| Identification | More | [Name]
2,4-Dimethoxybenzyl alcohol | [CAS]
7314-44-5 | [Synonyms]
2,4-DIMETHOXYBENZYL ALCOHOL
(2,4-DIMETHOXYPHENYL)METHANOL
RARECHEM AL BD 0025
Benzenemethanol, 2,4-dimethoxy-
2,4-Dimethoxybenzyl
2,4-Dimethoxybenzenemethanol | [EINECS(EC#)]
230-775-2 | [Molecular Formula]
C9H12O3 | [MDL Number]
MFCD00004614 | [Molecular Weight]
168.19 | [MOL File]
7314-44-5.mol |
| Chemical Properties | Back Directory | [Appearance]
Colorless to light yellow liqui | [Melting point ]
38-40 °C(lit.)
| [Boiling point ]
177-179 °C10 mm Hg(lit.)
| [density ]
1.1322 (rough estimate) | [refractive index ]
1.545-1.548
| [Fp ]
>230 °F
| [storage temp. ]
Refrigerator | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Low Melting Solid | [pka]
14.18±0.10(Predicted) | [color ]
Colourless to Off-White | [Water Solubility ]
Soluble in alcohol. Insoluble in water. | [BRN ]
2091660 | [InChI]
1S/C9H12O3/c1-11-8-4-3-7(6-10)9(5-8)12-2/h3-5,10H,6H2,1-2H3 | [InChIKey]
RNKOUSCCPHSCFE-UHFFFAOYSA-N | [SMILES]
COc1ccc(CO)c(OC)c1 | [LogP]
1.109 (est) | [CAS DataBase Reference]
7314-44-5(CAS DataBase Reference) | [NIST Chemistry Reference]
2,4-Dimethoxybenzyl alcohol(7314-44-5) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302-H315-H319-H335 | [Precautionary statements ]
P261-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
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 ]
29062990 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless to light yellow liqui | [Uses]
2, 4-Dimethoxybenzyl alcohol is used as a medical intermediate. | [General Description]
2,4-Dimethoxybenzyl alcohol reacts with trifluoroacetic acid to yield calix[4]resorcinarene octamethyl ether, which on demethylation and acetylation yields the derived octa-acetate. | [Synthesis]
The general procedure for the synthesis of 2,4-dimethoxybenzyl alcohol from 2,4-dimethoxybenzaldehyde was as follows: to an oven-dried pressure tube equipped with a Teflon-coated stirring bar were added sequentially Pd(OAc)2 (11.2 mg, 5 mol%), PCy3 (21 mg, 7.5 mol%) and 2,4-dimethoxybenzaldehyde (1 mmol). The reaction tube was sealed, evacuated and backfilled three times with nitrogen. Subsequently, 1 mL of dioxane was injected and the mixture was stirred at room temperature for 15 min. H2O (180 mg, 10 eq.) and HCO2H (184 mg, 4 eq.) were then injected and the reaction mixture was heated to 90 °C and kept for 18 hours. After completion of the reaction, the solvent was removed under reduced pressure. The residue was purified by silica gel fast column chromatography to afford 87 mg of 2,4-dimethoxybenzyl alcohol in 81% yield. | [References]
[1] Synthetic Communications, 2001, vol. 31, # 17, p. 2719 - 2725
[2] Organic Letters, 2015, vol. 17, # 3, p. 434 - 437
[3] Tetrahedron Letters, 1992, vol. 33, # 37, p. 5417 - 5418
[4] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1994, vol. 33, # 2, p. 182 - 183
[5] Tetrahedron Letters, 1994, vol. 35, # 1, p. 65 - 68 |
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