Methyl 4-bromo-3-oxopentanoate

Name: Methyl 4-bromo-3-oxopentanoate
Brand: ChemScene
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CAS No. 105983-77-5
Cat. No. CS-0008962
Molecule weight209.04
Purity≥95%
MDL No.MFCD00662514

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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-bromo-3-oxopentanoate|CS-0008962

Structure of 105983-77-5

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General Information

CAS No. 105983-77-5
Cat. No. CS-0008962
Purity ≥95%
MDL No. MFCD00662514
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₉BrO₃
Molecular Weight 209.04
Synonym(s) None
SMILES CC(Br)C(CC(OC)=O)=O

Description

Methyl 4-bromo-3-oxopentanoate features a bromine-substituted α-halo ketone moiety flanked by an ester group, enabling direct functionalization in nucleophilic substitution and cross-coupling reactions. This bench-stable compound integrates readily into complex molecular architectures under standard conditions.

Application

Methyl 4-bromo-3-oxopentanoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted γ-keto esters and heterocyclic scaffolds. Its α-bromoketone functionality facilitates nucleophilic substitution, aldol condensation, and cyclization reactions under mild conditions. The molecule exhibits good bench stability and is compatible with common protecting group strategies, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

Route1
- In-stock
  
  30414-53-0
- ~10%
- In-stock
  
  105983-77-5
References
- Zhang, Qijun; Sun, Peng; Zheng, Guojun; Wang, Yaping; Wang, Xiangjing; Wei, Hegeng; Xiang, Wensheng Chemistry Letters, 2012 , vol. 41, # 4 p. 406 - 408

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 3265
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P363-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 43.37
LogP 0.902
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 3

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 4-bromo-3-oxopentanoate

CAS No. 105983-77-5

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