Concept explainers
a)
Interpretation:
R and S configuration is to be assigned to the molecules by re-orienting the substituent.
Concept introduction:
Rule 1:
a) Higher
b) An atom node duplicated closer to the root ranks higher than one duplicated further.
Rule 2: Higher
Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.
Rule 4:
a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).
b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.
c) r precedes s.
Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.
b)
Interpretation:
R and S configuration is to be assigned to the molecules by re-orienting the substituent.
Concept introduction:
Rule 1:
a) Higher atomic number precedes lower.
b) An atom node duplicated closer to the root ranks higher than one duplicated further.
Rule 2: Higher atomic mass number precedes lower.
Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.
Rule 4:
a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).
b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.
c) r precedes s.
Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.
c)
Interpretation:
R and S configuration is to be assigned to the molecules by re-orienting the substituent.
Concept introduction:
Rule 1:
a) Higher atomic number precedes lower.
b) An atom node duplicated closer to the root ranks higher than one duplicated further.
Rule 2: Higher atomic mass number precedes lower.
Rule 3: Z precedes E and this precedes nonstereogenic (nst) double bonds.
Rule 4:
a) Chiral stereogenic units precede pseudoasymmetric stereogenic units and these precede nonstereogenic units (R = S > r = s > nst).
b) When two ligards have different descriptor pairs, the one with the first chosen like descriptor pairs has priority over the one with a corresponding unlike descriptor pairs.
c) r precedes s.
Rule 5: An atom or group with descriptor R has priority over its enantiomorph S.
Trending nowThis is a popular solution!
Chapter 5 Solutions
Organic Chemistry
- Assign R or S configurations to all stereocentersarrow_forwardIdentify the configuration of each chiral center in the following compound: 5 4 10 9 12. 11 14 15 13 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 spaces (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): Configuration(s):arrow_forwardIdentify the absolute configuration of the centers of chirality in each of the following compounds as R or S. If two centers of chirality are present, indicate the configurations as: RR, SS, RS, or SR. S S HO! OH |arrow_forward
- (a) to (i): Determine whether each stereocenter marked by letters in red is R or S: H2N CI CI F CI F SH b d SH Br Br CI IIarrow_forwardwhich pair is (2R,3S) and (2S, 3R) and which pair is the (2S, 3S) and (2R, 3R)? please point to the stereocenters to answer Ph S Br LOH S Br A. Br Ph S R Br C. OH C 0 Ph R Br Br OH R B. Ph fo Br OH ི་ R Br S D. Sarrow_forwardAssign priorities to the groups in each set. (a) CH2OH and CH2CH2OH (b) CH2OH and CH=CH2 (c) CH2OH and C(CH3)3arrow_forward
- Consider the following molecule: CH3 H NH₂ 1. Assign the priorities of the four different groups attached to the asymmetric (chiral) carbon in the following compound 2. Hence assign the configuration (R, S) of the stereocentre in the above compound: 3. Identify the two depictions of the correct enantiomer of the compound above: A B C D CH3 NH₂ H CH3 CH3 NH₂ Hi H₂N H H₂C NH₂arrow_forwardAssign R/S configuration of all stereocenters.arrow_forwardIdentify the highlighted hydrogens in the molecules below as enantiotopic, diastereotopic, or neither.arrow_forward
- Please draw this structure in wedge-dash and identify chiral centers and determine stereochem of a compound that contains a cyclohexanearrow_forwardAns: 2. Assign the absolute configuration of the chirality center as R or S. O HO- Ans: Assign the absolute configuration of the chirality center as R or S. Ans: OH 3. Drawn below is the structure of Crestor® (rosuvastatin), a medication used to reduce cholesterol. Assign the absolute configurations of the two chirality centers as R or S. | NH 4. What is the relationship of the following two structures? OH OHI NH OH OH A. Enantiomers B. Diastereomers. C. Constitutional isomers D. Identical Ans: NH CO₂H 5. What is the relationship of the following two structures? OH OH A. Enantiomers B. Diastereomers C. Constitutional isomers D. Identical Ans: Loo HO OH 6. What is the relationship of the following two structures? HO HO \,.. ...NH محمد HO OH eilte neu-1071 Mamos a diartwollen preto aarrow_forwardConsider the given compound below: Among the following compounds provided, the compound highlighted in blue. Compound III Compound I Identical Compound II Enantiomer ◆ NH₂ -F Diastereomer ◆ HS HS OHC OH HO Br Br HOCHO - F -SH NH₂ whether they are identical, enantiomer, or diastereomer with respect to NH₂ -F # Br || CHO NH₂ F+SH HO Br CHOarrow_forward
- EBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENTOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning