P-Tolyl isocyanate

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. 

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. 

Allyl isocyanate n-Butyl isocyanate t-Butyl isocyanate 3-Chloro-4-methyl phenyl isocyanate 2-Chlorophenyl isocyanate Cyclohexyl isocyanate 2,3-Dichlorophenyl isocyanate 2,4-Dichlorophenyl isocyanate 2,5-bichlorophenyl isocyanate 2,6-Dichlorophenyl isocyanate 3,4-Dichlorophenyl isocyanate Ethyl isocyanate Hexyl isocyanate Isobutyl isocyanate Isopropyl isocyanate Methacrylonitrile Methoxymethyl isocyanate n-Propyl isocyanate m-Tolyl isocyanate o-Tolyl isocyanate p-Tolyl isocyanate intermediate, aminimides 1,1-Dimethylhydrazine intermediate, ampicillin Acetamide... 

Methoxymethyl isocyanate n-Propyl isocyanate m-Tolyl isocyanate o-Tolyl isocyanate p-Tolyl isocyanate intermediate, carbofuran 2-Chloronitrobenzene intermediate, carbon black Acetylene... 

Methyl benzoxazole m-Tolyl isocyanate o-Tolyl isocyanate p-Tolyl isocyanate... 

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... 

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

Anilides, toluides, and a-naphthalides ate prepared from phenyl, p-tolyl, and a.-naphthyl isocyanates, respectively, by reaction with a Grignard reagent. The reaction is valuable for the identification of halogen compounds of the type that form organometallic derivatives. The reaction occurs in ether solution at room temperature. In general, the yields of N-arylamides are excellent. This method has been used in the preparation of N-(a.-furyl)-propionamide (89%). ... 

Similarly, although the yields are lower, the Co catalysts also show generally reversed regioselectivity in reactions with carbodiinudes as compared with isocyanates. °- In fact, the 4,6-disubstituted product is formed with complete regioselectivity in reactions of di(p-tolyl)carbodiimide with terminal alkynes. 

An x-ray structural analysis of 3-keto-4,4-dimethyl-l-p-tolyl-l,2-thiazetidine 1-oxide shows a planar ring with a C-S-N angle of 75.7°, which indicates strain." " Its carbonyl stretching frequency is 1770cm and its mass spectrum indicates loss of sulfur monoxide or an isocyanate from the parent ion." "... 

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. 

The nitrogen complex has only transient existence. These reactions permit a catalytic carbonyla-tion of azides to isocyanates at low CO pressure." The complexes [RhX(CO)L2] (X = C1, Br, F L = P(OPh)3, PPhj, P(4-C1C6H4)3, P(4-MeOC6H4)3, P(C6H )j, PBu"3) were investigated and [RhCi(CO)(PBu 3)2] gave the highest rate for the carbonylation of p-tolyl azide. In a separate study, complex (71) and [Rh(diphos)2] were shown to catalyze the same azide carbonylation and also to give ureas in presence of aniline derivatives (equation 92) and carbamates in presence of alcohols (equation 93). ... 

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). 

At lower weight add-ons for ethyl, jt-propyl and ji-butyl isocyanates the increase in wood volume is approximately equal to the volume of isocyanate added (Table II). At higher weight add-ons for these and for phenyl and p-tolyl isocyanates, 1,6-diisocyanate hexane and tolylene-2,4-diisocyanate, there is far more volume of chemical added to the wood than there is in expansion of wood volume. This means that polymerization of the isocyanate is taking place in the lumen (homopolymer formation) and little of the chemical ends up in the cell wall. 

In those reactions where the isocyanate enters the cell wall and bulking takes place, the ASE values will be high. If, on the other hand, the isocyanate polymerizes in the lumen and no cell wall bulking takes place, there will be little, if any, ASE as a result of the treatment. Table III shows varying degrees of dimensional stability by reacting southern pine with ethyl, ri-propyl and ji-butyl isocyanate. Less dimensional stability is achieved with phenyl and p-tolyl isocyanates, and 1,6-diisocyanate hexane and none with tolylene-2,4-diisocyanate. 

Methyl, ethyl, propyl, and butyl isocyanates react quickly with dry wood to give good substitution of cell wall component hydroxyl groups. Phenyl and p-tolyl isocyanates and difunctional isocyanates tend to polymerize in the lumen with much lower... 

All chemicals used in this study were reagent grade. Butyl isocyanate (BuNCO, 99% from the Upjohn Chemical Co.), hexamethy-lene diisocyanate (HDI, 99% from the Mobay Chemical Co.), phenyl isocyanate (PhNCO, 99%, from the Upjohn Chemical Co.), p-tolyl isocyanate (MePhNCO, 99% from the Aldrich Chmical Co.), p-chloro-phenyl isocyanate (CIPhNCO, 99%, from the Aldrich Chemical Co.) and cyclohexyl isocyanate (CHI, 98%, from the Aldrich Chemical Co.) were purified by vacuum distillation. Methylene diphenyl diisocyanate (MDI, 99%+, from the Mobay Chemical Co.) was used without further purification. N,N-Dimethylformamide (DMF, reagent grade, from the Mallinckrodt) was dried by molecular sieves 4a. The NCO-terminated prepolymers were prepared from poly(oxy-tetramethylenediol) (POTMD, mol. wt. 650, 1000, 2000, Quaker Oats Chem. Co.) and MDI. 

Tolyl-specific IgE antibodies have now however also been demonstrated in exposed sensitive workers by Karol et al. (1978 a Karol and Alarie 1980). p-Tolyl(mono)isocyanate was coupled with human serum albumin for the paper (disc) radioimmunosorbent test (PRIST). There was no correlation between high titres of tolyl-specific IgE antibodies and levels of total serum IgE, in contrast to the findings with the platinum salts described earlier in which non-specific uptake of IgE could occur. The level of tolyl-specific antibodies decreased with cessation of exposure, as was the case with the platinum salts. The use of the monofunctional isocyanate prevented cross-linking of the carrier proteins which usually occurs with TDI, and ensured that the tolyl group was sterically exposed. The tolyl specificity... 

Synonyms Benzene, 2-chloro-4-isocyanato-1-methyl- 2-Chloro-4-isocyanato-1 -methyl-benzene Chloromethylphenyl isocyanate 3-Chloro-4-methylphenylisocyanate 3-Chloro-p-tolyl isocyanate... 

Chloro-p-tolyl isocyanate. See 3-Chloro-4-methylphenyl isocyanate ((4-Chloro-o-tolyl) oxy) acetic acid. See MCPA (4-Chloro-o-tolyloxy) butyric acid. See MCPB 2-(p-Chloro-o-tolyloxy) propionic acid. See Mecoprop-P... 

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