Pentadecylmagnesium Bromide (ca. 15% in Tetrahydrofuran, ca. 0.4mol/L)

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Grignard reagents are organometallic compounds discovered by a French chemist, Victor Grignard in 1900. These compounds can be obtained as a formula “RMgX” by the reaction of halogenated hydrocarbons with magnesium metal in anhydrous solvents such as diethyl ether,¹⁾ and have been widely used in organic synthesis.

Grignard reagents are usually used as solutions, and they are typically grayish white ~ light brown clear solutions. They generally exist in an equilibrium between alkyl magnesium halides (RMgX) and dialkyl magnesium (R₂Mg), which form equilibrium mixtures with complicated compositions (called “Schlenk equilibrium”).²⁾ Furthermore, some of these species may cause precipitation due to their lower solubility. However, there is no problem in actual use.

In the case of precipitation being formed:
Please use it after gently shaking the bottle to fully disperse the suspension (If the amount of precipitation is very small, you can use the top clear layer of the suspension). Especially in cold conditions such as in winter, a large amount of precipitate may frequently form. In this case, please use it after crushing the solid with a dried glass stick. Alternatively, you can also use it the following. The bottle is put into a plastic bag and soaking in a water bath with warming at 40 degree C to dissolve the solid. Please be careful of volatilization of the organic solvent when the bottle is unsealing.

References
1)　Kagaku Daijiten (Encyclopaedia Chimica), Kyoritsu Shuppan, Tokyo, 1963, Vol. 3, p. 123.
2)　Yuki Kinzoku no Kagaku to Oyo, ed. by Kinki Kagaku Kogyokai Yuki Kinzoku Bukai, Asakura Publishing, Tokyo, 1962, p. 160.