Chem 51LB Exp 1 Pt 1 - SN2 Reaction.pdf

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Department
Chemistry
Course
CHEM 51LB
Professor
Renee Link
Semester
Winter

Description
CHEM 51LB:E XPERIMENT 1 A PPLICATION OF AN SN2REACTION :PART 1 REACTIONS: Acid-Base, Nucleophilic Substitution TECHNIQUES: reflux conditions, melting point This is the first part of a two-part experiment in which you will learn several techniques used regularly in the organic chemistry laboratory. You will react an unknown base with one of three possible electrophiles in the presence of sodium hydroxide to synthesize a benzyl ether product. In the next lab period you will purify and identify your product. OH Cl OR OH Ar Br NaOH O + MeO EtOH OR OH t-Bu READING ASSIGNMENT:  Technique 7: Assembling a Reaction Apparatus in Techniques in Organic Chemistry 3 Ed. pgs 58-60. rd  Technique 14: Melting Point in Techniques in Organic Chemistry 3 Ed. pgs 175- 183.  Supplementary information in Janice Gorzynski Smith (3rd ed), Chapter 7 & 8. PRE-LAB ASSIGNMENT:  Follow the instructions in the “51LB Report & Presentation Guidelines” document located on the course website to prepare your pre-lab.  Complete the online Sapling pre-lab questions.  Complete the Required Forms and Agreements assignment on Sapling. CHEM 51LB Page 1 Rev 8/2/13 CAUTION Sodium hydroxide (NaOH) is caustic and toxic. Wear gloves, work in the fume hood, and wash immediately if it comes into contact with bare skin. Benzyl bromide is a lachrymator and is irritating to skin and mucous membranes. Do not breathe vapors. Wear gloves and do all work in the hood. 4-Methoxyphenol is toxic when ingested and an irritant to the skin and mucous membranes. Do not breathe vapors. Wear gloves and do all work in the hood. 4-Chlorophenol is toxic when ingested and an irritant to the skin and mucous membranes. Do not breathe vapors. Wear gloves and do all work in the hood. 4-tert-butylphenol is toxic when ingested and an irritant to the skin and mucous membranes. Do not breathe vapors. Wear gloves and do all work in the hood. Ethanol is flammable. Inhalation of vapors can be toxic. Work in the fume hood and keep away from sparks or flames. EXPERIMENTAL: Place a stir bar and 0.280 g of sodium hydroxide into a 25 mL roundbottom flask. Add 10.0 mL of your assigned unknown nucleophile solution (0.35 M). Attach your
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