4-Butoxyphenol

PALE BROWN TO BROWN CRYSTALLINE POWDER

4-Butoxyphenol is an aromatic ether.

General procedure: The appropriate aryl halide (1 mmol), CsOH (3 mmol), andH2O (1 mL) were added over 0.1 h, to a stirred solutionof CuI (19.0 mg, 10 molpercent) and Dimethylglyoxime (L6;23.2 mg, 20 molpercent) in DMSO (1 mL), and the reactionmixture was stirred at 120 °C (aryl iodides) or (aryl bromides).The progress of the reaction was monitored by TLC(EtOAc–hexane). The reaction mixture was then cooled toroom temperature and acidified with 0.5 M HCl (0.5 mL).The resulting mixture was extracted with EtOAc (3×10 mL)and dried (Na2SO4). Evaporation of the solvent gave a residuethat was purified by column chromatography.General procedure: an oven-dried Schlenk flask was allowed to cool to room temperature and charged sequentially with arylboronic acid (1 mmol), MeCN (3.0 mL) and silica chloride (0.5 mmol). The reaction was then activated by addition of 30percent HGeneral procedure: To an oven-dried hydrothermal synthesis reactor with PTFE lining were sequentially added substrate (3a/3b/3c) (1 mmol), CHGeneral procedure: To a mixture of ap-benzoquinone (1 mmol) (1) and an alcohol [or alcohol mixture] (4.0 mL), amberlyst-15 (40 mg) was added and the mixture was refluxed, or heated at100 C for 4–7 h until the p-benzoquinone reacted completely (monitored byTLC). The reaction mixture was then filtered and the residue was washedwith ethyl acetate (2 5 mL). The washings were combined with the filtrate;water (25 mL) was added to the mixture and then the latter was extracted withethyl acetate (2 10 mL). The ethyl acetate extract was dried over anhyd.Na2SO4 and the concentrate of the extract was purified by columnchromatography over silica gel using ethyl acetate-petroleum ether mixturesas eluents followed by crystallization from CH2Cl2–petroleum ether. All thep-alkoxyphenols obtained in this study were properly characterized from theirphysical, analytical and spectral data.

Intermediates of Liquid Crystals

Molecular Weight:166.22
XLogP3:2.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:166.099379685
Monoisotopic Mass:166.099379685
Topological Polar Surface Area:29.5
Heavy Atom Count:12
Complexity:106
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes