Methyl 5-bromo-4-oxopentanoate

Name: Methyl 5-bromo-4-oxopentanoate
Brand: ChemScene
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CAS No. 53856-93-2
Cat. No. CS-0042170
Purity≥96%
MDL No.MFCD18800850

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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 5-bromo-4-oxopentanoate|CS-0042170

Structure of 53856-93-2

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Description

Methyl 5-bromo-4-oxopentanoate features a bromine atom at the C5 position flanking a ketone group, enabling direct functionalization at the α-carbon. This electrophilic scaffold integrates readily into Michael additions and aldol-type cyclizations, offering a robust entry point for synthesizing substituted cyclopentanones and bioactive heterocycles under mild conditions.

Application

Methyl 5-bromo-4-oxopentanoate serves as a versatile synthon in organic synthesis, enabling efficient construction of substituted γ-keto esters and heterocyclic scaffolds. Its α-bromoketone functionality facilitates nucleophilic substitution and elimination reactions, while the ester group supports further functionalization. The compound exhibits good bench stability and is readily purified by standard techniques, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

General Information

CAS No. 53856-93-2
Cat. No. CS-0042170
Purity ≥96%
MDL No. MFCD18800850
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₉BrO₃
Molecular Weight 209.04
Synonym(s) None
SMILES O=C(OC)CCC(=O)CBr

Computational Chemistry Data

TPSA 43.37
LogP 0.9036
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 4

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅱ
Hazard Statements : H314
Precautionary Statements : P264-P271-P280-P301+P330+P331-P304+P340-P363-P501

Quality Control

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Fatty chain compounds

Key Words

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Methyl 5-bromo-4-oxopentanoate

CAS No. 53856-93-2

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