310-18 - Organic Lecture Series CH 310 N LECTURE 18 Textbook Assignment Chap 18 begin Homework(for credit POW 6 posted(Due Mar 7 Todays Topics

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Organic Lecture Series 1 CH 310 N LECTURE 18 Textbook Assignment: Chap 18 begin Homework (for credit): POW 6 posted (Due Mar 7) Today’s Topics: Nomenclature; structure; classifications Notice & Announcements: Exam 1-grades posted to BB Organic Lecture Series 2 Functional Functional Derivatives of Derivatives of Carboxylic Acids Carboxylic Acids
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Organic Lecture Series 3 • There are five classes of organic acid derivatives • Each arises from a dehydration reaction, usually a condensation • Therefore, each derivative can also be hydrolyzed H -NH 2 H -Cl H -OR' RC- OH O H -OCR' O RC= N HO H O O O - H 2 O - H 2 O - H 2 O - H 2 O - H 2 O RC N RCNH 2 O RCCl O RCOR' O RCOCR' OO The enol of an amide An acid chloride An ester anhydride An amide A nitrile Organic acid derivatives Organic acid derivatives Organic Lecture Series 4 • The functional group of an acid halide is an acyl group bonded to a halogen –the most common are the acid chlorides –to name, change the suffix -ic acid ic acid to -yl yl halide halide CH 3 CCl O O Cl O O O Benzoyl chloride Ethan oy l ch lo ride (Acetyl chloride) An acyl group Hexanedioyl chloride (Adipoyl chloride) Acid halides Acid halides
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Organic Lecture Series 5 Sulfonyl Chlorides Sulfonyl Chlorides – replacement of -OH in a sulfonic acid by -Cl gives a sulfonyl chloride sulfonyl chloride SOH H 3 C O O CH 3 O O SCl H 3 C O O 3 O O Methanesulfonic acid p- Toluenesulfonic acid Methanesulfonyl chloride (Mesyl chloride, MsCl) Toluenesulfonyl chloride (Tosyl chloride, TsCl) TsOH Organic Lecture Series 6 • The functional group of an acid anhydride is two acyl groups bonded to an oxygen atom – the anhydride may be symmetrical (two identical acyl groups) or mixed (two different acyl groups) – to name, replace acid acid of the parent acid by anhydride anhydride COC OO 3 COCCH 3
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This note was uploaded on 04/24/2011 for the course CH 56255 taught by Professor Colapret during the Spring '11 term at University of Texas at Austin.

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310-18 - Organic Lecture Series CH 310 N LECTURE 18 Textbook Assignment Chap 18 begin Homework(for credit POW 6 posted(Due Mar 7 Todays Topics

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