2-Nitroresorcinol

Base Information

• Chemical Name: 2-Nitroresorcinol
• CAS No.: 601-89-8
• Molecular Formula: C6H5NO4
• Molecular Weight: 155.11
• Hs Code.: 29089990
• European Community (EC) Number: 210-010-9
• NSC Number: 1542
• UNII: 7DA96G63WU
• DSSTox Substance ID: DTXSID4060525
• Nikkaji Number: J95.082C
• Wikidata: Q209452
• Mol file: 601-89-8.mol

Synonyms:2-NITRORESORCINOL;601-89-8;2-nitrobenzene-1,3-diol;1,3-Benzenediol, 2-nitro-;2-Nitro-1,3-benzenediol;Resorcinol, 2-nitro-;1,3-Dihydroxy-2-nitrobenzene;1,3-Benzenediol, nitro-;nitroresorcinol;2,6-Dihydroxynitrobenzene;7DA96G63WU;NSC 1542;NSC-1542;EINECS 210-010-9;AI3-52603;MFCD00007124;NSC1542;2-Nitroresorcinol, 98%;2,6-dihydroxy nitrobenzene;2-nitro-benzene-1,3-diol;UNII-7DA96G63WU;SCHEMBL70533;2-Nitro-1,3-benzenediol #;2-Nitro-1,3-dihydroxybenzene;DTXSID4060525;AMY2405;AKOS005146112;CS-W010926;AS-14900;FT-0613218;N0254;EN300-123981;A832638;AP-065/41884104;Q209452;W-105273;F2147-0941;38L

Chemical Property of 2-Nitroresorcinol

Chemical Property:

• Appearance/Colour: orange crystalline powder
• Vapor Pressure: 0.0184mmHg at 25°C
• Melting Point: 81-83 °C(lit.)
• Refractive Index: 1.5423 (estimate)
• Boiling Point: 245.3 °C at 760 mmHg
• PKA: 4.88±0.10(Predicted)
• Flash Point: 111.4 °C
• PSA: 86.28000
• Density: 1.58 g/cm³
• LogP: 1.52920
• Water Solubility.: Slightly soluble in water. Solubility in methanol is almost transparent.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 155.02185764
• Heavy Atom Count: 11
• Complexity: 145

Purity/Quality:

98%, ^*data from raw suppliers

2-Nitroresorcinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: C1=CC(=C(C(=C1)O)[N+](=O)[O-])O
• Uses: 2-Nitroresorcinol is a good subject for detecting intramolecular hydrogen bonding. 2-Nitroresorcinol can be used as a starting material to prepare 4-Hydroxy-2-benzoxazolone, HBOA.

Technology Process of 2-Nitroresorcinol

There total 11 articles about 2-Nitroresorcinol 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: 95.0%

recorcinol (108-46-3) → 2-nitroresorcinol (601-89-8)

Guidance literature:

With antimony trinitrate; In water; for 0.0166667h; Cooling;

DOI:10.1080/15533174.2011.555861

Reference yield: 88.0%

2.6-dimethylphenol (576-26-1,25134-01-4) → 2-nitroresorcinol (601-89-8)

Guidance literature:

With antimony trinitrate; In water; for 0.0166667h; Cooling;

DOI:10.1080/15533174.2011.555861

Reference yield: 27.4%

recorcinol (108-46-3) → 4-nitroresorcinol (3163-07-3) + 2-nitroresorcinol (601-89-8)

Guidance literature:

With dihydrogen peroxide; sodium nitrite; In aq. phosphate buffer; at 20 ℃; for 1.58h; pH=7; Reagent/catalyst; Concentration; Green chemistry;

upstream raw materials:

1-methyl-4-nitrosobenzene

7-hydroxy-8-nitro-2,3-dimethylchromone

1,3-dimethoxy-2-nitrobenzene

1,2-dichloro-ethane

Downstream raw materials:

1-(2,4-dihydroxy-3-nitro-phenyl)-butan-1-one

1,3-bis-butyryloxy-2-nitro-benzene

4,6-dibutyryl-2-nitro-resorcinol

styphnic acid

Refernces

• 1、 -. "A phenol compound green nitration method and application". Paragraph 0052; 0053; 0054; 0055; 0556; 0057; 0058; 0059. . Retrieved 2017/08/24.
• 2、 Sun, Weizhi,Liu, Yaojie,Zhang, Haibo,Xian, Mo,Liu, Huizhou. "Biomimetic Nitration of Phenols Using Metalloporphyrins/H2O2/NO2 -". . p. 1991 - 1999. Retrieved 2015/12/24.