4-nitrophenol

• ChemBase ID: 4001
• Molecular Formular: C6H5NO3
• Molecular Mass: 139.1088
• Monoisotopic Mass: 139.02694303
• SMILES: Oc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: Oc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C6H5NO3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H
• InChIKey: BTJIUGUIPKRLHP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-nitrophenol
• IUPAC Traditional name: p-nitrofenol; p-nitrophenol
• Synonyms: 4-Nitrophenol; 4-Nitrophenol; p-Nitrophenol; p-Nitrophenol; para-Nitrophenol; 4-Hydroxynitrobenzene; PNP; 4-Nitrophenol; P-Nitrophenol; p-Nitrophenol solution; 4-Nitrophenol solution; 1-Hydroxy-4-nitrobenzene; 4-Hydroxy-1-nitrobenzene; NSC 1317; Niphen; p-Hydroxynitrobenzene; 对硝基苯酚; 4-硝基苯酚; 对硝基苯酚 溶液; 4-硝基苯酚 溶液

Database IDs

• CAS Number: 100-02-7
• EC Number: 200-659-6; 231-791-2; 202-811-7
• MDL Number: MFCD00007331
• Beilstein Number: 1281877
• Merck Index: 146621
• PubChem SID: 24846675; 24897836; 46507119; 24872083; 24864929; 24872228; 24854474; 160967436; 24861973; 24886584
• PubChem CID: 980
• CHEBI ID: 16836
• CHEMBL: 14130
• Chemspider ID: 955
• DrugBank ID: DB04417
• KEGG ID: C00870
• Unique Ingredient Identifier: Y92ZL45L4R
• Wikipedia Title: 4-Nitrophenol

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.074967
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.5983438
• LogD (pH = 7.4): 1.1230433
• Log P: 1.6096647
• Molar Refractivity: 34.3594 cm^3
• Polarizability: 12.857846 Å^3
• Polar Surface Area: 63.37 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.93
• LOG S: -1.59
• Solubility (Water): 3.60e+00 g/l

PROPERTIES

Physical Property

• Solubility: 10 g/L (15 °C); 11.6 g/L (20 °C); 16 g/L (25 °C) in water; DMSO; Freely soluble in alcohol, chloroform, ether; Methanol
• Apperance: Colorless or yellow pillars; Off-White to Pale Yellow Solid
• Melting Point: 109-114 °C; 110-115 °C(lit.); 110-115°C; 112 - 114 °C; 112-114°C; 113–114 °C
• Boiling Point: > 260 °C at 1013 hPa; 279 °C(lit.); 279°C; 279°C dec.
• Flash Point: 11 °C; 169 °C; 169°C; 169°C(336°F); 336.2 °F; 51.8 °F
• Auto Ignition Point: 510 °C; 541 °F
• Density: 1.479 g/cm^3 at 20 °C; 1.480
• Vapor Pressure: .000054 hPa at 25 °C; 0.6 mmHg ( 120 °C)

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• Storage Warning: Light Sensitive
• RTECS: SM2275000
• European Hazard Symbols: Flammable (F); Toxic (T); X; Harmful (Xn)
• UN Number: 1230; 1663; UN1663
• German water hazard class: 1; 2; nwg
• Hazard Class: 3; 6.1
• Packing Group: 2; 3; III
• Australian Hazchem: 2X
• Risk Statements: 11-23/24/25-39/23/24/25; 20/21/22-33; R:20/21/22-33
• Safety Statements: 28; 7-16-36/37-45; S:28
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 153
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS06; GHS07; GHS08
• GHS Signal Word: Danger; Warning
• GHS Hazard statements: H225-H301-H311-H331-H370; H302-H312-H332-H373; H373-H302-H312-H332
• GHS Precautionary statements: P210-P260-P280-P301 + P310-P311; P260-P261-P280-P302+P352-P304+P340-P501A; P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves; Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• RID/ADR: UN 1230 3/PG 2; UN 1663 6.1/PG 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... UGT1A4(54657)

Product Information

• Purity: ≥99%; ≥95.0% (HPLC); ≥99%; ≥99.0%; ≥99.5%; ≥99.5% (HPLC); 98%; 99%
• Concentration: 10 mM; 500 μg/mL in methanol; 5000 μg/mL in methanol
• Grade: analytical standard; JIS special grade; PESTANAL®, analytical standard; puriss. p.a.; purum; reagent grade; ReagentPlus®; spectrophotometric grade; SPECTRUM
• Packaging: ampule of 1 mL; ampule of 5000 mg
• Suitability: passes test for indicator (pH 5.6-7.6)
• Impurities: ≤1% water
• Cation Traces: Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• Linear Formula: O2NC6H4OH
• Empirical Formula (Hill Notation): C6H5NO3

DETAILS

MP Biomedicals - 02102461

Spectro Grade
Purity: 99+%
Pale yellow crystals

DrugBank - DB04417

Drug information: experimental

Sigma Aldrich - N7660

Application
Prepared as a 1.39 mg/ml solution suitable for use as a calibrator in alkaline phosphatase assays (such as Bessey-Lowry-Brock method) using p-nitrophenol phosphate as a substrate.

Sigma Aldrich - 425753

Packaging
1 kg in glass bottle

Sigma Aldrich - 241326

Packaging
50 g in poly bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 35836

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Sigma Aldrich - 73562

Caution
may be discolored to yellow-brown

Sigma Aldrich - 1048

包装
5, 25 g in glass bottle

Sigma Aldrich - 73560

General description
Visit our Titration Center to learn more.
Packaging
25, 100, 500 g in glass bottle

Toronto Research Chemicals - N496945

Used in the manufacturing of pharmaceuticals, fungicides, dyes.

REFERENCES

• Acid-base indicator: pH 5.6 - 7.6.
• Forms active esters with N-protected amino acids, useful in peptide synthesis; see, for example: J. Org. Chem., 62, 1356 (1997). For peptide reagents, see Appendix 6.
• Suzuki-type coupling of the triflate with various arylboronic acids gives biaryl derivatives: Tetrahedron, 45, 6679 (1984). For an example of Stille coupling of the triflate with an arylstannane, catalyzed by trans-Dichlorobis(triphenylphosphine)palladium(II), 10491, see: Org. Synth. Coll., 9, 553 (1998).