166952
2-Hydroxybenzyl alcohol
99%
Synonym(s):
Salicyl alcohol, Saligenin
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About This Item
Linear Formula:
HOC6H4CH2OH
CAS Number:
Molecular Weight:
124.14
Beilstein:
1907195
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
99%
form
solid
mp
83-85 °C (lit.)
solubility
ethanol: soluble 5%, clear to very slightly hazy, colorless to light yellow
functional group
hydroxyl
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.
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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Selective ring opening of 4H-1, 3, 2-benzodioxasiline twin monomers.
Kempe P, et al.
New. J. Chem., 35(12), 2735-2739 (2011)
Linlin Fan et al.
Applied biochemistry and biotechnology, 170(1), 138-148 (2013-03-14)
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.
Teruaki Akao et al.
Planta medica, 68(8), 714-718 (2002-09-11)
Pharmacokinetic and pharmacological studies were performed to compare the antipyretic effects of salicin (SL), saligenin (SG, an aglycone of SL) and salicylic acid (SA, an active metabolite of SL) in rats. When SL was administered orally to rats, SA appeared
Seung-Heon Yoon et al.
Carbohydrate research, 339(8), 1517-1529 (2004-06-05)
Beta-Salicin is a naturally occurring glycoside found in the bark of poplar and willow trees. Ancient man used it as an analgesic and antipyretic. It has a D-glucopyranose unit attached by a beta-linkage to the phenolic hydroxyl of salicyl alcohol.
Ryan M Jones et al.
The Journal of organic chemistry, 67(20), 6911-6915 (2002-10-02)
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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