Lecture

Enantiomers: Stereoisomers and Chirality

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In course

CH-222: Coordination chemistry

Fundamental knowledge of coordination compounds. ...

Description

This lecture covers the concept of enantiomers, a type of stereo isomer that are non-superimposable mirror images. It explains the different types of isomers, including constitutional and stereo isomers, and delves into the properties of chiral compounds. The lecture also discusses the rules to determine chirality in complex molecules, such as symmetry elements and improper rotation axes. Additionally, it explores the optical activity of chiral compounds and the phenomenon of racemic mixtures. The importance of enantiomers in chemistry and their role in stereoselective reactions are highlighted.

Instructor

Wendy Lee Queen

Teaching & PhD PhD Students Pratap Narayan Soni, Pattaraphon Rodlamul, Matthieu Meoli, Olivier Thomas Smith, Sanjay Venkatachalam, Anne Faustine Sido Belin, Christopher William Gardner, Lorenzo Meneghin Past EPFL PhD Students Mehrdad Asgari, Daniel Teav Sun, Ilia Kochetygov, Vikram Vinayak Karve, Anita Justin, Till Marian Schertenleib, Jocelyn Richard Roth, Timo Markus Oskar Felder Courses Chemical engineering practice ChE-309 This course provides the students with practical experience wit

Official source

Ontological neighbourhood

Chemistry

Physical chemistry: Stereochemistry

Related concepts (31)

Chirality

Chirality kaɪˈrælɪtiː is a property of asymmetry important in several branches of science. The word chirality is derived from the Greek χειρ (kheir), "hand", a familiar chiral object. An object or a system is chiral if it is distinguishable from its ; that is, it cannot be superimposed onto it. Conversely, a mirror image of an achiral object, such as a sphere, cannot be distinguished from the object. A chiral object and its mirror image are called enantiomorphs (Greek, "opposite forms") or, when referring to molecules, enantiomers.

Optical rotation

Optical rotation, also known as polarization rotation or circular birefringence, is the rotation of the orientation of the plane of polarization about the optical axis of linearly polarized light as it travels through certain materials. Circular birefringence and circular dichroism are the manifestations of optical activity. Optical activity occurs only in chiral materials, those lacking microscopic mirror symmetry. Unlike other sources of birefringence which alter a beam's state of polarization, optical activity can be observed in fluids.

Enantiopure drug

An enantiopure drug is a pharmaceutical that is available in one specific enantiomeric form. Most biological molecules (proteins, sugars, etc.) are present in only one of many chiral forms, so different enantiomers of a chiral drug molecule bind differently (or not at all) to target receptors. Chirality can be observed when the geometric properties of an object is not superimposable with its mirror image. Two forms of a molecule are formed (both mirror images) from a chiral carbon, these two forms are called enantiomers.

Stereoselectivity

In chemistry, stereoselectivity is the property of a chemical reaction in which a single reactant forms an unequal mixture of stereoisomers during a non-stereospecific creation of a new stereocenter or during a non-stereospecific transformation of a pre-existing one. The selectivity arises from differences in steric and electronic effects in the mechanistic pathways leading to the different products. Stereoselectivity can vary in degree but it can never be total since the activation energy difference between the two pathways is finite: both products are at least possible and merely differ in amount.

Racemic mixture

In chemistry, a racemic mixture or racemate (reɪˈsiːmeɪt,_rə-,_ˈræsɪmeɪt), is one that has equal amounts of left- and right-handed enantiomers of a chiral molecule or salt. Racemic mixtures are rare in nature, but many compounds are produced industrially as racemates. The first known racemic mixture was racemic acid, which Louis Pasteur found to be a mixture of the two enantiomeric isomers of tartaric acid. He manually separated the crystals of a mixture by hand, starting from an aqueous solution of the sodium ammonium salt of racemate tartaric acid.

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