1-chloro-4-nitrobenzene

• ChemBase ID: 89794
• Molecular Formular: C6H4ClNO2
• Molecular Mass: 157.55446
• Monoisotopic Mass: 156.99305605
• SMILES: Clc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: Clc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C6H4ClNO2/c7-5-1-3-6(4-2-5)8(9)10/h1-4H
• InChIKey: CZGCEKJOLUNIFY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-chloro-4-nitrobenzene
• IUPAC Traditional name: p-chloronitrobenzene
• Synonyms: 4-Chloronitrobenzene; 1-Chloro-4-nitrobenzene; 4-Chloro-1-nitrobenzene; 4-Chloronitrobenzene; p-Nitrochlorobenzene; PNCBO; 4-Nitrochlorobenzene; 1-chloro-4-nitrobenzene; 1-Chloro-4-nitrobenzene; 4-Chloronitrobenzene 98+%; 4-Nitrochlorobenzene; 4-硝基氯苯; 1-氯-4-硝基苯

Database IDs

• CAS Number: 100-00-5
• EC Number: 202-809-6
• MDL Number: MFCD00007285
• Beilstein Number: 508691
• Merck Index: 142151
• PubChem SID: 24869528; 24892820; 162076650
• PubChem CID: 7474
• Chemspider ID: 7194
• KEGG ID: C14456
• Wikipedia Title: 4-Nitrochlorobenzene

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.5172746
• LogD (pH = 7.4): 2.5172746
• Log P: 2.5172746
• Molar Refractivity: 37.1833 cm^3
• Polarizability: 14.142337 Å^3
• Polar Surface Area: 43.14 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Insoluble in water; Soluble in toluene, ether, acetone, hot ethanol
• Apperance: Light yellow solid
• Melting Point: 80-83 °C; 80-83 °C(lit.); 80-83°C; 82-86°C; 83.6°C
• Boiling Point: 238-242°C; 242 °C(lit.); 242°C; 242.0°C
• Flash Point: >110°C; 12 °C; 124 °C; 127°C(260°F); 255.2 °F
• Auto Ignition Point: 500 °F
• Density: 1.298; 1.298 g/mL at 25 °C(lit.); 1.515; 1.52 g/cm3 (20 °C)
• Vapor Pressure: 0.09 mmHg ( 25 °C)
• Vapor Density: 5.4 (vs air)

Safety Information

• Storage Warning: Toxic/Carcinogenic/Mutagenic
• RTECS: CZ1050000
• European Hazard Symbols: Nature polluting (N); Toxic (T)
• UN Number: 1578; UN1578
• German water hazard class: 2
• Hazard Class: 6.1
• Packing Group: 2; II
• Risk Statements: 23/24/25-40-48/20/21/22-51/53-68; 23/24/25-40-48/20/21/22-68-51/53
• Safety Statements: 1/2-28-36/37-45-61; 28-36/37-45-61
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H331-H341-H351-H373-H411
• GHS Precautionary statements: P260-P301+P310-P361-P302+P352-P405-P501A; P261-P273-P280-P301 + P310-P311
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges; Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1578 6.1/PG 2

Product Information

• Purity: ≥98.0% (GC); 95+%; 98+%; 99%
• Grade: analytical standard, for environmental analysis; purum
• Linear Formula: ClC6H4NO2

DETAILS

Sigma Aldrich - C59122

Packaging
100 g in glass bottle
3 kg in glass bottle

REFERENCES

• The Cl substituent is activated to nucleophilic substitution by the p-nitro-group, and can be displaced under relatively mild conditions. For displacement by phenoxide, see: Org. Synth. Coll., 2, 445 (1943). For displacement by alkoxide in good yield, in the presence of TBAB or 18-crown-6, see: J. Org. Chem., 48, 3022 (1983).