Concept explainers
a)
Interpretation:
Fischer projections of the following molecules are to be given.
The S enantiomer of 2-bromobutane.
Concept introduction:
In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.
For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.
To show:
Fischer projections of the following molecules.
The S enantiomer of 2-bromobutane.
b)
Interpretation:
Fischer projections of the following molecules are to be given.
The R enantiomer of alanine.
Concept introduction:
In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.
For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.
To show:
Fischer projections of the following molecules.
The R enantiomer of alanine.
c)
Interpretation:
Fischer projections of the following molecules are to be given.
The R enantiomer of 2-hydroxypropionic acid.
Concept introduction:
In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.
For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.
To show:
Fischer projections of the following molecules.
The R enantiomer of 2-hydroxypropionic acid.
d)
Interpretation:
Fischer projections of the following molecules are to be given.
The S enantiomer of 3-methylhexane.
Concept introduction:
In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.
For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.To show:
The S enantiomer of 3-methylhexane.
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Chapter 25 Solutions
Organic Chemistry
- Draw and name the seven aldehydes and ketones with the formula C5H10O. Which are chiral?arrow_forwardDraw all the possible stereoisomers for each compound and label pairs of enantiomers and diastereomers: (a) CH,CH(OH)CH(OH)CHsi (b) CH3CH(OH)CH(CI)CH3.arrow_forwardWhich compounds contain chiral centers? (a) 2-Chloropentane (b) 3-Chloropentane (c) 3- Chloro-1-pentene (d) 1,2-Dichloropropanearrow_forward
- 4. Are these two compounds: a) the same b) enantiomers OR c) diastereomers? HC- -OH Explain how you arrived at your answer. H HS — он SH Harrow_forwardDraw the meso form of each of the following molecules, and indicate the plane of symmetry in each: (a) OH (b) OH I CH³CHCH₂CH₂CHCH3 CH3 CH3 (c) H3C H3C OH 1-2arrow_forwardWhich is the enantiomer of this molecule? NH2 (A) (C) B NH2 デ NH2 H- さ NH, (B) (D) H2N- Harrow_forward
- Draw all the possible stereoisomerism for following structures. Label the chiral centre with an asterisk (*) if any. (a) CНICOОH)(NH)CH-COOH (b) (CH3)2C=C(COOH)CH(NO2)CH3arrow_forwardH COOH OH (1) OH COOH HO H COOH H (2) OH COOH HOOC HO ● b) Which represent enantiomers? ● d) Which are diastereomers? COOH ● a) Which represent the same compound? (3) ● c) Which represent a meso compound? OH H H HO COOH OH COOHarrow_forwardIn the molecules below (a) H (b) O H-C-OH HO-C-H H-C-OH HO-C-H HO-C-H HO-C-H H-C-OH -CIO CH,OPo, CH,OPO, CH,OPO, CHOPO, Which molecule is the enantiomer of molecule a? which molecule is a diasteromer of molecule b?arrow_forward
- What is the configuration of the carbon atom indicated by the dot? (a) R (b) S (c) Not a chiral center HO Im OHarrow_forwardConsider the following compounds: CO,H СНО ОНС. ОНС CO,H H3C H. H H3C ОН ČO,H H. CH3 HỌ A B (a) Label the asymmetric carbons as R or S on each compound (A - C). (b) Which compounds, if any, are enantiomers? diastereomers? identical?arrow_forward(d) Draw the structure of the expected product when monosaccharide B undergo mutarotation upon dissolving in water in the presence of Tollens reagent (AGNO3, NHẠOH). он OH O. OH OH OH monosaccharide Barrow_forward