Grignard Lab

1077 words 5 pages
A Grignard-Like Organic Reaction
The Synthesis of 1-phenyl-3-buten-1-ol

Introduction
The Grignard reaction is an important synthetic process by which a new carbon to carbon bond is formed. Magnesium metal is first reacted with an organic halide forming the Grignard reagent. The Grignard reaction is the addition of an organomagnesium halide (Grignard reagent) to a ketone or aldehyde, to form a tertiary or secondary alcohol, respectively. For example, the reaction with formaldehyde leads to a primary alcohol. Grignard Reagents are also used in the following important reactions: The addition of an excess of a Grignard reagent to an ester or lactone gives a tertiary alcohol in which two alkyl groups are the same, and the addition of a
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3 for further details. Density (g/cm3) ++ | | | Formula Weight (g/mol) ++ | Compound | | | Zinc | 65.38 | Benzaldehyde | 1.04 | | Benzaldehyde | 106.12 | 1-phenyl-3-buten-1-ol | 0.992 | | Allyl Bromide | 120.99 | NH4Cl (aq) | 1.53 | | 1-phenyl-3-buten-1-ol | 148.2 | THF | 0.8892 | | Allyl Zinc Bromide | 186.37 | Allyl Bromide | 1.40 | | | | Diethyl Ether | 0.7134 | | | | | | | | | ++ CRC Handbook | | | | | | | | | |

Calculations

Analysis TLC was proceeded with silica plates (stationary phase) and ether-hexane (mobile phase) then spotted one column with Benzaldehyde and one spot with the final product. The final product exhibited two analytes whereas the Benzaldehyde had only one. Also one of the final product analyte had the same Rf value as Benzaldehyde.
IR characterization of our final product was done using a modern PerkinElmer Spectrometer. The results of

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