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(a)
Interpretation:
The line-and-wedge formula of
Concept introduction:
The naming of the chiral center and geometric isomers are based on Cahn-Ingold-Prelog priority rules. If the priority assigned to each group attached to the chiral center in a molecule is in a clockwise direction, then it is the R-stereoisomer, and if this is counter-clockwise, then it is the S-stereoisomer. R and S-stereoisomer are mirror images of each other.
(b)
Interpretation:
The specific rotation of pure
Concept introduction:
A carbon atom that has four nonequivalent atoms or groups attached to it is known as the chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers. A chiral molecule is an optically active molecule. It rotates the plane of a plane polarized light. The enantiomeric excess of a sample is given as,
(c)
Interpretation:
The percentage of each enantiomer present in the given sample is to be calculated.
Concept introduction:
A carbon atom that has four nonequivalent atoms or groups attached to it is known as the chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers. A chiral molecule is an optically active molecule. It rotates the plane of a plane polarized light. The enantiomeric excess of a sample is given as,
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Chapter 6 Solutions
EBK ORGANIC CHEMISTRY
- Determine the absolute Configuration (2 ors) of the Stereogenic centre in (i) and (ii) HO # CH ₂ Br (ii) HO compounds CHO H 1 CH₂2₂ CH ₂arrow_forwardHow can we decide whether an observed rotation of a solution of an optically active compound is +170° and not actually -190°?arrow_forwardI want to know how many chiral centers there are in the structure of artemisinin, which is an antimalarial drug. And how many stereoisomers can there be?arrow_forward
- The specific rotation for (-)-methylphenidate is -38° mL g¹ dm¯1. Path length of the polarimeter is 1 dm. 1 You dissolve 0.5 g of a mixture of (-)-methylphenidate and its enantiomer in 4 mL of water. You place the sample into a polarimeter and the observed rotation is found to be -0.2°. What percent of the mixture is composed of (-)- methylphenidate? (Round your answer to the nearest whole percent.) The numerical values in this calculation will change with each attempt. Double check before submitting additional attempts. 17arrow_forwardCalculate the degree of unsaturation in each of the following formulas (a) Cholesterol, C27H46o (b) DDT, C14HgC15 (c) Prostaglandin E1, C2oH3405 (d) Caffeine, C8H10N402 (e) Cortisone, C21H28O5 (f) Atropine, C17H23NO3arrow_forwardWhich is the enantiomer of this molecule? NH2 (A) (C) B NH2 デ NH2 H- さ NH, (B) (D) H2N- Harrow_forward
- If the optical rotation of a new compound is measured and found to have a specific rotation of +40, how can you tell if the actual rotation is not really +40 plus some multiple of +360? In other words, how can you tell if the rotation is not actually a value as such as +400 or +760?arrow_forwardIf the optical rotation of a pure enantiomer A is +10 and the optical rotation of a mixture of two enantiomers (A+B) is -4 (Negative 6), what is the percentage of A and B in that mixture?arrow_forward1. The specific rotation of (S)-1-amino-1-phenylethane is -30.0 deg ml g dm, la, =-30.0 deg ml. gdm (a) Draw the correct stereochemical structure of this (S)-enantiomer.arrow_forward
- When 0.018 g of cholesterol is dissolved in 1.00 mL of ether and placed in a sample cell 10.0 cm in length, the observed rotation at 20 degrees (Using the D line of sodium) is -0.0567 degrees. Calculate the specific rotation of cholesterol. specific rotation= [α] =arrow_forwardThe specific rotation of vitamin B7 in water (at 22°C) is +92. A chemist prepared a mixture of vitamin B7 and its enantiomer, and this mixture had a specific rotation of +18. Calculate the % ee of this mixture.arrow_forward(R)-Camphor [a]20, = +44.0°/(g/mL)dm %3D A researcher places a 0.5 g/mL sample of camphor into a 1.0 dm cell and determines the observed rotation at 589 nm and 20 °C is +2.2°. What is the enantiomeric excess of (R)-camphor in the sample? 20% 95% 5% 10% 90% 80%arrow_forward
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