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366005

Sigma-Aldrich

5-Hydroxy-2-nitrobenzyl alcohol

97%

Synonym(s):

(5-Hydroxy-2-nitrophenyl)methanol, 1-Nitro-2-hydroxymethyl-4-hydroxybenzene, 3-Hydroxymethyl-4-nitrophenol, 5-Hydroxy-2-nitrobenzenemethanol

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About This Item

Linear Formula:
HOC6H3(NO2)CH2OH
CAS Number:
60463-12-9
Molecular Weight:
169.13
MDL number:
MFCD00134308
UNSPSC Code:
12352100
PubChem Substance ID:
24862599
NACRES:
NA.22

assay

97%

mp

111-115 °C (lit.)

SMILES string

OCc1cc(O)ccc1[N+]([O-])=O

InChI

1S/C7H7NO4/c9-4-5-3-6(10)1-2-7(5)8(11)12/h1-3,9-10H,4H2

InChI key

ODWVFIWBWJXDMT-UHFFFAOYSA-N

Application

5-Hydroxy-2-nitrobenzyl alcohol may be used in the synthesis of 5-(2′-(dimethylamino)ethoxy)-2-nitrobenzyl alcohol. It may be used as difunctional photo-responsive initiator in the synthesis of thermo-responsive and photo-cleavable amphiphilic block copolymers containing photodegradable linkers as junction points between hydrophilic and hydrophobic chains.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Thermo-and light-regulated fluorescence resonance energy transfer processes within dually responsive microgels.
Yin J, et al.
Polym. Chem., 2(2), 363-371 (2011)
Ren-Shen Lee et al.
Carbohydrate polymers, 117, 201-210 (2014-12-17)
In this study, we synthesized photocleavable amphiphilic block copolymers containing photodegradable linkers, 5-hydroxy-2-nitrobenzyl alcohol, as junction points between hydrophilic dextran (or maltodextrin) and hydrophobic poly(4-substituted-ɛ-caprolactone) chains, by using a combination of ring-opening polymerization and nucleophilic substitution reactions. When the polymer
Synthesis and Characterization of Thermo-responsive and Photo-cleavable Block Copolymers as Nanocarriers.
Lee R-S, et al.
Royal Society of Chemistry Advances (2014)
Paulino Alonso-Cristobal et al.
ACS applied materials & interfaces, 7(27), 14992-14999 (2015-06-23)
Herein, we present a phototriggered drug delivery system based on light responsive nanoparticles, which is able to release doxorubicin upon NIR light illumination. The proposed system is based on upconversion fluorescence nanoparticles of β-NaYF4:Yb,Tm@SiO2-PEG with a mean diameter of 52±2.5

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