(a)
Interpretation: The structure of the enantiomer of the arabinose needs to be drawn.
Concept Introduction: Enantiomer has an opposite configuration about the chiral atom.
(b)
Interpretation: The other enantiomer needs to be drawn.
Concept Introduction: Enantiomer has just opposite configuration about the chiral atom.
(c)
Interpretation: The structure of diastereomer of arabinose needs to be determined.
Concept Introduction:Diastereomer has the same configuration but opposite configuration about chiral atom.
(d)
Interpretation: The number of other diastereomer needs to be determined.
Concept Introduction:Diastereomer has just opposite configuration about chiral atom, rest configuration will be same.
(e)
Interpretation:The rotation of the structure needs to be determined.
Concept Introduction:Rotation is defined as an angle how much the group is rotated about chiral atom of the molecule.
(f)
Interpretation: The rotation of diastereomer needs to be determined.
Concept Introduction:Diastereomer has rotation about chiral atom only.
(g)
Interpretation: The optically inactive diastereomer needs to be explained.
Concept Introduction:If a diastereomer has a plane of mirror then it is optically inactive.
Want to see the full answer?
Check out a sample textbook solutionChapter 5 Solutions
Organic Chemistry: Structure and Function
- 5:51 Draw examples of the following: (a) A meso compound with the formula C8H18 (b) A meso compound with the formula C9H20 (c) A compound with two chirality centers, one R and the other Sarrow_forwardDepartment Final EXd Q1: Coibacin B is a natural product that exhibits potent anti-inflammatory activity and potential activity in the treatment of leishmaniasis, a disease caused by certain parasites. HAH H (a) Assign the configuration (R or S) of each chiral center in coibacin B. (b) Identify the number of possible stereoisomers for this compound, assuming that the geometry of the alkenes is fixed.arrow_forwardThe anti-inflammatory agent, (S)-naproxen sodium salt has a specific rotation of +66°. The commercial preparation of the latter agent results in a mixture that has a 97% enantiomeric excess (ee). coj H3CO Na (S)-naproxen sodium salt (a) Draw the R enantiomer of naproxen sodium salt. (b) What effect does the R enantiomer have on plane-polarized light? (c) What is the observed specific rotation of anti-inflammatory agent mixture? (d) What percentage of each enantiomer is obtained from the above commercial mixture? (e) Provide a reaction scheme for the formation of the (S)-naproxen sodium salt from "acidic" (S)-naproxen.arrow_forward
- 5. Assign R or S configuration to each chirality center in the following molecules: CH3 CH3 Br (a) Br (b) (c) HaCH3 HaBr H OH CH3 H3C H OH H CH3 OH Which of these compounds are enantiomers, and which are diastereomers?arrow_forwardNote: enantiomers have similar physical properties (mp, density, solubility), and same [a], but with different signs ( - or +). Practice: 1.2 gm sample of cocaine, [a], = -16º, was dissolved in 7.5 mL of chloroform and placed in a sample tube having a pathlength of 5 cm. what was the observed rotation in degrees?arrow_forward4. Answer the following question for the molecule shown: (a)How many chirality centers does it have? Identify them. (b)How many stereoisomers of are there? (c)Draw the structure of the enantiomers. (d)Draw the structure of a diastereomers. сно ноarrow_forward
- PGF 2a is a prostaglandin, a group of compounds that are responsible for inflammation (Section 19.6). (a) How many tetrahedral stereogenic centers does PGF 2a contain? (b) How many double bonds can exist as cis and trans isomers? (c) Considering both double bonds and tetrahedral stereogenic centers, what is the maximum number of stereoisomers that can exist for PGF20? OH HO -CH₂CH=CH(CH₂)3COOH CH=CHCH(OH)(CH₂)4CH3 PGF₂αarrow_forwardHow many stereogenic centers are present in the following compound? CH3CH₂CH₂CH2, H C=C H 1 02 H ||arrow_forwardLabel the two stereogenic centers in each compound and draw all possible stereoisomers: (a) CH;CH2CH(CI)CH(OH)CH,CH3; (b) CH;CH(Br)CH,CH(CI)CH3.arrow_forward
- Draw and name the seven aldehydes and ketones with the formula C5H10O. Which are chiral?arrow_forwardHypoglycin A, an amino acid derivative found in unripened lychee, is a compound that is acutely toxic and can lead to death when ingested in large amounts by undernourished children. Draw all possible stereoisomers for hypoglycin A, and give the R,S designation for each stereogenic center.arrow_forwardHow many stereoisomers (count only carbon sp3 chiral centers) are there in cabergoline, a drug used to treat Parkinson's disease? A) 2 B) 4 C) 8 D) 16arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning