Homework Help Question & Answers

Please calculate the percent yield if my actual yield was 0.06g NUCLEOPHILIC DISPLACEMENT- FORMATION OF AN...

NUCLEOPHILIC DISPLACEMENT- FORMATION OF AN ETHER BY AN SN2 REACTION Bond formation by use of an SN2 reaction is very importan

Please calculate the percent yield if my actual yield was 0.06g

NUCLEOPHILIC DISPLACEMENT- FORMATION OF AN ETHER BY AN SN2 REACTION Bond formation by use of an SN2 reaction is very important for organic and biological synthesis. Many new bonds formed make use of this versatile reaction pathway. In this reaction, one partner is the nucleophile and the other partner is the electrophile. The electrophile will have a leaving group that will be lost in the reaction. In the SN2 reaction that you will be performing, the nucleophile is the phenoxide ion, which is formed from reaction of phenol with sodium hydroxide. The nucleophile will displace the iodide to form butyl naphthyl ether and sodium iodide. Can you think of any possible undesirable side reactions? MI NaOH + Nal + H2O EtOH, Heat phenol chlorbutane butoxybenzene 0.935g/mL 150.22 g/mol EXPERIMENTAL PROCEDURE To a 100 mL round bottom flask (rbf), add 0.56 g (14.0 mmol) of NaOH (about 5 or 6 pellets) and 1.0 g (10.62 mmol) of phenol. Add 20 mL ethanol and a few boiling chips to the flask. Swirl the flask. Reflux the solution for 15 minutes or until all of the solids have dissolved. After 15 minutes, remove the heat source and allow the solution to cool slightly.1 Remove the reflux condenser and add 2.0 mL 1-chlorobutane (17 mmol) to the round bottom flask. Replace the condenser and reflux for an additional hour. Before stopping the reaction, place about 50 mL of water in an ice bath for later use. After 1 hour of refluxing, remove the heat source and carefully pour the contents of the rbf over about 25 g of ice in a 250 ml beaker. Using the water that has been cooling, rinse the rbf and add this to the beaker containing the ice and your product. Swirl the contents of the beaker until all of the ice has melted. Extract the product using petroleum ether 10 mL three times. Separate the petroleum ether layers from the aqueous layers using a separatory funnel. Combine the petroleum ether layers and treat the solutions with calcium carbonate. Filter the solution and wash the filtrate with petroleum ether and combine the dried petroleum ether layers. Boil your petroleum ether off to leave behind butoxybenzene as a liquid. Using the volume or the weight, calculate the percent yield. Make sure the solution has stopped boiling before you remove the reflux condenser.
0 0
Add a comment
Answer #1

1 millimoles quivalents density Compound Molar 11 Amount mass (ng/mol) 110719/ml Phenol . 94.11 NaOH 40 Chlorobutane 92.57 10Nach YOH. thachtho EtOH, A From the givers data, for 1 equivalent of phenol, 1,32 equivalents of Naotl, 1.79 equivalents of c

Add a comment
Know the answer?
Add Answer to:
Please calculate the percent yield if my actual yield was 0.06g NUCLEOPHILIC DISPLACEMENT- FORMATION OF AN...
Your Answer:

Post as a guest

Your Name:

What's your source?

Earn Coin

Coins can be redeemed for fabulous gifts.

Not the answer you're looking for? Ask your own homework help question. Our experts will answer your question WITHIN MINUTES for Free.
Similar Homework Help Questions
  • Please give detailed answers to the pre and post lab questions. Thank you! NUCLEOPHILIC DISPLACEMENT- FORMATION...

    Please give detailed answers to the pre and post lab questions. Thank you! NUCLEOPHILIC DISPLACEMENT- FORMATION OF AN ETHER BY AN SN2 REACTION Bond formation by use of an SN2 reaction is very important for organic and biological synthesis. Many new bonds formed make use of this versatile reaction pathway. In this reaction, one partner is the nucleophile and the other partner is the electrophile. The electrophile will have a leaving group that will be lost in the reaction. In...

  • The alcohol could easily be converted to a tosylate, a good leaving group, and a conventional sub...

    The alcohol could easily be converted to a tosylate, a good leaving group, and a conventional substitution reaction could have been performed instead of the nucleophilic aromatic substitution (NAS) reaction. Why was the NAS reaction the preferred method? (Hint : Look up the nucleophiles of both reactions on chemical manufacturing site.) Part A: Synthesis of (t)-N,N-dimethyl-3-phenyl-3-(4- trifluoromethylphenoxy)propanamine 1. To the 250-mL round-bottom flask (RBF) containing (t)-3-(dimethylamino)-1-phenylpropanol (product from Lab 6) and a magnetic stir bar, add 4 mL of 4-...

  • Calculate the quantity (mmol) of reagents to be used in the assigned experiment. Which reagent is...

    Calculate the quantity (mmol) of reagents to be used in the assigned experiment. Which reagent is the limiting reagent? Show by calculations. 8. n the reaction of vanillin with silver oxide, what gets oxidized and what gets reduced? Part B: Miniscale Hydrolysis of Methyl Salicylate To a 25-mL round-bottom flask containing a spin bar, add 7.5 mL of 5 M NaOH and 1.0mL. of methyl salicylate. Swirl to mix. A white solid will form, which will eventually disap- pear as...

  • The alcohol could easily be converted to a tosylate, a good leaving group, and a conventional...

    The alcohol could easily be converted to a tosylate, a good leaving group, and a conventional substitution reaction could have been performed instead of the nucleophilic aromatic substitution (NAS) reaction. Why was the NAS reaction the preferred method? (Hint : Look up the nucleophiles of both reactions on chemical manufacturing site.) Part A: Synthesis of (t)-N,N-dimethyl-3-phenyl-3-(4- trifluoromethylphenoxy)propanamine 1. To the 250-mL round-bottom flask (RBF) containing (t)-3-(dimethylamino)-1-phenylpropanol (product from Lab 6) and a magnetic stir bar, add 4 mL of 4-...

  • How can the NMP oxalate salt be converted back to NMP? Here is the procedure: PROCEDURES...

    How can the NMP oxalate salt be converted back to NMP? Here is the procedure: PROCEDURES Part A: Synthesis of (±)-N,N-dimethyl-3-phenyl-3-(4-trifluoromethylphenoxy)propanamine To the 250-mL round-bottom flask (RBF) containing (±)-3-(dimethylamino)-1-phenylpropanol (product from Lab 6) and a magnetic stir bar, add 4 mL of 4-chlorobenzotrifluoride and 30 mL of dimethylacetamide (DMA). With stirring, add to this mixture 30 mL of 1.0 M potassium tert-butoxide (caustic alkali!) in tert-butyl alcohol using a syringe. Using a simple distillation apparatus, distill the mixture slowly, with...

  • Why did you wash the ether solution with sodium bicarbonate? Write chemical equations for the rea...

    Why did you wash the ether solution with sodium bicarbonate? Write chemical equations for the reactions that took place. b. At which purification steps was the unreacted methanol removed in the reaction? Some of it may have been removed in more than one place. c. Three-Step Synthesis of Methyl Anisate (Step 3) 0 CHOH. Н.so, cat.) Wear gloves. Methanol is poisonous. Ether is an anesthetic, so don't breathe it. Sulfuric acid is a strong corrosive acid. Wash any you spill...

  • Propose another way of synthesizing NMP from the amino ketone hydrochloride salt starting materia...

    Propose another way of synthesizing NMP from the amino ketone hydrochloride salt starting material you used. Part A: Synthesis of (t)-N,N-dimethyl-3-phenyl-3-(4- trifluoromethylphenoxy)propanamine 1. To the 250-mL round-bottom flask (RBF) containing (t)-3-(dimethylamino)-1-phenylpropanol (product from Lab 6) and a magnetic stir bar, add 4 mL of 4- chlorobenzotrifluoride and 30 mL of dimethylacetamide (DMA) 2. With stirring, add to this mixture 30 mL of 1.0 M potassium tert-butoxide (caustic alkali!) in tert-butyl alcohol using a syringe 3. Using a simple distillation apparatus,...

  • Hi! Can you please answer questions a and b for my organic lab report :) The...

    Hi! Can you please answer questions a and b for my organic lab report :) The pictures below the questions is my lab procedure. Thank you 6. Analysis Questions: a) This lab utilized a new technique called reflux, and the use of a condenser tube while heating the reaction. What is the purpose of the condenser? Why not just heat the reaction in a closed vessel instead? b) A student misread the instructions and first refluxed the sodium methoxide in...

  • In this Diels-Alder reaction, what is the limiting reagent for this reaction? Please show work In...

    In this Diels-Alder reaction, what is the limiting reagent for this reaction? Please show work In this experiment, a Diels-Alder reaction will be performed to generate 4-cyclohexene- 1,2-dicarboxylic anhydride. The reaction occurs when 1,3-butadiene is combined with maleic anhydride and heated as shown below. Once the product has been isolated, the IR spectrum, melting point, and experimental yield can be determined. 5.- I111NI O Due to the inherent difficulties with the handling of gaseous 1,3-butadiene, it will be generated in...

  • i need help with #3 please! SAFETY NOTES: Bromobenene and acetophenone are irritants. Wear gloves and...

    i need help with #3 please! SAFETY NOTES: Bromobenene and acetophenone are irritants. Wear gloves and avoid contact with skin, eyes, and clothing • MHC) is dritating to the skin avoid contact with the skin, eyes, and clothing Diethyl ether, usually referred to simply as "ether", is volatile and flammable. Keep a safe distance from hot electrical devices WASTE DISPOSAL *** A itrate is the liquid that passed through the Hirsch funnel, ending up in the bottom of the sidearm...

ADVERTISEMENT
Free Homework Help App
Download From Google Play
Scan Your Homework
to Get Instant Free Answers
Need Online Homework Help?
Ask a Question
Get Answers For Free
Most questions answered within 3 hours.
ADVERTISEMENT
ADVERTISEMENT