P 2-bromo

C9H iBiBr2) Catena[bis(p,2-bromo)bromo(2,4,6-trimethylphenyl)bismuthine] 6.5-68... 

Ci2H ()Bi2Br4) Catena[tetrakis(p,2-bromo)diphenyldibismuthine] 6.5-67 o... 

C12H ()Bi2Br(,-2C iftHifiN Bis(tetrabutylammonium) bis[(p,2-bromo)dibromo(phenyl)bismuthate] 6.5-73 S c... 

C24H27BiO(, Tris(2,6-dimethoxyphenyl)bismuthine B is [(p,2-bromo)bromo(iV, N -dimethy Ipropy leneurea- 0)pheny 1-bismuthine] 6.5-12 3... 

C4sH4()Bi2Br402P2 Bis[(p,2-bromo)bromo(phenyl)(triphenylphosphineoxide-0)- bismuthine] 6.5-71... 

The thioboration of terminal alkynes with 9-(alkylthio)-9-borabicyclo[3.3.1]-nonanes (9-RS-9-BBN) proceeds regio- and stereoselectively by catalysis of Pd(Ph,P)4 to produce the 9-[(Z)-2-(alkylthio)-l-alkeny)]-9-BBN derivative 667 in high yields. The protonation of the product 667 with MeOH affords the Markownikov adduct 668 of thiol to 1-alkyne. One-pot synthesis of alkenyl sulfide derivatives 669 via the Pd-catalyzed thioboration-cross-coupling sequence is also possible. Another preparative method for alkenyl sulfides is the Pd-catalyzed cross-coupling of 9-alkyl-9-BBN with l-bromo-l-phe-nylthioethene or 2-bromo-l-phenylthio-l-alkene[534]. 

Photocycloaddition. Synthesis of the highly carcinogenic polycycHc hydrocarbons, eg (51) [72735-91-2] may be affected by photocycloaddition of 2-bromo-3-methoxy naphthoquinone [26037-61-6] with 1,1-diarylethylenes such as l,l-bis(p-methoxyphenyl)ethene (41). 

Bromo-TmethyIbenzo[c]pyrazoIo[l,2-a]pyrazoIe-3,9-dione 4-(p-ChIorobenzaI)-l,3-diphenyl-2-pyrazoIin-5-one... 

The oxidation of indole magnesium bromide and its 2- and 3-methyl derivatives at room temperature with p-nitroperbenzoic acid, in the absence of light and air, results in the formation of 3-bromoindole (370), 3-bromo-2-methylindole (371), and 2-bromo-3-methylindole (372), respectively. ... 

Yosida et al. [41] found that p-t< rr-butylcalix[6]ar-ene can extract Cu from the alkaline-ammonia solution to the organic solvent. Nagasaki and Shinkai [42] described the synthesis of carboxyl, derivatives of calix-[n]arenes ( = 4 and 6) and their selective extraction capacity of transition metal cations from aqueous phase to the organic phase. Gutsche and Nam [43] have synthesized various substituted calix[n]arenes and examined the complexes of the p-bromo benzene sulfonate of p-(2-aminoethyl)calix[4]arene with Ni, Cu , Co-, and Fe. ... 

If t he directing effects of the two groups oppose each other, the more powerful activating group has the dominant influence, but mixtures of products often result. For example, bromination of p-methylphenol yields primarily 2-bromo-4-methylphenol because —OH is a more powerful activator than -CH3. 

B. l,l-Diphenyl-2-bromo-Z-acetoxy- -j>ropene. A 250-ml. flask equipped with a condenser is charged with 17.6 g. (0.050 mole) of 1,1-dibromo-2,2-diphenylcyclopropane, 12.5g. (0.075 mole) of silver acetate [Acetic acid, silver(l +) salt] (Note 4), and 50 ml. of glacial acetic acid, then immersed in an oil bath at 100-120° for 24 hours (Note 5). After cooling, the mixture is diluted with 200 ml. of ether and filtered. The ethereal filtrate is washed with two 100-ml. portions of water, two 100-ml. portions of aqueous saturated sodium carbonate, and finally with two 100-ml. portions of water. After drying over anhydrous sodium sulfate, the ether is removed on a rotary evaporator. Distillation of the resulting residue under reduced pressure yields 12.0 g. (72%) of the product, b.p. 142-145° (0.15 mm.), 1.6020-1.6023 (Note 6). 

Aniline, 2-biomo [Benzenamine, 2-bromo-], p-biomination of, 55, 23 Aniline, 3-biomo- [Benzenamine, 3 biomo-], p-biomination of, 55, 23 ANILINE, 4-bromo-/V,A -dimethyl-3-(tn-fluoromethyl)- [Benzenamine, 4-bromo-A,eAr-dimethyl-3-(trifluoro-methyl-], 55, 20... 

Benzaldehyde, 4-(l,l-dimethylethyl)- [Benzaldehyde, 4-rerf-butyl-], 55, 10 Benzaldehyde, 4 (1-methylethyl- [Benzaldehyde, 4 isopropyl ], 55, 10 Benzenamine, 2-bromo- [Aniline, 2 bromo ], p-bronnnation of, 55, 23 Benzenamine, 3-bromo- [Aniline, 3-bromo-], p-bromination of, 55, 23 BENZENAMINE, 4-bromo-yV,V-dimethyl-... 

Self-Test 13.3B When the concentration of 2-bromo-2-methylpropane, C4HgBr, is doubled, the rate of the reaction C4H9Br(aq) + OH (aq) - C4HgOH(aq) + P>r (aq) increases by a factor of 2. When both the C4HgBr and the OH- concentrations are doubled, the rate increase is the same, a factor of 2. What are (a) the reactant orders, (b) the overall order of the reaction, and (c) the units of k if the rate is expressed in moles per liter per second ... 

According to the same procedure, the compound 14 2-bromo-D-isolysergic acid ethynylcyclohexylamide was obtained. The compound crystallizes from dichloro-methane C24H26BrN30 x 0.6 CH2CI2 m.p. = 154 - 157°C [a]o = +431.8°... 

CN (6p, 11 p)-17,21 -bis(acety oxy)-2-bromo-6,9-difluoro-11 -hydroxypregna-1,4-diene-3,20-dione... 

Chlorinated dibenzo-ip-dioxins were prepared on the gram scale for use as toxicological standards, 2,7-Dichlorodi-henzo-p-dioxin was prepared by catalytic condensation of potassium 2-bromo-4-chlorophenate in 70% yield. Thermal condensation of the potassium salt of 2,4,4 -trichloro-2 -hydroxy diphenyl ether gave a mixture of the 2,8- and 2,7-dichlorodibenzo-p-dioxins which were separated by fractional recrystallization. 2,3,7,8-T etrachlorodibenzo-p-dioxin of 99.9- -% purity was prepared by catalytic condensation of potassium 2,4,5-trichlorophenate. An isomeric mixture of hexachlorodibenzo-p-dioxins was prepared by pyrolytic condensation of sodium 2,3,4,6-tetrachlorophenate. Chlorination of pentachlorophenol (containing < 0.07% tetrachlorophenol) in trichlorobenzene gave octachlorodi-benzo-p-dioxin in 80% yield contaminated by 5-15% heptachlorodibenzo-p-dioxin. Oxidative methods were used to produce octachlorodibenzo-p-dioxin at 99.9% purity. 

In contrast to this low yield reaction, condensation of potassium 2-bromo-4-chlorophenate under Ullmann conditions gave 2,7-dichlorodibenzo-p-dioxin in 74% yield (8). The preferential displacement of bromine follows the pattern Weingarten observed in the reaction between potassium phenate and bromobenzene (9, 10). 

To investigate the possibility of preparing uniquely substituted hexa-chlorodibenzo-p-dioxins, several experiments were performed under Ullmann conditions. Although condensation of potassium 2-bromo-4-chlorphenate occurred readily, several 2,6-substituted phenates failed to... 

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