54840
2-Hydroxybenzyl alcohol
purum, ≥98.0% (HPLC)
Synonym(s):
Salicyl alcohol, Saligenin
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About This Item
Linear Formula:
HOC6H4CH2OH
CAS Number:
Molecular Weight:
124.14
EC Number:
201-960-5
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
1907195
MDL number:
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
grade
purum
assay
≥98.0% (HPLC)
form
solid
mp
83-85 °C (lit.), 84-86 °C
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Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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
Carmen Michalski et al.
The Journal of biological chemistry, 283(28), 19219-19228 (2008-05-17)
Salicyl alcohol oxidase is an extracellular enzyme that occurs in glandular reservoirs of chrysomelid leaf beetle larvae and catalyzes the formation of salicylaldehyde, a volatile deterrent used by the larvae against predators. Salicyl alcohol is the hydrolysis product of salicin
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.
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.
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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