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 Gas chromatography of isomeric pentyl halides, published in 1967, which mentions a compound: 616-14-8, mainly applied to GAS CHROMATOG PENTYL HALIDE; CHROMATOG GAS PENTYL HALIDE; PENTYL HALIDE GAS CHROMATOG; HALIDE PENTYL GAS CHROMATOG, Electric Literature of C5H11I.
Isomeric pentyl halides were separated by gas chromatog. Two columns were used: a 4 m. × 1/16-in. outer diameter stainless steel column packed with 10% squalane on 80-100-mesh Chromosorb W, N as the carrier at 13-15 ml./min. (column 1), and a 4-m. × 1/8-in. outer diameter stainless steel column packed with 11.5% Bentone 34 + 11.5% silicone MS 555 on 80-100-mesh Chromosorb W, N as the carrier at 25-30 ml./min. (column 2). On column 1, chlorides were analyzed at 20°, bromides and iodides at 40°; on column 2, all analyses were at 40°. A flame ionization detector was used with both columns. tert-Pentyl bromide and iodide decomposed in column 2 although not on column 1. The 3-halogenopentanes were the only isomers that could not be completely separated from all other pentyl structures.
The article 《Gas chromatography of isomeric pentyl halides》 also mentions many details about this compound(616-14-8)Electric Literature of C5H11I, you can pay attention to it, because details determine success or failure
Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem