查看“︁苯并噻吩”︁的源代码

{{Chembox
| NameEn = Benzothiophene
| ImageFile = Benzothiophene numbering.svg
<!-- | ImageSize = 120px -->
| ImageName = 苯并噻吩分子的各环原子编号
| ImageFile1 = Benzothiophene3d.png
<!-- | ImageSize1 = 120px -->
| ImageName1 = 苯并噻吩的空间填充模型
| IUPACName = benzo[''b'']thiophene
| OtherNames = 硫茚、苯并[''b'']噻吩
| Section1 = {{Chembox Identifiers
| CASNo = 95-15-8
| CASNo_Ref = {{cascite|correct|CAS}}
|  SMILES  =  S1C=CC2=CC=CC=C12
|  RTECS  = 
|  ChEBI_Ref  = {{ebicite|correct|EBI}}|  ChEBI  =  35858
|  ChemSpiderID_Ref  = {{chemspidercite|correct|chemspider}}|  ChemSpiderID  =  6951
|  PubChem  =  7221
|  PubChem_Comment  =  [b]
|  InChI  =  1/C8H6S/c1-2-4-8-7(3-1)5-6-9-8/h1-6H
|  InChIKey  =  FCEHBMOGCRZNNI-UHFFFAOYAI
|  ChEMBL_Ref  = {{ebicite|correct|EBI}}|  ChEMBL  =  87112
|  EC_number  =  202-395-7
|  UNII  =  073790YQ2G
|  StdInChI_Ref  = {{stdinchicite|correct|chemspider}}|  StdInChI  =  1S/C8H6S/c1-2-4-8-7(3-1)5-6-9-8/h1-6H
|  StdInChIKey_Ref  = {{stdinchicite|correct|chemspider}}|  StdInChIKey  =  FCEHBMOGCRZNNI-UHFFFAOYSA-N
}}
| Section2 = {{Chembox Properties
| C=8|H=6|S=1
| Appearance = 无色薄片状结晶
| Density = 1.15 g/cm<sup>3</sup>
| Solubility = 0.13 g/L (25℃)
| VaporPressure = 1.33 hPa (20℃)
| MeltingPtC = 31.4
| BoilingPtC = 221
  }}
| Section7 = {{Chembox Hazards
| ExternalMSDS =
| MainHazards =
| EUHazardSymbol = {{Chembox EUHazardSymbol|Xn|N}}
| FlashPt =
| RPhrases = {{R22}}, {{R51/53}}
| SPhrases = {{S61}}
| LD50 = 1700 mg/kg (大鼠经口)
  }}
| Section8 = {{Chembox Related
| OtherCpds =
  }}
}}
'''苯并噻吩'''（[[分子式]]：'''C<sub>8</sub>H<sub>6</sub>S'''），又称'''硫[[茚]]'''，是一种由[[苯环]]和[[噻吩]]环经 <math>\rm \ [</math><math>\ b</math><math>\rm \ ]</math> 边[[稠合]]而成的双环[[芳香性|芳香]][[杂环化合物]]。

==性质==
无色薄片状固体，有类似[[萘]]的气味。
==光谱数据==
{{Split|苯并噻吩性質表|section=yes}}
{| class="wikitable" 
|-
![[UV]]([[乙醇]])!! <sup>1 </sup> H-[[NMR]](CCl<sub>4</sub>)!!  <sup>13 </sup> C-[[NMR]](CDCl<sub>4</sub>)
|-
|

{| 
|-
!&lambda; /nm!!&epsilon;
|-
| 227 || 4.40
|-
| 249 || 3.83
|-
|  258|| 3.83
|-
|  265|| 3.63
|-
|  289||3.22
|-
|  296||3.50

|}

||

{|
|-
! 原子!!&delta;
|-
| H-2 ||	7.33
|-
| H-3 ||	7.23
|-
| H-4 ||	7.72
|-
| H-5 ||	7.25
|-
| H-6 ||	7.23
|-
| H-7 ||	7.29
|}

||

{| 
|-
!原子 !!&delta;
|-
|	C-2	||	126.2
|-
|	C-3	||	123.8
|-
|	C-4	||	123.6
|-
|	C-5	||	124.1
|-
|	C-6	||	124.2
|-
|	C-7	||	12
|-
|	C-3a	||	139.6
|-
|	C-7a	||	139.7
|}
|}

==制取==
苯并噻吩于1893年首次获得，1902年从[[煤焦油]]中分离得到。工业上主要从粗[[萘]]中提取。也可以通过下列途径制取：<ref>{{有机杂环化合物|pages=42–44}}</ref>

===制法1===
[[乙苯]]和[[硫化氢]]的气相反应。

===制法2===
[[邻巯基乙苯]]的[[环化]]。

===制法3===
[[苯硫酚]]和[[乙炔]]在600～650℃时反应。

[[File:BenzothiopheneSynthesis.svg|400px]]

===制法4===
用[[苯基锂]]或苯硫酚为原料制得：

[[File:BenzothiopheneSynthesis2.svg|650px|center]]

===制法5===
[[顺酐]]与2-[[噻吩]]基[[乙烯]]发生[[Diels-Alder反应]]，然后[[脱羧]]、[[脱氢]]制得。

==参考文献==
{{Reflist}}

== 参见 ==
* [[噻吩]]
* [[茚]]、[[苯并呋喃]]

{{-}}
{{环状化合物}}

[[Category:苯并噻吩| ]]