2-Bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone

Name: 2-Bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone
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CAS No. 102293-80-1
Cat. No. CS-M2584
Molecule weight285.13
Purity≥97%
MDL No.MFCD26385854

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2-Bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone|CS-M2584

Structure of 102293-80-1

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General Information

CAS No. 102293-80-1
Cat. No. CS-M2584
Purity ≥97%
MDL No. MFCD26385854
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₃BrO₃
Molecular Weight 285.13
Synonym(s) 2-bromo-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-Ethanone
SMILES O=C(CBr)C1=CC=C2C(COC(C)(C)O2)=C1

Description

This bromoketone features a 2,2-dimethyl-4H-benzo[d][1,3]dioxin scaffold with a strategically positioned bromoacetyl group. The electron-rich dioxin ring enhances reactivity, while the sterically hindered dimethyl substitution improves stability. This structure enables direct incorporation into complex molecular architectures under mild conditions.

Application

2-Bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone serves as a versatile building block for constructing bioactive heterocyclic scaffolds. The bromoacetyl moiety enables efficient late-stage functionalization via palladium-catalyzed cross-coupling, while the 2,2-dimethyl-4H-benzo[d][1,3]dioxin core provides steric protection and enhanced bench stability. Its compatibility with diverse nucleophiles and robustness under standard synthetic conditions facilitate rapid access to complex molecular architectures in medicinal chemistry and process development workflows.

Safety Information

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GHS Pictogram :	GHS No : GHS06,GHS08
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331-H341
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P405-P501

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Computational Chemistry Data

TPSA 35.53
LogP 2.9093
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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2-Bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone

CAS No. 102293-80-1

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