In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Radical Yields in the Radiolysis of Branched Hydrocarbons: Tertiary C-H Bond Rupture in 2,3-Dimethylbutane, 2,4-Dimethylpentane, and 3-Ethylpentane, published in 2003-10-30, which mentions a compound: 616-14-8, mainly applied to radiolysis branched hydrocarbon tertiary carbon hydrogen bond rupture, Computed Properties of C5H11I.
Gel permeation chromatog. has been applied to iodine scavenging studies of the distribution of radicals produced in the radiolysis of sym. branched hydrocarbons 2,3-dimethylbutane, 2,4-dimethylpentane, and 3-ethylpentane. The principal iodides observed are those expected as a result of simple bond rupture. In the case of 2,3-dimethylbutane all five expected iodides are readily resolvable and it is shown that the loss of H from a tertiary position is favored over loss from a primary position by a factor of ∼10. A similar ratio is also observed for 2,4-dimethylpentane. The higher ratio of 15 observed for 3-ethylpentane indicates a dependence on the number of tertiary sites on the alkane. The relative yield of ∼3.3 for the loss of secondary and primary H atoms from 2,4-dimethylpentane and 3-ethylpentane is similar to that for normal alkanes, indicating a negligible effect of the adjacent tertiary carbon. In all three cases the rupture of terminal C-C bonds is relatively infrequent with C-C rupture occurring preferentially at the bonds adjacent to the tertiary carbon.
This literature about this compound(616-14-8)Computed Properties of C5H11Ihas given us a lot of inspiration, and I hope that the research on this compound(1-Iodo-2-methylbutane) can be further advanced. Maybe we can get more compounds in a similar way.
Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem