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H20806

Sigma-Aldrich

4-Hydroxybenzyl alcohol

99%

Synonym(s):

NSC 227926

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About This Item

Linear Formula:
HOC6H4CH2OH
CAS Number:
623-05-2
Molecular Weight:
124.14
Beilstein:
1858967
EC Number:
210-768-0
MDL number:
MFCD00004658
UNSPSC Code:
12164502
PubChem Substance ID:
24895499
NACRES:
NA.22

Assay

99%

form

powder or crystals

reaction suitability

reagent type: cross-linking reagent

mp

114-122 °C (lit.)

SMILES string

OCc1ccc(O)cc1

InChI

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

InChI key

BVJSUAQZOZWCKN-UHFFFAOYSA-N

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General description

4-Hydroxybenzyl alcohol (HBA) is a phenolic compound found in Gastrodia elata. It is an antioxidant and anti-asthmatic agent.HBA can also be used as a precursor to synthesize hydrogen peroxide-responsive copolyoxalate nanoparticles and polymers.

Application

4-Hydroxybenzyl alcohol can be used as a precursor for the synthesis of:
  • HBA-incorporated copolyoxalate (HPOX) nanoparticles as potential drug delivery system.
  • Poly(4-hydroxybenzyl alcohol) by enzyme catalyzed reaction.
  • 4-Hydroxybenzyl imidazole derivatives.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319,H412

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Hydrogen peroxide-responsive copolyoxalate nanoparticles for detection and therapy of ischemia-reperfusion injury
D Lee, et al.
Journal of Controlled Release : Official Journal of the Controlled Release Society, 172, 1102-1110 (2013)
Synthesis and biochemical evaluation of a range of sulfonated derivatives of 4-hydroxybenzyl imidazole as highly potent inhibitors of rat testicular 17α-hydroxylase/17, 20-lyase (P-45017α).
Ahmed S, et al.
Bioorganic & Medicinal Chemistry Letters, 19(16), 4698-4701 (2009)
Enzyme mediated oxidative polymerization of 4-hydroxybenzyl alcohol for optical applications.
Kumar V, et al.
Journal of Macromolecular Science, Part A: Pure and Applied Chemistry, 39(10), 1183-1193 (2002)
Changjun Park et al.
Polymers, 12(2) (2020-02-07)
Here we report the dual light- and thermo-responsive behavior of well-defined rod-coil block copolymers composed of an azobenzene unit, 2-(2-methoxyethoxy)ethyl methacrylate (MEO2MA) and oligo(ethylene glycol) methacrylate (OEGMA). Azobenzene-containing rigid rod blocks prepared by chain growth condensation polymerization of the azobenzene
Soojin Kim et al.
Biomaterials, 32(11), 3021-3029 (2011-02-05)
The large production of reactive oxygen species (ROS) leads to the oxidative stress and the subsequent functional decline of organ systems. p-Hydroxybenzyl alcohol (HBA) is known to play a pivotal protective role against oxidative stress-related diseases. We have developed biodegradable
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