Question
Explain each step of the process involved in the formation of 6',6' dibromoindigo from the initial. Identify what kind of reaction needs to occur in
Explain each step of the process involved in the formation of 6',6' dibromoindigo from the initial. Identify what kind of reaction needs to occur in order for the next step in the process to be formed (ie. Hydrolysis, halogenation, etc) This excerpt and attached image may be of assistance in determining what is occuring in the reactions:
"The precursors were found to be sulfate esters of indoxyl, 6-bromoindoxyl, and derivatives of these substituted in the 2-position with methylthio or methylsulfonyl group (see compounds I and V in Figure 1)
Hydrolysis of these sulfate esters by the enzyme purpurase (step 1 in Figure 1)
also showed that the oxidatively formed greenish compound from 2-substituted indoxyls converted to dye by a photochemical process (step 2c in Figure l), evolving long-observed, odoriferous sulfur compounds
The structure of this intermediate was identified as a 2,2-bissubstituted 2,2-diindoxyl (compound VI11 in Figure l), the dibromo derivative being referred to as tyriverdin. Indoxyls not substituted in the 2-position were shown to form indigoids directly by oxidative coupling in air.
, the indigoid is reduced to the almost colorless, soluble leuco base (step 3, going from compound III to IV, in Figure l), in which form it is absorbed by the textile to be dyed." The figure associated with the excerpt is this one below: Please demonstrate what the process should look like and explain in detail what is chemically occurring in the process described. Please be as detailed as possible and use chemical structures/reactions to show the chemical transformations. Explaining the processes step by step will allow me to understand exactly what is happening chemically and I would really appreciate your time and effort in helping me understand. Thank you in advance.
OSO; purpurase SR Br N air SR Br N . EU- Br SRN light N RS Br Br Br N osojm* osojm CAR -H Purpurase (10) 1 (1) Purpurase (2a) 02 VII VI (2b) II (2) 02 VIII hv (20) =O O=C Reducing Agent OH R-SCH, SO CHE X=H, Br OH TVStep by Step Solution
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