P- benzenesulfonic acid

Tropeolin 00 (also called orange IV, aniline yellow, or diphenyl orange) Schultz No. 97. Sodium salt of diphenylaminoazo-p-benzenesulfonic acid,... 

N -p-Benzenesulfonic acid [100499-11-4]. Bismuthiol II sulfonic acid. 4- 2,5-Dithioxo-1,3,4-thiadiazolidin-3-yl) benzene sulfonic acid... 

The reaction of benzenesulfonic acid with sodium hydroxide (first entry in Table 24.3) proceeds by the addition-elimination mechanism of nucleophilic aromatic substitution (Section 23.6). Hydroxide replaces sulfite ion (S03 ) at the carbon atom that bear s the leaving group. Thus, p-toluenesulfonic acid is converted exclusively to p-cresol by an analogous reaction ... 

Cholest-3-ene (8) Cholest-3-ene, (5j8)- (9) (13901-20-7) Cholest-4-en-3-one p-toluenesulfonylhydrazone p-Toluenesul-fonic acid, cholest-4-en-3-ylidene hydrazide (8) Benzenesulfonic acid, 4-methyl-, cholest-4-en-3-ylidene hydrazide (9) (21301-41-7)... 

Oae found that for both base- and acid-catalyzed hydrolysis of phenyl benzenesul-fonate, there was no incorporation of 0 from solvent into the sulfonate ester after partial hydrolysis. This was interpreted as ruling out a stepwise mechanism, but in fact it could be stepwise with slow pseudorotation. In fact this nonexchange can be explained by Westheimer s rules for pseudorotation, assuming the same rules apply to pentacoordinate sulfur. For the acid-catalyzed reaction, the likely intermediate would be 8 for which pseudorotation would be disfavored because it would put a carbon at an apical position. Further protonation to the cationic intermediate is unlikely even in lOM HCl (the medium for Oae s experiments) because of the high acidity of this species a Branch and Calvin calculation (See Appendix), supplemented by allowance for the effect of the phenyl groups (taken as the difference in between sulfuric acid and benzenesulfonic acid ), leads to a pA, of -7 for the first pisTa of this cation about -2 for the second p/sTa. and about 3 for the third Thus, protonation by aqueous HCl to give the neutral intermediate is likely but further protonation to give cation 9 would be very unlikely. 

Chlorotrlmethylsllane Silane, chlorotrimethyl- (8,9) (75-77-4) p-Toluenesullonic acid monohydrate (8) Benzenesulfonic acid,... 

R)-(-)-Methyl 3-hydroxybutanoate Butyric acid, 3-hydroxy-, methyl ester, D-(-)- (8) Butanoic acid, 3-hydroxy-, methyl ester, (R)- (9) (3976-69-0) p-Toluenesulfonic acid monohydrate (8) Benzenesulfonic acid, 4-methyl-, monohydrate (9) (6192-52-5)... 

It has been found that triamcinolone [101] and the 21-phosphate esters [102] do not under go the Porter-Silber reaction. It was also shown that an increased sensitivity for this procedure can be obtained using the p-hydrazino-benzenesulfonic acid-phosphoric acid reagent [103],... 

Problem 11.62 Explain these observations (a) p-Nitrobenzenesulfonic acid is formed from the reaction of p-nitrochlorobenzene with NaHSO, but benzenesulfonic acid cannot be formed from chlorobenzene by this reaction. (f>) 2,4,6-Trinitroanisole with NaOC H, gives the same product as 2,4,6-trinitrophenetole with NaOCHj. <... 

Problem 19,14 Assign numbers from 1 for least to 4 for most to indicate the relative acid strengths in the following groups (a) phenol, m-chlorophenol, m-nitrophenol, m-cresol (b) phenol, benzoic acid, p-nitro-phenol, carbonic acid (c) phenol, p-chlorophenol, p-nitrophenol, p-cresol (d) phenol, o-nitrophenol, m-nitrophenol, p-nitrophenol (e) phenol, p-chlorophenol, 2,4,6-trichlorophenol, 2,4-dichlorophenol (/) phenol, benzyl alcohol, benzenesulfonic acid, benzoic acid. ... 

Problem 19.28 Prepare (a) 2-bromo-4-hydroxytoluene from toluene, (b) 2-hydroxy-5-methylbenzaIdehyde from p-toluidine, (c) m-methoxyaniline from benzenesulfonic acid. M... 

Hydroxynaphthalene< 1 -azo-4> benzenesulfonic acid (numbered azo bridge system) p-(2-Hydroxy-1 -naphthylazo)-benzenesulfonic acid (Chemical Abstracts, IUPAC Alternate Rule C-912.4). 

Methyl orange Benzenesulfonic acid, p-((p-(dimethylamino)phenyl]azo]-, sodium salt (8) Benzenesulfonic acid, 4-[[4-(dimethylamino)phenyl]azo]-, sodium salt (9) (547-58-0)... 

C29H25Mn 03P2, Manganese, tricarbonyl [1,2-ethanediylbis[diphenylphosphine-P]]hydro-, (OC-6-22)-, [36352-75-7 Or 24742-67-4 or 17100-08-2], 32 298-300 C29H3oO[2P2S4-4Na, Benzenesulfonic acid,... 

Korshak and coworkers20 polymerized levoglucosan in p-dioxane at 80-90°, using, as the catalyst, benzenesulfonic acid or such Lewis acids as boron trifluoride, ferric chloride, or aluminum chloride. Highly branched, amorphous products having Ma 38,000-68,000 (by light-scattering) were obtained. 

Benzenesulfonic Acid (called Benzolsulfonsaure in Ger), C6H6.S03H mw 158.18 solid, when an-hyd, mp 55-6°. It forms numerous salts and other derivs, some of which are expl. The prepn and props are given in Beil 11,26-9,(18-20) [9-11] This compd can cause serious local toxicity to skin and mucous membranes, as reported by Sax (1957),P 347... 

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