(S)-Pent-1-yn-3-ol (C₅H₈O) - R or S Configuration
Is (S)-Pent-1-yn-3-ol R or S?
(S)-Pent-1-yn-3-ol (C₅H₈O) has 1 chiral center. Tests triple bond phantom atoms. The -C≡CH group gets two phantom C duplicates at the second level, giving {C, C, C} vs ethyl's {C, H, H}. Alkyne beats alkyl.. The configuration is S based on CIP priority rules.
| Formula | C₅H₈O |
| Name | (S)-Pent-1-yn-3-ol |
| Number of Chiral Centers | 1 |
| Configuration(s) | S |
| Difficulty | Advanced |
Chiral Center Analysis
(S)-Pent-1-yn-3-ol (C₅H₈O) contains 1 chiral center. Tests triple bond phantom atoms. The -C≡CH group gets two phantom C duplicates at the second level, giving {C, C, C} vs ethyl's {C, H, H}. Alkyne beats alkyl.. Each chiral center is analyzed below using CIP (Cahn-Ingold-Prelog) priority rules to determine R or S configuration.
CIP Priority Assignment
The four substituents on the chiral center are ranked by atomic number of the directly attached atom, with ties broken by exploring outward along each branch.
- Priority 1: -OH - Oxygen (Z=8) directly bonded - highest atomic number
- Priority 2: -C≡CH - Triple bond: C at 1st → {C, C, C} at 2nd (two phantom C atoms from ≡) - beats ethyl
- Priority 3: -CH₂CH₃ - Ethyl: C at 1st → {C, H, H} at 2nd - only ONE C vs alkyne's THREE
- Priority 4: H - Hydrogen (Z=1) - always lowest
R/S Configuration
With the lowest priority group (priority 4) oriented away from the viewer, the remaining three substituents trace a counterclockwise path from priority 1 to 2 to 3. This gives the S configuration.
Interactive stereochemistry explorer with guided walkthroughs and practice quizzes.
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