Free Essay

Experiment 5: Wittig Reaction

In:

Submitted By ubertoast004
Words 383
Pages 2
10/07/2013

Experiment 5: Wittig Reaction

Purpose The purpose of this experiment is to synthesize trans-9-(2-phenylethenyl) anthracene using a wittig reagent formed by reacting phosphonium chloride with base.

Experimental

In a reaction tube, (0.200g) benzyltriphenyl phosphonium chloride, (0.115g) anthraaldehyde, and (.6ml) dichloromethane (DCM) is mixed together with a stir bar. We stirred the mixture rapidly and added (0.26ml) of a 50% NaOH solution dropwise. The mixture was stirred for 20-30 minutes. We added (1.5ml) DCM and (1.5ml) water, and the tube was shaken until the layers separated. The water layer was removed. This step was repeated and the water was removed again. CaCl2 pellets were added to DCM solution until it longer clumped. The solution was filtered to separted the CaCl2 pellets from DCM. DCM was used to wash pellets before filtering. To the solid in bottom of flask, (3ml) of propanol was added, heated and cooled. Filteration was tried once more to gain crystals. Due to nonexistent crystals a melting point could not be performed.

Observations:
We noticed after adding propanol our solution became very orange and cloudy. After heating it the solution was a clear golden color. We chilled the solution in ice and attained no crystals. After repeatedly heating and cooling, we saw our solution go from cloudy to clear over and over. After filtering one more time the color of orange stained the filter paper but no crystals.

Data Melting Point: expected: 131- 132 (C

Conclusion We concluded if this experiment had gone the way expected we would have a melting point of 131-132 (C. We believe this error was due to excessive amount of DCM prior to filtering when we tried to get all of the solution out of the reaction tube. We believe we had too small of a volume to attain crystals. We may have also disturbed the crystals too much, and they could not form properly. We had a zero yield of product, a yield of product of (.2g)- (.5g) would have been ideal to attain a melting point analysis. After scrapping the filter paper over and over we were astonished to see no crystals.

Questions

+ cl-
1.PhHC= CHCH2CL + PH3P ( PhCH=CHCH2PPh3 +
PhCH=CHCH2PPh3 Cl- + PhCHO LiOE+

3. + - Na OCH3 +H20 ( NaOH + CH3OH

Similar Documents

Premium Essay

Wittig Reaction Lab

...Makram Youssef Chris Wong Calculations of percent yield: Rf values: (literature values: trans,trans =0.36, cis,trans=0.41) Short-wavelength TLC plate: solvent line =3.9cm filtrate: 1.4cm/3.9cm = 0.36, 1.7/3.9cm =0.44 trans,trans-isomer: 1.5cm/3.9cm = .38 Long-wavelength TLC plate: solvent line = 3.9cm filtrate: same values appear as under short-wavelength in addition to 1.1cm/3.9cm = 0.28 trans,trans-isomer: same value as under short-wavelength Discussion: This experiment was governed by the the Wittig reaction mechanism, which is done properly yields an alkene. The percent yield for the overall experimented, after purification was approximately 4.23%, not a very high yield but enough to carry out subsequent procedures to check for the validity of the product. The first of these tests was involved TLC (Thin Layer Chromatography) and was used to assess the presence of the product intended as well as the products of the filtrate, or byproducts. It should be noted that the developing solution used for this test was Hexane and that the plate of product and filtrate was analyzed under both long and short wavelength UV lights. Under these lights, the filtrate showed brighter than the spotted product giving off a pinkish hue. It should also be noted that the filtrate filtrate contained triphenylphosphine oxide, the minor cis, trans-isomer, and some trans,trans product. In order of increasing Rf values, it was expected that triphenylphosphine oxide would be...

Words: 946 - Pages: 4

Premium Essay

Origin of Baptist

...similarities between individuals "Personality" is a dynamic and organized set of characteristics possessed by a person that uniquely influences his or her cognitions, emotions, motivations, and behaviors in various situations. The word "personality" originates from the Latin persona, which means mask. In the theatre of the ancient Latin-speaking world, the mask was not used as a plot device to disguise the identity of a character, but instead was a convention employed to represent or typify that character. Personality also refers to the pattern of thoughts, feelings, social adjustments, and behaviors consistently exhibited over time that strongly influences one's expectations, self-perceptions, values, and attitudes. It also predicts human reactions to other people, problems, and stress.[1][2] There is still no universal consensus on the definition of "personality" in psychology. Gordon Allport (1937) described two major ways to study personality: the nomothetic and the idiographic. Nomothetic psychology seeks general laws that can be applied to many different people, such as the principle of self-actualization or the trait of extraversion. Idiographic psychology is an attempt to understand the unique aspects of a particular individual. The study of personality has a broad and varied history in psychology with an abundance of theoretical traditions. The major theories include...

Words: 12161 - Pages: 49

Free Essay

Role of Nonprofit Enterprise

...Trust, Repute, and the Role of Nonprofit Enterprise [The book version] by Andreas Ortmann* & Mark Schlesinger** Abstract In this chapter we examine the trust hypothesis: the proposition that information asymmetries between providers and consumers of services can explain the existence of nonprofit enterprise in certain markets. We argue that this hypothesis, in order to be viable, has to meet three challenges: (1) the de jure inability of nonprofits to distribute profits to shareholders and/or management must affect incentives within the nonprofit firm in ways that are compatible with trustworthiness (Aincentive compatibility challenge@), (2) nonprofit behavior must not be adulterated by individuals taking advantage of the perceived trustworthiness (Aadulteration challenge@), and (3) nonprofit status must be treated as a reliable predictor of organizational behavior by consumers, when the reputation of individual firms is not seen as reliable (Areputational ubiquity challenge@). We propose that the trust hypothesis stands on shaky ground. It can be sustained only under particular conditions that have been neither carefully described in theory nor subject to empirical assessment. The available evidence, patchy and inadequate as it is, seems to suggest that there are ownership-related differences in the organizational behavior of non-profits and for-profits. However, there is little evidence that these differences can be connected to trust per se or provide a rationale for the existence...

Words: 17197 - Pages: 69

Premium Essay

Group Interaction Articles

...prospective study. Journal of Personality and Social Psychology, 85, 768-776. Abele, A., Gendolla, G. H. E., & Petzold, P. (1998). Positive mood and in-group—out-group differentiation in a minimal group setting. Personality and Social Psychology Bulletin, 24, 1343-1357. Aberson, C. L., Healy, M., & Romero, V. (2000). Ingroup bias and self-esteem: A meta-analysis. Personality and Social Psychology Review, 4, 157-173. Abougendia, M., Joyce, A. S., Piper, W. E., & Ogrodniczuk, J. S. (2004). Alliance as a mediator of expectancy effects in short-term group psychotherapy. Group Dynamics: Theory, Research, and Practice, 8, 3-12. Abraham, A. (1973a). Group tensions as measured by configurations of different self and transself aspects. Group Process, 5, 71-89. Abraham, A. (1973b). A model for exploring intra and interindividual processes in groups. International Journal of Group Psychotherapy, 23, 3-22. Abraham, A. (1974-1975). Processes in groups. Bulletin de Psychogie, 28, 746-758. Abraham, A., Geffroy, Y., & Ancelin-Schutzenberger, A. (1980). A method for analyzing group interaction: Development and application of a video observation grid. Connexions, 31, 145-166. Abramo, J. L., Lundgren, D. C., & Bogart, D. H. (1978). Status threat and group dogmatism. Human Relations, 31, 745-752. Abrams, D., Ando, K., & Hinckle, S. W. (1998). Psychological attachment to the group: Cross-cultural differences in...

Words: 146784 - Pages: 588

Premium Essay

50 Key Concepts in Gender Studies

... Gender Studies SAGE Publications London • Thousand Oaks • New Delhi iii © Jane Pilcher and Imelda Whelehan 2004 All rights reserved. No part of this publication may be reproduced, stored in a retrieval system, transmitted or utilized in any form or by any means, electronic, mechanical, photocopying, recording or otherwise, without permission in writing from the Publishers. SAGE Publications Ltd 1 Oliver’s Yard 55 City Road London EC1Y 1SP SAGE Publications Inc 2455 Teller Road Thousand Oaks, California 91320 SAGE Publications India Pvt Ltd B-42 Panchsheel Enclave Post Box 4109 New Delhi 100 017 British Library Cataloguing in Publication data A catalogue record for this book is available from the British Library ISBN 0 7619 7035 5 ISBN 0 7619 7036 3 Library of Congress control number available Typeset by M Rules Printed in Great Britain by The Cromwell Press Ltd, Trowbridge, Wiltshire contents Acknowledgements Introduction: Everywhere and Somewhere: Gender Studies, Feminist Perspectives and...

Words: 86432 - Pages: 346

Premium Essay

Business

...C h a p t e r 1 Prewriting GETTING STARTED (OR SOUP-CAN LABELS CAN BE FASCINATING) For many writers, getting started is the hardest part. You may have noticed that when it is time to begin a writing assignment, you suddenly develop an enormous desire to straighten your books, water your plants, or sharpen your pencils for the fifth time. If this situation sounds familiar, you may find it reassuring to know that many professionals undergo these same strange compulsions before they begin writing. Jean Kerr, author of Please Don’t Eat the Daisies, admits that she often finds herself in the kitchen reading soup-can labels—or anything—in order to prolong the moments before taking pen in hand. John C. Calhoun, vice president under Andrew Jackson, insisted he had to plow his fields before he could write, and Joseph Conrad, author of Lord Jim and other novels, is said to have cried on occasion from the sheer dread of sitting down to compose his stories. To spare you as much hand-wringing as possible, this chapter presents some practical suggestions on how to begin writing your short essay. Although all writers must find the methods that work best for them, you may find some of the following ideas helpful. But no matter how you actually begin putting words on paper, it is absolutely essential to maintain two basic ideas concerning your writing task. Before you write a single sentence, you should always remind yourself that 1. You have some valuable ideas to tell your reader,...

Words: 234754 - Pages: 940

Free Essay

Business Correspondence

...FOREWORD At no time during the last three or four decades have the communication skills of individuals in the business world come under closer scrutiny than today. And never before have those who work in the business world needed better, more effective communication skills. The emerging technology appears to be increasing, rather than decreasing, the need for effective communication skills. As more individuals have ready access to desk-top equipment to process written communication, fewer support personnel will be readily available to provide editing assistance. Therefore, welldeveloped communication skills among originators are more important to success than ever before. This book is suitable for several different audiences, including undergraduate and graduate students. The organization of this manual is a logic sequence of chapters including both business communication and correspondence. The first part is dedicated to business communication and the second to business correspondence. The special features found in this edition are: 1. Examples of effective letter writing. Studies have shown students studying written business communication can learn as much, if not more, from ineffective examples of written communication as they do from effective examples. 2. Varied application problems in the writing-oriented chapters. The number of problems has been increased. While the majority of problems require the writing of a letter or report, some are designed...

Words: 59343 - Pages: 238

Premium Essay

Fraternity

...Whitworth, Mental Health Manager Copyright: Copyright of this document is owned by University Health Network Women’s Health Program. The document has been reproduced for purposes of disseminating information to health and social service providers, as well as for teaching purposes. Citation: The following citation should be used when referring to the entire document. Specific chapter citations are noted at the beginning of each chapter. Stewart, D.E., Robertson, E., Dennis, C-L., Grace, S.L., & Wallington, T. (2003). Postpartum depression: Literature review of risk factors and interventions. POSTPARTUM DEPRESSION: LITERATURE REVIEW OF RISK FACTORS AND INTERVENTIONS Table of Contents EXECUTIVE SUMMARY 2 OVERALL METHODOLOGICAL FRAMEWORK 5 CHAPTER 1: RISK FACTORS FOR POSTPARTUM DEPRESSION 9 Emma Robertson PhD, Nalan Celasun PhD, Donna E. Stewart MD FRCPC CHAPTER 2: DETECTION, PREVENTION AND TREATMENT OF POSTPARTUM DEPRESSION 71 Cindy-Lee Dennis RN PhD CHAPTER 3: THE EFFECT OF POSTPARTUM DEPRESSION ON THE MOTHER-INFANT RELATIONSHIP AND CHILD GROWTH AND DEVELOPMENT 197 Sherry L. Grace PhD, Stephanie Sansom MA CHAPTER 4: PUBLIC HEALTH INTERVENTIONS AND...

Words: 108533 - Pages: 435