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Di-tert-butylzinc is a compound with the formula ZnC8H18. This compound is used as a meta activating reagent in the syntheses of N,N-dimethyl-3-iodoaniline from N,N-dimethylaniline.[1]
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Names | |
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IUPAC name
Bis(dimethylethyl)zinc
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Other names
Di-tert-butylzinc
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C8H18Zn | |
Molar mass | 179.61 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Synthesis
editDi-tert-butylzinc is obtained from the reaction between tert-butyllithium and zinc chloride.[2]
- 2 (CH3)3CLi + ZnCl2 → Zn(C(CH3)3)2 + 2 LiCl
References
edit- ^ Armstrong, David R.; Clegg, William; Dale, Sophie H.; Hevia, Eva; Hogg, Lorna M.; Honeyman, Gordon W.; Mulvey, Robert E. (2006). "Directedmeta-Metalation Using Alkali-Metal-Mediated Zincation". Angewandte Chemie International Edition. 45 (23): 3775–8. doi:10.1002/anie.200600720. PMID 16671139.
- ^ Mulvey, Robert E.; Garden, Jennifer A. (2014), "Di-tert-butylzinc", Encyclopedia of Reagents for Organic Synthesis, Chichester, UK: John Wiley & Sons, Ltd, doi:10.1002/047084289x.rn01774, ISBN 978-0-470-84289-8