Acridine
Acridine is an organic compound and a nitrogen heterocycle with the formula C13H9N. Acridines are substituted derivatives of the parent ring. It is a planar molecule that is structurally related to anthracene with one of the central CH groups replaced by nitrogen. Like the related molecules pyridine and quinoline, acridine is mildly basic. It is an almost colorless solid, which crystallizes in needles. There are few commercial applications of acridines; at one time acridine dyes were popular, but they are now relegated to niche applications, such as with acridine orange. The name is a reference to the acrid odour and acrid skin-irritating effect of the compound.
| Names | |
|---|---|
| Preferred IUPAC name
Acridine | |
| Other names
Dibenzo[b,e]pyridine 2,3-Benzoquinoline | |
| Identifiers | |
3D model (JSmol) |
|
| 120200 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.005.429 |
| EC Number |
|
| 143403 | |
PubChem CID |
|
| RTECS number |
|
| UNII | |
| UN number | 2713 |
CompTox Dashboard (EPA) |
|
| |
SMILES
| |
| Properties | |
| C13H9N | |
| Molar mass | 179.222 g·mol−1 |
| Appearance | White powder |
| Odor | Irritating |
| Density | 1.005 g/cm3 (20 °C) |
| Melting point | 106–110 °C (223–230 °F; 379–383 K) at standard pressure |
| Boiling point | 344.86 °C (652.75 °F; 618.01 K) at standard pressure |
| 46.5 mg/L | |
| Solubility | Soluble in CCl4, alcohols, (C2H5)2O, C6H6 |
| log P | 3.4 |
| Vapor pressure | 0.34 kPa (150 °C) 2.39 kPa (200 °C) 11.13 kPa (250 °C) |
| Acidity (pKa) | 5.58 (20 °C) |
| UV-vis (λmax) | 392 nm |
Magnetic susceptibility (χ) |
−123.3×10−6 cm3/mol |
| Thermochemistry | |
Heat capacity (C) |
205.07 J/mol·K |
Std molar entropy (S⦵298) |
208.03 J/mol·K |
Std enthalpy of formation (ΔfH⦵298) |
179.4 kJ/mol |
Std enthalpy of combustion (ΔcH⦵298) |
6581.3 kJ/mol |
| Hazards | |
| GHS labelling: | |
| Danger | |
| H302, H312, H315, H319, H332, H335 | |
| P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501 | |
| NFPA 704 (fire diamond) |
2
1
0 |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose) |
500 mg/kg (mice, oral) |
| NIOSH (US health exposure limits): | |
PEL (Permissible) |
TWA 0.2 mg/m3 (benzene-soluble fraction) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references | |
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.