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MilliporeSigma

166952

Sigma-Aldrich

2-Hydroxybenzyl alcohol

99%

Sinónimos:

Salicyl alcohol, Saligenin

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About This Item

Fórmula lineal:
HOC6H4CH2OH
Número de CAS:
Peso molecular:
124.14
Beilstein/REAXYS Number:
1907195
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

99%

form

solid

mp

83-85 °C (lit.)

solubility

ethanol: soluble 5%, clear to very slightly hazy, colorless to light yellow

SMILES string

OCc1ccccc1O

InChI

1S/C7H8O2/c8-5-6-3-1-2-4-7(6)9/h1-4,8-9H,5H2

InChI key

CQRYARSYNCAZFO-UHFFFAOYSA-N

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General description

2-Hydroxybenzyl alcohol participates in the selective ring opening reaction of 4H-1,3,2-benzodioxasilines.

2-Hydroxybenzyl alcohol can be used as a coupling reagent to synthesize O-heterocycles.

Application

2-Hydroxybenzyl alcohol was used in gastrodin production via biotransformation by cultured cells of Aspergillus foetidus and Penicillium cyclopium.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Linlin Fan et al.
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The objective of this work was to take advantage of the resting cells of suitable fungus as an in vitro model to prepare gastrodin from p-2-hydroxybenzyl alcohol (HBA), which mainly exists in the metabolites of the plant Gastrodia elata Blume.
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The Diels-Alder reactions of o-quinone methides generated from OBOC-salicylic aldehydes and alcohols are described, allowing for the synthesis of various substituted benzopyrans. The low temperatures employed for this procedure enable high diastereoselectivity in reactions with beta-substituted o-quinone methides.

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