synthetic workflows for heterocyclic and pharmaceutical intermediates.

Application

Methyl 4-chloro-2-methyl-5-nitrobenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis. Its ortho-substituted aryl core enables selective functionalization, while the nitro and ester groups provide complementary reactivity for subsequent transformations. The methyl ester facilitates direct coupling or reduction pathways, and the chlorine atom supports palladium-catalyzed cross-coupling reactions. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring predictable regiochemistry and high yield.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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Computational Chemistry Data

TPSA 69.44
LogP 2.34322
H_Acceptors 4
H_Donors 0
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 4-chloro-2-methyl-5-nitrobenzoate

CAS No. 190367-56-7

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