Lot numbers can be found on the outside label of a product:
5-Bromo-2,2-dimethylbenzo[d][1,3]dioxole
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CAS No. 73790-19-9
- Cat. No. CS-W019210
- Purity≥97%
- MDL No.MFCD08061597
*For research and further manufacturing use only, not for direct human use.
![5-Bromo-2,2-dimethylbenzo[d][1,3]dioxole|CS-W019210](https://file.chemscene.com/productPIC/CS-W019210.gif)
Structure of 73790-19-9
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General Information
- CAS No. 73790-19-9
- Cat. No. CS-W019210
- Purity ≥97%
- MDL No. MFCD08061597
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₉BrO₂
- Molecular Weight 229.07
- Synonym(s) 5-BROMO-2,2-DIMETHYL-1,3-BENZODIOXOLE
- SMILES CC1(C)OC2=CC=C(Br)C=C2O1
Description
5-Bromo-2,2-dimethylbenzo[d][1,3]dioxole features a brominated aromatic ring fused to a dioxole heterocycle, offering enhanced stability and electron-deficient character. This bench-stable scaffold integrates readily into cross-coupling reactions, enabling efficient access to complex functionalized architectures in medicinal chemistry and materials synthesis.
Application
5-Bromo-2,2-dimethylbenzo[d][1,3]dioxole serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Stille couplings. The bromo group facilitates efficient functionalization, while the dimethyl-substituted benzodioxole moiety provides enhanced metabolic stability and lipophilicity. This compound exhibits excellent bench stability, simplifies purification, and functions effectively in late-stage modifications of biologically active scaffolds.
Synthesis
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Route1
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In-stock
2859-78-1 -
77-76-9 - ~43%
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In-stock
73790-19-9
References
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SMITHKLINE BEECHAM CORPORATION; CYTOKINETICS Patent: WO2006/20358 A2, 2006 ; Location in patent: Page/Page column 39-40 ;
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Route2
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In-stock
![2,2-Dimethylbenzo[d][1,3]dioxole|CS-0153772](https://file.chemscene.com/productPIC/CS-0153772.gif)
14005-14-2 - ~92%
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In-stock
73790-19-9
References
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Meltzer, Peter C.; McPhee, Mark; Madras, Bertha K. Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 22 p. 4133 - 4137
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Route3
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In-stock
17345-77-6 -
67-64-1
- ~24%
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In-stock
73790-19-9
References
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Ding, Y.-S.; Shiue, C.-Y.; Fowler, J. S.; Wolf, A. P.; Plenevaux, A. Journal of Fluorine Chemistry, 1990 , vol. 48, # 2 p. 189 - 205
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 18.46
- LogP 2.9564
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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