Loading...

Messages

Proposals

Stuck in your homework and missing deadline? Get urgent help in $10/Page with 24 hours deadline

Get Urgent Writing Help In Your Essays, Assignments, Homeworks, Dissertation, Thesis Or Coursework & Achieve A+ Grades.

Privacy Guaranteed - 100% Plagiarism Free Writing - Free Turnitin Report - Professional And Experienced Writers - 24/7 Online Support

Diels alder reaction of anthracene with maleic anhydride lab report

08/01/2021 Client: saad24vbs Deadline: 24 Hours

LAB REPORT EXAMPLE-DIELS ALDER


Abstract


The Diels Alder reaction is a cycloaddition reaction widely used to synthesize six-member rings. In our experiment we


conducted the synthesis of 9,10-Dihydroanthraceno-9,10-endo-α,β-succinic anhydride from anthracene and maleic


anhydride. We obtained X g of product (X% yield). The desired compound was analyzed by 1H NMR and TLC. Both


techniques showed that the compound was pure, and no starting material was present. The m.p was recorded, and it was


256-259 °C in agreement with values reported in literature.


Introduction


The Diels Alder reaction is a [4+2] cyclo-addition utilized to synthesize six-member ring. It requires the s-cis form of the


diene for the appropriate overlapping of the π of the diene and dienophile. A recent paper published by Amant et al


reports the use of Diels Alder in the conjugation of maleimide-containing drugs to antibodies. [1] Anthracene, one of the


reagents used in the experiment, acts as the diene; it is an aromatic compound consisting of three fused rings, often used


as backbone for dyes. [2] Maleic anhydride acts as the dienophile and it is commonly used in the synthesis of polymers and


resins.


Discussion


In this lab experiment we reacted anthracene (diene) with maleic anhydride (dienophile) to obtain 9,10- Dihydroanthraceno-9,10-endo-α,β-succinic anhydride. The reaction mixture was refluxed in xylene for 30 minutes,


followed by filtration of the precipitate. The product purity was tested by TLC comparing it with anthracene. TLC showed


that anthracene Rf was quite high (0.95) whereas the Rf of product was 0.65; therefore, a less polar eluent could be used.


We did not observe any starting material left over in the TLC analysis. 1 H NMR confirmed the presence of the compound,


showing 8 aromatic protons in the area between 7.2 ppm and 7.6 ppm. The two signals at 5ppm and 3.5 ppm are


characteristic of the newly formed six-member ring, therefore diagnostic for the formation of our desired compound. The


reaction is shown in the scheme below and involves a concerted mechanism for the formation of the final product.


Table of reagents:


Reagent MW Number of moles


anthracene


Maleic anhydride


Calculations: show calculations for the yield indicating the limiting reagent


Yield= number of moles of product/ number of moles of limiting reagent


% yield= Yield *100


Number of moles = weight in grams of compound / molecular weight of compound


Experimental:


0.2 g of anthracene and 0.1 g of maleic anhydride were refluxed in 2.5 ml of xylene for 30


minutes. After cooling the solution in ice, white crystals were collected. Mp (256-258 °C),


Rf (product): 0.65. 1H NMR (CDCl3, 300 MHz) δ: 7.6-7.4 (m, 4H, ArHa), 7.3-7.1 (m, 4H, ArHb),


4.82 (s, 1H, CH), 3.52 (s, 1H, CH)


Conclusions


In conclusions, our experiment showed an application of the Diels Alder reaction in the formation of 9,10-


Dihydroanthraceno-9,10-endo-α,β-succinic anhydride. The yield obtained was X% and the purity of the compound was


confirmed by TLC, 1H NMR and m.p.


Alternative (if you did not get a good result): In conclusions, our experiment showed an application of the Diels Alder


reaction in the formation of 9,10-Dihydroanthraceno-9,10-endo-α,β-succinic anhydride; The yield and the purity were not satisfactory. We believe that a longer reaction time (this is just an example of an explanation you can give!!!) or a different


ratio of the reagents could improve the yield.


References (showing one of the format) General format. ACS style: Author, A. A; Author, B. B; Author, C. C. Title of Article. Journal Abbreviation (italics) [Online if online] Year (bold), Volume (italics), Pagination.


1. Amant, A.H; Lemen, D; Florinas, S; Mao S; Fazenbaker, C; Zhong, H; Wu, H; Gao C; Christie R.J; Read de Alaniz. Tuning


the Diels-Alder Reaction for Bioconjugation to Maleimide Drug-Linkers. J. Bioconjug Chem. 2018, 7, 2406-2414.


2. Thomas, K.R.J; Singh, P. Electro-optical properties of new anthracene based organic dyes for dye-sensitized solar cells.


Dyes and Pigments. 2011, 15, 254-256.


https://www.ncbi.nlm.nih.gov/pubmed/?term=Lemen%20D%5BAuthor%5D&cauthor=true&cauthor_uid=29932647

https://www.ncbi.nlm.nih.gov/pubmed/?term=Florinas%20S%5BAuthor%5D&cauthor=true&cauthor_uid=29932647

https://www.ncbi.nlm.nih.gov/pubmed/?term=Mao%20S%5BAuthor%5D&cauthor=true&cauthor_uid=29932647

https://www.ncbi.nlm.nih.gov/pubmed/?term=Fazenbaker%20C%5BAuthor%5D&cauthor=true&cauthor_uid=29932647

https://www.ncbi.nlm.nih.gov/pubmed/?term=Zhong%20H%5BAuthor%5D&cauthor=true&cauthor_uid=29932647

https://www.ncbi.nlm.nih.gov/pubmed/?term=Wu%20H%5BAuthor%5D&cauthor=true&cauthor_uid=29932647

https://www.ncbi.nlm.nih.gov/pubmed/?term=Gao%20C%5BAuthor%5D&cauthor=true&cauthor_uid=29932647

https://www.ncbi.nlm.nih.gov/pubmed/?term=Christie%20RJ%5BAuthor%5D&cauthor=true&cauthor_uid=29932647

https://www.ncbi.nlm.nih.gov/pubmed/29932647

Homework is Completed By:

Writer Writer Name Amount Client Comments & Rating
Instant Homework Helper

ONLINE

Instant Homework Helper

$36

She helped me in last minute in a very reasonable price. She is a lifesaver, I got A+ grade in my homework, I will surely hire her again for my next assignments, Thumbs Up!

Order & Get This Solution Within 3 Hours in $25/Page

Custom Original Solution And Get A+ Grades

  • 100% Plagiarism Free
  • Proper APA/MLA/Harvard Referencing
  • Delivery in 3 Hours After Placing Order
  • Free Turnitin Report
  • Unlimited Revisions
  • Privacy Guaranteed

Order & Get This Solution Within 6 Hours in $20/Page

Custom Original Solution And Get A+ Grades

  • 100% Plagiarism Free
  • Proper APA/MLA/Harvard Referencing
  • Delivery in 6 Hours After Placing Order
  • Free Turnitin Report
  • Unlimited Revisions
  • Privacy Guaranteed

Order & Get This Solution Within 12 Hours in $15/Page

Custom Original Solution And Get A+ Grades

  • 100% Plagiarism Free
  • Proper APA/MLA/Harvard Referencing
  • Delivery in 12 Hours After Placing Order
  • Free Turnitin Report
  • Unlimited Revisions
  • Privacy Guaranteed

6 writers have sent their proposals to do this homework:

Best Coursework Help
University Coursework Help
Homework Guru
Top Essay Tutor
Helping Hand
Writer Writer Name Offer Chat
Best Coursework Help

ONLINE

Best Coursework Help

I am an Academic writer with 10 years of experience. As an Academic writer, my aim is to generate unique content without Plagiarism as per the client’s requirements.

$60 Chat With Writer
University Coursework Help

ONLINE

University Coursework Help

Hi dear, I am ready to do your homework in a reasonable price.

$62 Chat With Writer
Homework Guru

ONLINE

Homework Guru

Hi dear, I am ready to do your homework in a reasonable price and in a timely manner.

$62 Chat With Writer
Top Essay Tutor

ONLINE

Top Essay Tutor

I have more than 12 years of experience in managing online classes, exams, and quizzes on different websites like; Connect, McGraw-Hill, and Blackboard. I always provide a guarantee to my clients for their grades.

$65 Chat With Writer
Helping Hand

ONLINE

Helping Hand

I am an Academic writer with 10 years of experience. As an Academic writer, my aim is to generate unique content without Plagiarism as per the client’s requirements.

$60 Chat With Writer

Let our expert academic writers to help you in achieving a+ grades in your homework, assignment, quiz or exam.

Similar Homework Questions

Ethics and social responsibilities - Why is production possibility curve concave to the origin - Axial probe adjustment procedure - Mrs watanabe and the japanese yen carry trade mini case - What is the book of proverbs in judaism - Free cash flow stock valuation - As3500 3 free download - Holland roden and max carver relationship - Coca cola supply chain management ppt - Problem posing education vs banking education - Act government jobs gungahlin - BUS 660 FINAL PAPER - Your worst enemy he reflected was your own nervous system - Chapter 5 socializing the individual review worksheet answers - Cessna 172 preflight checklist - 15/1 assembly drive varsity lakes - Financial reporting and analysis edition solutions - The council of nicaea in 325 - 200 word discussion - The late mattia pascal sparknotes - I need an assignment done for week 3 for my Recruit, Develop, Reward, Retain, - What is the ethical issue involving expensive scratch off tickets - The current assets section of the balance sheet should include - The orbit of mercury lab answers - Dippin dots case study strategic management - The 2017 balance sheet of dream inc - Literature review fire alarm system - Edexcel exam timetable 2015 - Describe some social problems within educational institutions - The Boss lady Women's Clinic 0835179056 [email protected]#@!] safe abortion pills Tongaat Umbogintwin Umdloti Umgababa Umhlanga Rocks - How did greyhound bridge lancaster get its name - PC BUILD AND MANUAL PART 2 - Pico question examples stroke - What do resistor colors mean - Describe mr crane's attitude towards richard - Ronald takaki a different mirror chapter 5 summary - Bend it like beckham film study - Dampening paper for printmaking - Brisbane city council zoning - Titration of oxalic acid with naoh calculations - John matthus watson iii - External governance control mechanisms include - Sociology Exam (Need within 24 hours) - 2208-HIST-1301-702-U.S. HISTORY TO 1865 untest 1 - Is 20 a composite number - Whole foods focused differentiation strategy - Water quality virtual lab answers - What is the most common form of solid precipitation - Separation of mixtures post lab answers - Competing on the eight dimensions of quality harvard business review - Homework for lab 5 force mass and acceleration answers - Nursing diagnosis for peptic ulcer disease - Gantt chart for mobile app development - Henry lowe the great debaters - Ally and michelle beat shazam - M4 screw hole size - Control and display unit - Week 2 assignment english 1150 - Sadler report primary source - Does megabus have charging outlets - Grtep webcom - How to calculate theoretical yield recrystallization - Sexual innuendo in disney movies - Nicholas bowen oil city - Cotton on garden city wa - Employee motivation project report doc - Delivering health care in america study guide - Mi vida loca episode 12 answers - Uber Strategies and Challenges globally and in China - Water's high specific heat is mainly a consequence of the - Brand names such as coca-cola and mcdonald's are examples of intangible assets. - Low if receiver architecture - Java program to create bank account - What is profile title - Limiting reagent lab the reaction between vinegar and baking soda - Guide dogs for the blind xmas catalogue - Yarra valley water sewerage system charge - Practice change model in nursing - Clean edge razor case study solution - Contrast distributive and integrative bargaining - Caglayan cetin goldman sachs - Clergy laity congress of the greek orthodox church of america - Aim to pass american dream plan - AstroloGy bAbA 7340613399 OnLinE reaL VashIKaraN sPecIaLIsT IN bihar Sharif - Week 5 EDG - Case study memorandum - Discussion ,250 words ,add citations and references by 08/04/2020 at 8: 00 pm - Dining philosophers problem in c - World laparoscopy hospital training - Discussion - How long is an extended response - Xerox leadership through quality program - Mr. and Mrs. Santana - Horror text effect photoshop - Newly revised strong interest inventory - Yecup amazon - Turns out all my mistakes were forgivable - Reflection - Computer hope com issues - Advantages of product standardization