2-Bromo-2'-methoxyacetophenone

Name: 2-Bromo-2'-methoxyacetophenone
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CAS No. 31949-21-0
Cat. No. CS-W012983
Purity≥96%
MDL No.MFCD00000196

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2-Bromo-2'-methoxyacetophenone|CS-W012983

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General Information

CAS No. 31949-21-0
Cat. No. CS-W012983
Purity ≥96%
MDL No. MFCD00000196
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉BrO₂
Molecular Weight 229.07
Synonym(s) 2-Bromo-1-(2-methoxyphenyl)ethanone
SMILES COC1=CC=CC=C1C(CBr)=O

Description

2-Bromo-2'-methoxyacetophenone features a bromine atom at the α-position relative to the ketone, enhancing electrophilic reactivity, while the para-methoxy group provides electron-donating stabilization. This combination enables efficient coupling in cross-coupling reactions and facilitates downstream functionalization in synthetic pathways. The compound exhibits good bench stability and solubility in common organic solvents.

Application

2-Bromo-2'-methoxyacetophenone serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of substituted biaryls and heterocyclic scaffolds via palladium-catalyzed coupling reactions. Its bromo group facilitates cross-coupling with boronic acids or amines, while the methoxy substituent enhances solubility and modulates electronic effects. The molecule exhibits excellent bench stability and is compatible with standard purification methods, making it well-suited for iterative synthesis workflows in medicinal chemistry and materials science.

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅱ
Hazard Statements : H314-H318
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

TPSA 26.3
LogP 2.2728
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-2'-methoxyacetophenone

CAS No. 31949-21-0

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