experiment 10 grignard reaction with a ketone triphenylmethanol

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Experiment 10 Grignard Reaction with a Ketone Triphenylmethanol

Organic chemistry (ochem 3106), texas tech university, recommended for you, students also viewed.

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November 9. TA: Amin Sk Experiment 10: Grignard Reaction with a Ketone: Triphenylmethanol Purpose: The main purpose is to investigate the reaction of Grignard reagents with ketones to form tertiary alcohols. Reactions and Physical Properties Table: Safety: Diethyl Ether- Hazardous in case of skin contact (irritant), of eye contact (irritant), of ingestion,of inhalation. Slightly hazardous in case of skin contact (permeator) Benzophenone- Hazardous in case of skin contact (irritant, sensitizer), of eye contact (irritant), of ingestion, of inhalation Procedure: Reaction

Rinse a 3 mL conical vial and a Claisen head with acetone.

Dry them with paper towel or condensed air.

Equip the conical vial containing a magnetic spin vane with the Claisen head protected by calcium chloride drying tube and a septum-cap (see page 265).

Ang will dispense 1 eq of PhMgCl (0 mL) to your reaction vial.

Secure the assembly with clamp on a hot plate.

Prepare benzophenone solution.

To a clean, dry shell vial, add 0 g of benzophenone and 0 mL of ether. Cap the vial.

Draw the benzophenone solution into a syringe (with needle), and then insert the syringe needle through the rubber septum on the Claisen head.

To the empty shell vial, place 0 mL of ether, cap it and set it aside for step 11. Note: Don’t add benzophenone solution before PhMgCl.

Carefully, with stirring, add all the benzophenone solution to the reaction vial over a period of approximately 30 seconds.

Draw all the rinse (as indicated in step 8) into a syringe (with needle), and then add all the rinse into the reaction vial through the septum, in a single portion.

Stir the reaction mixture for 2-3 minutes and then allow it to cool to room temperature.

Remove the reaction vial from the Claisen head.

Transfer each bottom aqueous layer to a 10 mL Erlenmeyer flask.

Dry the combined organic layer in the 3 mL conical vial

Evaporate ether away DATA/ OBSERVATION:

Solution turned dark purple after the addition of benzophenone
Solid residue forms CALCULATIONS/ RESULTS: Shell vial: 4 g Shell vial with organic: 4 g Weight of product: 0 g Theoretical yield: 0 g .105 g benzophenone x til mol/ 182 g benzophenone) x til mol benzophenone/ 1 mol tripheny|methanol) × ti260 g/ 1 mol triphenylmethanol)= Percent yield: ti0 g/ 0 g) × 100% = 36% Melting point: 140-145 °C CONCLUSION/ DISCUSSION: The primary goal of this experiment is to learn more about how Grignard reagents react with ketones to produce tertiary alcohols. Because we were able to observe the Grignard reagents with ketones reaction occurring, our lab experiment was successful. In this laboratory experiment, we saw that the addition of benzophenone caused the reaction to turn purple. We then had to wait for
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Course : Organic chemistry (OCHEM 3106)

University : texas tech university.

experiment 10 grignard reaction with a ketone triphenylmethanol

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More from: Organic chemistry OCHEM 3106 Texas Tech University 94 Documents Go to course