| Identification | More | [Name]
2,5-DIMETHOXYBENZYL ALCOHOL | [CAS]
33524-31-1 | [Synonyms]
2,5-DIMETHOXYBENZYL ALCOHOL
AURORA KA-7072
RARECHEM AL BD 0533
(2,5-Dimethoxyphenyl)methanol
Benzenemethanol, 2,5-dimethoxy-
2,5-DIMETHOXYBENZYL ALCOHOL 99%
2,5-Dimethoxy-1-(hydroxymethyl)benzene
2,5-Dimethoxybenzenemethanol | [EINECS(EC#)]
251-562-0 | [Molecular Formula]
C9H12O3 | [MDL Number]
MFCD00004615 | [Molecular Weight]
168.19 | [MOL File]
33524-31-1.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to light yellow viscous liquid | [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) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S24/25:Avoid contact with skin and eyes .
S36/37:Wear suitable protective clothing and gloves .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [HS Code ]
29094980 |
| Hazard Information | Back Directory | [Chemical Properties]
clear colorless to light yellow viscous liquid | [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. | [Uses]
2,5-Dimethoxybenzyl Alcohol can be used as a self-indicating standard for the determination of organolithium reagents | [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 |
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