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<!-- To obtain a blank version of this page, type subst:chembox supplement inside of double curly braces, {{}}, and save the page -->
 
This page provides supplementary chemical data on [[aniline]]. <!-- replace with proper wikilink -->
 
== Material Safety Data Sheet == <!-- KEEP this header, it is linked to from the infobox on the main article page -->
 
The handling of this chemical may incur notable safety precautions. It is highly recommend that you seek the Material Safety Datasheet ([[Material safety data sheet|MSDS]]) for this chemical from a reliable source and follow its directions.
*[http://hazard.com/msds/mf/baker/baker/files/a6660.htm Mallinckrodt Baker]
*[http://www.sciencestuff.com/msds/C1265.html Science Stuff]
 
== Structure and properties == <!-- KEEP this header, it is linked to from the infobox on the main article page -->
 
{| border="1" cellspacing="0" cellpadding="3" style="margin: 0 0 0 0.5em; background: #FFFFFF; border-collapse: collapse; border-color: #C0C090;"
! {{chembox header}} | Structure and properties
|-
| [[Index of refraction]], ''n''<sub>D</sub>
| 1.5863 at 20°C <!-- Please omit if not applicable -->
|-
| [[Abbe number]]
|? <!-- Please omit if not applicable -->
|-
| [[Dielectric constant]],<ref>''Lange's Handbook of Chemistry'', 10th ed. pp 1234-1237</ref> ε<sub>r</sub>
| 6.89 ε<sub>0</sub> at 20 °C <!-- Please omit if not applicable -->
|-
| [[Bond strength]]
| ? <!-- Specify which bond. Please omit if not applicable -->
|-
| [[Bond length]]
| ? <!-- Specify which bond. Please omit if not applicable -->
|-
| [[Bond angle]]
| ? <!-- Specify which angle, e.g. Cl-P-O. Please omit if not applicable -->
|-
| [[Magnetic susceptibility]]
| ? <!-- Please omit if not applicable -->
|-
| [[Surface tension]]<ref>''Lange's Handbook of Chemistry'', 10th ed. pp 1661-1663</ref>
| 44.0 dyn/cm at 10°C<br>42.9 dyn/cm at 20°C<br>24.4 dyn/cm at 180°C
|-
| [[Viscosity]]<ref>''Lange's Handbook of Chemistry'', 10th ed. pp 1669-1674</ref>
| 6.023 mPa·s at 12°C<br>4.467 mPa·s at 20°C<br>2.92 mPa·s &nbsp; at 22°C<br>1.555 mPa·s at 60°C
|-
|}
 
== Thermodynamic properties == <!-- KEEP this header, it is linked to from the infobox on the main article page -->
 
{| border="1" cellspacing="0" cellpadding="6" style="margin: 0 0 0 0.5em; background: #FFFFFF; border-collapse: collapse; border-color: #C0C090;"
! {{chembox header}} | Phase behavior
|-
| [[Triple point]]
| 267.13 K (–6.02 °C), ? Pa
|-
| [[Critical point (chemistry)|Critical point]]
| 698.8 K (425.7 °C), 4890 kPa
|-
| [[Standard enthalpy change of fusion|Std enthalpy change<br/>of fusion]], Δ<sub>fus</sub>''H''<sup><s>o</s></sup>
| 10.54 kJ/mol
|-
| [[Standard entropy change of fusion|Std entropy change<br/>of fusion]], Δ<sub>fus</sub>''S''<sup><s>o</s></sup>
| 39.57 J/(mol·K) at –6.3°C
|-
| [[Standard enthalpy change of vaporization|Std enthalpy change<br/>of vaporization]], Δ<sub>vap</sub>''H''<sup><s>o</s></sup>
| 55.83 kJ/mol at 25°C<br>42.44 kJ/mol at 184.1°C
|-
| [[Standard entropy change of vaporization|Std entropy change<br/>of vaporization]], Δ<sub>vap</sub>''S''<sup><s>o</s></sup>
| ? J/(mol·K)
|-
! {{chembox header}} | Solid properties
|-
| [[Standard enthalpy change of formation|Std enthalpy change<br/>of formation]], Δ<sub>f</sub>''H''<sup><s>o</s></sup><sub>solid</sub>
| ? kJ/mol
|-
| [[Standard molar entropy]],<br/>''S''<sup><s>o</s></sup><sub>solid</sub>
| ? J/(mol K)
|-
| [[Heat capacity]], ''c<sub>p</sub>''
| ? J/(mol K)
|-
! {{chembox header}} | Liquid properties
|-
| [[Standard enthalpy change of formation|Std enthalpy change<br/>of formation]], Δ<sub>f</sub>''H''<sup><s>o</s></sup><sub>liquid</sub>
| 31 kJ/mol
|-
| [[Standard molar entropy]],<br/>''S''<sup><s>o</s></sup><sub>liquid</sub>
| 191. J/(mol K)
|-
| [[Enthalpy of combustion]], Δ<sub>c</sub>''H''<sup><s>o</s></sup><sub>liquid</sub>
| –3393 kJ/mol
|-
| [[Heat capacity]], ''c<sub>p</sub>''
| 193.7 J/(mol K) at 25°C
|-
! {{chembox header}} | Gas properties
|-
| [[Standard enthalpy change of formation|Std enthalpy change<br/>of formation]], Δ<sub>f</sub>''H''<sup><s>o</s></sup><sub>gas</sub>
| 87 kJ/mol
|-
| [[Standard molar entropy]],<br/>''S''<sup><s>o</s></sup><sub>gas</sub>
| ? J/(mol K)
|-
| [[Heat capacity]],<ref name="cheric_p">{{Cite web|url=http://www.cheric.org/research/kdb/hcprop/cmpsrch.php|title=Pure Component Properties|publisher=Chemical Engineering Research Information Center|format=Queriable database|accessdate=28 May 2007| archiveurl= http://web.archive.org/web/20070603180431/http://www.cheric.org/research/kdb/hcprop/cmpsrch.php| archivedate= 3 June 2007 <!--DASHBot-->| deadurl= no}}</ref> ''c<sub>p</sub>''
| 148.7 J/(mol K) at 25°C
|-
| [[van der Waals equation|van der Waals' constants]]<ref name="lange1522">''Lange's Handbook of Chemistry'', 10th ed, pp 1522-1524</ref>
| a = 2685 L<sup>2</sup> kPa/mol<sup>2</sup><br> b = 0.1369 liter per mole
|-
|}
 
==Vapor pressure of liquid==
{| border="1" cellspacing="0" cellpadding="6" style="margin: 0 0 0 0.5em; background: white; border-collapse: collapse; border-color: #C0C090;"
|-
| {{chembox header}} | '''P in mm Hg''' || 1 || 10 || 40 || 100 || 400 || 760 || 1520 || 3800 || 7600 || 15200 || 30400 || 45600
|-
| {{chembox header}} | '''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 || &nbsp; —
|}
Table data obtained from ''CRC Handbook of Chemistry and Physics'' 44th ed.
 
[[Image:LogAnilineVaporPressure.png|thumb|889px|left|'''log<sub>10</sub> of Aniline vapor pressure.''' Uses formula: <math>\scriptstyle \log_e P_{mmHg} =</math><math>\scriptstyle \log_e (\frac {760} {101.325}) - 22.11315\log_e(T+273.15) - \frac {13079.73} {T+273.15} + 166.0812 + 1.233275 \times 10^{-5} (T+273.15)^2</math> obtained from CHERIC<ref name="cheric_p"/>]]{{Clear}}
 
==Distillation data==
See also:
* [[m-xylene (data page)#Distillation data|m-xylene (data page)]]
* [[p-Xylene (data page)#Distillation data|p-xylene (data page)]]
 
{|
|- valign="top"
|
{| border="1" cellspacing="0" cellpadding="6" style="margin: 0 0 0 0.5em; background: white; border-collapse: collapse; border-color: #C0C090;"
|-
| bgcolor="#D0D0D0" align="center" colspan="3"| '''Vapor-liquid Equilibrium<br>for Aniline/Water'''<ref name="cheric_b">{{Cite web|url=http://www.cheric.org/research/kdb/hcvle/hcvle.php|title=Binary Vapor-Liquid Equilibrium Data|publisher=Chemical Engineering Research Information Center|format=Queriable database|accessdate=6 June 2007}}</ref><br>''P'' = 745&nbsp;mm Hg
|- {{chembox header}}
! rowspan="2" | BP<br>Temp.<br>°C
! colspan="2" | % by mole water
|- {{chembox header}}
! 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
|-
|}
| &nbsp; &nbsp;
|
{| border="1" cellspacing="0" cellpadding="6" style="margin: 0 0 0 0.5em; background: white; border-collapse: collapse; border-color: #C0C090;"
|-
| bgcolor="#D0D0D0" align="center" colspan="3"| '''Vapor-liquid Equilibrium<br>for Aniline/[[hexane|''n''-hexane]]'''<ref name="cheric_b"/><br>''P'' = 101.325 kPa
|- {{chembox header}}
! rowspan="2" | BP<br>Temp.<br>°C
! colspan="2" | % by mole hexane
|- {{chembox header}}
! 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 == <!-- KEEP this header, it is linked to from the infobox on the main article page -->
 
{| border="1" cellspacing="0" cellpadding="3" style="margin: 0 0 0 0.5em; background: #FFFFFF; border-collapse: collapse; border-color: #C0C090;"
! {{chembox header}} | [[UV/VIS spectroscopy|UV-Vis]]
|-
| [[Ionization potential]]
| 7.72(62281) &nbsp; eV(cm<sup>−1</sup>)
|-
| [[Lambda-max|λ<sub>max</sub>]]
| 230 [[Nanometre|nm]] (E<sub>2</sub>-band)<ref name=Kaur>Kaur, H. Spectroscopy. Global Media: Meerut, India, 2009; p. 304</ref> <br> 280&nbsp;nm (B-band)<ref name=Kaur/>
|-
| [[molar absorptivity|Extinction coefficient]], ε
| 8 600 (E<sub>2</sub>-band)<ref name=Kaur/> <br> 1 430 (B-band)<ref name=Kaur/>
|-
! {{chembox header}} | [[Infrared|IR]]
|-
| Major absorption bands<ref name="aist">{{Cite web|url=http://www.aist.go.jp/RIODB/SDBS/cgi-bin/cre_index.cgi|title=Spectral Database for Organic Compounds|publisher=Advanced Industrial Science and Technology|format=Queriable database|accessdate=9 June 2007}}</ref>
|
{|
|-
| colspan="2" align="center" | (liquid film)
|-
! Wave number !! transmittance
|-
| 3663&nbsp;cm<sup>&minus;1</sup> || 77%
|-
| 3429&nbsp;cm<sup>&minus;1</sup> || 32%
|-
| 3354&nbsp;cm<sup>&minus;1</sup> || 20%
|-
| 3214&nbsp;cm<sup>&minus;1</sup> || 44%
|-
| 3088&nbsp;cm<sup>&minus;1</sup> || 62%
|-
| 3072&nbsp;cm<sup>&minus;1</sup> || 55%
|-
| 3037&nbsp;cm<sup>&minus;1</sup> || 38%
|-
| 3010&nbsp;cm<sup>&minus;1</sup> || 67%
|-
| 2930&nbsp;cm<sup>&minus;1</sup> || 81%
|-
| 2904&nbsp;cm<sup>&minus;1</sup> || 79%
|-
| 2640&nbsp;cm<sup>&minus;1</sup> || 79%
|-
| 2627&nbsp;cm<sup>&minus;1</sup> || 81%
|-
| 1929&nbsp;cm<sup>&minus;1</sup> || 77%
|-
| 1839&nbsp;cm<sup>&minus;1</sup> || 79%
|-
| 1705&nbsp;cm<sup>&minus;1</sup> || 77%
|-
| 1621&nbsp;cm<sup>&minus;1</sup> || 7%
|-
| 1601&nbsp;cm<sup>&minus;1</sup> || 5%
|-
| 1557&nbsp;cm<sup>&minus;1</sup> || 70%
|-
| 1525&nbsp;cm<sup>&minus;1</sup> || 66%
|-
| 1496&nbsp;cm<sup>&minus;1</sup> || 4%
|-
| 1467&nbsp;cm<sup>&minus;1</sup> || 34%
|-
| 1332&nbsp;cm<sup>&minus;1</sup> || 74%
|-
| 1312&nbsp;cm<sup>&minus;1</sup> || 57%
|-
| 1277&nbsp;cm<sup>&minus;1</sup> || 25%
|-
| 1176&nbsp;cm<sup>&minus;1</sup> || 32%
|-
| 1154&nbsp;cm<sup>&minus;1</sup> || 68%
|-
| 1053&nbsp;cm<sup>&minus;1</sup> || 77%
|-
| 1028&nbsp;cm<sup>&minus;1</sup> || 64%
|-
| 996&nbsp;cm<sup>&minus;1</sup> || 60%
|-
| 881&nbsp;cm<sup>&minus;1</sup> || 53%
|-
| 754&nbsp;cm<sup>&minus;1</sup> || 8%
|-
| 693&nbsp;cm<sup>&minus;1</sup> || 10%
|-
| 620&nbsp;cm<sup>&minus;1</sup> || 47%
|-
| 529&nbsp;cm<sup>&minus;1</sup> || 50%
|-
| 504&nbsp;cm<sup>&minus;1</sup> || 18%
|}
|-
! {{chembox header}} | [[NMR Spectroscopy|NMR]]
|-
| [[Proton NMR]] <!-- Link to image of spectrum -->
| &nbsp;
|-
| [[Carbon-13 NMR]] <!-- Link to image of spectrum -->
| &nbsp;
|-
| Other NMR data <!-- Insert special data e.g. <sup>19</sup>F chem. shifts, omit if not used -->
| &nbsp;
|-
! {{chembox header}} | [[Mass Spectrometry|MS]]
|-
| Masses of <br>main fragments
| &nbsp; <!-- Give list of major fragments -->
|-
|}
 
===UV Absorbance Spectroscopy of Aniline===
[[Aniline]] is a benzenoid compound. The NH<sub>2</sub> 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&nbsp;nm) and the B (250 - 290&nbsp;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, λ<sub>max</sub> for aniline is 230&nbsp;nm, but in dilute aqueous acid λ<sub>max</sub> is 203&nbsp;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 λ<sub>max</sub> value and behaves like benzene.
 
==Regulatory data==
{| border="1" cellspacing="0" cellpadding="3" style="margin: 0 0 0 0.5em; background: #FFFFFF; border-collapse: collapse; border-color: #C0C090;"
! {{chembox header}} | Regulatory data
|-
| [[Flash point]]
| 70°C
|-
| [[RTECS]]
| ?
|-
| [[Autoignition temperature]]
| 615°C
|-
|}
 
==References==
<references/>
* {{Cite web|url=http://webbook.nist.gov/chemistry/|title=NIST Standard Reference Database}}
 
* 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 ambient temperature and pressure]].
 
[[wikipedia:Chemical infobox|Disclaimer]] applies.
 
{{DEFAULTSORT:Aniline (Data Page)}}
[[Category:Chemical data pages]]

Latest revision as of 22:03, 26 September 2014

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