Concept explainers
Interpretation:
The optical activity for the given compounds is to be deduced and open-chain structure for the aldaric acid is to be written. Fischer projection formulas for D-threose and its nitric acid oxidation product is to be written and name of aldaric acids produced from D-erythrose and D-threose is to be deduced.
The structural formulas of the given compounds are to be represented and the true or false nature of the statements based on the optical activity for the given compounds, is to be deduced.
Concept introduction:
舧 A carbohydrate is a
舧
舧 Carbohydrates are oxidized by
舧 Aldaric acids are carbohydrates having two
舧 
The molecules that are nonsuperimposable or not identical with their mirror images are known as chiral molecules.
舧 A pair of two mirror images that are nonidentical is known as enantiomers, which are optically active.
舧 The stereoisomers that are nonsuperimposable on each other and not mirror images of each other are known as diastereomers.
舧 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.
舧 Compounds that have a plane of symmetry tend to exist in meso forms. A meso form arises when the two stereoisomers produce superimposable images, and hence, compounds having meso forms are optically inactive.
舧 When the order of progression from the group of highest priority to that of the next highest priority is clockwise, it is said to be the
舧 When the order of progression from the group of highest priority to that of the next highest priority is anticlockwise, then it is said to be the
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Chapter 22 Solutions
Organic Chemistry
- A concentration cell consists of two Sn/Sn2+ half-cells. The cell has a potential of 0.10 V at 25 °C. What is the ratio of [Sn2+] (i.e., [Sn2+left-half] / [Sn2+right-half])?arrow_forwardElectrochemical cell potentials can be used to determine equilibrium constants that would be otherwise difficult to determine because concentrations are small. What is Κ for the following balanced reaction if E˚ = +0.0218 V? 3 Zn(s) + 2 Cr3+(aq) → 3 Zn2+(aq) + Cr(s) E˚ = +0.0218 Varrow_forwardConsider the following half-reactions: Hg2+(aq) + 2e– → Hg(l) E°red = +0.854 V Cu2+(aq) + 2e– → Cu(s)E°red = +0.337 V Ni2+(aq) + 2e– → Ni(s) E°red = -0.250 V Fe2+(aq) + 2e– → Fe(s) E°red = -0.440 V Zn2+(aq) + 2e– → Zn(s) E°red = -0.763 V What is the best oxidizing agent shown above (i.e., the substance that is most likely to be reduced)?arrow_forward
- Calculate the equilibrium constant, K, for MnO2(s) + 4 H+(aq) + Zn(s) → Mn2+(aq) + 2 H2O(l) + Zn2+(aq)arrow_forwardIn the drawing area below, draw the condensed structures of formic acid and ethyl formate. You can draw the two molecules in any arrangement you like, so long as they don't touch. Click anywhere to draw the first atom of your structure. A C narrow_forwardWrite the complete common (not IUPAC) name of each molecule below. Note: if a molecule is one of a pair of enantiomers, be sure you start its name with D- or L- so we know which enantiomer it is. molecule Ο C=O common name (not the IUPAC name) H ☐ H3N CH₂OH 0- C=O H NH3 CH₂SH H3N ☐ ☐ X Garrow_forward
- (Part A) Provide structures of the FGI products and missing reagents (dashed box) 1 eq Na* H* H -H B1 B4 R1 H2 (gas) Lindlar's catalyst A1 Br2 MeOH H2 (gas) Lindlar's catalyst MeO. OMe C6H1402 B2 B3 A1 Product carbons' origins Draw a box around product C's that came from A1. Draw a dashed box around product C's that came from B1.arrow_forwardClassify each of the amino acids below. Note for advanced students: none of these amino acids are found in normal proteins. X CH2 H3N-CH-COOH3N-CH-COO- H3N-CH-COO CH2 CH3-C-CH3 CH2 NH3 N NH (Choose one) ▼ (Choose one) S CH2 OH (Choose one) ▼ + H3N-CH-COO¯ CH2 H3N CH COO H3N-CH-COO CH2 오오 CH CH3 CH2 + O C CH3 O= O_ (Choose one) (Choose one) ▼ (Choose one) Garrow_forwardAnother standard reference electrode is the standard calomel electrode: Hg2Cl2(s) (calomel) + 2e2 Hg() +2 Cl(aq) This electrode is usually constructed with saturated KCI to keep the Cl- concentration constant (similar to what we discussed with the Ag-AgCl electrode). Under these conditions the potential of this half-cell is 0.241 V. A measurement was taken by dipping a Cu wire and a saturated calomel electrode into a CuSO4 solution: saturated calomel electrode potentiometer copper wire CuSO4 a) Write the half reaction for the Cu electrode. b) Write the Nernst equation for the Cu electrode, which will include [Cu2+] c) If the voltage on the potentiometer reads 0.068 V, solve for [Cu²+].arrow_forward
- 2. (Part B). Identify a sequence of FGI that prepares the Synthesis Target 2,4-dimethoxy- pentane. All carbons in the Synthesis Target must start as carbons in either ethyne, propyne or methanol. Hint: use your analysis of Product carbons' origins (Part A) to identify possible structure(s) of a precursor that can be converted to the Synthesis Target using one FGI. All carbons in the Synthesis Target must start as carbons in one of the three compounds below. H = -H H = -Me ethyne propyne Synthesis Target 2,4-dimethoxypentane MeOH methanol OMe OMe MeO. OMe C₂H₁₂O₂ Product carbons' origins Draw a box around product C's that came from A1. Draw a dashed box around product C's that came from B1.arrow_forwardDraw the skeletal ("line") structure of the smallest organic molecule that produces potassium 3-hydroxypropanoate when reacted with KOH. Click and drag to start drawing a structure. Sarrow_forwardDraw the skeleatal strucarrow_forward
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning