Azobis cyclohexane-1 -carbonitril

Azobis(cyclohexane-1 -carbonitrile). 1,1 -Azobis(1-oyclohexanecarbonitrile) Cyclohexane-carbonitrile, 1,1 -azobis- EINECS 218-254-8 V-40. Used as a polymerization initiator. Solid mp = 115-118°. WakoPure Chem. Ind... 

Azodi (1,1 -hexahydrobenzonitrile). See 1,1 -Azobis (cyclohexane-1 -carbonitrile) Azodiisobutyronitrile a,a -Azodiisobutyronitrile. See 2,2 -Azobisisobutyronitrile 2,2 -Azodi (2-methylbutyronitrile). See 2,2 -Azobis (2-methylbutyronitrile)... 

Azobis [N-(2-carboxyethyi)-2-methylpropionamidine] tetrahydrate 2,2 -Azobis [N-(4-chlorophenyi)-2-methylpropionamidine] dihydrochloride 4,4 -Azobis (4-cyanopentanoic acid) 1,1 -Azobis (cyclohexane-1-carbonitrile) 2,2 -Azobis (N-cyclohexyl-2-methylpropionamide)... 

ClPPh2, TMS3S1H, Py, benzene, reflux 1,1 -azobis(cyclohexane-1 -carbonitrile)... 

Conditions no solvent, 60 mmol CHB, 0.6 mmol NHPI (1 mol%), 0.03 mmol azo-initiator (0.05%) or 1.2 mmol CHBHP (2 mol%), 8 h reaction time, 1 atm O2, internal standard used is naphthalene Hydroperoxide determined by GC as well as iodometric titration.Selectivity of products (see Scheme 6) formed, missing balance is accounted for by several unidentified products in low quantities. 1,1 -Azobis(cyclohexane carbonitrile) (ACCN) was used as initiator, ti/2 = 150 min at 100°C. 

The imidoylation of non-stabilized radicals (R=/-prop, t-Bu), also takes place, but the reaction is slow and requires a longer reaction time, the efficiency being increased by the addition of a radical initiator [l,l-azobis(cyclohexane-l-carbonitrile)]. 

The two most important classes of radical initiators are azo-compounds and peroxides (Fig. 10.1). The most commonly used azo-initiators are 2,2/-azobis(isobutyronitrile) (AIBN) and l,l/-azobis(cyclohexane-l-carbonitrile) (ACN). The shorter half-life of AIBN ( ti/2 = 1.24 h at 80°C in benzene) has led to international shipping restrictions and ACN (ti/2 = 29.61 h under the same conditions [l])isbecominganincreasinglyvaluablereplace-ment. As explained in Section 10.4, however, this appreciable difference in decomposition rate means that ACN cannot replace AIBN as an initiator for all radical reactions. Furthermore, AIBN is soluble in a wider range of solvents, polar as well as non-polar (including alcohols, acetonitrile and benzene), compared with ACN which is restricted to use in nonpolar solvents, such as benzene, toluene and cyclohexane. 

Mijangos et al.160 used chemometrics (MODDE 6.0 software, Umetrics, Sweden) to optimize several parameters such as concentration of initiator (l,T-azobis(cyclohexane-l-carbonitrile) and 2,2-dimethoxy-2-phenylacetophenone) and polymerization time required for design of high-performance MIP for ephedrine. A small set of (-) ephedrine-imprinted... 

Hydrazobenzenes with a chalcogenophosphoryl group were prepared by the reduction of 2-iodoazobenzene with hydrazine hydrate followed by a Pd(ii)-cata-lyzed cross-coupling with diphenylphosphine. The P(in) function was subsequently oxidised by hydrogen peroxide, sulfur and selenixun (Scheme 22) It was possible to restore the azobenzene structure by oxidation. The radical phosphination of aryl iodides by chlorodiphenylphosphine in the presence of tris(trimethylsilyl)silane, 1,1 -azobis(cyclohexane-l-carbonitrile) (V-40) and pyridine led to aryldiphenylphos-phines that were converted to the P-sulfides (Scheme 23). ... 

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