Fall 2011 – Organic chemistry – 1 Lab – Chem 353 Instructor: Mahesh Pattabiraman Office Location: Harlan Hall 216, Phone: 575-538-6641 Email: pattabiramanm@wnmu.edu e-mail is the best way to contact me. Please use your mustang express account for e-mailing me. I will e-mail messages and important announcements to the class using Mustang Express, so it is important that you check your account often. Book: Introduction to Organic Laboratory Techniques by Pavia, Lampman, Kriz, and Engell – 4th edition Timing: Wednesdays 3 pm - 5 pm Refer to organic lab syllabus for other information Instructions: • • • • • • • Protective eyewear should be used at all times in the lab Clothing appropriate to lab environment should be worn (including closed toe shoes) Read experiments before coming to the lab Pre-lab is due each week before lab begins and it is worth 10 points Pre-lab should carry Aim, Principle, and Experimental steps. It should serve as a quick reference for you while performing experiments. Post-labs need to be submitted the week after before the next lab starts and is worth 20 points Post-labs should carry the exact details regarding the way experiments were performed, observations and inferences made. It should also discuss mechanistic details of reactions and percentage yields for all chemical/physical processes carried in the lab. Finally a short conclusion outlining what you learnt in the lab and Order of experiments Experiment Aug 24th Experiments # 3A and 3B i) Crystallization of sulfanilamide using Erlenmayer flask and Hrisch funnel ii) Craig tube Experiments # 4 B, 4 C, and 4E i) Distribution of solute between two immiscible solvents ii) How to determine which one is the organic layer iii) Critical thinking application Experiments # 6A i) Simple and fractional distillation Aug 31st Sep 7th Sep 14th Sep 21st Experiments # 11 and 14A i) Extraction of oil of cloves ii) Thin layer chromatography Experiment # 5C i) Monitoring a reaction with thin-layer chromatography Sep 28th Oct 5th Oct 12th Oct 19th Oct 26th Nov 2nd Experiment # 5D i) Column chromatography ii) Gas chromatography (GC-MS) **********Mid-term exam********** Experiment # 20 i) Reactivities of some alkyl halides Experiment 21A and 21 B i) Competitive nucleophiles with 1-butanol or 2-butanol ii) Competitive nucleophiles with 2-methyl-2-propanol Experiment # 24 A i) Dehydration of 1-butanol and 2-butanol Experiment # 23 A and B i) Synthesis of n-butyl bromide ii) Synthesis of n-butyl bromide in semimicroscale Experiment # 26 i) Phase-transfer catalysis Nov 9th Experiment # 19 B Computational chemistry [ subject to change] i) Heats of Reaction: SN1 reaction rates Nov 16th Experiment # 18 C and 18D Computational chemistry [ subject to change] i) cis and trans-2-butene Dec 7th Experiment # 27 i) Relative reactivities of several aromatic compounds Final week *******Final exam************