Concept explainers
Interpretation:
The structural formulas for the given compounds are to be provided.
Concept Introduction:
In Fischer projection formula, the horizontal and vertical line represents the bonds that are present above and below the plane, respectively.
The verticals bonds are represented as dashed wedge and horizontal bonds as dark wedge.
Answer to Problem 26P
Solution:
a) The structural formula of
b) The structural formula for the xylitol is
c) The structural formula of
d) The structural formula of
e) The structure of
f) The Fischer projection formula for the given compound is shown below.
g) The structure of the given compound is shown below.
h) The structure of the given compound is shown below.
i) The Fischer projection formula for the given compound is shown below.
Explanation of Solution
a) The given structure of
In,
L and D indicate the absolute configuration of a compound. If hydroxy group attached with chiral centre is to the right side and present on the bottom, then the carbohydrate is in D form but if hydroxy group is present to the left side then the carbohydrate is in L-form.
The name of the given compound is
b) The given compound is xylitol.
The alcohol derivative of xylose is xylitol in which the reduction of
c) The given compound is
Sugar molecule that has six-membered-ring is known as pyranose and sugar molecule that has five-membered-ring is called furanose.
The given compound is formed when
Thus, the structural formula of
d) The given compound is
L and D indicate the absolute configuration of a compound. If hydroxy group attached with chiral centre is to the right side and present on the bottom, then the carbohydrate is in D form but if hydroxy group is present to the left side then the carbohydrate is in L-form.
The given compound is formed when
Thus, the structural formula of
e) The given compound is
The given compound is formed when hydroxyl group is replaced by methoxy group as shown below.
Thus, the structure of
f) The given compound is
The oxidation of
g) The given compound is
Lactones are class of organic compound which contain
Thus, the structure of the given compound is shown below.
h) The given compound is
Lactones are class of organic compound which contain
Thus, the structure of the given compound is shown below.
i) The given compound is Xylaric acid.
The oxidation of
Want to see more full solutions like this?
Chapter 24 Solutions
Organic Chemistry - Standalone book
- Predict the products formed when limonene reacts with the followingreagents.(a) excess HBr (b) excess HBr, peroxides (c) excess Br2 in CCl4(d) ozone, followed by dimethyl sulfidearrow_forward3-Fucosyllactose is another HMO found in breast milk. (a) Locate any acetal and hemiacetal. (b) What products are formed when 3-fucosyllactose is hydrolyzed in aqueous acid?arrow_forwardDraw structures corresponding to the following names: (a) 3-hydroxyhexanoic acid (b) 2-iodo-2-methyloctanoic acid (c) 2-butynoic acid (d) 5-ethyl-6-oxoheptanoic acid (e) o-Hydroxybenzoic acid (f) cis-3-isopropylcyclohexanecarboxylic acidarrow_forward
- Which of the following compounds are capable of being resolved into enantiomers?(a) N-ethyl-N-methylaniline (b) 2-methylpiperidine (c) 1-methylpiperidine (d) 1,2,2-trimethylaziridinearrow_forwardThis Fischer esterification reaction produces what product? OH (A) (B) (C) (D) + OH 앳 H+arrow_forwardA key step in the hydrolysis of acetamide in aqueous acid proceeds by nucleophilic addition of * OH (a) H3O* to CH3Ĉ NH2 (b) H2O to CH3ČNH2 + OH +OH (c) H3O* to CH,ČNH2 (d) HO¯ to CH3CNH2arrow_forward
- Draw structures corresponding to the following names: from a to b .(a) Bromoacetone(b) (S)-2-Hydroxypropanal(c) 2-Methyl-3-heptanonearrow_forwardd-Glucuronic acid is found widely in plants and animals. One of its functions is to detoxify poisonous HO-containing compounds by reacting with them in the liver to form glucuronides. Glucuronides are water soluble and, therefore, readily excreted. After ingestion of a poison such as turpentine or phenol, the glucuronides of these compounds are found in urine. Draw the structure of the glucuronide formed by the reaction of beta-d-glucuronic acid and phenol.arrow_forwardDraw the structure of each compound.(a) o-nitroanisole (b) 2,4-dimethoxyphenol (c) p-aminobenzoic acid(d) 4-nitroaniline (e) m-chlorotoluene (f) p-divinylbenzene(g) p-bromostyrene (h) 3,5-dimethoxybenzaldehyde (i) tropylium chloride(j) sodium cyclopentadienide (k) 2-phenylpropan-1-ol (l) benzyl methyl ether(m) p-toluenesulfonic acid (n) o-xylene (o) 3-benzylpyridinarrow_forward
- Draw the following compounds. a) (25,5Z)-2-amino-6-bromohept-5-enoic acid b) (S)-2,3-epoxy-4-hydroxycyclohexanonearrow_forwardA key step in the synthesis of the narcotic analgesic meperidine (trade name Demerol) is the conversion of phenylacetonitrile to X. (a) What is the structure of X? (b) What reactions convert X to meperidine?arrow_forwardDraw the structure of each of the following molecules. (a) 5-phenylpentanamide; (b) (2S,3S)-2,3-dimethoxyhexanediamide; (c) N-phenylcyclobutanecarboxamidearrow_forward
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY