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| | 2,5-DIMETHOXYBENZYL ALCOHOL Basic information |
| | 2,5-DIMETHOXYBENZYL ALCOHOL Chemical Properties |
| Melting point | 45-48 °C | | Boiling point | 122-125 °C1 mm Hg(lit.) | | density | 1.173 g/mL at 25 °C(lit.) | | refractive index | n20/D 1.547(lit.) | | Fp | >230 °F | | storage temp. | 2-8°C | | solubility | Chloroform, Methanol | | form | Viscous Liquid | | pka | 14.16±0.10(Predicted) | | color | Clear colorless to light yellow | | BRN | 1947607 | | LogP | 1.019 (est) | | CAS DataBase Reference | 33524-31-1(CAS DataBase Reference) |
| | 2,5-DIMETHOXYBENZYL ALCOHOL Usage And Synthesis |
| Chemical Properties | clear colorless to light yellow viscous liquid | | Uses | 2,5-Dimethoxybenzyl Alcohol can be used as a self-indicating standard for the determination of organolithium reagents | | Uses | 2,5-Dimethoxybenzyl alcohol was used as starting reagent in the synthesis of [(S)S]-3,6-dimethoxy-2-(p-tolylsulfinyl)-benzaldehyde. It was used in the synthesis of daunornycinone. It was also used in the preparation of pillar[n]arenes (n = 5 or 6) via cyclooligomerization reaction with an appropriate Lewis acid catalyst. | | Synthesis Reference(s) | Tetrahedron Letters, 35, p. 6207, 1994 DOI: 10.1016/S0040-4039(00)73392-2 | | Synthesis | General procedure for the synthesis of p-dimethoxybenzyl alcohol from 2,5-dimethoxybenzaldehyde: A solution of 2,5-dimethoxybenzaldehyde (3.32 g, 20 mmol) in THF (20 mL) was slowly added to a suspension of LiAlH4 (748 mg, 22 mmol) in THF (20 mL) at 0 °C. The reaction mixture was stirred at 0 °C for 30 min. Subsequently, the reaction was carefully quenched with saturated Na2SO4 solution (10 mL) at 0 °C and the resulting suspension was stirred for 3 hours. The reaction mixture was filtered through a silica gel pad and the filtrate was dried with Na2SO4. After evaporation of the solvent under reduced pressure, the residue was purified by column chromatography (petroleum ether-EtOAc, 1:1) to afford p-dimethoxybenzenemethanol as a colorless, thick liquid (3.06 g, 91%). rf = 0.4 (petroleum ether-EtOAc, 1:1). | | References | [1] Journal of Organic Chemistry, 2007, vol. 72, # 24, p. 9190 - 9194
[2] Organic and Biomolecular Chemistry, 2010, vol. 8, # 17, p. 3965 - 3974
[3] Tetrahedron Letters, 2011, vol. 52, # 9, p. 983 - 986
[4] European Journal of Organic Chemistry, 2011, # 27, p. 5331 - 5335
[5] Green Chemistry, 2017, vol. 19, # 14, p. 3296 - 3301 |
| | 2,5-DIMETHOXYBENZYL ALCOHOL Preparation Products And Raw materials |
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