5-Hydroxy-2-nitrobenzyl alcohol

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5-Hydroxy-2-nitrobenzyl alcohol Basic information
Product Name:5-Hydroxy-2-nitrobenzyl alcohol
Synonyms:RARECHEM AL BD 0679;2-Nitro-5-hydroxybenzenemethanol;2-Nitro-5-hydroxybenzyl alcohol;5-Hydroxy-2-nitrobenzenemethanol;(5-Hydroxy-2-nitrophenyl)methanol;5-Hydroxy-2-nitrobenzyl alcohol 97%;Benzenemethanol,5-hydroxy-2-nitro-;5-HYDROXY-2-NITROBENZYL ALCOHOL ISO 9001:2015 REACH
CAS:60463-12-9
MF:C7H7NO4
MW:169.13
EINECS:
Product Categories:Benzhydrols, Benzyl & Special Alcohols;Alcohols;C7 to C8;Oxygen Compounds;Building Blocks;C7 to C8;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds
Mol File:60463-12-9.mol
5-Hydroxy-2-nitrobenzyl alcohol Structure
5-Hydroxy-2-nitrobenzyl alcohol Chemical Properties
Melting point 111-115 °C (lit.)
Boiling point 398.6±32.0 °C(Predicted)
density 1.489±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka6.99±0.10(Predicted)
AppearanceLight brown to gray Solid
InChI1S/C7H7NO4/c9-4-5-3-6(10)1-2-7(5)8(11)12/h1-3,9-10H,4H2
InChIKeyODWVFIWBWJXDMT-UHFFFAOYSA-N
SMILESOCc1cc(O)ccc1[N+]([O-])=O
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39
WGK Germany 3
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
5-Hydroxy-2-nitrobenzyl alcohol Usage And Synthesis
Uses5-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.
Synthesis
5-Hydroxy-2-nitrobenzaldehyde

42454-06-8

5-HYDROXY-2-NITROBENZYL ALCOHOL

60463-12-9

General procedure for the synthesis of 5-hydroxy-2-nitrobenzaldehyde from 5-hydroxy-2-nitrobenzenemethanol: Sodium borohydride (1.4 g, 37.84 mmol) was slowly added to a solution of 5-hydroxy-2-nitrobenzaldehyde (4.07 g, 24.35 mmol) in methanol (30 mL) while the reaction mixture was cooled in an ice water bath. After the addition was completed, the reaction mixture was stirred at room temperature for 1 hour. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the residue was recrystallized in methanol to give 4.0 g (23.62 mmol, 97% yield) of 5-hydroxy-2-nitrobenzyl alcohol.

References[1] Angewandte Chemie - International Edition, 2006, vol. 45, # 17, p. 2753 - 2757
[2] Patent: US2007/213278, 2007, A1. Location in patent: Page/Page column 29; Sheet 9
[3] Journal of Polymer Science, Part A: Polymer Chemistry, 2013, vol. 51, # 20, p. 4309 - 4316
[4] Journal of Organic Chemistry, 1998, vol. 63, # 8, p. 2434 - 2441
[5] Chemistry - A European Journal, 2015, vol. 21, # 5, p. 1873 - 1877
5-Hydroxy-2-nitrobenzyl alcohol Preparation Products And Raw materials
Raw materials5-Hydroxy-2-nitrobenzaldehyde-->Sodium borohydride-->Methanol
Tag:5-Hydroxy-2-nitrobenzyl alcohol(60463-12-9) Related Product Information
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