262L_S09_Manual - Laboratory in Organic Chemistry Chemistry...

Info icon This preview shows pages 1–5. Sign up to view the full content.

View Full Document Right Arrow Icon
Laboratory in Organic Chemistry Chemistry 262L Spring 2009 Instructor: David G. Jones Edited by: Dr. R. M. Forbis Dr. H. E. Johns Dr. N. J. Pienta Dr. T. N. Sorrell Dr. M. L. Waters Dr. B. N. A. Mbadugha D.G. Jones Department of Chemistry University of North Carolina at Chapel Hill Chapel Hill, NC 27599-3290 1
Image of page 1

Info icon This preview has intentionally blurred sections. Sign up to view the full version.

View Full Document Right Arrow Icon
Table of Contents Objectives of the Course ........................................................................................................ 4 Microscale Reactions .............................................................................................................. 5 Microscale Equipment ............................................................................................................ 6 Student Information Sheet ..................................................................................................... 8 References to Topics in Organic Chemistry ........................................................................ 9 The Laboratory Notebook ..................................................................................................... 11 Sample Page of Laboratory Notebook ................................................................................ 12 Safety ...................................................................................................................................... 13 Other Assignments in Chemistry Lab ................................................................................. 14 Laboratory Calculations ....................................................................................................... 16 Experiment I Separation by Extraction ........................................... 19 Experiment II Purification of an Unknown by Recrystallization ................. 23 Experiment III Nucleophilic Substitution: The Synthesis of 2’-Methylphenoxyacetic Acid ......................................................................... 28 Experiment IV Dehydration of 2-Methylcyclohexanol ................................. 32 Experiment V A Wittig Reaction: Preparation of a para -methoxycinnamic Acid .......................................................................... 38 Experiment VI The Oxidation of Isoborneol ................................................. 41 Experiment VII Preparation of Amides from Carboxylic Acids ................... 43 Experiment VIII Electrophilic Aromatic Substitution: Nitration of 4-Methylacetanilide ..................................................................... 46 Experiment IX Column Chromatography: Separation of Nitroacetanilides ............................................................................................. 48 Sample Exam Questions ................................................................................ 50 2
Image of page 2
IMPORTANT: Chemical Reagents Used In Chem 262L/263L Below is a list of all chemicals, which are used in Chemistry 262L/263L. Material Safety Data Sheets (MSDS) for all of these materials are on file in Morehead Labs Room 302, or may be found at . If you are currently pregnant or become pregnant during the semester of this laboratory course, you are encouraged to consult with your personal physician, or contact Dr. Mary Schlegel at Student Health Services (966-2281), to discuss the advisability of continuing this course. acetic acid acetophenone alumina ammonium hydroxide o-anisic acid m-anisic acid p-anisic acid benzoic acid o-chlorobenzoic acid m-chlorobenzoic acid p-chlorobenzoic acid chromic acid (solution) o-cresol dichloromethane diethyl ether ethanol ethyl acetate hexanes iodine isoborneol ligroin magnesium sulfate 4-methylacetanilide 2-methylcyclohexanol 1-methylcyclohexene nitric acid phenyl magnesium bromide Phosphoric acid sodium chloride sodium chloroacetate sodium hydroxide sodium methoxide sulfuric acid thionyl chloride toluene o-toluic acid m-toluic acid p-toluic acid triethyl phosphonoacetate 3
Image of page 3

Info icon This preview has intentionally blurred sections. Sign up to view the full version.

View Full Document Right Arrow Icon
OBJECTIVES OF THE COURSE The organic chemistry lab is where you will achieve hands-on exposure to many different techniques associated with manipulating organic compounds. Chem 262L/Chem 263L affords the opportunity to experience the reality of the reactions that you have learned in the organic chemistry lecture courses. This laboratory course will introduce you to some of the following techniques as they apply to carrying out organic reactions: Ø column chromatography Ø crystallization Ø distillation Ø extractions Ø gravity filtration Ø reflux Ø sublimation Ø suction filtration Ø thin-layer chromatography In learning these laboratory techniques, you will encounter or perform the following
Image of page 4
Image of page 5
This is the end of the preview. Sign up to access the rest of the document.

{[ snackBarMessage ]}

What students are saying

  • Left Quote Icon

    As a current student on this bumpy collegiate pathway, I stumbled upon Course Hero, where I can find study resources for nearly all my courses, get online help from tutors 24/7, and even share my old projects, papers, and lecture notes with other students.

    Student Picture

    Kiran Temple University Fox School of Business ‘17, Course Hero Intern

  • Left Quote Icon

    I cannot even describe how much Course Hero helped me this summer. It’s truly become something I can always rely on and help me. In the end, I was not only able to survive summer classes, but I was able to thrive thanks to Course Hero.

    Student Picture

    Dana University of Pennsylvania ‘17, Course Hero Intern

  • Left Quote Icon

    The ability to access any university’s resources through Course Hero proved invaluable in my case. I was behind on Tulane coursework and actually used UCLA’s materials to help me move forward and get everything together on time.

    Student Picture

    Jill Tulane University ‘16, Course Hero Intern