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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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

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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Synthesis and Characterization of Thermo-responsive and Photo-cleavable Block Copolymers as Nanocarriers.
Lee R-S, et al.
Royal Society of Chemistry Advances (2014)
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
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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