Benzene cyano

AI3-241M Benzene, cyano- Benzenecarbonitrile Benzenenitrile Benzoic acid nitrile Benzonitrile CCRIS 3184 Cyanobenzene EINECS 202-855-7 Fenylkyanid HSDB 45 NSC 8039 Phenyl cyanide UN2224, Manufacture of benzoquanamine intermediate for rubber chemicals solvent for nitrile rubber, specialty lacquers, resins and polymers, anhydrous metallic salts. Liquid mp = -12.7° bp = 191.1" d s = 1.0093 Xm = 222, 230, 263, 277 nm (e = 10600,9100, 804, 932, MeOH) slightly soluble in H2O (1.0 g/100 ml), soluble in CCI4, very soluble in MezCO, CsH6, freely soluble in EtOH, EtzO LDso (mus orl) = 971 mg/kg, Renta Mfg PMC Spectrum Chem. Manufacturing. 

Benzene, alkyl subs, 85, 87, 89, 223 Benzene, bromo subs, 85 Benzene, chloro subs, 85, 87, 223, 293 Benzene, cyano subs, 88 Benzene, disubs (mixed ligands) 86, 89 Benzene, hydroxy subs (phenols) 85, 83, 84, 85... 

Very few 4-aminothiazoles have been synthetized directly. The reaction of a-halonitriles with thioamides generally fails and only extensive decomposition results. However, the benzene sulfonic ester of mandelonit-rile reacts with thiobenzamide to give 2,5-diphenyl-4-aminothiazole (257), Ri = R2 = Ph, in 37% yield (Scheme 132) (417) Similarly, a-cyano-a-acetylthioacetamide condensed with a-chloroacetonitrile give 257, Ri = CH(CN)CH3 and R2 = H (804). 

Substituents that are otherwise accessible only with difficulty such as fluoro lodo cyano and hydroxyl may be introduced onto a benzene ring... 

Pyrethroid Esters of Benzene Acetate. These insecticides have more extensive stmctural optimization in both acid and alcohol moieties. Fenvalerate [51630-58-17, a-cyano-(3-phenoxyphenyl)methyl (+)-(2R,5)"Ct"isoprop5i-4-chlorophenylacetate (24) d 1.17, vp 1.4 p.Pa at 25°C), a mixture of four isomers, is soluble in water to 0.3 mg/L The rat oral LD q is 450 mg/kg. Esfenvalerate [66230-04-4] is the (+)-2-(i, 5)-isomer (mp 59°C). The rat LD qS are 75, 458 (oral), and the rabbit dermal LD q is 2000 mg/kg. These pyrethroids are widely used general-purpose insecticides for field, vegetable, and fmit crops. 

The reaction mixture is filtered through a Hirsch or Buchner funnel, and the bottle is rinsed with 50 ml. of benzene, which is also poured through the funnel. The filtrate is washed with two 50-ml. portions of 10% sodium chloride solution and three 2S-ml. portions of water (Note 4). The washings are extracted with three 10-ml. portions of benzene, and the combined benzene solutions are distilled under reduced pressure from a 250-ml. modified Claisen flask. The yield of ethyl -butylcyanoacetate, b.p. 108-109°/9 mm., is 79-81 g. (94-96%, based on the ethyl cyano-acetate used) (Note 5). 

Osmium Tetroxide Oxidation of a A -Cyanopregnene 20-Cyano-21-hydroxy-5j5-pregn-17(20)-ene-3,l l-dione21-methyl ether (8 g) isdissolved in 100 ml of benzene and 8 ml of pyridine. After the addition of 9.6 g of osmium tetroxide, the reaction mixture is stoppered and allowed to stand at room temperature for 5 days. The mixture is stirred for 24 hr with 160 ml of chloroform, 200 ml of methanol and 280 ml of an aqueous solution... 

Reaction of 2-cyano-3-(4-methoxyphenyl)acroyl chloride and 2-amino-pyridine in boiling benzene in the presence of NEt3 for 5 h gave a 2 1 mixture of 3-cyano-4-(4-methoxyphenyl)-3,4-dihydro-2//-pyrido[l, 2-n]pyr-imidin-2-one and 2- [2-cyano-3-(4-methoxyphenyl)acroyl]amino pyridine (01SUL151). 

A solution of 1.0 g of A -3,11-diketo-20-cyano-21-acetoxy-pregnene in 10 cc of benzene is treated with 1.0 g of osmium tetroxide and 0.43 g of pyridine. After standing at room temperature for 18 hours, the resulting solution is treated successively with 50 cc of alcohol, and with 50 cc of water containing 2.5 g of sodium sulfite. The mixture is stirred for 30 hours, filtered, and the filtrate acidified with 0.5 cc of acetic acid and concentrated to small volume in vacuo. The aqueous suspension is then extracted four times with chloroform, the chloroform extracts are combined, washed with water and concentrated to dryness in vacuo. Recrystallization of the residue from acetone gives 3,11,20-triketo-17(a)-21-dihydroxy-pregnane MP 227° to 229°C. This compound is then treated with acetic anhydride and pyridine for 15 minutes at room temperature to produce 3,11,20-triketo-17(a)-hydroxy-21-acetoxy-pregnane or cortisone acetate. 

Hydrochlorides of. V-(2-cyanovinyI)benzene-l,2-diamine, prepared from benzenc-1,2-diamine and (ethoxymethylene)malononitrile or ethyl cyano(ethoxymethylene)acetate, cyclize to salts of 3//-l,5-benzodiazepin-2-amine 1 on heating.254a b... 

Dirubidium phthalocyanine (PcRb2) and dicesium phthalocyanine (PcCs2) can be prepared by chemical-vapor deposition of benzene-1,2,4,5-tctracarbonitrile and the metal chloride.135 In the solid phase, additional rubidium atoms are complexed between peripheral cyano groups. 

Two polymers have been prepared with the benzophenone tetracarboxylic dianhydride (BTDA) and either bis-l,3-(4-aminophenoxy)-benzene or bis-l,3-(4-aminophenoxy)-2-cyano-benzene (Fig. 5.6). Both polymers are soluble in NMP and their Tg values are respectively 191 and 243°C.59... 

Ethylbenzoic acid was converted to the acid chloride, which was treated with AICI3 and benzene to give 4-ethylbenzophenone in 90% yield overall. Condensation with ethyl cyanoacetate afforded ethyl 4-ethyl-a-cyano-B-phenylcinnamate as an essentially 50/50 mixture of the Z- and E-isomers. The yield of the condensation was highly sensitive to reaction conditions, and was optimized at 75% with portionwise addition of the ammonium acetate catalyst. Bromination and dehydrobromination as described earlier then completed the preparation. The overall yield of ethyl 4-vinyl-a-cyano-p-phenylcinnamate was 20%. 

Homopolymerization of ethyl 4-vinyl-a-cyano-p-phenylcinnamate with AIBN in benzene gave a soluble polymer of inherent viscosity 0.2 djf,/g. There was no evidence for involvement of the tetra-substituted double bond in the polymerization. Copolymerizations with styrene and methyl methacrylate were also successful. 

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