76826-33-0

Upstream product

• 10486-08-5 sodium p-thiocresolate 
• 76826-30-7 Z,Z-2,4,5-Trichlor-3-(4-methylphenylthio)-2,4-pentadienoylchlorid 
• 80674-01-7 (2Z,4Z)-2,4,5-Trichloro-3,5-bis-p-tolylsulfanyl-penta-2,4-dienoyl chloride 
• 80674-07-3 (2Z)-2,4,5-Trichlor-3,5-bis(4-methylphenylthio)-2,4-pentadienal 

Relevant academic research and scientific papers

Umlagerungen vinyloger Carbonsaeurechloride, XXX. Thermische Umlagerungen von chlor- und organylthiosubstituierten (2Z,4Z)-2,4-Pentadienalen und -onen zu (2Z,4Z)-2,4-Pentadienthiosaeure-S-estern

The pentadienals 2 are prepared by reduction of the corresponding acyl chlorides 1.The ketone 2d is synthesized from 1b with lithium tert-butyl(phenylthio)cuprate.Elimination of methyl chloride and cyclization occurs on treatment of 1a with AlCl3 giving the 2H-thiopyran-2-one 8.In boiling carbontetrachloride the aldehydes 2 rearrange by 1,5-chlorine shift completely and stereospecifically into the thiolates 3.The analogous reaction 2d -> 3d is non stereospecific.As expected, compounds 2 and 3 may be converted into the same 4H-pyran-4-ones 6.The rearrangement 2 -> 3 is accelerated by RS-groups instead of chlorine in the 5-position and decelerated in the 3-position.The substituent influences and the reaction mechanism are discussed.

Umlagerungen vinyloger Carbonsaeurechloride, XXVIII. 1,5-Pentadien-Sauerstoffverschiebung von Z-2,2,5,5-Tetrachlor-3-arylthio-2,4-pentadienalen

Nucleophilic substitution on C-3 occurs, when the aldehyd 1 is treated with aryl thiolates in ethanol at 0 deg C.The structure and configuration of the products 2 is confirmed by thermal rearrangement of 2a to the acyl chloride 3a, which is converted into