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The gauche effect is very sensitive to solvent effects, due to the large difference in polarity between the two conformers.For example, 2,3-dinitro-2,3-dimethylbutane, which in the solid state exists only in the gauche conformation, prefers the gauche conformer in benzene solution by a ratio of 79:21, but in carbon tetrachloride, it prefers the anti conformer by a ratio of 58:42. [9]
The staggered conformation is more stable by 12.5 kJ/mol than the eclipsed conformation, which is the energy maximum for ethane. In the eclipsed conformation the torsional angle is minimised. staggered conformation left, eclipsed conformation right in Newman projection
It was found that the most stable conformations had lower energies based on values of energy due to bond distances and bond angles. [6] In many cases, isomers of alkanes with branched chains have lower boiling points than those that are unbranched, which has been shown through experimentation with isomers of C 8 H 18. This is because of a ...
For example, 98% hydrogen peroxide is more stable than 70% hydrogen peroxide. Water acts as a contaminant, and the higher the water concentration the less stable the peroxide is. The storability of peroxide is dependent on the surface-to-volume ratio of the materials the fluid is in contact with.
More complex molecules, such as butane, have more than one possible staggered conformation. The anti conformation of butane is approximately 0.9 kcal mol −1 (3.8 kJ mol −1) more stable than the gauche conformation. [1] Both of these staggered conformations are much more stable than the eclipsed conformations.
The chair conformation is the most stable conformer. At 298 K (25 °C), 99.99% of all molecules in a cyclohexane solution adopt this conformation. The C–C ring of the chair conformation has the same shape as the 6-membered rings in the diamond cubic lattice. [7]: 16 This can be modeled as follows.
A closely related mixture, sometimes called "base piranha", is a 5:1:1 mixture of water, ammonia solution (NH 4 OH, or NH 3 (aq)), and 30% hydrogen peroxide. [2] [3] As hydrogen peroxide is less stable at high pH than under acidic conditions, NH 4 OH (pH c. 11.6) also accelerates its decomposition.
Many industrial peroxides are produced using hydrogen peroxide. Reactions with aldehydes and ketones yield a series of compounds depending on conditions. Specific reactions include addition of hydrogen peroxide across the C=O double bond: R 2 C=O + H 2 O 2 → R 2 C(OH)OOH. In some cases, these hydroperoxides convert to give cyclic diperoxides: