4-Hydroxy-3-nitrobenzonitrile

Base Information

• Chemical Name: 4-Hydroxy-3-nitrobenzonitrile
• CAS No.: 3272-08-0
• Molecular Formula: C7H4 N2 O3
• Molecular Weight: 164.12
• Hs Code.: 29269090
• European Community (EC) Number: 221-899-8
• UNII: PCQ4PKY4SY
• DSSTox Substance ID: DTXSID60186394
• Nikkaji Number: J262.374I
• Wikidata: Q72480681
• Mol file: 3272-08-0.mol

Synonyms:4-Hydroxy-3-nitrobenzonitrile;3272-08-0;2-Nitro-4-cyanophenol;Benzonitrile, 4-hydroxy-3-nitro-;3-nitro-4-hydroxybenzonitrile;4-Cyano-2-nitrophenol;4-Hydroxy-3-nitro-benzonitrile;EINECS 221-899-8;MFCD00070775;2-Nitro-4-cyano phenol;PCQ4PKY4SY;SCHEMBL103929;DTXSID60186394;STK389111;4-Hydroxy-3-nitrobenzonitrile, 98%;AKOS000113870;AS-8195;CS-W008477;AC-23124;SY036524;A5848;BB 0241975;FT-0618647;EN300-53384;W-106827;Z57756577

Chemical Property of 4-Hydroxy-3-nitrobenzonitrile

Chemical Property:

• Appearance/Colour: yellow solid powder
• Vapor Pressure: 0.00131mmHg at 25°C
• Melting Point: 143-148 ºC
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 288.9 °C at 760 mmHg
• PKA: 4.66±0.14(Predicted)
• Flash Point: 128.5 °C
• PSA: 89.84000
• Density: 1.49 g/cm³
• LogP: 1.69528
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 164.02219199
• Heavy Atom Count: 12
• Complexity: 227

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C#N)[N+](=O)[O-])O
• Uses: 4-Hydroxy-3-nitrobenzonitrile may be used in the synthesis of:3-azido-4-methoxybenzonitrile4-methoxy-3-nitrobenzonitrileethyl [2,2-dimethyl-6-(Δ2-thiazolin-2-yl)-4H-l,4-benzoxazin-3-one-4-yl]butyrate

Technology Process of 4-Hydroxy-3-nitrobenzonitrile

There total 17 articles about 4-Hydroxy-3-nitrobenzonitrile 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: 97.0%

4-cyanophenol (767-00-0) → 4-hydroxy-3-nitrobenzonitrile (3272-08-0)

Guidance literature:

With ammonium nitrate; silica gel; In chloroform; water; for 24h; Reflux;

DOI:10.1016/j.cclet.2011.01.021

Reference yield: 94.0%

4-hydroxy-3-nitrobenzaldehyde (3011-34-5) → 4-hydroxy-3-nitrobenzonitrile (3272-08-0)

Guidance literature:

With sodium azide; trifluorormethanesulfonic acid; In acetonitrile; at 20 ℃; for 0.0333333h;

DOI:10.1021/jo3008258

Reference yield: 84.0%

salicylhydroxamic acid (89-73-6) + 4-chloro-3-nitrobenzonitrile (939-80-0) → 2-Benzoxazolinone (59-49-4) + 4-hydroxy-3-nitrobenzonitrile (3272-08-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

DOI:10.1016/j.tetlet.2016.11.064

upstream raw materials:

piperidine

3,3'-dinitro-4,4'-oxy-di-benzonitrile

4-bromo-3-nitrobenzonitrile

4-acetoxy-3-nitro-benzonitrile

Downstream raw materials:

4-Cyano-2-nitroanisol

3-nitro-4-(3-{2-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-phenyl}-prop-2-ynyloxy)-benzonitrile

3-bromo-4-hydroxy-5-nitrobenzonitrile

(4-Cyano-2-nitro-phenoxy)-acetic acid ethyl ester

Refernces

• 1、 Pti?ek, Lucija,Hok, Lucija,Grb?i?, Petra,Topi?, Filip,Cetina, Mario,Rissanen, Kari,Paveli?, Sandra Kraljevi?,Vianello, Robert,Racané, Livio. "Amidino substituted 2-aminophenols: biologically important building blocks for the amidino-functionalization of 2-substituted benzoxazoles". supporting information. p. 2784 - 2793. Retrieved 2021/04/07.
• 2、 -. "Tetrazole xanthine oxidase inhibitor compound as well as preparation method and application thereof". Page/Page column 19. . Retrieved 2019/09/14.