Lot numbers can be found on the outside label of a product:
2-(4-Bromophenyl)-2-methylpropanenitrile
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CAS No. 101184-73-0
- Cat. No. CS-W002969
- Purity≥97%
- MDL No.MFCD02684219
*For research and further manufacturing use only, not for direct human use.
Structure of 101184-73-0
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General Information
- CAS No. 101184-73-0
- Cat. No. CS-W002969
- Purity ≥97%
- MDL No. MFCD02684219
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₀BrN
- Molecular Weight 224.10
- Synonym(s) 2-(4-Bromophenyl)-2-methylpropionitrile
- SMILES N#CC(c1ccc(cc1)Br)(C)C
Description
2-(4-Bromophenyl)-2-methylpropanenitrile features a sterically hindered nitrile group attached to a benzylic carbon, enabling stable coupling in cross-coupling reactions. The para-bromophenyl moiety delivers high reactivity in palladium-catalyzed transformations, facilitating efficient access to functionalized aryl building blocks under standard conditions.
Application
2-(4-Bromophenyl)-2-methylpropanenitrile serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable aryl bromide and nitrile functionalities. The sterically hindered tertiary carbon adjacent to the nitrile enhances bench stability and facilitates purification. It functions effectively in Suzuki, Stille, and Negishi couplings, providing access to substituted biaryl scaffolds commonly found in pharmaceutical intermediates.
Synthesis
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Route1
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In-stock
16532-79-9 -
74-88-4 - ~96%
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In-stock
101184-73-0
References
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Fotsch, Christopher; Bartberger, Michael D.; Bercot, Eric A.; Chen, Michelle; Cupples, Rod; Emery, Maury; Fretland, Jenne; Guram, Anil; Hale, Clarence; Han, Nianhe; Hickman, Dean; Hungate, Randall W.; Hayashi, Michael; Komorowski, Renee; Liu, Qingyian; Matsumoto, Guy; St. Jean Jr., David J.; Ursu, Stefania; Veniant, Murielle; Xu, Guifen; Ye, Qiuping; Yuan, Chester; Zhang, Jiandong; Zhang, Xiping; Tu, Hua; Wang, Minghan Journal of Medicinal Chemistry, 2008 , vol. 51, # 24 p. 7953 - 7967
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Route2
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74-88-4
- ~93%
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In-stock
101184-73-0
References
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Ube Industries, Ltd.; SANTEN PHARMACEUTICAL CO., LTD. Patent: EP1679308 A1, 2006 ; Location in patent: Page/Page column 29 ; EP 1679308 A1
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Route3
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In-stock
16532-79-9
- ~%
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In-stock
101184-73-0
References
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US6358974 B1, ;
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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+H312+H332-H315-H319
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501
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Quality Control
Computational Chemistry Data
- TPSA 23.79
- LogP 3.25028
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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