3-Hydroxy-4-nitrobenzaldehyde

Base Information

• Chemical Name: 3-Hydroxy-4-nitrobenzaldehyde
• CAS No.: 704-13-2
• Molecular Formula: C7H5 N O4
• Molecular Weight: 167.121
• Hs Code.: 2913000090
• European Community (EC) Number: 211-879-7
• DSSTox Substance ID: DTXSID40220669
• Nikkaji Number: J91D
• Wikidata: Q72480659
• Mol file: 704-13-2.mol

Synonyms:3-hydroxy-4-nitrobenzaldehyde

Chemical Property of 3-Hydroxy-4-nitrobenzaldehyde

Chemical Property:

• Vapor Pressure: 0.000524mmHg at 25°C
• Melting Point: 127-131 ºC
• Boiling Point: 303.3ºC at 760 mmHg
• PKA: 6.14±0.13(Predicted)
• Flash Point: 138.8ºC
• PSA: 83.12000
• Density: 1.5g/cm3
• LogP: 1.63610
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1.5
• 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:

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

3-Hydroxy-4-nitrobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C=O)O)[N+](=O)[O-]
• Uses: 3-Hydroxy-4-nitrobenzaldehyde is the aldehyde component in a study of an enantioselective thioester aldol reaction. This reaction has been catalyzed by copper(II) triflate in the presence of a chiral bisoxazoline ligand. The product has been used as a chromophoric substrate for probing the catalytic mechanism of horse liver alcohol dehydrogenase.

Technology Process of 3-Hydroxy-4-nitrobenzaldehyde

There total 8 articles about 3-Hydroxy-4-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: 100.0%

5-(hydroxymethyl)-2-nitrophenol (61161-83-9) → 5-formyl-2-nitrophenol (704-13-2)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; for 20h;

DOI:10.1021/jo00094a048

Reference yield: 93.0%

3-hydroxy-4-nitro-benzaldehyde-oxime (116496-11-8) → 5-formyl-2-nitrophenol (704-13-2)

Guidance literature:

With copper(II) choride dihydrate; water; In acetonitrile; at 75 ℃; for 2h;

DOI:10.1055/s-0030-1259730

Reference yield: 47.0%

meta-hydroxybenzaldehyde (100-83-4) → 3-hydroxy-2-nitrobenzaldehyde (42123-33-1) + 5-formyl-2-nitrophenol (704-13-2)

Guidance literature:

With isopropyl nitrate; sulfuric acid; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; at 20 ℃; for 0.25h; Inert atmosphere;

DOI:10.1002/cmdc.201500179

upstream raw materials:

meta-hydroxybenzaldehyde

5-(hydroxymethyl)-2-nitrophenol

3-hydroxy-4-nitro-benzoic acid

3-hydroxy-4-nitro-benzaldehyde-oxime

Downstream raw materials:

3-hydroxy-4-nitro-benzoic acid

2,6-dibromo-3-hydroxy-4-nitro-benzaldehyde

3-hydroxy-4-aminobenzaldehyde

3-(3-hydroxy-4-nitrophenyl)-acrylic acid methyl ester

Refernces

• 1、 -. "COMBINATION THERAPY FOR TREATING INFECTIONS DISEASES". Paragraph 00245. . Retrieved 2016/10/11.
• 2、 Chen, Bifeng,Wang, Peng,Jin, Qingqing,Tang, Xinjing. "Chemoselective reduction and self-immolation based FRET probes for detecting hydrogen sulfide in solution and in cells". supporting information. p. 5629 - 5633. Retrieved 2014/07/22.