Concept explainers
Interpretation:
The number of stereoisomers of the given Fischer projection are to be determined.
Concept introduction:
Isomers are the molecules that have the same
Stereoisomers have the same molecular formula, but the arrangement of atoms in the three-dimensional orientation is different.
Enantiomers are the stereoisomers whose molecules have chiral center and the molecules are mirror image to each other.
The objects or molecules that are superimposable with their mirror images are achiral objects or molecules and these objects have a centre of symmetry or plane of symmetry.
The achiral compounds in which plane of symmetry is present internally and consists of chiral centres are known as meso compounds but they are optically inactive.
The stereoisomers that are nonsuperimposable on each other and not mirror images of each other are known as diastereomers.
Chiral molecules are capable of rotating plane polarized light
The molecules that are superimposable or identical with their mirror images are known as achiral molecules, and achiral molecules are not capable of rotating the plane-polarised light.
Plane of symmetry is the plane that bisects the molecule in two equal halves, such that they are mirror images of each other.
Compounds having plane of symmetry are usually achiral as they do not have different atoms around the central carbon atom.
The number of stereoisomers, due to the presence of the chiral center, is calculated by using the expression as follows:
Here,
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Check out a sample textbook solutionChapter 5 Solutions
Organic Chemistry
- 1. Which of the following is a chiral molecule? Encircle the substituents that make it chiral. H c=c=CCH3 'CO2OH (A) CH2OH CO2H H (B) (C) CH3 CH3 (D) poddnsarrow_forward(2 3 C. (a) Construct four models of the compound CH,CHCICHBRCH3. Take two models and hold them with the two CH3 groups away from you. Now arrange the CI on C-2 and the Br on C-3 so that both groups are on your right on one model and both are on your left on the other model. Test to see if these models are superimposable or are enantiomers (mirror image isomers). Draw projection formulas for these models. If they are the same, only one structure needs to be drawn. If they are enantiomers, draw both structures as mirror image isomers.arrow_forward129 Identify the relationship in each of the following pairs. Do the drawings represent consti- tutional isomers or stereoisomers, or are they just different ways of drawing the same compound? Ir they are stereoisomers, are they enantiomers or diastereomers? (Molecular models may prove useful in this problem.) CH) (a) C-CH,Br and c-CH,OH HO Br CH, H. Br H, (b) C-Br and CH, CH,CH, CH,CH, CH, Hc H C-CH,CH, (c) C-Br and CH,CH, Br CH, and Br CH,CH, CH,OH CH,OH (e) HOH ČHOH and но- ČH,OH H,C (r) and For Problem No. 7.29 (a) to (f), IDENTIFY the given pair of structures as described below and WRITE: EN if the pair represents ENANTIOMERS DI if the pair represents DIASTEREOMERS co if the pair represents CONSTITUTIONAL isomers ID if the two molecules represent IDENTICAL compoundsarrow_forward
- CI 0 CH3CH=CHCHCH3 4-chloro-2-pentene Four stereoisomers exist for 4-chloro-2-pentene. Draw the structure of the isomer that has the E configuration around the double bond and the R configuration at the chiral center. Use the wedge/hash bond tools to indicate stereochemistry where it exists. • You do not have to explicitly draw H atoms. • If a group is achiral, do not use wedged or hashed bonds on it. Jn (1²arrow_forward(9) How many chiral centers are present in a molecule of 1,3-dimethylcyclohexane? (C) 2 (D) 3 1 (A) O (10) What is the percent composition of a mixture of (S)-(+)-2-butanol, [a] = +13.52°, and (R)-(-)-2-butanol, [a] = -13.52°, with a specific rotation [a]D = -6.76° (A) 75%R 25%S (B) 25%R 75%S (C) 50%R 50%S 67%R 33%Sarrow_forwardWhat is the relationship between these structures? H3CH2C OH CH3 HỌC HỒ CH(CH3)2 (A) conformers (C) enantiomers HO CH(CH3)2 CH2CH3 H3C OH CH3 (B) diastereomers (D) identicalarrow_forward
- 4. a) Draw and label the E and Z isomers of 3-methyl-2-pentene: oo tdEG (a CH,CH=C-CH,CH, CH, b) Draw the all the possible stereoisomers of the product of the E İsomer in the reaction shown below. Identify and assign the absolute configuration (R or S) to each of the chiral carbons. (d 1. МСРВА 2. CH,ОН, н" E-isomer c) Draw the all the possible stereoisomers of the product of the Z isomer in the reaction shown below. Identify and assign the absolute configuration (R or S) to each of the chiral carbons. 1. МСРВА Z-isomer 2. CH;CH2CH2MgBr 3. H*arrow_forwardPlease don't provide handwriting solutionarrow_forwardWhich of the following compound(s) is/are chiral?arrow_forward
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