83994-72-3

Basic information

• Product Name: Benzenesulfonothioic acid, 4-methyl-, S-(diphenylmethyl) ester
• CAS NO: 83994-72-3
• Molecular Formula: C20H18O2S2
• Molecular Weight: 354.494
• Mol File: 83994-72-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Benzenesulfonothioic acid, 4-methyl-, S-(diphenylmethyl) ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonothioic acid, 4-methyl-, S-(diphenylmethyl) ester(83994-72-3)
• EPA Substance Registry System: Benzenesulfonothioic acid, 4-methyl-, S-(diphenylmethyl) ester(83994-72-3)

Safety Data

• Hazardous Substances Data: 83994-72-3(Hazardous Substances Data)

Upstream product

• 91-01-0 1,1-Diphenylmethanol 
• 72087-93-5 morpholinium p-toluenethiosulfonate 
• 776-74-9 Bromodiphenylmethane 

Downstream Products

• 132102-82-0 diphenylmethyl <(p-chlorophenyl)sulfonyl>methyl sulfide 
• 132102-83-1 diphenylmethyl (p-tolylsulfonyl)methyl sulfide 
• 1450-31-3 Thiobenzophenon 
• 132102-84-2 diphenylmethyl <(p-methoxyphenyl)sulfonyl>methyl sulfide 
• 132102-81-9 diphenylmethyl (phenylsulfonyl)methyl sulfide 
• 132102-78-4 diphenylmethyl <(p-methoxyphenyl)sulfonyl>methyl sulfoxide 
• 132102-75-1 4,4'-diphenylmethyl (phenylsulfonyl)methyl sulfoxide 

Relevant articles and documents

Elimination Reactions of Alkanesulfenyl Derivatives: Effect of Structure on Reactivity in Thioketone-Forming Eliminations of Diarylmethyl Thiosulfonates

The reaction of a group of diarylmethyl arenethiosulfonates, ArAr'CHSSO2Ar'' (2), with (a) two alkoxide ions (i-PrO- and MeO-), (b) a series of secondary and tertiary amines of differing base strength, and (c) phenoxide ion has been examined.For each system both the overall rate of disappearance of 2 and the fraction (αelim) converted to thioketone were determined.Salient results are as follows: (1) The ρ values for thioketone-forming elimination of ArAr'CHSSO2C6H4CH3-p with either isopropoxide (+3.4) or piperidine (+3.5) are large and positive, while theρ value associated with variation of the substituent in Ar'' in the elimination of Ph2CHSSO2Ar'' with i-PrO- is quite modest (+1.3). (2) The Broensted β for the elimination reaction of p-nitrobenzhydryl p-toluenethiosulfonate with the series of amines is close to +1.0. (3) While plots of the elimination rate constant (kelim) vs. for any of the amine-induced elimination in amine-amineH+ buffers are linear, plots of kelim vs. -> for the phenoxide-induced elimination in PhO--PhOH buffers very pronounced downward curvature (Figure 4).These various results can be explained by assuming that the different eliminations proceed by different variants of an ElcB mechanism: for the elimination involving amines and 2 a reversible (ElcB)ion pr mechanism (eq 13) is suggested; in the elimination with phenoxide ion the reaction proceeds by an ordinary (ElcB)reversible mechanism (eq 9, ki>kii); in the elimination involving isopropoxide the mechanism becomes (ElcB)irreversible (eq 9, k-iii).Comparison of selected data on the rates of thioketone-forming eliminations of 2 with amines with data obtained previously (ref 6) on the rates of sulfene-forming eliminations of aralkyl α-disulfones with amines indicates that an arylalkanesulfonyl compound undergoes elimination approximately 300 million times faster than the equivalently substituted arylalkanesulfenyl derivative.