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| {{Use dmy dates|date=June 2013}}
| | Friends call him Royal Cummins. The preferred hobby for my kids and me is dancing and now I'm trying to make money with it. She is currently a cashier but soon she'll be on her personal. Arizona is her birth location and she will by no means transfer.<br><br>Here is my web page; [http://www.thehubermangroup.com/ActivityFeed/MyProfile/tabid/60/userId/24292/Default.aspx extended auto warranty] |
| <!-- To obtain a blank version of this page, type subst:chembox supplement inside of double curly braces, {{}}, and save the page -->
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| This page provides supplementary chemical data on [[aniline]]. <!-- replace with proper wikilink -->
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| == Material Safety Data Sheet == <!-- KEEP this header, it is linked to from the infobox on the main article page -->
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| 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]
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| *[http://www.sciencestuff.com/msds/C1265.html Science Stuff]
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| == Structure and properties == <!-- KEEP this header, it is linked to from the infobox on the main article page -->
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| {| border="1" cellspacing="0" cellpadding="3" style="margin: 0 0 0 0.5em; background: #FFFFFF; border-collapse: collapse; border-color: #C0C090;"
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| ! {{chembox header}} | Structure and properties
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| |-
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| | [[Index of refraction]], ''n''<sub>D</sub>
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| | 1.5863 at 20°C <!-- Please omit if not applicable -->
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| | [[Abbe number]]
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| |? <!-- Please omit if not applicable -->
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| | [[Dielectric constant]],<ref>''Lange's Handbook of Chemistry'', 10th ed. pp 1234-1237</ref> ε<sub>r</sub>
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| | 6.89 ε<sub>0</sub> at 20 °C <!-- Please omit if not applicable -->
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| |-
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| | [[Bond strength]]
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| | ? <!-- Specify which bond. Please omit if not applicable -->
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| |-
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| | [[Bond length]]
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| | ? <!-- Specify which bond. Please omit if not applicable -->
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| |-
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| | [[Bond angle]]
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| | ? <!-- Specify which angle, e.g. Cl-P-O. Please omit if not applicable -->
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| | [[Magnetic susceptibility]]
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| | ? <!-- Please omit if not applicable -->
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| | [[Surface tension]]<ref>''Lange's Handbook of Chemistry'', 10th ed. pp 1661-1663</ref>
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| | 44.0 dyn/cm at 10°C<br>42.9 dyn/cm at 20°C<br>24.4 dyn/cm at 180°C
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| | [[Viscosity]]<ref>''Lange's Handbook of Chemistry'', 10th ed. pp 1669-1674</ref>
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| | 6.023 mPa·s at 12°C<br>4.467 mPa·s at 20°C<br>2.92 mPa·s at 22°C<br>1.555 mPa·s at 60°C
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| |}
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| == Thermodynamic properties == <!-- KEEP this header, it is linked to from the infobox on the main article page -->
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| {| border="1" cellspacing="0" cellpadding="6" style="margin: 0 0 0 0.5em; background: #FFFFFF; border-collapse: collapse; border-color: #C0C090;"
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| ! {{chembox header}} | Phase behavior
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| | [[Triple point]]
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| | 267.13 K (–6.02 °C), ? Pa
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| | [[Critical point (chemistry)|Critical point]]
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| | 698.8 K (425.7 °C), 4890 kPa
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| | [[Standard enthalpy change of fusion|Std enthalpy change<br/>of fusion]], Δ<sub>fus</sub>''H''<sup><s>o</s></sup>
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| | 10.54 kJ/mol
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| |-
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| | [[Standard entropy change of fusion|Std entropy change<br/>of fusion]], Δ<sub>fus</sub>''S''<sup><s>o</s></sup>
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| | 39.57 J/(mol·K) at –6.3°C
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| | [[Standard enthalpy change of vaporization|Std enthalpy change<br/>of vaporization]], Δ<sub>vap</sub>''H''<sup><s>o</s></sup>
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| | 55.83 kJ/mol at 25°C<br>42.44 kJ/mol at 184.1°C
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| |-
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| | [[Standard entropy change of vaporization|Std entropy change<br/>of vaporization]], Δ<sub>vap</sub>''S''<sup><s>o</s></sup>
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| | ? J/(mol·K)
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| ! {{chembox header}} | Solid properties
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| | [[Standard enthalpy change of formation|Std enthalpy change<br/>of formation]], Δ<sub>f</sub>''H''<sup><s>o</s></sup><sub>solid</sub>
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| | ? kJ/mol
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| | [[Standard molar entropy]],<br/>''S''<sup><s>o</s></sup><sub>solid</sub>
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| | ? J/(mol K)
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| | [[Heat capacity]], ''c<sub>p</sub>''
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| | ? J/(mol K)
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| ! {{chembox header}} | Liquid properties
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| | [[Standard enthalpy change of formation|Std enthalpy change<br/>of formation]], Δ<sub>f</sub>''H''<sup><s>o</s></sup><sub>liquid</sub>
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| | 31 kJ/mol
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| |-
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| | [[Standard molar entropy]],<br/>''S''<sup><s>o</s></sup><sub>liquid</sub>
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| | 191. J/(mol K)
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| | [[Enthalpy of combustion]], Δ<sub>c</sub>''H''<sup><s>o</s></sup><sub>liquid</sub>
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| | –3393 kJ/mol
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| |-
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| | [[Heat capacity]], ''c<sub>p</sub>''
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| | 193.7 J/(mol K) at 25°C
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| ! {{chembox header}} | Gas properties
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| | [[Standard enthalpy change of formation|Std enthalpy change<br/>of formation]], Δ<sub>f</sub>''H''<sup><s>o</s></sup><sub>gas</sub>
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| | 87 kJ/mol
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| |-
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| | [[Standard molar entropy]],<br/>''S''<sup><s>o</s></sup><sub>gas</sub>
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| | ? J/(mol K)
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| | [[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>''
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| | 148.7 J/(mol K) at 25°C
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| | [[van der Waals equation|van der Waals' constants]]<ref name="lange1522">''Lange's Handbook of Chemistry'', 10th ed, pp 1522-1524</ref>
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| | a = 2685 L<sup>2</sup> kPa/mol<sup>2</sup><br> b = 0.1369 liter per mole
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| ==Vapor pressure of liquid==
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| {| border="1" cellspacing="0" cellpadding="6" style="margin: 0 0 0 0.5em; background: white; border-collapse: collapse; border-color: #C0C090;"
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| | {{chembox header}} | '''P in mm Hg''' || 1 || 10 || 40 || 100 || 400 || 760 || 1520 || 3800 || 7600 || 15200 || 30400 || 45600
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| | {{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 || —
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| Table data obtained from ''CRC Handbook of Chemistry and Physics'' 44th ed.
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| [[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}}
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| ==Distillation data==
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| See also:
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| * [[m-xylene (data page)#Distillation data|m-xylene (data page)]]
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| * [[p-Xylene (data page)#Distillation data|p-xylene (data page)]]
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| | 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 mm Hg
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| |- {{chembox header}}
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| ! rowspan="2" | BP<br>Temp.<br>°C
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| ! colspan="2" | % by mole water
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| |- {{chembox header}}
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| ! liquid !! vapor
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| | 98.5 || || 96.5
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| | 101 || 24.7 || 94.8
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| | 105 || 20.0 || 94.3
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| | 109.8 || 15.3 || 92.4
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| | 115.8 || 11.7 || 89.3
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| | 121 || 9.3 || 86.2
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| | 126 || 7.6 || 81.6
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| | 131 || 5.9 || 75.9
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| | 140 || 4.25 || 70.8
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| | 152 || 2.50 || 60.5
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| | 160 || 1.70 || 48.7
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| | 168 || 1.05 || 34.1
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| {| border="1" cellspacing="0" cellpadding="6" style="margin: 0 0 0 0.5em; background: white; border-collapse: collapse; border-color: #C0C090;"
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| | bgcolor="#D0D0D0" align="center" colspan="3"| '''Vapor-liquid Equilibrium<br>for Aniline/[[hexane|''n''-hexane]]'''<ref name="cheric_b"/><br>''P'' = 101.325 kPa
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| |- {{chembox header}}
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| ! rowspan="2" | BP<br>Temp.<br>°C
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| ! colspan="2" | % by mole hexane
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| |- {{chembox header}}
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| ! liquid !! vapor
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| | 150.2 || 1.50 || 62.50
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| | 136.4 || 2.50 || 76.00
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| | 116.0 || 5.30 || 88.70
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| | 90.0 || 11.00 || 96.00
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| | 79.5 || 16.85 || 97.66
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| | 75.7 || 20.99 || 98.07
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| | 74.1 || 27.35 || 98.31
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| | 73.25 || 37.90 || 98.42
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| | 73.20 || 52.00 || 98.62
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| | 73.15 || 71.46 || 98.78
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| | 72.15 || 81.26 || 98.93
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| | 71.50 || 86.50 || 99.06
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| | 70.70 || 90.93 || 99.16
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| | 69.80 || 95.32 || 99.36
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| | 69.10 || 97.86 || 99.61
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| |}
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| == Spectral data == <!-- KEEP this header, it is linked to from the infobox on the main article page -->
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| {| border="1" cellspacing="0" cellpadding="3" style="margin: 0 0 0 0.5em; background: #FFFFFF; border-collapse: collapse; border-color: #C0C090;"
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| ! {{chembox header}} | [[UV/VIS spectroscopy|UV-Vis]]
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| | [[Ionization potential]]
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| | 7.72(62281) eV(cm<sup>−1</sup>)
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| | [[Lambda-max|λ<sub>max</sub>]]
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| | 230 [[Nanometre|nm]] (E<sub>2</sub>-band)<ref name=Kaur>Kaur, H. Spectroscopy. Global Media: Meerut, India, 2009; p. 304</ref> <br> 280 nm (B-band)<ref name=Kaur/>
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| | [[molar absorptivity|Extinction coefficient]], ε
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| | 8 600 (E<sub>2</sub>-band)<ref name=Kaur/> <br> 1 430 (B-band)<ref name=Kaur/>
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| ! {{chembox header}} | [[Infrared|IR]]
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| | 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>
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| {|
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| | colspan="2" align="center" | (liquid film)
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| ! Wave number !! transmittance
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| | 3663 cm<sup>−1</sup> || 77%
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| | 3429 cm<sup>−1</sup> || 32%
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| | 3354 cm<sup>−1</sup> || 20%
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| | 3214 cm<sup>−1</sup> || 44%
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| | 3088 cm<sup>−1</sup> || 62%
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| | 3072 cm<sup>−1</sup> || 55%
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| | 3037 cm<sup>−1</sup> || 38%
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| | 3010 cm<sup>−1</sup> || 67%
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| | 2930 cm<sup>−1</sup> || 81%
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| | 2904 cm<sup>−1</sup> || 79%
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| | 2640 cm<sup>−1</sup> || 79%
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| | 2627 cm<sup>−1</sup> || 81%
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| | 1929 cm<sup>−1</sup> || 77%
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| | 1839 cm<sup>−1</sup> || 79%
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| | 1705 cm<sup>−1</sup> || 77%
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| | 1621 cm<sup>−1</sup> || 7%
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| | 1601 cm<sup>−1</sup> || 5%
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| | 1557 cm<sup>−1</sup> || 70%
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| | 1525 cm<sup>−1</sup> || 66%
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| | 1496 cm<sup>−1</sup> || 4%
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| | 1467 cm<sup>−1</sup> || 34%
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| | 1332 cm<sup>−1</sup> || 74%
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| | 1312 cm<sup>−1</sup> || 57%
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| | 1277 cm<sup>−1</sup> || 25%
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| | 1176 cm<sup>−1</sup> || 32%
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| | 1154 cm<sup>−1</sup> || 68%
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| | 1053 cm<sup>−1</sup> || 77%
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| | 1028 cm<sup>−1</sup> || 64%
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| | 996 cm<sup>−1</sup> || 60%
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| | 881 cm<sup>−1</sup> || 53%
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| | 754 cm<sup>−1</sup> || 8%
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| | 693 cm<sup>−1</sup> || 10%
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| | 620 cm<sup>−1</sup> || 47%
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| | 529 cm<sup>−1</sup> || 50%
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| | 504 cm<sup>−1</sup> || 18%
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| |}
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| ! {{chembox header}} | [[NMR Spectroscopy|NMR]]
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| | [[Proton NMR]] <!-- Link to image of spectrum -->
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| | [[Carbon-13 NMR]] <!-- Link to image of spectrum -->
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| | Other NMR data <!-- Insert special data e.g. <sup>19</sup>F chem. shifts, omit if not used -->
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| ! {{chembox header}} | [[Mass Spectrometry|MS]]
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| | Masses of <br>main fragments
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| | <!-- Give list of major fragments -->
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| |}
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| ===UV Absorbance Spectroscopy of Aniline===
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| [[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.
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| 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, λ<sub>max</sub> for aniline is 230 nm, but in dilute aqueous acid λ<sub>max</sub> 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 λ<sub>max</sub> value and behaves like benzene.
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| ==Regulatory data==
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| {| border="1" cellspacing="0" cellpadding="3" style="margin: 0 0 0 0.5em; background: #FFFFFF; border-collapse: collapse; border-color: #C0C090;"
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| ! {{chembox header}} | Regulatory data
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| |-
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| | [[Flash point]]
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| | 70°C
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| | [[RTECS]]
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| | ?
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| |-
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| | [[Autoignition temperature]]
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| | 615°C
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| |-
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| |}
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| ==References==
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| <references/>
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| * {{Cite web|url=http://webbook.nist.gov/chemistry/|title=NIST Standard Reference Database}}
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| * Finar, I.L. (1974); ''Organic Chemistry'' Vol.2 - Stereochemistry and the chemistry of natural products 5th. Ed. Longman
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| Except where noted otherwise, data relate to [[standard ambient temperature and pressure]].
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| [[wikipedia:Chemical infobox|Disclaimer]] applies.
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| {{DEFAULTSORT:Aniline (Data Page)}}
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| [[Category:Chemical data pages]]
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