27064-04-6

Basic information

• Product Name: S-(4-nitrophenyl) thioformate
• Synonyms: S-(4-nitrophenyl) thioformate
• CAS NO: 27064-04-6
• Molecular Weight: 183.188
• Mol File: 27064-04-6.mol

Chemical Properties

• CAS DataBase Reference: S-(4-nitrophenyl) thioformate(CAS DataBase Reference)
• NIST Chemistry Reference: S-(4-nitrophenyl) thioformate(27064-04-6)
• EPA Substance Registry System: S-(4-nitrophenyl) thioformate(27064-04-6)

Safety Data

• Hazardous Substances Data: 27064-04-6(Hazardous Substances Data)

Upstream product

• 1849-36-1 para-nitrobenzenethiol 
• 2258-42-6 formyl acetic anhydride 
• 64-18-6 formic acid 

Downstream Products

• 4312-87-2 formohydroxamic acid 
• 71-47-6 formate 
• 45797-13-5 4-nitrophenylthiolate 
• 20432-35-3 3-(4-dimethylamino-phenyl)-propenal 
• 58095-77-5 (E)-3,4-methylenedioxycinnamaldehyde 
• 84184-53-2 4-benzyloxycinnamaldehyde 
• 20884-05-3 (E)-3-(2-naphthyl)-2-propenal 
• 4549-82-0 (E)-2-methylcinnamaldehyde 
• 56578-35-9 4-methyl-cinnamaldehyde 
• 1075-77-0 (E)-4-chlorocinnamic aldehyde 
• 24654-55-5 trans-4-fluorocinnamaldehyde 
• 14371-10-9 (E)-3-phenylpropenal 
• 4370-87-0 2-methyl-2-phenyl-but-3-enal 

Relevant articles and documents

Palladium-Catalyzed Formylation of Alkenylzinc Reagents with S-(4-Nitrophenyl) Thioformate

We report the synthesis of enal compounds by palladium-catalyzed formylation of alkenylzinc reagents with S-(4-nitrophenyl) thioformate. Various functional groups were tolerated in the present reaction. 1H NMR experiments revealed that the products had a non-protected formyl group, which can be utilized for further C–C bond formation reactions. We successfully achieved the one-pot synthesis of a 1,5-diene-3-ol compound via sequential formylation and allylation.

Effect of Solvation on β-Values of Formyl Acetyl, and Pivaloyl Transfer between Sulfur and Oxygen Nucleophiles

Second-order rate constants were measured in aqueous solution for the reaction of a series of oxy anions and thiol anions with the formate and pivalate esters of p-nitrophenol and p-nitrothiophenol.These data, along with literature data provide a picture of the effect of alkyl substitution on the rates of uncatalyzed acyl transfer between sulphur and oxygen nucleophiles.Evidence is provided in support of the proposal that β values for oxy anions are altered by solvation, whereas those for thiol anions are not.The change of rate-determining step from formation to breakdown of tetrahedral intermediate occurs for formate and pivalate esters in the same manner that this occurs for acetate esters.The greater kinetic reactivity of formate esters compared to acetate esters is not a function of the entering or leaving nucleophile but is an inherent difference in the esters reflecting the relative ease of formation of the tetrahedral intermediates.