Chlorophenyl bromide

CAS 106-39-8 EINECS/ELINCS 203-575-8 Synonyms p-Bromochlorobenzene p-Bromophenyl chloride 1-Chloro-4-bromobenzene 4-Chlorobromobenzene 4-Chloro-1-bromobenzene p-Chlorobromobenzene 4-Chlorophenyl bromide p-Chlorophenyl bromide Empirical C6H4BrCI Properties M.w. 191.46 Toxicology Mutagen TSCA listed Uses Dye intermediate intermediate for haloperidol, loperamide Manuf/Distrib. Morre-Tec Ind. http //www.morretec.com-. Ocean Chems. http //WWW. oceanchemicals. co. uk... 

Chlorophenyl bromide p-Chlorophenyl bromide. See 4-Bromochlorobenzene (3-Chlorophenyl) carbamic acid 1-methylethyl ester. See Chlorpropham 3-Chlorophenylcarbamic acid-1-methylpropynyl ester. See Chlorbufam... 

The Helferich-Wedemeyer procedure may give mixtures of the anomers, depending on the nature of the aglycon. For example, condensation of bromide 128 with N-(benzyloxycarbonyl)-L-threonine penta-chlorophenyl ester (171) gave both N-(benzyloxycarbonyl)-3-0-(2,3,4,6-tetra-O-acetyl-a- and -/J-D-glucopyranosyl)-L-threonine pen-tachlorophenyl ester135 (172 and 173, respectively), but only the fi-D... 

Saunders and co-workers (Amin et al., 1990) used E2 elimination reactions in the p-substituted 2-phenylethyl system to test the new criteria for tunnelling suggested by the above calculations. The actual substrates and base/solvent systems they used were (2-phenylethyl-2-f)-trimethylammonium bromide, [19], with sodium ethoxide in ethanol, 2-phenylethyl-2-f bromide, [20], with potassium t-butoxide in t-butyl alcohol and 2-(p-chlorophenyl)ethyl-2-f tosylate, [21], with potassium t-butoxide in t-butyl alcohol. When equation (57) was applied to the experimental secondary (kB/ S) KIEs in Table 39, the calculated /th h KIEs were 1.106 0.033 and 1.092 0.026 for [19] and [21],... 

Mole-nots, see Strychnine Mollan 0, see Bis(2-ethylhexyl) phthalate Mondur TD, see 2,4-Toluene diisocyanate Mondur TD-80, see 2,4-Toluene diisocyanate Mondur TDS, see 2,4-Toluene diisocyanate Monobromobenzene, see Bromobenzene Monobromobenzol, see Bromobenzene Monobromoethane, see Ethyl bromide Monobromomethane, see Methyl bromide Monobromotrifluoromethane, see Bromotrifluoromethane Monobutylamine, see Butylamine Mono-n-butylamine, see Butylamine Monobutyl ethylene glycol ether, see 2-Butoxyethanol Monochlorbenzene, see Chlorobenzene Monochlorethane, see Chloroethane Monochloroacetaldehyde, see Chloroacetaldehyde Monochlorobenzene, see Chlorobenzene Monochlorodibromomethane, see Dibromochloromethane Monochlorodiphenyl oxide, see 4-Chlorophenyl phenyl ether... 

Typical procedure A mixture of p-chlorophenol (128 mg, 1 mmol), NaOH (40 mg, 1 mmol) and THF (10 mL) was stirred for 10 min allyldiisobutylteUuronium bromide (360 mg, 1 mmol) was then added. The reaction mixture was stirred for another 5 h at room temperature under nitrogen. Aqueous saturated NaHCOj solution was added and extracted with CH2CI2. The extract was dried over anhydrous MgS04 and concentrated in vacuo. The residue was chromatographed on sihca gel with 95 5 hexane-ethyl acetate as eluent to give a colourless oil of allyl p-chlorophenyl ether (145 mg, 86%). 

Loperamide Loperamide, l-(4-chlorophenyl)-4-hydroxy-iV,iV-dimethyl-a,a-diphenyl-l-piperidinebutyramide (3.1.55), proposed here as an analgesic, is synthesized by the alkylation of 4-(4-chlorophenyl)-4-hydroxypiperidine (3.1.50) using iV,A-dimethyl(3,3-diphenyltetrahydro-2-furylidene)ammonium bromide (3.1.54) in the presence of a base. The 4-(4-chlorophenyl)-4-hydroxypiperidine (3.1.50) is synthesized by reacting l-benzylpiperidine-4-one (3.1.48) with 4-chlorophenylmagnesiumbromide, followed by debenzylation of the product (3.1.49) by hydrogenation using a palladium on carbon catalyst. 

Bupropion The synthesis of bupropion, I-3(-chlorophenyl)-2-[(I,I-dimethyIethyl)amino]-I-propanone (7.3.5), begins with the reaction of 3-chlorobenzonitriIe, with ethylmagnesium bromide to give 3-chloropropiophenone (7.3.3). Brominating this with bromine gives 3-chloro-a-bromopropiophenone (7.3.4), which on reaction with tert-butylamine gives bupropion (7.3.5) [54-58]. 

Clemastine Clemastine, 2-[2-[l-(4-chlorophenyl)-l-phenylethoxy]ethyl]-l-methylpyrroli-dine (16.1.4), is synthesized by reacting l-(4-chlorophenyl)-l-phenylethanol (16.1.3) with 2-(2-chlorethyl)-2-methylpyrrolidine using sodium amide as a base. The starting l-(4-chlorophenyl)-l-phenylethanol (16.1.3) is synthesized either by reacting 4-chloroben-zophenone with methylmagnesium chloride, or by reacting 4-chloroacetophenone with phenylmagnesium bromide [6-8]. 

Butoconazole Bntoconazole, l-[4-(4-chlorophenyl)-2-[(2,6-dichlorophenyl)thio]butyl]-IH-imidazole (35.2.12), is synthesized from 4-chlorobenzylmagnesium bromide, which is reacted with epichloridrine to make 4-(4 -chlorophenyl)-l-chlorobutan-2-ol (35.2.10), which is reacted with imidazole in the presence of sodium to make 4-(4 -chlorophenyl)-l-(lH-imidazolyl)butanol-2 (35.2.11). The hydroxyl group in the last is replaced with a chlorine atom npon reaction with thionyl chloride, which is then by the reaction with 2,6-dichlorothiophenol bntoconazole [27,28], is obtained. 

The effect of charge delocalization en route to the activated complex is the result of the relatively nonpolar micellar environment compared to bulk water, charges in the micellar pseudophase are less stabilized by interactions with their environment (cf. stabilization of developing charges by the electrostatically non-neutral environment for (pseudo) unimolecular reactions). This effect was found for the dehydro-bromination reaction of 2-(p-nitrophenyl) ethyl bromide and the dehydrochlorination of 1,1,1 -trichloro-2,2-bis(p-chlorophenyl)ethane. ... 

Kozikowski and Stein (281) used the INOC strategy to prepare the 2-methyle-necyclopentanone derivative 172, which in turn was converted to sarkomycin (173), an antitumor agent (Scheme 6.81). The key step involved the treatment of nitroalkene 169 (obtained from bromide 168) with p-chlorophenyl isocyanate-triethylamine, which furnished a single diastereomeric isoxazoline 170 in 55% yield. This compound was transformed to the aldol product 171 by Raney nickel hydrogenation using wet acetic or boric acid, followed by dehydration to the a,p-enone 172 (281), a precursor of 173. 

Markl, Lieb and Martin were also able to add arynes 112 to 2.4,6-tiiphenyl-X -phosphorins the yields are better with 2.4.6-tri-tert-butyl-X -phosphorin. Here again 1,4 addition takes place with the formation of the 1-phosphabarfelenesiii. The arynes were generated either from 2-fluorophenylmagnesium bromide or penta-chlorophenyl-lithium. The reaction of the more nucleophilic 2.4.6-tri-tert-butyl-X -phosphorin with benzene-diazonium carboxylate also leads to 1,4 addition. The structure of the benzo-phosphabarrelenes 113a-d is supported by analytical and spectroscopic data (Table 16). 

A solution of 2-(4-chlorophenyl)-l,2-propandiol (2mmol) in acetonitrile (20 mL) was placed in the jacketed reaction vessel followed by 300 mg of Silia Cat TEMPO (0.2 mmol of TEMPO), potassium bromide (2.4 mg. 

Chlorophenylmagnesium bromide Magnesium, bromo(p-chloro-phenyl)- (8) Magnesium, bromo(4-chlorophenyl)- (9) (873-77-8) Ni(dmpe)Cl2 Nickel, dichloro[ethylenebis[dimethylphosphine]]-... 

Synthesis (Kleemann et al. 1999, Janssen (Janssen), 1973 Janssen et al. (Janssen), 1973, Stokbroekx et al., 1973, Niemegeers et al., 1974) ) Treatment of 2-oxo-3,3-diphenyl-tetrahydrofuran, synthesized by treatment of diphenyl-acetic acid ethyl ester with ethylene oxide, with HBr(gas) yields bromo derivative i, which is then converted into butyryl chloride derivative ii by means of thionyl chloride in refluxing chloroform. Reaction of derivative ii with dimethylamine in toluene affords dimethyl (tetrahydro-3,3-diphenyl-2-furylidene)ammonium bromide, which is then condensed with 4-(4-chlorophenyl)-4-piperidinol by means of Na2C03 and Kl in refluxing 4-methyl-2-pentanone to provide loperamide. 

The elimination of C1F from a scries of compounds RCH(OH)CCl2CF3 using the system aluminum (1.2 equiv) and lead(II) bromide (O.lequiv) with R = phenyl, 4-methoxyphenyl, 1-mesylindol-3-yl, cyclohexyl or zinc/aluminum(III) chloride with R = CHMePh, phenyl, 3,4-di-chlorophenyl, 1-phenylethyl, cyclohexyl has been described.180181... 

Chlorophenyl)glutarate monoethyl ester 87 was reduced to hydroxy acid and subsequently cyclized to afford lactone 88. This was further submitted to reduction with diisobutylaluminium hydride to provide lactol followed by Homer-Emmons reaction, which resulted in the formation of hydroxy ester product 89 in good yield. The alcohol was protected as silyl ether and the double bond in 89 was reduced with magnesium powder in methanol to provide methyl ester 90. The hydrolysis to the acid and condensation of the acid chloride with Evans s chiral auxiliary provided product 91, which was further converted to titanium enolate on reaction with TiCI. This was submitted to enolate-imine condensation in the presence of amine to afford 92. The silylation of the 92 with N, O-bis(trimethylsilyl) acetamide followed by treatment with tetrabutylammonium fluoride resulted in cyclization to form the azetidin-2-one ring and subsequently hydrolysis provided 93. This product was converted to bromide analog, which on treatment with LDA underwent intramolecular cyclization to afford the cholesterol absorption inhibitor spiro-(3-lactam (+)-SCH 54016 94. 

In order to access the elusive haloaromatic species 115, alternative approaches were examined. As shown in Scheme 8 alkylation of the synthetic intermediate 32 with 3-(p-chlorophenyl)propyl bromide led as expected to clean production of erythro-acid 124. As previously described,17 low-temperature ozonolysis of 124... 

Undecanoic acid, 32, 104 10-Undecynoic acid, 32, 104 Unsaturation, quantitative estimation by bromate-bromide titration method, 34, 86, 89 Urea, 30, 24 31, 11 Urea, I-(T -bromophenyl)-, 31, 8 1-(o-chlorophenyl)-2-thio-, 31, 21 1,1-dimethyl-, 32, 61 I-(P-phenetyl)-, 31,11... 

---