Lot numbers can be found on the outside label of a product:
2-Bromo-5-methoxytoluene
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CAS No. 27060-75-9
- Cat. No. CS-W001186
- Purity≥95%
- MDL No.MFCD00060687
*For research and further manufacturing use only, not for direct human use.
Structure of 27060-75-9
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General Information
- CAS No. 27060-75-9
- Cat. No. CS-W001186
- Purity ≥95%
- MDL No. MFCD00060687
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₉BrO
- Molecular Weight 201.06
- Synonym(s) Benzene, 1-bromo-4-methoxy-2-methyl-
- SMILES COc1ccc(c(c1)C)Br
Description
2-Bromo-5-methoxytoluene features a methoxy group positioned ortho to the bromine, enhancing electronic effects for selective coupling reactions. This bench-stable aromatic compound integrates readily into cross-coupling protocols and serves as a key intermediate in pharmaceutical and agrochemical synthesis.
Application
2-Bromo-5-methoxytoluene serves as a versatile aryl building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl architectures. Its bromine moiety exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the methoxy group provides moderate electron-donating character and orthogonal functionality for subsequent transformations. The compound demonstrates excellent bench stability, facilitating handling and purification in routine synthetic workflows.
Synthesis
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Route1
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In-stock
100-84-5 - ~99%
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In-stock
27060-75-9
References
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Tietze, Lutz F.; Vock, Carsten A.; Krimmelbein, Ilga K.; Nacke, Linda Synthesis, 2009 , # 12 art. no. T20108SS, p. 2040 - 2060
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Route2
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74-88-4 - ~72%
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In-stock
27060-75-9
References
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STERIX LIMITED Patent: WO2007/96647 A2, 2007 ; Location in patent: Page/Page column 127-128 ; WO 2007/096647 A2
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References
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AbbVie Inc.; Abbott GmbH and Co. KG; Geneste, Hervé; Ochse, Michael; Drescher, Karla; Dinges, Jürgen; Jakob, Clarissa Patent: US2013/116229 A1, 2013 ; Location in patent: Paragraph 1010 ;
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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
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Precautionary Statements : P264-P270-P330-P501
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Quality Control
Computational Chemistry Data
- TPSA 9.23
- LogP 2.76612
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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