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Another example of this is the relationship between oleic acid and elaidic acid; oleic acid, the cis isomer, has a melting point of 13.4 °C, making it a liquid at room temperature, while the trans isomer, elaidic acid, has the much higher melting point of 43 °C, due to the straighter trans isomer being able to pack more tightly, and is solid ...
In organic chemistry, syn-and anti-addition are different ways in which substituent molecules can be added to an alkene (R 2 C=CR 2) or alkyne (RC≡CR). The concepts of syn and anti addition are used to characterize the different reactions of organic chemistry by reflecting the stereochemistry of the products in a reaction.
See: cis–trans isomerism. cis (left) and trans (right) configured double bond in maleic acid and fumaric acid. cis (left) and trans (right) isomerism in a ring system. The descriptors cis (lat. on this side of) [2] and trans (lat. over, beyond) [3] are used in various contexts for the description of chemical configurations: [4] [5]
In enzymology, a maleate isomerase (EC 5.2.1.1), or maleate cis-tran isomerase, is a member of the Asp/Glu racemase superfamily discovered in bacteria. It is responsible for catalyzing cis-trans isomerization of the C2-C3 double bond in maleate to produce fumarate, [1] which is a critical intermediate in citric acid cycle. [2]
Fumaric acid or trans-butenedioic acid is an organic compound with the formula HO 2 CCH=CHCO 2 H. A white solid, fumaric acid occurs widely in nature. It has a fruit-like taste and has been used as a food additive. Its E number is E297. [3] The salts and esters are known as fumarates. Fumarate can also refer to the C 4 H 2 O 2− 4 ion (in ...
In organic chemistry, endo–exo isomerism is a special type of stereoisomerism found in organic compounds with a substituent on a bridged ring system. [1] The prefix endo is reserved for the isomer with the substituent located closest, or "syn", to the longest bridge.
Alkyne hydrogenation is stereospecific, occurring via syn addition to give the cis-alkene. [4] For example the hydrogenation of acetylenedicarboxylic acid using Lindlar catalyst gives maleic acid rather than fumaric acid. An example of commercial use is the organic synthesis of vitamin A which involves an alkyne reduction with the Lindlar catalyst.
Stereochemical information of the diene and the dienophile are retained in the product, as a syn addition with respect to each component. For example, substituents in a cis (trans, resp.) relationship on the double bond of the dienophile give rise to substituents that are cis (trans, resp.) on those same carbons with respect to the cyclohexene ...