1.2- Dichloro-2-methylpropane

Explain why only one of the two chlorines of 1,2-dichloro-2-methylpropane is replaced by a hydroxy group when the compound is heated in water (see the preceding hydrolysis reaction). 

C4H8CI2 1,2-Dichloro-2-methylpropane 296.0 7.15 0.39429E+02 -0.20028E+00 0.30917E-03 165-296... 

What are the relative integrate areas of the absorptions of each of the following compounds (a) 1,2-dichloro-2-methylpropane (b) l-bromo-2,2-dimethylpropane... 

Zinc(II) chloride-tetramethylethylenediamine complex (4.23 g, 16.7 mmol), 1,10-phenanthroline (101 mg, 0.56 mmol), and benzo[/t]quinoline (1.00 g, 5.6 mmol) are placed in a Schlenk tube. To this mixture a solution of phenylmagnesium bromide (33.5 mL, 1.00 M, 33.5 mmol) in tetrahydrofuran is added dropwise at 0 °C. After stirring for I h, a 0.1-M solution of tris(acetylacetonato)iron in tetrahydrofuran (5.6 mL, 0.56 mmol) and 1,2-dichloro-2-methylpropane (1.42 g, 11.2 mmol) are sequentially added. The reaction mixture is stirred at 0 °C for 16 h and is quenched by the addition of a saturated aqueous solution of sodium bicarbonate (40 mL). After extraction with ethyl acetate (25 mL, 3 times), the organic layer is dried over sodium sulfate and concentrated under reduced pressure. The crude product is purified by silica gel chromatography (eluent first hexane to elute the biphenyl, then toluene) to afford 10-phenylbenzo[A]quinoline as a colorless solid mp 90.6-92.5 1.39 g (98%). ... 

The directing effect can also be mediated by imino groups attached to arenes. Thus, the reaction of diaryIzinc reagents with 1-phenylalkane-l-imines in the presence of catalytic amounts of tris(acetylacetonato)iron, 4,4 -di-tert-butylbipyridine (dtbpy), and two equivalents of 1,2-dichloro-2-methylpropane leads to the introduction of an orthoaryl group via C-H activation (Scheme 4-248). 

Alkynes are coupled with 2-biaryl, 2-heteroarylphenyl, or 2-alkenylphenyl Grignard reagents to give phenanthrenes (Scheme 4-282), naphtho[6]heteroarenes, or naphthalenes, respectively. This [4+2] benzannulation is catalyzed by tris(acetyl-acetonato)iron in the presence of 4,4 -di-terr-butyl-2,2 bipyridyl (dtby) as a ligand and 1,2-dichloro-2-methylpropane as an oxidant. ... 

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