Chlorodiphenyls

Unsymmetrical diaryls may be prepared by treating an aryl diazonium salt solution with sodium hydroxide or sodium acetate in the presence of a liquid aromatic compound. Thus 2-chlorodiphenyl is readily formed from o-chloro phenyl diazonium chloride and sodium hydroxide solution (or sodium acetate solution) in the presence of benzene ... 

Chlorodiphenyl. Diazotise 32 g. of o-chloroaniline (Section IV,34) in the presence of 40 ml. of concentrated hydrochloric acid and 22 -5 ml. of water in the usual manner (compare Section IV,61) with concentrated sodium nitrite solution. Transfer the cold, filtered diazonium solution to a 1 5 htre bolt-head flask surrounded by ice water, introduce 500 ml. of cold benzene, stir vigorously, and add a solution of 80 g. of sodium acetate trihydrate in 200 ml. of water dropwise, maintaining the temperature at 5-10°. Continue the stirring for 48 hours after the first 3 hours, allow the reaction to proceed at room temperature. Separate the benzene layer, wash it with water, and remove the benzene by distillation at atmospheric pressure distil the residue under reduced pressure and collect the 2-chlorodiphenyl at 150-155°/10 mm. The yield is 18 g. Recrystalliae from aqueous ethanol m.p. 34°. 

Chloro-1 -nitropropane Chloroacetaldehyde a-Chloroacetophenone Chlorobenzene (monochlorobenzene) o-Chlorobenzylidine malononitrile Chlorobromomethane Chlorodiphenyl (42% chlorine) Chlorodiphenyl (54% chlorine) 2-Chloroethanol (ethylene chlorohydrin) Chloroform... 

Chloroacetophenone (phenacyl chloride) Chlorbenzene (monochlorobenzene) o-Chlorobenzylidene malononitrile (OCBM) Chlorobromomethane/bromochloromethane 2-Chloro-l, 3-butadiene, see p-Chloroprene Chlorodiphenyl (42% chlorine)... 

Plaster of Paris Platinum, soluble salts (as Pt) Polychlorobiphenyls, see Chlorodiphenyls Polytetrafluoroethylene decomposition products Propane... 

Chlorobenzene Producers Association (CPA), 270 p-Chlorobenzotrichloride, 39 Chlorobenzotrifluorides, 39 Chlorobromomethane, 39 Chlorodifluorobromomethane, 39 Chlorodifluoroethane, 39 Chlorodifluoromethane, 39 Chlorodiphenyl, 39 Chloroethanol, 39 2-Chloroethyl vinyl ether, 39 Chlorofluorocarbons, 39 Chloroform, 40 Chloromethyl anilines, 40 Chloromethyl ether, 40 Chloromethyl methyl ether, 40 2-(4-Chloro-2-methylphenoxy) propionic acid, 40 Chloromethyl phenyl isocyanate, 40... 

Bromo-2. (3"-dimethylaminopropyD-amino-4 -chlorodiphenyl sulfide Chlorproethazine HCI 2-Bromoethanol Perphenazine /3-Bromoethyl acetate Thiopropazate... 

Phosphine, (2-bromophenyl)dichloro-, 2,991 Phosphine, (w-chloroalkyl)dichloro-, 2, 991 Phosphine, chlorodimethyl-, 2, 991 Phosphine, chloro(dimethylamino)-, 2, 991 Phosphine, chlorodiphenyl-, 2, 990 Phosphine, cyclohexyl(o-anisyl)methyl-rhodium complexes asymmetric hydrogenation, 6, 251 Phosphine, [(dialkylphosphino)alkyl]diphenyl-, 2, 994 Phosphine, dichloromethyl-, 2, 991 Phosphine, dichlorophenyl-, 2, 990 Phosphine, diethylphenyl-, 2, 992 Phosphine, dimethyl-, 2,992 Phosphine, dimethylphenyl-, 2,992 Phosphine, diphenyl-, 2, 992 Phosphine, ethyldiphenyl-, 2, 992 Phosphine, ethylenebis(diethyl-, 2, 993 Phosphine, ethylenebis(diphenyl-, 2,993 Phosphine, ethylenebis(phenyl-, 2,992 Phosphine, ethylidynetris[methylene(diphenyl-, 2,994 Phosphine, [(ethylphenylphosphino)hexyl]diphenyl-, 2, 994... 

Most analytical work on sulphones has naturally been concerned with the compounds synthesized for special purposes, e.g. sulphonal, trional and tetronal as sedatives and hypnotics Sulphenone (4-chlorodiphenyl sulphone) and Tedion (2,4,4, 5 -tetrachlorodiphenyl sulphone) as acaricides 4,4 -diaminodiphenyl sulphone as an antileprotic. In choosing examples preference has been given to methods devoted to more than a single sulphone. 

The loss of Cl- from the molecular ion of ortho-chlorodiphenyl sulfoxide (o-ll) has been found to be significantly greater than from the meta- and para-isomers (equation 3)12. This observation is best explained by an ortho effect in accord with a tight activated complex. 

The other fragmentation pathways are typical for diaryl sulfoxides1-4-6,1. A corresponding ortho effect was found in chlorodiphenyl ethers and sulfides but not in sulfones12 (12) were the sulfinate ester rearrangements1-4,6,11 and the consequent formation of the m/z 125 and m/z 159 ions suppress the other possible fragmentations of the molecular ions (equation 4). It is also noteworthy that the ratio [m/z 125] [m/z 159] increases with increasing distance between the chlorine and the sulfur (equation 4). 

Metaperiodic acid, sodium salt [Sodium metapenodate], 55,68 Methane, bromo-, 55, 63 Methane, chlorodiphenyl- [Methyl chloride, diphenyl-], 55, 94... 

Synthetic resins Acrylic Alkyd. Chiorobenzols Chlorodiphenyls Chloro-naphthalenes Chlorophenols Cumaron Epoxies Melamine formaldehyde Phenol formaldehyde Polyesters Sulphonamide formaldehyde Urea formaldehyde Urethane Vinyl Others Enzymes derived from B. subtilis... 

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