3- tolyl isocyanate

Synonyms 1 -lsocyanato-3-methylbenzene Isocyanic acid, m-tolyl ester 3-Methylphenyl isocyanate m-TMl m-Toluene isocyanate 3-Tolyl isocyanate... 

By the treatment of oat spelt xylan with phenyl or tolyl isocyanate in pyridine the fully fimctionahzed corresponding carbamates were prepared [416]. Xylan 3,5-dimethylphenylcarbamate showed higher recognition abihty for chiral drugs compared to that of the same cellulose derivative [417]. 

The carbamate phenmedipham that results in the intermediate formation of m-tolyl isocyanate (Figure 1.19) (Bergon et al. 1985). 

Complex 165 reacts with CO at room temperature to give />-tolyl isocyanate and the golden dicarbonyl compound 166. The latter can also be generated by reaction of 164 with excess of CO and converted back to imide 165 by the addition of 2 equiv of /> toly 1 azide (2003JA322). Reaction of cobalt(m) imide 167 analogous to 165, available from [PhB(CH2PPh2)3]CoI 156 by the same procedure as for 165, with CO proceeds similarly <2002JA11238>. 

Phenyl isocyanate, p-tolyl isocyanate, p-toluenesulfonyl isocyanate, and p-chlorophenyl isocyanate were purchased from Aldrich Chemical Company and were distilled under vacuum prior to use. 

Figure 16.7—Ion mobility spectrometer. Ions enter the analyser tube by control of the polarity of the acceleration grid. An example of a recording in the repetitive mode (RIP Reactant Ion Peak) for tolyl isocyanate (TDI), the compound analysed, is shown. A commercial model of an Environmental Vapour Monitor is also shown (reproduced by permission of Grasby Electronics, UK). This instrument uses a GC column to improve compound identification.

More recently p-tolyl isocyanate has been used to prepare a simple imido complex of vanadium(V)... 

Treatment of RuH2(PPh3)4 and OsH4(PPh3)3 with p-tolyl isocyanate affords the formamidino complexes MH RNC(H)NR (CO)(PPh3)2 (M = Ru, Os).99... 

Irradiation of a benzene solution of 5-phenyl Af-benzoylformyl-A-p-tolylthiocar-bamate 48a (Scheme 23) gave 5-phenyl-5-phenylthio-3-p-tolyloxazolidine-2,4-dione 49a in 61% yield accompanied by oxazolidine-2,4-dione dimer (15%), p-tolyl isocyanate (22%), and diphenyl disulfide [29]. Photolysis of 48a in the solid state gave oxazolidine-2,4-dione 49a in 96% yield. For the N-methyl derivative, 48b, compared to the solution photochemistry in which only 8% of oxazolidinedi-one 49b was obtained with a complex mixture, radical cyclization proceeds selectively to give oxazolidinedione in 75% yield in the solid state. Whereas N-p-tolyl and A-methyl derivatives, 48a and 48b, formed achiral crystals, the N-benzyl derivative 48c crystallized in chiral space group P2. Photolysis of the chiral... 

Aniline (GCDP of fenuron) m-Tolyl isocyanate (GCDP of phenmedipham)... 

SYNS BENZENE, l-ISOCYANATO-2-METHYL- ISOCYANIC ACID, o-TOLYL ESTER o-METHYL-PHENYL ISOCYANATE 2-METHYLPHENYL ISOCYANATE o-TOLUENE ISOCYANATE o-TOLYL ISOCYANATE 2-TOLYL ISOCYANATE... 

TOLYL ISOCYANATE see IKG725 o-TOLYL ISOCYANATE see IKG725 o-TOLYL MERCAPTAN see TGPOOO p-TOLYL MERCAPTAN see TGP250 a-TOLYL MERCAPTAN see TGO750... 

TRIFLUOROSTIBINE see AQEOOO CO-TRIFLUOROTOLUENE see BDH500 a,a,a-TRIFLUOROTOLUENE see BDH500 (a,a,a-TRIFLUORO-tn-TOLYL) ISOCYANATE see TKJ250... 

The reaction between o-tolyl isocyanate and water in dioxane at 80°C with triethylamine catalyst was studied by Shkapenko et al. [188]. Supporting the results of Morton et al., the rate of isocyanate disappearance was found to be dependent on the NCO H2O ratio. 

Ethyl, n-propyl, n-butyl, and phenyl isocyanates also react with wood without the need for a catalyst but p-tolyl isocyanate, 1,6-diisocyanatohexane, and tolylene 2,4-diisocyanate require either DMF or triethylamine as a catalyst (80). High weight gains are observed with these last three isocyanates, but little or no dimensional stability results from the reaction. Therefore, polymerization must be taking place in the void structure. 

A more detailed quantitative study of the water-o-tolyl isocyanate reaction by Shkapenko et al. 51) showed that at 80° in dioxane solution and in the presence of triethylamine or other catalysts the consumption of the isocyanate was complete within a short period when only approximately half of the theoretical amount of carbon dioxide was released. The evolution of carbon dioxide proceeded from this point on at a slow rate. It was also demonstrated that by heating the reaction mixture to 100°, 30-35% of theoretical CO2 was released, and that this portion of the CO2 was given off by the decomposition of the carbamic acid anhydride formed from the acid and a second molecule of isocyanate. Additional tests showed that 4-5% of the isocyanate formed o-tolyl ammonium-W-o-tolyl carbamate, 18.7% of the water added remained unreacted, and that a trace of the free o-tolyl amine was also present. In addition, the presence of di-o-tolyl urea was proven. 

Craven studied the reactions of phenyl and o- and p-tolyl isocyanates with aniline, o- and p-toluidine and o-chloroaniline in dioxane solution mainly in the absence of catalysts. The reactivity in these systems agreed with the classical electronic picture according to which electron donating group that increase the nucleophilicity or base strength increase the reactivity of the amine. Substituents in ortho position, particularly on the isocyanate, cause steric hindrance and reduce the reactivity (see Table XIX). 

In connection with their study of the water-isocyanate reaction, Shka-penko et al. 51) found that at 80° o-tolyl isocyanate reacts with sj/m-ditolylurea in dioxane at 0.2 M concentration and forms biuret at approximately the same rate as that of the reaction between the isocyanate and water takes place. 

Diazocines 54 (R = H, Me) were synthesized by treating phenyl and o-tolyl isocyanate with aluminum chloride (51DOK1073). A Michael addition was involved in the reaction of benzylideneacetone with 1,3-diamino-propane to yield diazocine 161 (71JCS(D)372). Photolysis of diphenylaryl-... 

Dibutyltin dilaurate (DBTDL) (M T Chem. Co.), 1,4-diaza [2,2,2.]. octane (Air Products), isocyanatoethyl methacrylate (IEM) and carbamoyl chloride of IEM (Dow Chem. Co.) and hexamethylene diisocyanate were used as supplied. Phenyl isocyanate, p-tolyl isocyanate, p-chlorophenyl Isocyanate (all Aldrich Chem. Co.), 2-ethoxyethyl acetate (Eastman Kodak Co.) and n-butanol (Mallinkrodt) were purified by distillation before use. 

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