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CHEM 237 CHEM237 Experiment 10 – Texas A&M

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CHEM 237 CHEM237 Experiment 10 – Texas A&M

Jordon Nagel CHEM 237 – Section 527 TA: Sharath Chandra

Experiment 10: Phase Transfer Catalysis

Results and Discussion

The objective of this lab was to examine the effect that the use of a phase transfer catalysts will have on an SN2 reaction in dichloromethane solution.

A reaction vial was obtained containing the reactants 2-naphthol and allyl bromide. The phase transfer catalyst was benzyl tri-n-butylammonium chloride.

Together, 2-naphthol and allyl bromide in dichloromethane yielded allyl 2-naphthyl ether. The reaction was monitored using a TLC.

Description

  

CHEM 237 CHEM237 Experiment 10 – Texas A&M

Jordon Nagel CHEM 237 – Section 527 TA: Sharath Chandra

Experiment 10: Phase Transfer Catalysis

Results and Discussion

The objective of this lab was to examine the effect that the use of a phase transfer catalysts will have on an SN2 reaction in dichloromethane solution.

A reaction vial was obtained containing the reactants 2-naphthol and allyl bromide. The phase transfer catalyst was benzyl tri-n-butylammonium chloride.

Together, 2-naphthol and allyl bromide in dichloromethane yielded allyl 2-naphthyl ether. The reaction was monitored using a TLC.

The samples were taken at various time intervals such as: 0 min, 10 min, 30 min, and 60 min.

The data is shown below in table 1.

Table 1:

TLC Results

Time (min) Rf Values

0    0.324

10     0.784

30   0.794

60   0.794

Each sample was taken at various time throughout the reaction which explains why the Rfvalues differed within the samples in the beginning.

The Rf value of spot one being 0.324 indicated that the reaction was still in progress and there is a low intensity of allyl 2-naphthyl ether present. As time increases, there was a higher intensity of allyl 2-napthyl ether and a

CHEM 237 CHEM237 Experiment 10 – Texas A&M

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