2,5-dihydroxybenzyl alcohol Chemical Properties

Melting point:

100°

Boiling point:

216.62°C (rough estimate)

Density 

1.2127 (rough estimate)

refractive index 

1.4638 (estimate)

pka

10.46±0.18(Predicted)

LogP

-0.540 (est)

2,5-dihydroxybenzyl alcohol Usage And Synthesis

Uses

Gentisyl alcohol has anti-Staphylococcus aureus activity[1].

Definition

ChEBI: Gentisyl alcohol is an aromatic primary alcohol that is benzyl alcohol substituted by hydroxy groups at positions 2 and 5. It has a role as an antioxidant, an antineoplastic agent, an apoptosis inhibitor and a fungal metabolite. It is an aromatic primary alcohol and a member of phenols. It is functionally related to a benzyl alcohol and a hydroquinone.

Synthesis Reference(s)

Journal of the American Chemical Society, 97, p. 5272, 1975 DOI: 10.1021/ja00851a042

Purification Methods

Crystallise the alcohol from ligroin, CHCl3, AcOH or H2O. Sublime it at ~70o under high vacuum. [Beilstein 6 II 1084, 6 III 6326.]

References

[1] Amila Pramisandi, et al. Gentisyl alcohol and homogentisic acid: Plasmodium falciparum dihydroorotate dehydrogenase inhibitors isolated from fungi. J Gen Appl Microbiol. 2021 Jul 31;67(3):114-117.

2,5-dihydroxybenzyl alcohol(495-08-9)Related Product Information

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