nitrobenzene

• ChemBase ID: 104420
• Molecular Formular: C6H5NO2
• Molecular Mass: 123.1094
• Monoisotopic Mass: 123.03202841
• SMILES: [O-][N+](=O)c1ccccc1
• Canonical SMILES: [O-][N+](=O)c1ccccc1
• InChI: InChI=1S/C6H5NO2/c8-7(9)6-4-2-1-3-5-6/h1-5H
• InChIKey: LQNUZADURLCDLV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: nitrobenzene
• IUPAC Traditional name: nitro-benzene; nitrobenzeen
• Synonyms: Nitrobenzene; 1-nitrobenzene; NITROBENZENE; Nitrobenzol; Oil of mirbane; 硝基苯

Database IDs

• CAS Number: 98-95-3
• EC Number: 202-716-0
• MDL Number: MFCD00007043
• Beilstein Number: 507540
• Merck Index: 146588
• PubChem SID: 24897460; 24886279; 24845798; 24872079; 162093039; 24855204
• PubChem CID: 7416
• CHEBI ID: 27798
• CHEMBL: 15750
• Chemspider ID: 7138
• KEGG ID: C06813
• Unique Ingredient Identifier: E57JCN6SSY
• Wikipedia Title: Nitrobenzene

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.9132301
• LogD (pH = 7.4): 1.9132301
• Log P: 1.9132301
• Molar Refractivity: 32.3785 cm^3
• Polarizability: 12.201269 Å^3
• Polar Surface Area: 43.14 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.19 g/100 ml at 20 °C in water
• Apperance: yellowish liquid
• Melting Point: 5.6 - 5.8 °C; 5.7 °C; 5-6 °C(lit.); 5-6°C
• Boiling Point: 210.9 °C; 210-211 °C(lit.); 210-212°C; ca. 210 °C at 1013 hPa
• Flash Point: 190.4 °F; 87°C(188°F); 88 °C (DIN 51758); 88 °C
• Auto Ignition Point: 480 °C (DIN 51794); 525 °C; 899 °F
• Density: 1.196; 1.196 g/mL at 25 °C(lit.); 1.199 g/cm^3; 1.2 g/cm^3 at 20 °C
• Refractive Index: 1.5520; n20/D 1.551(lit.); n20/D 1.552
• Vapor Pressure: .26 hPa at 20 °C; 0.15 mmHg ( 20 °C); 50 mmHg ( 120 °C)
• Vapor Density: 4.2 (vs air); 4.25 (air = 1)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: DA6475000
• European Hazard Symbols: Carc. Cat. 3; Dangerous for the environment (N); Flammable(F); Nature polluting (N); Repr. Cat. 3; Toxic (T); Toxic (T)
• UN Number: 1662; UN1662
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2; II
• Australian Hazchem: 2X
• Risk Statements: 23/24/25-40-48/23/24-51/53-62; 23/24/25-40-48/24/25-62-51/53; R:23/24/25-40-48/23/24-51/53-62; R10, R23/24/25, R40,; Rlink#R48/23/24, R51/53, R62
• Safety Statements: 28-36/37-45-61; S:28-45-61-36/37; S1/2, S28, S36/37,; S45, S61
• EU Classification: T1
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 152
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS08; GHS09
• GHS Signal Word: Danger
• NFPA704:
  

  3

  2

  1
• Explode Limits: 40 %
• GHS Hazard statements: H300-H310-H330-H372-H351-H361-H227-H401-H411; H301-H311-H331-H351-H361f-H372-H411
• GHS Precautionary statements: P210-P301+P310-P304+P340-P320-P330-P361-P405-P501A; P261-P273-P280-P301 + P310-P311
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1662 6.1/PG 2

Product Information

• Purity: ≥99.0%; ≥99.0% (GC); ≥99.5%; ≥99.5% (GC); ≥99.7% (GC); 99%
• Grade: ACS reagent; analytical standard; analytical standard, for environmental analysis; JIS special grade; PESTANAL®, analytical standard; puriss. p.a.; purum; ReagentPlus®; SAJ first grade
• Packaging: ampule of 1000 mg
• Evaporation Residue: ≤0.005%
• Impurities: ≤0.0005 meq/g water-soluble titr. acid; ≤0.003% free acid (as HNO3)
• Cation Traces: Al: ≤0.5 mg/kg; Ba: ≤0.1 mg/kg; Bi: ≤0.1 mg/kg; Ca: ≤0.5 mg/kg; Cd: ≤0.05 mg/kg; Co: ≤0.02 mg/kg; Cr: ≤0.02 mg/kg; Cu: ≤0.02 mg/kg; Fe: ≤0.5 mg/kg; K: ≤0.5 mg/kg; Li: ≤0.1 mg/kg; Mg: ≤0.1 mg/kg; Mn: ≤0.02 mg/kg; Mo: ≤0.1 mg/kg; Na: ≤0.5 mg/kg; Ni: ≤0.02 mg/kg; Pb: ≤0.1 mg/kg; Sr: ≤0.1 mg/kg; Zn: ≤0.1 mg/kg
• Antion Traces: chloride (Cl-): ≤5 mg/kg; chloride (Cl-): ≤5 ppm
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C6H5NO2

DETAILS

MP Biomedicals - 02155851

Purity: 99% Yellow liquid 1 ml = approx. 1.2 g

Sigma Aldrich - 06084

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

Sigma Aldrich - N10950

Packaging
1, 4 L in glass bottle
18 L in steel drum
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 252379

Packaging
1, 2 L in glass bottle
25, 100, 500 mL in glass bottle

REFERENCES

• For selective reduction to phenylhydroxylamine with hydrazine hydrate in the presence of rhodium, see: Org. Synth. Coll., 8, 16 (1993).
• Commonly used, high dielectric constant solvent, e.g. in Friedel-Crafts reactions. CAUTION! Exothermic reactions can occur with aluminum chloride.
• Electrophilic iodination of the deactivated ring has been effected with N-Iodosuccinimide, A14320, in triflic acid: J. Org. Chem., 58, 3194 (1993).