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

Reduction of camphor lab report

09/01/2021 Client: saad24vbs Deadline: 7 Days

REDUCTION OF A KETONE


OBJECTIVES: To perform a reduction of a ketone functional group suing NaBH4. To identify the isomer obtained by NMR.


Background


Reduction of carbonyl groups.


NaBH4 and LiAlH4 are common reagents utilized for reduction of ketones and aldehydes. They are called “metal hydrides” and they eract delivering an hydride (H-). In reactions with ketones and aldehyde they can be used interchangeably (unless there are other functional groups that could potentially react too). NaBH4 is considered a “milder” reducing agent, while LiAlH4 is considered “stronger”. For instance, esters, carboxylic acids can be reduced only using LiAlH4. Creation of a new stereogenic center upon reduction of an achiral ketone is expected to result in a racemic mixture of enantiomers that are indistinguishable by NMR.


Reduction of camphor


However, camphor is chiral. One side of the bicyclic ring is much more sterically hindered than the other side, making it possible for an achiral reducing agent such as NaBH4 to be selective for one


isomer. You will determine the isomers using NMR. Both isoborneol and borneol are obtained from reduction. The dominant isomer can be predicted based on the mechanism of the reaction, and the ratio of these isomers can be determined experimentally by NMR analysis. 3 As in the case of camphor, the NMR spectra are quite complicated. However, the proton adjacent to the alcohol in both compounds appears in a clear region of the 1H NMR spectrum that can be integrated to find the isomer ratio.


Distinguishing Borneol and Isoborneol Using NMR


You are given a 1H-NMR spectrum of borneol as a reference. Obtain 1H NMR spectra of the product mixture from Procedure B. In the 1H NMR, look closely at the protons on the alcohol carbon. (Hint: these typically appear at 3.5-4.0 ppm). The ratio of these groups of peaks corresponds to the percentages of isoborneol and borneol. In Delta, use integration to determine the relative amounts of the two products. You should use the zoom tool to expand the region, then integrate the CHOH signals; use the "cut integral" tool to separate the integrals so that you can calculate a ratio. The easiest way to do this is to select the smaller one (so it is yellow), and type "1".


Experimental


Start with 500 mg of camphor. Dissolve in methanol in an Erlenmeyer flask to make a 1.15 M solution. Cool the solution on an ice bath, then add 1 molar equivalent of NaBH4 in three portions over 10 min,


see below. After all of the sodium borohydride is added, boil the mixture on a sand bath (hotplate) for 2 minutes. Pour the product mixture into ice and rinse the flask with ~1.25 mL of methanol into the ice. Collect the white precipitate on a Hirsch funnel. Dissolve the solid in about 5-8 mL of ether in small erlenmeyer, dry with CaCl2, transfer


to a tared round-bottom flask, then remove the ether using a rotary evaporator. Calculate a percent yield of the crude dry product. Take


an 1H NMR spectrum of the product to determine purity and identify products


References


1. Based on a microscale experiment on the oxidation of 9- fluorenol to 9-fluorenone. Jones, C. S.; Albizati, K. J. Chem. Educ. 1994, 71, A271-A272.


2. Based on a microscale experiment on the reduction of camphor to isoborneol Pavia, Lampman, Kris Advanced Organic Laboratory, 3rd ed. Saunders: New York, 1985.


2


POST LAB


1) Write the introduction for the reduction experiment in not more than 5 sentences


2) Write the abstract using not more than 4 sentences


3) Write a short discussion (include the following points: 1) mechanism of the reaction, 2) which isomer is formed in higher yield based on the NMR analysis, 3) Discuss the NMR and how it helps in evaluating the final product


3) Write the experimental section (NMR analysis


using the following format (Ex: 1H-NMR (CDCl3)


δ1.2 (t, 2H, J = 6.1Hz), 1.8 (s, 9H), 2.0 (s,


3H), 2.3 (t, 2H, J= 6Hz).


4) Write the conclusions section.

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:

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

$100 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.

$102 Chat With Writer
University Coursework Help

ONLINE

University Coursework Help

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

$102 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.

$105 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

Ngha.med.sa login - Character setting and plot - Cable tray rung spacing - Gcu mission and general education competencies - The task of an organization is reflected in its - English - Mother tongue by amy tan citation - Film Action / sci- fi - Designing team and team identity in team management - Probability and statistics homework help - Answer questions - 5 paragraph discussion - Nates pizza menu travelers rest - Journal prompt - Recommendation and conclusion - Taxi driver shootout scene - Reliant urgent care 814 francisco st - Ati therapeutic communication - Beck depression inventory bdi ii test - Bed bath and beyond back scratcher - Interpersonal communication in organisations - In narrative format discuss the key facts and critical issues of the life, crimes, and conviction of Aileen Wuornos. - 8 puzzle problem using hill climbing in python - Global Societal Problem, Argument and Solution - Dc motor state space model - Week 11 Assignment - 1289 kandanga creek road - Digging up the past - Process analysis at arnold palmer hospital flowchart - 2.03 save invest or spend quizlet - Bsbohs504b assessment answers - Designing effective hrd programs ppt - In rogerian therapy, the _____ is responsible for discovering maladaptive patterns. - Chris macdonald's methodology - Venturi meter lab report conclusion - Hooves paws and claws - Etabs project report pdf - Talent management initiatives ppt - Acidic basic and amphoteric oxides - Camping in bunyip state park - Discussion Question- OneSearch Searching Strategies - Principles of real estate 1 homework answers - Annotated bibliographies - Everyday use discussion questions answer key - Law firm staff evaluation forms - Prufund growth fund unit price - A perspective that revolves around how relational partners manage tensions is called - Classification of medication error as per ncc merp - What device is used to create a physical star topology - Chemistry - Market segmentation uber - Bargaining power of suppliers in restaurant industry - Which of the following does not cycle repeatedly through the earth's ecosystems - Investment analysis - 8 - 479 kj to calories - Warez bb twitter - Australian humanitarian visa form 842 - Tlmt601 - Short paper 3 - Centre for clinical interventions - Surface management strategies - Westcotec speed indicator device - 291 boardman road kingaroy - Hydrofluoric acid hf has a ka of 6.8 10 4 - Data security plan template - Workplace Violence in Nursing - Comparing histograms and boxplots - Lenscrafters 30 day unconditional guarantee - NETWORK -7 - Gum clinic princess of wales hospital bridgend - Special power of attorney philippines word format - School screening in California d4 - Safety root cause analysis template - Nanda nursing diagnosis for subarachnoid hemorrhage - Working through conflict folger pdf - Police scandal - The crucible act 3 danforth close reading answers - 4/91 moray street new farm - WEEK VIII PT1 - Analyzing written text - 2 page assignment - Sonnet 116 meaning line by line - Which role is most likely to communicate an impediment during a daily scrum? - Groundwater sustainability and human development - Pediatrics and the role of a Family Nurse Practitioner - Chemistry - Medical radiation technologist nz - Jcu timetable - How has globalization affected american popular music - The artichoke version of the self - Socccd.blackboard.com - Week 1 com 515 - General capitulary for the missi summary - Save sam lab answer key - Cessna caravan type rating cost - Philosophy 101 Introduction to Philosophy Paper #1 - Shrike on a withered branch print - Fraud cases that involved agency conflicts - How to conduct one way anova in spss