Sulphinic acids toluene

TMSOTf, 111-12.119,122-3,139 p-Toluene-sulphinic acid, 16 Transannular bromodesilyladon, 15 Transmetallation, 10 Tributytin methoxide, 115 Trichlorosilane, 9,10,58 ( )-l-Trichlorosilylhex-l-ene, 9 Tridcca-l,2-dienc, 69... 

Reduction of an arylsulphonyl chloride with zinc dust and water affords the zinc salt of the sulphinic acid, converted by sodium carbonate to the sodium salt, in which form it is conveniently isolated (e.g. sodium toluene-p-sulphinate, Expt 6.47) and thence by hydrochloric acid into the somewhat unstable sulphinic acid. 

The free sulphinic acid may be precipitated from a solution of the sodium salt in cold water by cautious acidification with hydrochloric acid. The toluene-p-sulphinic acid is filtered and sucked as dry as possible at the pump and dried rapidly between sheets of filter paper, m.p. 85 °C. 

Some methods of preparing derivatives of the type RHgX haA e already been dealt Avith in describing the reactions of the tyj e R2Hg. In the case of benzene and toluene the mercuration may be carried out directly, using mercuric acetate. If the operation is performed in the presence of alcohol, benzene may be converted to phenylmercuric acetate at 100° C., but the process takes about fifty-five hours to obtain an 80 per cent, yield. When toluene is refluxed Avith mercuric acetate, ortho- and para- ring-substituted compounds are produced. Another method is to treat the aryl sulphinic acids or their sodium salts Avith mercuric chloride, when the folloAving reaction occurs —... 

Methyl-, benzyl- and toluene-sulphonamide react with aromatic diazonium compounds to give isolable triazenes which decompose in the presence of alkali with the formation of the corresponding aromatic azide and the alkyl- or aryl-sulphinic acid salt . This sequence (equation 123), known as the Dutt-Wormall reaction, is mechanisti-... 

Procedure (ii) (17). A solution of the vinylsilane (5 mmol) and p-toluene-sulphinic acid (lmmol) (a) in moist MeCN (15 ml) (b) was heated under reflux for 1.5 h. Evaporation followed by filtration in hexane through A1203 (20 g) gave the desilylated product (85-92%). 

A possible route to 2- and 3-t-aminophenothiazines is afforded by the reaction of chloro-lO-alkylphenothiazines with sodium or lithium derivatives of secondary amines. Thus, treatment of 1-chloro- or 2-chloro-lO-methylphenothiazine with sodium amide-morpholine leads to the same product, i.e. 2-morpholino-lO-methylphenothiazine, presumably by way of the same phenothiazyne intermediate (121). 3-Chloro- and 4-chloro-lO-methylphenothiazine react similarly giving, as expected, the same 3-mor-pholino-derivative via an analogous phenothiazyne intermediate. The phenazathionium cation (122), generated oxidatively in situ with ferric chloride, reacts readily with toluene-p-sulphinic acid, nitrite, or thiourea to... 

Arylation reactions of aryldiazosulphones, leading mainly to 4-RC6H4Ph, have been studied. The sulphone (228), with benzene in the presence of AICI3, eliminates toluene-p-sulphinic acid and N2 to give the 4-substituted biphenyl (229). Aryl and biphenylyl 4-tolylsulphoxides are formed as major products in further reactions of the sulphinic acid. 

In chemically-cured materials, one example of an initiator/activator system is hydrogen peroxide as initiator, ascorbic acid as activator and cupric sulphate as co-activator. In light-cured materials, camphorquinone is used as a visible-light photochemical initiator, sodium p-toluene-sulphinate as activator and ethyl 4-dimethylaminobenzoate as photoaccelerator. 

SO,Cl p-Toluenesul[dionyl chloride SO Zn SOjNa Na p.toluene sulphinate SOgH p-Toluenesulphinio acid... 

Treatment of adenosine with sodium toluene-p-sulphinate and sodium hypochlorite gives a 50% yield of 2 -0-tosyladenosine. iV-Chloro intermediates are thought to be involved, which then give tosyl chloride by reaction with the sulphinate, but it is unclear why this procedure gives a higher yield than direct tosylation.229 Amino acids linked to (deoxy)-nucleosides via a sulphamoyl group have been reported they are structurally similar to the antibiotic ascamycin (see also Vol. 23, p.226).230 3. and 5 -0-dansyl derivatives of thymidine have been prepared, and shown to act as inhibitors of thymidine kinase from herpes simplex virus.231... 

---