Journal of the American Chemical Society published new progress about 1798-04-5. 1798-04-5 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 2-(4-(tert-Butyl)phenoxy)acetic acid, and the molecular formula is C12H16O3, Computed Properties of 1798-04-5.
Bowman, Robert S. published the artcileSteric and resonance effects in the tert-butyl and isobutylphenols, Computed Properties of 1798-04-5, the publication is Journal of the American Chemical Society (1957), 87-92, database is CAplus.
C6H6 treated with Me2C:CH2 (I) in the presence of H2O.BF3 gave Me3CPh (II), b741 168.8¡ã, nD20 1.4880. PhOH treated with I at 70¡ã in the presence of 5% by weight H2SO4 yielded p-Me3CC6H4OH (III), b20 130.0¡ã, m. 100¡ã; p-Me3CC6H4OCH2CO2H, m. 96.5¡ã. PhOH treated with I at 40-5¡ã in the presence of 0.1% H2SO4 gave mainly o-Me3CC6H4OH (IV), b20 113.0¡ã. PhOH in Et2O treated at 10¡ã in the presence of dilute H2SO4 with I gave mainly Me3COPh (V), b20 80.0¡ã, nD20 1.4869. p-O2NC6H4CMe3 hydrogenated under ambient conditions over Pd-C yielded 90% p-Me3CC6H4NH2, iso-PrBz treated at 0¡ã with fuming HNO3 in AcOH gave 60-70% m-O2NC6H4COCHMe2 (VI), m. 37¡ã, which oxidized gave p-O2NC6H4CO2H, m. 141¡ã. VI in glacial AcOH hydrogenated under ambient conditions over Pd-C (from 8 g. 10% PdCl2 and 20 g. Norit A), the mixture basified with NaOH and extracted with C6H6, and the resulting amino compound diazotized and hydrolyzed in HCl gave 19% m-Me2CHCOC6H4OH (semi-carbazone, m. 188¡ã with darkening), which reduced by the method of Huang-Minlon (C.A. 41, 1649a) gave m-Me2CHCH2C6H4OH (VII), b20 129.5¡ã; m-Me2CHCH2C6H4OCH2CO2H, m. 90.5¡ã. By conventional methods were prepared the following compounds: m-Me3C6H4OH (VIII), b20 129.5¡ã, m. 43.0 (m-Me3CC6H4OCH2CO2H, m. 116.5¡ã); o-iso-BuC6H4OH (IX), b20 116.5¡ã [o-iso-BuC6H4OCH2CO2H (X), m. 96.5¡ã]; p-isomer (XI) of IX, b20 131.0¡ã, m. 48.0¡ã (p-isomer of X, m. 109.5¡ã); iso-BuOPh (XII), b20 93.0¡ã, nD20 1.4929; iso-BuPh (XIII), b20 67.5¡ã, nD20 1.4854. The various Bu compounds were thermally decomposed at initial pressures of 150-400 mm. at 420.0 ¡À0.1¡ã in a specially designed, completely Pyrex glass system and the pressure changes measured. On the basis of the thermal decomposition the compounds can be arranged in the following order of decreasing stability: VIII > II> III > XIII > VII> XI > IV > IX > XII > V. The 1st order rate of the thermal decomposition of IV was determined at 4 temperatures (temperature and k ¡Á 104 given): 383.0¡ã, 11.72 ¡À 0.44; 392.6¡ã, 21.12 ¡À 0.60; 403.2¡ã, 44.39 ¡À 0.59; 413.3¡ã 89.75 ¡À 0.85; activation energy 58.4 kcal./mole. The content of the gaseous hydrocarbons formed in the thermal decomposition of the Bu compounds was determined (compound pyrolyzed, mole-% CH4, C3H8, C3H6, iso-C4H10, iso-C4H8, and H given): IV, 20, 3, 56, -, 16, 1; IX, 24, 3, 66, -, 2, 2; VIII, 66, 12, 6, 2, 4, 7; VII, 69, 6, 14, -, 2,5; III, 58, 9, 4, 17, 8, 2; XI, 57, 28, 8, -, 2, 2; II, 41, 10, 6, 8,19 (and 3 C2H6), 8; V, 1, 1, -, 4, 93, -; XII, 9, 26, 7, 3, 22 (and 24% CO and 7% C2H6), -.
Journal of the American Chemical Society published new progress about 1798-04-5. 1798-04-5 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 2-(4-(tert-Butyl)phenoxy)acetic acid, and the molecular formula is C12H16O3, Computed Properties of 1798-04-5.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia