2-HYDROXYMETHYL-1,3-DIOXOLANE Chemical Properties

Boiling point:

97 °C

Density 

1.164±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

14.83±0.10(Predicted)

form 

liquid

color 

Colourless to light yellow

InChI

InChI=1S/C4H8O3/c5-3-4-6-1-2-7-4/h4-5H,1-3H2

InChIKey

ZAGUSKAXELYWCE-UHFFFAOYSA-N

SMILES

O1CCOC1CO

Safety Information

RIDADR 

UN1993

HS Code 

2909200090

2-HYDROXYMETHYL-1,3-DIOXOLANE Usage And Synthesis

Synthesis

General procedure for the synthesis of 1,3-dioxane-2-methanol from the compound (CAS: 71516-48-8): (66b) Preparation of 1,3-dioxan-2-ylmethanol: To a solution of 2-((benzyloxy)methyl)-1,3-dioxan-2-ylmethanol (3.01 g, 15.5 mmol) in methanol (100 mL), obtained in the previous step (66a), was Palladium hydroxide (20 wt% Pd (dry basis) carbon, wet (up to 50% water)) (300 mg) was added. The reaction mixture was stirred at room temperature for 15 hours under hydrogen atmosphere. Upon completion of the reaction, the gas in the reaction vessel was displaced with nitrogen, the catalyst was removed by filtration through diatomaceous earth and washed with methanol. The filtrate was concentrated and dried under reduced pressure to afford 1,3-dioxane-2-methanol (1.57 g, 97.3% yield) as a light yellow oil.1H NMR (400 MHz, CDCl3) δ ppm: 1.89 (1H, br s), 3.66-3.72 (2H, m), 3.88-4.08 (4H, m), 5.01 (1H, t, J = 3 Hz).

References

[1] Patent: US2007/10542, 2007, A1. Location in patent: Page/Page column 82

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