5-Hydroxy-2-nitrobenzyl alcohol

Base Information

• Chemical Name: 5-Hydroxy-2-nitrobenzyl alcohol
• CAS No.: 60463-12-9
• Molecular Formula: C7H7 N O4
• Molecular Weight: 169.137
• Hs Code.: 2908999090
• European Community (EC) Number: 627-563-0
• DSSTox Substance ID: DTXSID10975871
• Wikidata: Q82960583
• Mol file: 60463-12-9.mol

Synonyms:60463-12-9;3-(hydroxymethyl)-4-nitrophenol;5-Hydroxy-2-nitrobenzyl alcohol;Benzenemethanol, 5-hydroxy-2-nitro-;(5-Hydroxy-2-nitrophenyl)methanol;3-Hydroxymethyl-4-nitrophenol;5-Hydroxy-2-nitrobenzylalcohol;3-hydroxymethyl-4-nitro-phenol;SCHEMBL1589671;DTXSID10975871;ODWVFIWBWJXDMT-UHFFFAOYSA-N;MFCD00134308;TD1016;AKOS015912421;AKOS016004463;CS-W005821;5-Hydroxy-2-nitrobenzyl alcohol, 97%;AC-28553;BP-12858;DS-11051;FT-0640690;EN300-180118;Z1255360670;InChI=1/C7H7NO4/c9-4-5-3-6(10)1-2-7(5)8(11)12/h1-3,9-10H,4H

Chemical Property of 5-Hydroxy-2-nitrobenzyl alcohol

Chemical Property:

• Vapor Pressure: 4.54E-07mmHg at 25°C
• Melting Point: 111-115 °C(lit.)
• Boiling Point: 398.6°C at 760 mmHg
• PKA: 6.99±0.10(Predicted)
• Flash Point: 184.1°C
• PSA: 86.28000
• Density: 1.489g/cm³
• LogP: 1.31590
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 169.03750770
• Heavy Atom Count: 12
• Complexity: 167

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(Hydroxymethyl)-4-nitrophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1O)CO)[N+](=O)[O-]
• Uses: 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.

Technology Process of 5-Hydroxy-2-nitrobenzyl alcohol

There total 2 articles about 5-Hydroxy-2-nitrobenzyl alcohol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

2-nitro-5-hydroxybenzaldehyde (42454-06-8) → 3-hydroxymethyl-4-nitrophenol (60463-12-9)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 25 ℃; for 20h;

DOI:10.1021/acs.langmuir.1c02720

Reference yield:

2-nitro-5-hydroxybenzaldehyde (42454-06-8) → 3-hydroxymethyl-4-nitrophenol (60463-12-9)

Guidance literature:

at 40 - 50 ℃;

Reference yield: 95.0%

3-hydroxymethyl-4-nitrophenol (60463-12-9) + toluenesulfonic acid 3-azidopropyl ester (153207-76-2) → (5-(3-azidopropoxy)-2-nitrophenyl)methanol (872578-78-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 - 60 ℃; for 12h;

upstream raw materials:

2-nitro-5-hydroxybenzaldehyde

Downstream raw materials:

5-((2-methoxy)ethoxymethoxy)-2-nitrophenylmethanol

(5-(benzyloxy)-2-nitrophenyl)methanol

(3-Hydroxymethyl-4-nitro-phenoxy)-acetic acid methyl ester

(3-Hydroxymethyl-4-nitro-phenoxy)-acetonitrile

Refernces

• 1、 Rahanyan-K?gi, Nelli,Aleandri, Simone,Speziale, Chiara,Mezzenga, Raffaele,Landau, Ehud M.. "Stimuli-responsive lipidic cubic phase: Triggered release and sequestration of guest molecules". . p. 1873 - 1877. Retrieved 2015.
• 2、 Kugele, Anandi,Silkenath, Bjarne,Langer, Jakob,Wittmann, Valentin,Drescher, Malte. "Protein Spin Labeling with a Photocaged Nitroxide Using Diels–Alder Chemistry". . p. 2479 - 2484. Retrieved 2019.
• 3、 Augustine, Rimesh,Huh, Kang Moo,Jeon, Su Hyeon,Kalva, Nagendra,Kim, Il,Park, In-Kyu,Uthaman, Saji. "Photo- and pH-Responsive Polycarbonate Block Copolymer Prodrug Nanomicelles for Controlled Release of Doxorubicin". . . Retrieved 2020/07/06.