Aniline (data page)
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This page provides supplementary chemical data on aniline.
Material Safety Data Sheet
The handling of this chemical may incur notable safety precautions. It is highly recommend that you seek the Material Safety Datasheet (MSDS) for this chemical from a reliable source and follow its directions.
Structure and properties
| Structure and properties | |
|---|---|
| Dielectric constant, εr | 6.89 ε0 at 20 °C |
| Surface tension | 44.0 dyn/cm at 10 °C 42.9 dyn/cm at 20 °C 24.4 dyn/cm at 180 °C |
Thermodynamic properties
| Phase behavior | |
|---|---|
| Triple point | 267.13 K (–6.02 °C), ? Pa |
| Std entropy change of fusion, ΔfusSo | 39.57 J/(mol·K) at –6.3 °C |
| Solid properties | |
| Std enthalpy change of formation, ΔfHosolid | ? kJ/mol |
| Standard molar entropy, Sosolid | ? J/(mol K) |
| Heat capacity, cp | ? J/(mol K) |
| Liquid properties | |
| Gas properties | |
| Std enthalpy change of formation, ΔfHogas | 87 kJ/mol |
| Standard molar entropy, Sogas | ? J/(mol K) |
| Heat capacity, cp | 148.7 J/(mol K) at 25 °C |
| van der Waals' constants | a = 2685 L2 kPa/mol2 b = 0.1369 liter per mole |
Vapor pressure of liquid
| P in mm Hg | 1 | 10 | 40 | 100 | 400 | 760 | 1520 | 3800 | 7600 | 15200 | 30400 | 45600 |
| T in °C | 34.8 | 69.4 | 96.7 | 119.9 | 161.9 | 184.4 | 212.8 | 254.8 | 292.7 | 342.0 | 400.0 | — |
Table data obtained from CRC Handbook of Chemistry and Physics 44th ed.
Distillation data
See also:
- m-xylene (data page)
- p-xylene (data page)
| BP Temp. °C | % by mole water | |
|---|---|---|
| Vapor-liquid Equilibrium for Aniline/Water P = 745 mm Hg BP Temp. °C % by mole water liquid vapor 98.5 96.5 101 24.7 94.8 105 20.0 94.3 109.8 15.3 92.4 115.8 11.7 89.3 121 9.3 86.2 126 7.6 81.6 131 5.9 75.9 140 4.25 70.8 152 2.50 60.5 160 1.70 48.7 168 1.05 34.1 | Vapor-liquid Equilibrium for Aniline/n-hexane P = 101.325 kPa BP Temp. °C % by mole hexane liquid vapor 150.2 1.50 62.50 136.4 2.50 76.00 116.0 5.30 88.70 90.0 11.00 96.00 79.5 16.85 97.66 75.7 20.99 98.07 74.1 27.35 98.31 73.25 37.90 98.42 73.20 52.00 98.62 73.15 71.46 98.78 72.15 81.26 98.93 71.50 86.50 99.06 70.70 90.93 99.16 69.80 95.32 99.36 69.10 97.86 99.61 | |
| Vapor-liquid Equilibrium for Aniline/Water P = 745 mm Hg | ||
| liquid | vapor | |
| 98.5 | 96.5 | |
| 101 | 24.7 | 94.8 |
| 105 | 20.0 | 94.3 |
| 109.8 | 15.3 | 92.4 |
| 115.8 | 11.7 | 89.3 |
| 121 | 9.3 | 86.2 |
| 126 | 7.6 | 81.6 |
| 131 | 5.9 | 75.9 |
| 140 | 4.25 | 70.8 |
| 152 | 2.50 | 60.5 |
| 160 | 1.70 | 48.7 |
| 168 | 1.05 | 34.1 |
| Vapor-liquid Equilibrium for Aniline/n-hexane P = 101.325 kPa | ||
| BP Temp. °C | % by mole hexane | |
| liquid | vapor | |
| 150.2 | 1.50 | 62.50 |
| 136.4 | 2.50 | 76.00 |
| 116.0 | 5.30 | 88.70 |
| 90.0 | 11.00 | 96.00 |
| 79.5 | 16.85 | 97.66 |
| 75.7 | 20.99 | 98.07 |
| 74.1 | 27.35 | 98.31 |
| 73.25 | 37.90 | 98.42 |
| 73.20 | 52.00 | 98.62 |
| 73.15 | 71.46 | 98.78 |
| 72.15 | 81.26 | 98.93 |
| 71.50 | 86.50 | 99.06 |
| 70.70 | 90.93 | 99.16 |
| 69.80 | 95.32 | 99.36 |
| 69.10 | 97.86 | 99.61 |
Spectral data
| UV-Vis | |
|---|---|
| Ionization potential | 7.72(62281) eV(cm−1) |
| λmax | 230 nm (E2-band) 280 nm (B-band) |
| Extinction coefficient, ε | 8 600 (E2-band) 1 430 (B-band) |
| IR | |
| Major absorption bands | (liquid film) Wave number transmittance 3663 cm−1 77% 3429 cm−1 32% 3354 cm−1 20% 3214 cm−1 44% 3088 cm−1 62% 3072 cm−1 55% 3037 cm−1 38% 3010 cm−1 67% 2930 cm−1 81% 2904 cm−1 79% 2640 cm−1 79% 2627 cm−1 81% 1929 cm−1 77% 1839 cm−1 79% 1705 cm−1 77% 1621 cm−1 7% 1601 cm−1 5% 1557 cm−1 70% 1525 cm−1 66% 1496 cm−1 4% 1467 cm−1 34% 1332 cm−1 74% 1312 cm−1 57% 1277 cm−1 25% 1176 cm−1 32% 1154 cm−1 68% 1053 cm−1 77% 1028 cm−1 64% 996 cm−1 60% 881 cm−1 53% 754 cm−1 8% 693 cm−1 10% 620 cm−1 47% 529 cm−1 50% 504 cm−1 18% |
| (liquid film) | |
| Wave number | transmittance |
| 3663 cm−1 | 77% |
| 3429 cm−1 | 32% |
| 3354 cm−1 | 20% |
| 3214 cm−1 | 44% |
| 3088 cm−1 | 62% |
| 3072 cm−1 | 55% |
| 3037 cm−1 | 38% |
| 3010 cm−1 | 67% |
| 2930 cm−1 | 81% |
| 2904 cm−1 | 79% |
| 2640 cm−1 | 79% |
| 2627 cm−1 | 81% |
| 1929 cm−1 | 77% |
| 1839 cm−1 | 79% |
| 1705 cm−1 | 77% |
| 1621 cm−1 | 7% |
| 1601 cm−1 | 5% |
| 1557 cm−1 | 70% |
| 1525 cm−1 | 66% |
| 1496 cm−1 | 4% |
| 1467 cm−1 | 34% |
| 1332 cm−1 | 74% |
| 1312 cm−1 | 57% |
| 1277 cm−1 | 25% |
| 1176 cm−1 | 32% |
| 1154 cm−1 | 68% |
| 1053 cm−1 | 77% |
| 1028 cm−1 | 64% |
| 996 cm−1 | 60% |
| 881 cm−1 | 53% |
| 754 cm−1 | 8% |
| 693 cm−1 | 10% |
| 620 cm−1 | 47% |
| 529 cm−1 | 50% |
| 504 cm−1 | 18% |
| NMR | |
| Proton NMR | |
| Carbon-13 NMR | |
| Other NMR data | |
| MS | |
| Masses of main fragments |
UV Absorbance Spectroscopy of Aniline
Aniline is a benzenoid compound. The NH2 group attached to the benzene ring means that there is a lone pair of electrons that can enter into conjugation with the benzene ring resulting in delocalization in the aniline.
Aniline absorbs in the K (220 - 250 nm) and the B (250 - 290 nm) bands exhibited by benzenoid compounds. The K and B bands arise from π to π* transitions as a result of the a group containing multiple bond being attached to the benzene ring. When dissolved in ethanol, λmax for aniline is 230 nm, but in dilute aqueous acid λmax is 203 nm. In the latter case the anilinium cation is formed and the lone pair is no longer available for conjugation with the benzene ring. Consequently, the absorption of the molecule shifts to the lower λmax value and behaves like benzene.
Regulatory data
| Regulatory data | |
|---|---|
| Flash point | 70 °C |
| RTECS | ? |
| Autoignition temperature | 615 °C |
- Linstrom, Peter (1997). . National Institute of Standards and Technology. doi:.
{{cite journal}}:Cite journal requires|journal=(help) - Finar, I.L. (1974); Organic Chemistry Vol.2 – Stereochemistry and the chemistry of natural products 5th. Ed. Longman
- Except where noted otherwise, data relate to Standard temperature and pressure.
- Reliability of data general note.