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
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.
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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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.
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.
Swati J Modi et al.
Journal of chromatography. A, 1118(1), 125-133 (2006-03-21)
On-line in vitro microdialysis (MD) sampling followed by HPLC separation and UV absorbance detection (HPLC-UV) was used to monitor carbohydrate enzyme systems. Fundamental parameters (i.e., K(m) and V(max)) of hydrolysis reactions of 4-nitrophenyl-beta-D-glucopyranoside, 4-nitrophenyl-beta-d-galactopyranoside, and 4-nitrophenyl-beta-D-xylopyranoside were determined for a
Nicolas Gisch et al.
Journal of medicinal chemistry, 51(21), 6752-6760 (2008-10-07)
Recently we reported on conceptually new enzymatically activated cycloSal-pronucleotides. Now, we developed this concept further with new compounds of this type. The basic idea is fast intracellular cleavage of a functionalized group at the cycloSal residue that results in a
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