Ethyl 3-bromo-2-oxocyclohexanecarboxylate

Name: Ethyl 3-bromo-2-oxocyclohexanecarboxylate
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CAS No. 30132-23-1
Cat. No. CS-M0083
Purity≥95%
MDL No.MFCD00019455

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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+
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Ethyl 3-bromo-2-oxocyclohexanecarboxylate|CS-M0083

Structure of 30132-23-1

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General Information

CAS No. 30132-23-1
Cat. No. CS-M0083
Purity ≥95%
MDL No. MFCD00019455
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₃BrO₃
Molecular Weight 249.10
Synonym(s) Ethyl 6-bromocyclohexanone-2-carboxylate
SMILES O=C(C1Br)C(CCC1)C(OCC)=O

Description

Ethyl 3-bromo-2-oxocyclohexanecarboxylate features a brominated cyclohexanone scaffold with high reactivity at the C3 position. This electrophilic site enables efficient alkylation and conjugate addition reactions, making it a valuable intermediate in synthetic routes to complex heterocycles and natural product analogs. The ester functionality supports further transformations under standard conditions.

Application

Ethyl 3-bromo-2-oxocyclohexanecarboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of functionalized cyclohexane scaffolds. The α-bromoketone moiety facilitates nucleophilic substitution and enolate-based transformations, while the ester group supports selective reduction or hydrolysis. Its bench-stable nature and compatibility with standard coupling reactions make it ideal for iterative synthesis of complex cyclic architectures in medicinal chemistry and natural product synthesis.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 43.37
LogP 1.6822
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Key Words

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Ethyl 3-bromo-2-oxocyclohexanecarboxylate

CAS No. 30132-23-1

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