2-Bromo-3-methoxypropanoic acid

Name: 2-Bromo-3-methoxypropanoic acid
Brand: ChemScene
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CAS No. 65090-78-0
Cat. No. CS-0197352
Molecule weight183.00
Purity≥95%
MDL No.None

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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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2-Bromo-3-methoxypropanoic acid|CS-0197352

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General Information

CAS No. 65090-78-0
Cat. No. CS-0197352
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) 2-Bromo-3-methoxypropionic acid
SMILES O=C(O)C(Br)COC

Description

2-Bromo-3-methoxypropanoic acid features a bromine atom at the α-position and a methoxy group at the β-carbon, enabling selective functionalization in synthetic routes. This configuration supports efficient coupling reactions and facilitates incorporation into bioactive scaffolds under mild conditions. The molecule exhibits enhanced stability and solubility in polar organic media, simplifying handling during process development workflows.

Application

2-Bromo-3-methoxypropanoic acid serves as a versatile building block for β-halo ester and α,β-unsaturated carbonyl synthesis. Its bromine and methoxy functionalities enable sequential functionalization via nucleophilic substitution or elimination reactions, facilitating access to medicinally relevant heterocyclic scaffolds. The compound exhibits good bench stability and is compatible with standard purification techniques, supporting reliable use in multi-step synthetic sequences.

Synthesis

Route1
- 27704-96-7
- ~%
- In-stock
  
  65090-78-0
References
- Carter; West Org.Synth.Coll.Vol., 1955 , vol. III, p. 775 Show Details Schiltz; Carter Journal of Biological Chemistry, 1936 , vol. 116, p. 796 Show Details Beguin, Cecile; LeTiran, Arnaud; Stables, James P.; Voyksner, Robert D.; Kohn, Harold Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 11 p. 3079 - 3096
Route2
- 124-41-4
- In-stock
  
  3674-13-3
- ~%
- In-stock
  
  65090-78-0
References
- UCB PHARMA, S.A.; BOUVY, Didier; MERSCHAERT, Alain; PINILLA, Veronique; HAMANN, Joerg; KANZLER, Ralf; THOMAS, Antoine Patent: WO2010/52011 A1, 2010 ; Location in patent: Page/Page column 26 ;

Safety Information

Download SDS

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 0.4809
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Bromide

Building Blocks Skeleton Fatty chain compounds

Key Words

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2-Bromo-3-methoxypropanoic acid

CAS No. 65090-78-0

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