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Merck
CN

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-960-5
Beilstein/REAXYS Number:
1907195
MDL number:
Assay:
99%
Form:
solid
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InChI key

CQRYARSYNCAZFO-UHFFFAOYSA-N

InChI

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

SMILES string

OCc1ccccc1O

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

Quality Level

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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

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.
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.
René Roberto Bodemann et al.
Proceedings. Biological sciences, 279(1745), 4126-4134 (2012-08-10)
Allomones are widely used by insects to impede predation. Frequently these chemical stimuli are released from specialized glands. The larvae of Chrysomelina leaf beetles produce allomones in gland reservoirs into which the required precursors and also the enzymes are secreted
Fernando A Genta et al.
Journal of insect physiology, 52(6), 593-601 (2006-04-08)
Tenebrio molitor larvae were successfully reared free of cultivatable gut lumen bacteria, yeasts and fungi using two approaches; aseptic rearing from surface sterilized eggs and by feeding larvae with antibiotic-containing food. Insects were reared on a rich-nutrient complete diet or
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
M Brückmann et al.
Insect biochemistry and molecular biology, 32(11), 1517-1523 (2003-01-18)
Larvae of a number of chrysomelid leaf beetles sequester phenol glucosides such as salicin from their food plants, i.e. Salix and Populus spp. Salicin is hydrolyzed in the glandular reservoir of the defensive glands. The resulting salicyl alcohol (saligenin) is

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