ORGANIC CHEMISTRY W/OWL
ORGANIC CHEMISTRY W/OWL
9th Edition
ISBN: 9781305717527
Author: McMurry
Publisher: CENGAGE C
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Chapter 29.7, Problem 12P
Interpretation Introduction

Interpretation:

The pro-R or pro-S hydrogen removed from citrate during the dehydration in step 2 of the citric acid cycle.

ORGANIC CHEMISTRY W/OWL, Chapter 29.7, Problem 12P , additional homework tip  1

Concept introduction:

A molecule is said to be pro chiral, if it can be converted from achiral to chiral a single chemical step.

For instance, an unsymmetrical ketone like 2-butanone is pro chiral because it can be converted to the chiral alcohol 2-butanol, by the addition of hydrogen.

ORGANIC CHEMISTRY W/OWL, Chapter 29.7, Problem 12P , additional homework tip  2

Which enantiomer of 2-butanol is produced depends on which face of the planar carbonyl undergoes reaction to distinguish between the possibilities, the stereo chemical description Re and Si (announced ‘ray’ and ‘sigh’) are used.

The concept of this designation is as follows: Rank the three groups attached to the trigonal, sp2 hybridized carbon according to the conventional Cahn-In gold-Prelog (CIP) system and imagine curved among from the highest to second highest, to third highest ranked substituents.

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CH3CH2CH=CH2 + H₂O − H+
Г C-RSA CHROMATOPAC CH=1 DATA 1: @CHRM1.C00 ATTEN=10 SPEED= 10.0 0.0 b.092 0.797 1.088 1.813 C-RSA CHROMATOPAC CH=1 Report No. =13 ** CALCULATION REPORT ** DATA=1: @CHRM1.000 11/03/05 08:09:52 CH PKNO TIME 1 2 0.797 3 1.088 4 1.813 AREA 1508566 4625442 2180060 HEIGHT 207739 701206 V 287554 V MK IDNO CONC NAME 18.1447 55.6339 26.2213 TOTAL 8314067 1196500 100 C-R8A CHROMATOPAC CH=1 DATA 1: @CHRM1.C00 ATTEN=10 SPEED= 10.0 0. 0 087 337. 0.841 1.150 C-R8A CHROMATOPAC CH=1 Report No. =14 DATA=1: @CHRM1.000 11/03/05 08:12:40 ** CALCULATION REPORT ** CH PKNO TIME AREA 1 3 0.841 1099933 41.15 4039778 HEIGHT MK IDNO 170372 649997¯¯¯ CONC NAME 21.4007 78.5993 TOTAL 5139711 820369 100 3 C-R8A CHROMATOPAC CH=1 DATA 1: @CHRM1.C00 ATTEN=10 SPEED= 10.0 0.100 0:652 5.856 3 1.165 C-RSA CHROMATOPAC CH-1 Report No. =15 DATA=1: @CHRM1.000 11/03/05 08:15:26 ** CALCULATION REPORT ** CH PKNO TIME AREA HEIGHT MK IDNO CONC NAME 1 3 3 0.856 4 1.165 TOTAL 1253386 4838738 175481 708024 V 20.5739 79.4261 6092124…
Indicate the product that is obtained if the benzotriazole reacts with the use of a medium basic product.

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ORGANIC CHEMISTRY W/OWL

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