W-Chlorostyrene

The distillate is rinsed into a separatory funnel with 25 ml. of ether, and the organic layer is separated and dried over 10 g. of anhydrous magnesium sulfate. The drying agent is separated and rinsed with 25 ml. of ether, and 0.1 g. of -fey/.-butylcatechol is added to the solution. The ether is removed, and the product is distilled under reduced pressure. w-Chlorostyrene is obtained in a yield of 102-106 g. (80-82.5%), boiling at 55-57°/3 mm. ... 

Effective separation of w-chlorostyrene from w-chloro-phenylmethylcarbinol is possible with the short column specified. If a fractionating column is not used, lower conversions result and the crude product contains w-chlorophenylmethylcarbinol, which can be separated by fractional distillation and used in a subsequent preparation. 

This procedure has been used in the preparation of other nitrostyrenes in the following yields o-nitrostyrene (40%), />-nitrostyrene (41%),2 and 3-nitro-4-hydroxystyrene (60%).2 A better procedure for more volatile styrenes involves simultaneous decarboxylation and codistillation with quinoline from the reaction flask. This method has been used to prepare the following styrenes o-chlorostyrene (50%),4 w-chlorostyrene (65%),4 -chlorostyrene (51%),4 m-bromostyrene (47%),4 o-methoxystyrene (40%),4 />-methoxystyrene (76%),4 w-cyano-styrene (51%),3 and -formylstyrene (52%).9... 

A more appealing feature is that one-pot synthesis of chiral styrene oxides can be performed by sequential asymmetric reduction of chloroacetophenones with the chiral Rh in 2-propanol followed by treatment of the reaction mixture with NaOH aqueous solution, leading to the desired products in isolated yields of 80-90% with 96-98% ee in a single reactor (Fig. 7) [37]. For example, (5)-w-chlorostyrene oxide, which is a key intermediate for the preparation of several p3-adrenergic receptor agonist compounds, is easily obtained from a one-pot procedure. 

Borsenberger et al. (1995a) measured hole mobilities of TTA doped polymers with polymers with different dipole moments poly(styrene) (PS-1), poly(4-f-butylstyrene) (PS-2), poly(4-chlorostyrene) (PS-3), and bisphenol-A polycaibonate (PC). The dipole moments of PS-1 and PS-2 are near zero. For PC and PS-3, the values are 1.0 and 1.7 Debye. The dipole moment of TTA is 0.8 Debye. Figure 55 shows a series of photocurrent transients at different temperatures for 30% TTA doped PS-1 at 6.4 x 105 V/cm. W increases with decreasing temperature. For fields between 104 and a few multiples of 1CP v/cm, W increases with increasing field. Values of W were between 0.25 and 0.62. In all cases, W increases with decreasing TTA concentratioa Low-temperature transitions from nondispersive to dispersive transport, where the transients no longer show plateaus, were observed only at low concentrations. 

CL -Nitro co-chlorostyrene, CgHg.CH C.Cl(NO ) golden-yel Ifts or pltlcs(from petr), mp 48-49° insol in w sol in other common solvs(Refl,p 480). Braude et al(Ref 4) detd its UV light absorption data ... 

Dinttro-4 chlorostyrene, (02N)Cl.CgHg.CH -CH.NO, ndls(from ale), mp 150-5 l°(dec) mod sol in eth, ale, benz, chlf or acet insol in petr eth or w w as prepd similar to the 0),2-dinitro deriv using the appropriate react-... 

Vukovic, R., Bogdanic, G., Erceg, A., Fles, D., Karasz, FJi., MacKnight, W.J. (1997) Miscibility-immiscibility behaviour in blends of phenylsulfonylated poly(2,6-dimethyl-1,4-phenylene oxide) and poly[styrene-co-orf/io (para)-chlorostyrene]. Thermochimica Acta, 306, 135-141. 

In recent years the structure and local composition of polymer blends has attracted much attention due to the commercial importance of these materials. The question of compatibility of the components is always paramount and Wetton et showed that dielectric studies provided information which was difficult to obtain by any other method. Random copolymers of styrene and 4-chlorostyrene were blended with poly(2,6-dimethyl-l,4-phenylene oxide) (PPO). It was shown that compatible blends containing 60% (w/w) of copolymer gave an a relaxation which was far broader than those observed for the parent polymer and copolymer, being indicative of microphase separation in the blend where the domains are smaller than the wavelength of light. This loss-peak-broadening is of the kind observed for mixtures of dibutylphthalate and o-terphenyl where microseparation of the components was inferred, and shows that dielectric studies can demonstrate such incompatibility on the microscale in materials which appear to be compatible when judged by optical or DSC measurements. 

Figure 1.2 (A) Filament pyrolysis - gas chromatogram of PVC (a) biphenyl, (b) methyl naphthalene, (c) naphthalene, (d) methylindene, (e) tetralin, (f) methyl indene, (g) indene, (h) indane, (i) styrene, (j) o-xylene, (k) ethylbenzene, (1) toluene, (m) benzene. (B) Filament pyrolysis - gas chromatography of polyvinylidene chloride, (a) tetra-chlorostyrene, (b) trichlorostyrene, (c) 1,3,5 trichlorobenzene, (d) w-dichlorobenzene, (e) trichlorobutadiene, (f) chlorobenzene, (g) vinyldene-chloride. [Source Author s own files)...

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