Identifiers | |
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3D model (JSmol)
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ChemSpider | |
ECHA InfoCard | 100.012.680 |
EC Number |
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PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C3H7ClMg | |
Molar mass | 102.84 g·mol−1 |
Solubility | Ethyl ether |
Hazards | |
GHS labelling: | |
Danger | |
H225, H260, H314 | |
P210, P223, P231+P232, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P335+P334, P363, P370+P378, P402+P404, P403+P235, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Isopropylmagnesium chloride is an organometallic compound with the general formula (CH3)2HCMgCl. This highly flammable, colorless, and moisture sensitive material is the Grignard reagent derived from isopropyl chloride. It is commercially available, usually as a solution in tetrahydrofuran.
Solutions of isopropylmagnesium chloride by treating isopropyl chloride with magnesium metal in refluxing ether:[1]
This reagent is used to prepare other Grignard reagents by transmetalation.[2] An illustrative reaction involves the generation of the Grignard reagent derived from bromo-3,5-bis(trifluoromethyl)benzene:[3]
Addition of one equivalent of LiCl to isopropylmagnesium chloride gives "Turbo Grignard" solutions, named so due to the increased rate and efficiency for transmetallation reactions.[4][5]
Isopropylmagnesium chloride is also used to prepare isopropyl compounds, such as chlorodiisopropylphosphine:[6]
This reaction exploits the bulky nature of the isopropyl substituent.
By reaction with lithium chloride, isopropylmagnesium chloride is a precursor to Turbo-Grignard reagents.[7]