What is the Difference Between Enantiotopic and Diastereotopic?
🆚 Go to Comparative Table 🆚The difference between enantiotopic and diastereotopic lies in the products formed when two protons are replaced with a different group (X). The relationships between protons are important for understanding their behavior in NMR spectroscopy and other chemical properties.
- Enantiotopic Protons: If replacing two protons with a different group (X) results in a pair of enantiomers, the protons are called enantiotopic. Enantiotopic protons have different environments and always result in enantiomers upon replacement with a different atom.
- Diastereotopic Protons: If replacing two protons with a different group (X) results in a pair of diastereomers, the protons are called diastereotopic. Diastereotopic protons have different environments and result in diastereomers upon replacement with a different atom. In general, diastereotopic protons occur when there is a chirality center already present in the molecule.
In summary, the main difference between enantiotopic and diastereotopic protons is the type of stereoisomers formed when the protons are replaced with a different atom. Enantiotopic protons result in enantiomers, while diastereotopic protons result in diastereomers.
On this pageWhat is the Difference Between Enantiotopic and Diastereotopic? Comparative Table: Enantiotopic vs Diastereotopic
Comparative Table: Enantiotopic vs Diastereotopic
Here is a table comparing the differences between enantiotopic and diastereotopic hydrogens:
Property | Enantiotopic | Diastereotopic |
---|---|---|
Definition | Enantiotopic refers to the ability to form a chiral center, where replacement of each hydrogen with deuterium results in enantiomers. | Diastereotopic refers to the replacement of each hydrogen with deuterium results in diastereomers, which have different chemical properties. |
Stereochemical Relationship | Enantiotopic hydrogens form enantiomers, which are mirror images of each other and cannot be superimposed. | Diastereotopic hydrogens form diastereomers, which are not mirror images of each other and have different chemical properties. |
NMR Spectroscopy | Enantiotopic hydrogens typically produce one signal in a 1H NMR spectrum, as they are chemically equivalent. | Diastereotopic hydrogens produce multiple signals in a 1H NMR spectrum, as they are chemically non-equivalent. |
Example | In butane, the hydrogen atoms attached to the second and third carbon atoms are enantiotopic. | In bromochloromethane (C2H4BrCl), the hydrogens are diastereotopic. |
Read more:
- Diastereomers vs Enantiomers
- Enantiotropic vs Monotropic
- Prochirality vs Prostereoisomerism
- Chiral vs Achiral
- Stereospecific vs Stereoselective Reactions
- Regioselectivity vs Stereoselectivity
- Structural Isomers vs Stereoisomers
- Anomeric Carbon vs Chiral Carbon
- Prototropy vs Tautomerism
- Orthotropic vs Anisotropic
- Isotopomer vs Isotopologue
- Homoleptic vs Heteroleptic Complexes
- Isotropic vs Orthotropic
- Anisotropy vs Isotropy
- Dextrorotatory vs Levorotatory
- Chemoselectivity vs Regioselectivity
- Tautomerism vs Metamerism
- Chain Isomerism vs Position Isomerism
- Isoelectronic vs Isosteres