Gaertner, Russell et al. published their research in Journal of the American Chemical Society in 1952 | CAS: 36748-88-6

3-Iodobenzo[b]thiophene (cas: 36748-88-6) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. Organoiodine lubricants can be used with titanium, stainless steels, and other metals which tend to seize up with conventional lubricants: organoiodine lubricants can be used in turbines and spacecraft, and as a cutting oil in machining.Product Details of 36748-88-6

Bromination, iodination, and phenylation of thianaphthenes was written by Gaertner, Russell. And the article was included in Journal of the American Chemical Society in 1952.Product Details of 36748-88-6 This article mentions the following:

2-Bromo-3-methylthianaphthene (12.4 g.), 9.7 g. N-bromosuccinimide, and 0.4 g. (BzO)2 in 130 cc. CCl4 refluxed 90 min., cooled, filtered, and the CCl4 replaced by petr. ether (70-90鎺? yielded 14.4 g. 2-bromo-3-(bromomethyl)thianaphthene (I), m. 97.6-8.6, b0.5 148-51鎺?(decomposition). I (19.3 g.) converted in the cyclic reactor, treated with ClCO2Et, and the product hydrolyzed (alkali) yielded a polymer, m. 200-40鎺?(decomposition); the neutral material yielded 1.2 g. 1,2-bis(2-bromo-3-thianaphthenyl)ethane, m. 195-6鎺? Conversion of 21.3 g. I and treatment with HCHO yielded a taffylike polymer. Thianaphthene (II) (44.4 g.) in 70 cc. C6H6 at 55-65鎺?treated during 1 hr. with 54 g. yellow HgO and 76 g. iodine, the mixture filtered, and the C6H6 removed in vacuo gave 15.7 g. II and 39.6 g. liquid which on chromatography on C and Al2O3 yielded 3-iodothianaphthene (III), b1.6 120-1鎺? d20 1.898, n20D > 1.7. Attempted chloromethylation of III at 90 in the presence of ZnCl2 gave III and a trace of higher-boiling material. III reacted normally with Mg. Carbonation yielded 7.4 g. 3-thianaphthenecarboxylic acid, m. 176-7.5鎺? and 1.4 g. crude material, m. 150-65鎺? II (67 g.) was converted to the Li derivative, the solution added dropwise to 252 g. iodine and 100 cc. Et2O in an ice-salt bath, the mixture let warm to room temperature, diluted with water, the excess iodine removed, and 48.2 g. crude II recovered, leaving 37.4 g. 2-iodothianaphthene (IV), b1.6 119-20鎺? m. 59-62鎺? Attempted chloromethylation failed. Conversion of 13 g. IV to the Grignard reagent and carbonation yielded 1.02 g. 2-thianaphthenecarboxylic acid, m. 242-3鎺? AcN(NO)Ph (25 g.) dissolved in 25 g. molten II at 32鎺?(the mixture reacted violently and about half was lost through foaming) and the unchanged II removed by distillation in vacuo yielded 10.5 g. liquid, b0.3 150-5鎺? which on recrystallization gave 1.63 g. 2-phenylthianaphthene (V), m. 174.2-5.2鎺? V (1.00 g.) and 12 g. Raney Ni in 70 cc. EtOH heated 3 hrs. yielded 0.81 g. bibenzyl, m. 49-51鎺? The mother liquors yielded 2.5 g. of the picrate of II. Attempted preparation of the 1,1-dioxide yielded a gummy polymer. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Product Details of 36748-88-6).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. Organoiodine lubricants can be used with titanium, stainless steels, and other metals which tend to seize up with conventional lubricants: organoiodine lubricants can be used in turbines and spacecraft, and as a cutting oil in machining.Product Details of 36748-88-6

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com