Methyl 2-bromo-3-hydroxypropanoate

Name: Methyl 2-bromo-3-hydroxypropanoate
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CAS No. 7691-28-3
Cat. No. CS-0187469
Purity≥95%
MDL No.None

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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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Methyl 2-bromo-3-hydroxypropanoate|CS-0187469

Structure of 7691-28-3

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General Information

CAS No. 7691-28-3
Cat. No. CS-0187469
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₇BrO₃
Molecular Weight 183.00
Synonym(s) Propanoic acid, 2-bromo-3-hydroxy-, methyl ester
SMILES O=C(OC)C(Br)CO

Description

Methyl 2-bromo-3-hydroxypropanoate features a reactive bromide and a hydroxyl group positioned on adjacent carbons, enabling sequential functionalization in synthetic sequences. This bifunctional ester integrates readily into complex molecular architectures, particularly in the construction of chiral building blocks. The molecule exhibits stability under standard bench conditions and facilitates efficient coupling reactions without requiring stringent anhydrous handling.

Application

Methyl 2-bromo-3-hydroxypropanoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to β-hydroxy esters and related heterocyclic scaffolds. The molecule combines a bromide for nucleophilic substitution and a hydroxyl group for derivatization or protection, offering orthogonal reactivity in multi-step syntheses. Its bench-stable nature and compatibility with standard coupling and cyclization protocols make it well-suited for medicinal chemistry and process development workflows.

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 46.53
LogP -0.0848
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Key Words

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Methyl 2-bromo-3-hydroxypropanoate

CAS No. 7691-28-3

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