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For 1,2- and 1,4-disubstituted cyclohexane, a trans configuration, the diaxial conformation is effectively prevented by its high steric strain. For 1,3-disubstituted cyclohexanes, the cis form is diequatorial and the flipped conformation suffers additional steric interaction between the two axial groups.
Very often, cis–trans stereoisomers contain double bonds or ring structures. In both cases the rotation of bonds is restricted or prevented. [4] When the substituent groups are oriented in the same direction, the diastereomer is referred to as cis, whereas when the substituents are oriented in opposing directions, the diastereomer is referred to as trans.
The repulsion between an axial t-butyl group and hydrogen atoms in the 1,3-diaxial position is so strong that the cyclohexane ring will revert to a twisted boat conformation. The strain in cyclic structures is usually characterized by deviations from ideal bond angles ( Baeyer strain ), ideal torsional angles ( Pitzer strain ) or transannular ...
trans-1,2-Diaminocyclohexane is an organic compound with the formula C 6 H 10 (NH 2) 2. This diamine is a building block for C 2-symmetric ligands that are useful in asymmetric catalysis. [1] A mixture of all three stereoisomers of 1,2-diaminocyclohexane is produced by the hydrogenation of o-phenylenediamine.
1,2-Dichloroethylene or 1,2-DCE is the name for a pair of organochlorine compounds with the molecular formula C 2 H 2 Cl 2. The two compounds are isomers, each being colorless liquids with a sweet odor. It can exist as either of two geometric isomers, cis-1,2-dichloroethene or trans-1,2-dichloroethene, but is often used as a mixture of the two ...
An alkyl group which is situated trans- to the leaving –OH group may migrate to the carbocation center, but cis- alkyl groups migrate at a very low rate. In the absence of trans- alkyl groups, ring contraction may occur as the major product instead, i.e. the ring carbon itself may migrate.
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 (Latin, on this side of) [2] and trans (Latin, over, beyond) [3] are used in various contexts for the description of chemical configurations: [4] [5]
A copper chromite catalyst is usually used industrially. [1] The cis/trans ratio of the CHDM is affected by the catalyst. [2] Byproduct of this process are 4-methylcyclohexanemethanol (CH 3 C 6 H 10 CH 2 OH) and the monoester methyl 4-methyl-4-cyclohexanecarboxylate (CH 3 C 6 H 10 CO 2 CH 3, CAS registry number 51181-40-9). [3]