Organic Chemistry Experiment

Topics: Diethyl ether, Grignard reaction, Chemistry Pages: 3 (455 words) Published: January 30, 2014


Grignard Reaction: Synthesis of Triphenylmethanol

Dominic DiRaimo

Lab Partners:
Roxana Hernandez
Somata Thach

TA: Sreya Mukherjee

December 5, 2013

Introduction

Grignard reagents are good nucleophiles as well as strong bases (Weldegirma). It allows compounds to react with acidic compounds, therefor is must be free from acids as well as water during the desired reaction. Another important aspect of Grignard reagent is that refluxing is necessary to carry out the reaction (Weldegirma). The reagent has been studied for a very long time period. As early as the 1920’s, Grignard reagents could be identified and studied qualitatively by a color test. For a very long, the importance of this compound was understood and studied. For example, in the 1980’s, new innovative techniques were being discovered using the reagent to use practically on certain nucleophiles. These reactions have been studied for ages and are vital to all of organic chemistry. (Science Spot) Mechanism

-------Mg-------> ----1) Ph2C=O---->
Et2O 2) H+

Table of Chemicals

BromobenzenePhenyl MgBrTriphenylmethanolDiethyl Ether
MP: -31CMP: n/aMP: 162CMP:-116C

Hazards: All chemicals can cause severe skin, eyes, nose, throat, and/or lung irritation. (New Jersey Department of Health)

Results
Melting Point: 163°C
Appearance: Clumped together yellow crystals

Percent Yield
%Yield = [(wt of product) / (wt of crude)] X 100%
%Yield = [(0.001) / (0.027)] X 100%
%Yield = (0.037) X 100%
%Yield = 3.7%

Discussion
The results that were obtained were fairy good. The percent yield of the final product could have definitely been better, however, all of the results such as the melting point and appearance of the product were in line with that of the literature. The most likely cause of this loss of product was that it was so...

References: Experimental Organic Chemistry Lab Manual, S. Weldegirma, USF Chemistry Department
New Jersey Department of Health Website
Science Spot Website, T. Trimpe, 2009
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