2-Hydroxy-5-nitrobenzaldehyde

Base Information

• Chemical Name: 2-Hydroxy-5-nitrobenzaldehyde
• CAS No.: 97-51-8
• Deprecated CAS: 1391922-17-0,1186389-55-8
• Molecular Formula: C7H5NO4
• Molecular Weight: 167.121
• Hs Code.: 29130000
• European Community (EC) Number: 202-587-0
• NSC Number: 881
• UNII: ZJ6GGT3K66
• DSSTox Substance ID: DTXSID6059154
• Wikidata: Q72496233
• ChEMBL ID: CHEMBL3660344
• Mol file: 97-51-8.mol

Synonyms:2-hydroxy-5-nitrobenzaldehyde;5-nitrosalicylaldehyde;5-nitrosalicylaldehyde potassium

Chemical Property of 2-Hydroxy-5-nitrobenzaldehyde

Chemical Property:

• Appearance/Colour: yellow to brown crystals or powder
• Vapor Pressure: 0.000637mmHg at 25°C
• Melting Point: 125-128 °C(lit.)
• Refractive Index: 1.6280 (estimate)
• Boiling Point: 300.2 °C at 760 mmHg
• PKA: 5.08±0.22(Predicted)
• Flash Point: 137.3 °C
• PSA: 83.12000
• Density: 1.5 g/cm³
• LogP: 1.63610
• Storage Temp.: Store below +30°C.
• Sensitive.: Air & Light Sensitive
• Solubility.: Chloroform, Water (Slightly)
• Water Solubility.: Soluble in water (partly).
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 167.02185764
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

99% ^*data from raw suppliers

5-Nitrosalicylaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/38-36/37/38-22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])C=O)O
• Description: 2-Hydroxy-5-nitrobenzaldehyde belongs to the category of aromatic aldehydes. It consists of a benzene ring substituted with a hydroxy group at the 2-position and a nitro group at the 5-position, with an aldehyde functional group (-CHO) attached to the benzene ring.
• Uses: 2-Hydroxy-5-nitrobenzaldehyde serves as a precursor in the synthesis of various organic compounds, including Schiff bases, molybdenum complexes, and other coordination compounds. It may have potential applications in medicine, such as being explored as a possible analeptic agent.
• Production Methods: 2-Hydroxy-5-nitrobenzaldehyde is synthesized through chemical reactions involving the condensation of appropriate precursors, such as benzaldehyde derivatives and nitro compounds.
• References: [1] Molybdenum Complexes Derived from 2-Hydroxy-5-nitrobenzaldehyde and Benzhydrazide as Potential Oxidation Catalysts and Semiconductors; DOI 10.3390/ijms25094859; [2] Spectral analysis (FT-IR, FT-Raman, UV and NMR), molecular docking, ADMET properties and computational studies: 2-Hydroxy-5-nitrobenzaldehyde; DOI 10.1016/j.jics.2023.100927; [3] Synthesis and Charaterizations of the Schiff Base Derived from 2-Hydroxy-5-Nitrobenzaldehyde Alongwith Hirshfeld Surface Analysis and Computational Study; DOI 10.1134/S0022476623050128

Technology Process of 2-Hydroxy-5-nitrobenzaldehyde

There total 36 articles about 2-Hydroxy-5-nitrobenzaldehyde 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: 96.0%

salicylaldehyde (90-02-8) → 5-Nitrosalicylaldehyde (97-51-8)

Guidance literature:

With nitric acid; acetic acid; at 20 ℃; for 6h;

DOI:10.1016/j.bmc.2014.06.041

Reference yield: 94.0%

1,3',3'-trimethyl-6-nitrospiro(indoline-2,2'-[2H]benzopyran) (1498-88-0) → 5-Nitrosalicylaldehyde (97-51-8)

Guidance literature:

With ozone; In methanol; at -78 ℃; for 0.0833333h;

DOI:10.1016/S0040-4039(00)00516-5

Reference yield: 92.0%

2-hydroxy-5-nitrobenzyl alcohol (39224-61-8) → 5-Nitrosalicylaldehyde (97-51-8)

Guidance literature:

With aluminium trichloride; 1-butyl-4-aza-1-azoniabicyclo[2.2.2]octane chlorochromate; In acetonitrile; for 1.5h; Heating;

upstream raw materials:

4-nitro-phenol

chloroform

2-hydroxy-5-nitrobenzyl chloride

3,6-dinitro-coumarin

Downstream raw materials:

5-nitrobenzofuran-2-carboxylic acid

ethyl 5-nitrobenzo[d]furan-2-carboxylate

(R)-4-(2-hydroxy-5-nitro-benzylideneamino)-isoxazolidin-3-one

C₃₀H₂₄N₂O₄

Refernces

• 1、 Huang, You,Li, Xiaohu. "Phosphine-catalyzed sequential (2+3)/(2+4) annulation of γ-vinyl allenoates: Access to the synthesis of chromeno[4,3-: B] pyrroles". supporting information. p. 9934 - 9937. Retrieved 2021/10/12.
• 2、 -. "Method for synthesizing mesalazine". Paragraph 0011; 0037-0040. . Retrieved 2020/08/25.