Identification | Back Directory | [Name]
2-[2-(BENZYLOXY)ETHOXY]ETHANOL | [CAS]
2050-25-1 | [Synonyms]
2050-25-1 CAS_2050-25-1 Benzyl-PE2-OH Benzyl-PEG3-alcohol Benzyl-PEG2-alcohol 2-[2-(BENZYLOXY)ETHOXY]ETHANOL 5-(Benzyloxy)-3-oxapentane-1-ol DI(ETHYLENE GLYCOL) BENZYL ETHER DIETHYLENE GLYCOL MONOBENZYL ETHER 2-[2-(Benzyloxy)ethoxy]ethanol 98% DiethyleneGlycolMonobenzylEther> 2-[2-(phenylmethoxy)ethoxy]-Ethanol Di(ethylene glycol) benzyl ether 97% Ethanol, 2-[2-(phenylmethoxy)ethoxy]- | [Molecular Formula]
C11H16O3 | [MDL Number]
MFCD00029649 | [MOL File]
2050-25-1.mol | [Molecular Weight]
196.24 |
Chemical Properties | Back Directory | [Boiling point ]
80-110 °C0.5 mm Hg(lit.)
| [density ]
1.094 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.51(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [Water Solubility ]
Soluble in water | [form ]
clear liquid | [pka]
14.36±0.10(Predicted) | [color ]
Colorless to Almost colorless | [Specific Gravity]
1.084 | [InChI]
InChI=1S/C11H16O3/c12-6-7-13-8-9-14-10-11-4-2-1-3-5-11/h1-5,12H,6-10H2 | [InChIKey]
LJVNVNLFZQFJHU-UHFFFAOYSA-N | [SMILES]
C(O)COCCOCC1=CC=CC=C1 |
Hazard Information | Back Directory | [Description]
Benzyl-PEG3-alcohol is a PEG linker with an acid labile, benzyl protecting group and a reactive primary alcohol. The primary alcohol can react and further derivatize the compound. The hydrophilic PEG linker increases the water solubility of the compound in aqueous media. | [Chemical Properties]
Colorless to light yellow liquid | [Uses]
Di(ethylene glycol) benzyl ether may be used as an initiator in the preparation of linear-PLA (poly(L-lactide). | [Synthesis]
GENERAL METHOD: Dioxane (15 mL), benzyl chloride (25 mmol) and tetrabutylammonium bromide (0.4 g, 1.2 mmol) were sequentially added to a reaction flask, followed by addition of the mixture to a solution of diethylene glycol (75-125 mmol) containing KOH (1.6 g, 27.5 mmol). The reaction system was heated to 100-105 °C and the reaction was continuously stirred for 5-10 hours. Upon completion of the reaction, the reaction mixture was diluted with CHCl3 (15 mL) and water (10 mL). The organic layer was separated, washed with water (3 x 20 mL) and dried over anhydrous Na2SO4. The organic phase was concentrated under reduced pressure and the residue was purified by distillation through a Vigreux column to afford the target product 2-[2-(phenylmethoxy)ethoxy]ethanol. The specific reaction conditions, yields, physicochemical parameters and 1H NMR data are detailed in Table 6 of the literature. | [IC 50]
PEGs | [References]
[1] Synthetic Communications, 1986, vol. 16, # 1, p. 19 - 26 [2] Carbohydrate Research, 1986, vol. 150, p. 199 - 212 [3] Russian Chemical Bulletin, 2014, vol. 63, # 11, p. 2445 - 2454 [4] Izv. Akad. Nauk, Ser. Khim., 2014, # 11, p. 2445 - 2454 [5] Analytical Chemistry, 1992, vol. 64, # 15, p. 1685 - 1690 |
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