Methyl 1-methyl-4-oxocyclohexanecarboxylate

Name: Methyl 1-methyl-4-oxocyclohexanecarboxylate
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CAS No. 37480-41-4
Cat. No. CS-W022775
Purity≥95%
MDL No.MFCD17013063

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Methyl 1-methyl-4-oxocyclohexanecarboxylate|CS-W022775

Structure of 37480-41-4

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General Information

CAS No. 37480-41-4
Cat. No. CS-W022775
Purity ≥95%
MDL No. MFCD17013063
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₄O₃
Molecular Weight 170.21
Synonym(s) Cyclohexanecarboxylic acid, 1-methyl-4-oxo-, methyl ester
SMILES O=C(C1(C)CCC(CC1)=O)OC

Description

Methyl 1-methyl-4-oxocyclohexanecarboxylate features a cyclohexanone core with a methyl-substituted ester handle, enabling direct functionalization at the C4 carbonyl and C1 position. This scaffold integrates seamlessly into synthetic routes for bioactive heterocycles and natural product analogs, offering predictable regiochemistry under standard conditions.

Application

Methyl 1-methyl-4-oxocyclohexanecarboxylate serves as a versatile synthetic intermediate in cyclohexanone-based transformations, enabling efficient construction of functionalized carbocycles. The α,β-unsaturated ester moiety facilitates Michael additions and Diels-Alder reactions, while the ketone and ester groups provide orthogonal handles for selective derivatization. Bench-stable and readily purified by standard chromatography, it functions effectively in multi-step syntheses of natural products and pharmaceutical intermediates.

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 43.37
LogP 1.3088
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Key Words

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Methyl 1-methyl-4-oxocyclohexanecarboxylate

CAS No. 37480-41-4

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