Organic Chemistry: Structure and Function
8th Edition
ISBN: 9781319079451
Author: K. Peter C. Vollhardt, Neil E. Schore
Publisher: W. H. Freeman
expand_more
expand_more
format_list_bulleted
Question
Chapter 5.2, Problem 5.6E
(a)
Interpretation Introduction
Interpretation:The observed specific rotation of table sugar should be calculated and whether any information about the optical rotation for the enantiomer of natural sucrose is obtained from this calculation or not is to be determined.
Concept introduction:The formula to calculate specific rotation is given as follows:
Where,
The enantiomers are identical chemical compounds that have a mirror-image relationship to each other. The two enantiomers rotate the plane-polarized in opposite direction. This indicates one is dextrorotatory and one is levorotatory.
(b)
Interpretation Introduction
Interpretation: The observed specific rotation of
Concept introduction:The formula to calculate observed rotation from specific rotation is given as follows:
Where,
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
An aqueous solution containing 6.67 g of an optically-pure compound was diluted to 7.00 x 10 mL with water and placed in a
15.0 cm long polarimeter tube. The measured rotation was -2.61° at 25° C. Calculate the specific rotation of the compound.
= (α=
(c) Label the following pair of molecules as homomer, enantiomer or diastereomer
2+1
ÇO,H
ÇO,H
Me
() н.
LOME
Cl-
"Ph
and Cl
and
Ме
H-
-OMe
H
Ph
Ét
Et
(a) meso-hexane-3,4-diol, CH3CH2CH(OH)CH(OH)CH2CH3, draw any planes of symmetry.
Chapter 5 Solutions
Organic Chemistry: Structure and Function
Ch. 5.1 - Prob. 5.3ECh. 5.1 - Prob. 5.4ECh. 5.1 - Prob. 5.5ECh. 5.2 - Prob. 5.6ECh. 5.2 - Prob. 5.8TIYCh. 5.3 - Prob. 5.9ECh. 5.3 - Prob. 5.11TIYCh. 5.3 - Prob. 5.12ECh. 5.4 - Prob. 5.13ECh. 5.4 - Prob. 5.14E
Ch. 5.4 - Prob. 5.16TIYCh. 5.4 - Prob. 5.17ECh. 5.5 - Prob. 5.18ECh. 5.5 - Prob. 5.19ECh. 5.5 - Prob. 5.20ECh. 5.6 - Prob. 5.21ECh. 5.6 - Prob. 5.22ECh. 5.6 - Prob. 5.23ECh. 5.7 - Prob. 5.24ECh. 5.7 - Prob. 5.26TIYCh. 5.7 - Prob. 5.27ECh. 5 - Prob. 5.1ECh. 5 - Prob. 5.2ECh. 5 - Prob. 30PCh. 5 - Prob. 31PCh. 5 - Prob. 32PCh. 5 - Prob. 33PCh. 5 - Prob. 34PCh. 5 - Prob. 35PCh. 5 - Prob. 36PCh. 5 - Prob. 37PCh. 5 - Prob. 38PCh. 5 - Prob. 39PCh. 5 - Prob. 40PCh. 5 - Prob. 41PCh. 5 - Prob. 42PCh. 5 - Prob. 43PCh. 5 - Prob. 44PCh. 5 - Prob. 45PCh. 5 - Prob. 46PCh. 5 - Prob. 47PCh. 5 - Prob. 48PCh. 5 - Prob. 49PCh. 5 - Prob. 50PCh. 5 - Prob. 51PCh. 5 - Prob. 52PCh. 5 - Prob. 53PCh. 5 - Prob. 54PCh. 5 - Prob. 55PCh. 5 - Prob. 56PCh. 5 - Prob. 57PCh. 5 - Prob. 58PCh. 5 - Prob. 59PCh. 5 - Prob. 60PCh. 5 - Prob. 61PCh. 5 - Prob. 62PCh. 5 - Prob. 63PCh. 5 - Prob. 64PCh. 5 - Prob. 65PCh. 5 - Prob. 66PCh. 5 - Prob. 67PCh. 5 - Prob. 68PCh. 5 - Prob. 69PCh. 5 - Prob. 70PCh. 5 - Prob. 71P
Knowledge Booster
Similar questions
- 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_forwardConsider the following equilibrium: O || R-C-H + HCN HO OH R-C-H | CN (A) When R = CH3CH2-, Keq = 1. (i) Predict whether Keq should be greater or less than 1 when R = CICH2, and (ii) when R is CH2=CH. Explain. (B) In the case where R is CH2=CH, the cyanohydrin is formed faster but given enough time, another constitutional isomeric C4H5NO product predominates. Explain and write a base-catalyzed mechanism for the formation of the other isomer. Recall that: HO HON Narrow_forwardA student decided that the configuration of the asymmetric centers in a sugar such as d-glucose could be determined rapidly by simply assigning the R configuration to an asymmetric center with an OH group on the right and the S configuration to an asymmetric center with an OH group on the left. Is he correct?arrow_forward
- Identify the configuration of each chiral center in the following compound: 5H 6F 9v 10 7 8 12 3⁰ In the boxes below, first input the number(s) corresponding to the chiral center(s) in numerical order as a comma separated list with no spac (e.g., "1,3,4"). Then input the configuration(s) of the chiral center(s) in the same order and format (e.g., "R,S,S"). chiral center location(s): 4,8 Configuration(s): S,Sarrow_forwardThalidomide exists in two enantiomeric isomers as shown below. N (R) NI(S) O If a solution is prepared by adding a 50:50 ratio of two enantiomers what will be the expected observed rotation? Explain your answer in 1-2 sentences.arrow_forwardCalculate the bio-degradation index for chlorobenzene (C6H5C1). HC HC cl CH CH CHarrow_forward
- CH, CH, Q3: The specific rotation of L-alanine in water (at 25°C) is +2.8. A chemist prepared a mixture of L-alanine and its enantiomer, and 3.50 g of the mixture was dissolved in 10.0 mL of water. This solution was then placed in a sample cell with a pathlength of 10.0 cm and the observed rotation was +0.78. Calculate the % ee of the mixture.arrow_forward(CH;CH,)NH | =Q=Q₂ CI Hexane (COCI)₂2 DMF OH Hexanearrow_forwardConsider a solution that contains 66.7 % of the R isomer (specific rotation = -46 °) and 33.3 % of the S isomer (specific rotation = +46 °) of a chiral compound. What is the observed specific rotation of the mixture? 0° O +15.4° О -15.4° О -30.7° O +30.7°arrow_forward
- The specific rotation, [a]p, for (-)-malic acid is -27. What is the observed rotation for a solution of 1.2 g of (-)-malic acid in 10 mL of water in a sample tube having a pathlength of 10 cm? | degrees. The observed rotation of a solution of 1.2 g of a compound in 10 mL of water is +0.75 degrees. If the pathlength is 10 cm, what is the specific rotation of the compound? 9 more group attempts remaining Submit Answer Retry Entire Grouparrow_forwardThe structure of an enzyme inhibitor is given. Identify the chirality center(s) in the structure. N NH F\ 0= Identify the chirality center(s).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_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
