联苯：修订间差异
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CommonsDelinker（留言 | 贡献） Bot：以Biphenyl-3D-vdW.png代替Biphenyl_3D.png（CommonsDelinker的要求：File renamed: Criterion 3 (obvious error) · thêm phần phụ (Crit. 2/4)） |
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{{Chembox |
{{Chembox |
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| Name = 联苯 |
| Name = 联苯 |
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| NameEn = Biphenyl |
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| ImageFile = Bifenyl.svg |
| ImageFile = Bifenyl.svg |
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| ImageFile1 = Biphenyl-3D-vdW.png |
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| ImageSize = |
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| IUPACName = Biphenyl |
| IUPACName = Biphenyl |
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| IUPACNameZh = |
| IUPACNameZh = |
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| SystematicName = |
| SystematicName = |
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| OtherNames = 苯基苯、联二苯 |
| OtherNames = 苯基苯、联二苯 |
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| Section1 = {{Chembox |
| Section1 = {{Chembox Identifiers |
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| Abbreviations = |
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| CASNo = 92-52-4 |
| CASNo = 92-52-4 |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| EINECS = |
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| Abbreviations = |
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| EINECS = |
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| SMILES = c1ccccc1(c2ccccc2) |
| PubChem = |
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| SMILES = c1ccccc1(c2ccccc2) |
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| InChI = |
| InChI = |
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| RTECS = |
| RTECS = |
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| MeSHName = |
| MeSHName = |
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| ChEBI = |
| ChEBI = |
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| KEGG = |
| KEGG = |
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| ATCCode_prefix = |
| ATCCode_prefix = |
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| ATCCode_suffix = |
| ATCCode_suffix = |
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| ATC_Supplemental =}} |
| ATC_Supplemental = | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}| ChemSpiderID = 6828 |
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| KEGG_Ref = {{keggcite|correct|kegg}}| InChIKey = ZUOUZKKEUPVFJK-UHFFFAOYAV |
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| ChEMBL_Ref = {{ebicite|correct|EBI}}| ChEMBL = 14092 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}}| StdInChI = 1S/C12H10/c1-3-7-11(8-4-1)12-9-5-2-6-10-12/h1-10H |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}| StdInChIKey = ZUOUZKKEUPVFJK-UHFFFAOYSA-N |
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| UNII_Ref = {{fdacite|correct|FDA}}| UNII = 2L9GJK6MGN |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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}} |
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| Formula = C<sub>12</sub>H<sub>10</sub> |
| Formula = C<sub>12</sub>H<sub>10</sub> |
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| MolarMass = 154.21 |
| MolarMass = 154.21 |
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| Appearance = 无色至淡黄色片状晶体 |
| Appearance = 无色至淡黄色片状晶体 |
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| Density = 0.992 g/cm<sup>3</sup> |
| Density = 0.992 g/cm<sup>3</sup> |
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| MeltingPt = 68.93 |
| MeltingPt = 68.93 ℃ |
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| Melting_notes = |
| Melting_notes = |
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| BoilingPt = 256 |
| BoilingPt = 256 ℃ |
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| Boiling_notes = |
| Boiling_notes = |
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| Solubility = 不溶 |
| Solubility = 不溶 |
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| SolubleOther = |
| SolubleOther = |
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| Solvent = |
| Solvent = |
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| LogP = |
| LogP = |
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| VaporPressure = |
| VaporPressure = |
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| HenryConstant = |
| HenryConstant = |
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| AtmosphericOHRateConstant = |
| AtmosphericOHRateConstant = |
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| Viscosity = |
| Viscosity = |
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| Viscosity_notes = |
| Viscosity_notes = |
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| pKa = |
| pKa = |
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| pKb = }} |
| pKb = }} |
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| Section3 = {{Chembox |
| Section3 = {{Chembox Structure |
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| CrystalStruct = |
| CrystalStruct = |
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| Coordination = |
| Coordination = |
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| MolShape = }} |
| MolShape = }} |
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| Section4 = {{Chembox |
| Section4 = {{Chembox Thermochemistry |
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| DeltaHf = |
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| DeltaHc = |
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| Entropy = |
| Entropy = |
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| HeatCapacity = }} |
| HeatCapacity = }} |
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| Section5 = {{Chembox |
| Section5 = {{Chembox Pharmacology |
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| AdminRoutes = |
| AdminRoutes = |
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| Bioavail = |
| Bioavail = |
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| Metabolism = |
| Metabolism = |
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| HalfLife = |
| HalfLife = |
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| ProteinBound = |
| ProteinBound = |
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| Excretion = |
| Excretion = |
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| Legal_status = |
| Legal_status = |
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| Legal_US = |
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| Legal_UK = |
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| Legal_AU = |
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| Legal_CA = |
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| PregCat = |
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| PregCat_AU = |
| PregCat_AU = |
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| PregCat_US = }} |
| PregCat_US = }} |
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| Section6 = {{Chembox |
| Section6 = {{Chembox Explosive |
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| ShockSens = |
| ShockSens = |
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| FrictionSens = |
| FrictionSens = |
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| ExplosiveV = |
| ExplosiveV = |
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| REFactor = }} |
| REFactor = }} |
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| Section7 = {{Chembox |
| Section7 = {{Chembox Hazards |
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| EUClass = 具刺激性 ('''Xi''')<br |
| EUClass = 具刺激性 ('''Xi''')<br/>对环境有害 ('''N''') |
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| EUIndex = 601-042-00-8 |
| EUIndex = 601-042-00-8 |
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| MainHazards = |
| MainHazards = |
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| NFPA-H = 1 |
| NFPA-H = 1 |
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| NFPA-F = 1 |
| NFPA-F = 1 |
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| NFPA-R = 0 |
| NFPA-R = 0 |
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| NFPA-O = |
| NFPA-O = |
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| RPhrases = {{R36/37/38}}, {{R50/53}} |
| RPhrases = {{R36/37/38}}, {{R50/53}} |
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| SPhrases = {{S2}}, {{S23}}, {{S60}}, {{S61}} |
| SPhrases = {{S2}}, {{S23}}, {{S60}}, {{S61}} |
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| RSPhrases = |
| RSPhrases = |
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| FlashPt = 113 |
| FlashPt = 113 ℃ |
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| Autoignition = 540 |
| Autoignition = 540 ℃ |
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| ExploLimits = |
| ExploLimits = |
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| PEL = }} |
| PEL = }} |
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| Section8 = {{Chembox |
| Section8 = {{Chembox Related |
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| OtherAnions = |
| OtherAnions = |
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| OtherCations = |
| OtherCations = |
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| OtherFunctn = |
| OtherFunctn = |
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| Function = |
| Function = |
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| OtherCpds = }} |
| OtherCpds = }} |
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}} |
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取代联苯可通过[[Suzuki反应]]和[[Ullmann反应]]等[[偶联反应]]制取。 |
取代联苯可通过[[Suzuki反应]]和[[Ullmann反应]]等[[偶联反应]]制取。 |
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==参见== |
== 参见 == |
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| ⚫ | |||
*[[ |
* [[多氯聯苯]] |
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| ⚫ | |||
* [[联吡啶]] |
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== 参考资料 == |
== 参考资料 == |
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{{Reflist|}} |
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<div class="references-small"> |
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<references/> |
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*''Biphenyl (1,1- Biphenyl)''. Wiley/VCH, Weinh. (1991), ISBN 3-527-28277-7</div> |
* ''Biphenyl (1,1- Biphenyl)''. Wiley/VCH, Weinh. (1991), ISBN 3-527-28277-7</div> |
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{{苯}} |
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[[Category:芳香烃]] |
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{{Authority control}} |
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[[de:Biphenyl]] |
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[[ |
[[Category:联苯]] |
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[[es:Bifenilo]] |
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[[fr:Biphényle]] |
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[[lv:Bifenils]] |
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[[hu:Bifenil]] |
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[[nl:Bifenyl]] |
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[[ja:ビフェニル]] |
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[[no:Bifenyl]] |
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[[pl:Bifenyl]] |
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[[fi:Bifenyyli]] |
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2020年5月26日 (二) 13:31的最新版本
| 联苯 | |
|---|---|
| |
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| IUPAC名 Biphenyl | |
| 英文名 | Biphenyl |
| 别名 | 苯基苯、联二苯 |
| 识别 | |
| CAS号 | 92-52-4 
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| ChemSpider | 6828 |
| SMILES |
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| InChIKey | ZUOUZKKEUPVFJK-UHFFFAOYAV |
| 性质 | |
| 化学式 | C12H10 |
| 摩尔质量 | 154.21 g·mol⁻¹ |
| 外观 | 无色至淡黄色片状晶体 |
| 密度 | 0.992 g/cm3 |
| 熔点 | 68.93 ℃ |
| 沸点 | 256 ℃ |
| 溶解性（水） | 不溶 |
| 危险性 | |
| 警示术语 | R：R36/37/38, R50/53 |
| 安全术语 | S：S2, S23, S60, S61 |
| 欧盟编号 | 601-042-00-8 |
| 欧盟分类 | 具刺激性 (Xi) 对环境有害 (N) |
| NFPA 704 |
 1
1
0
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| 闪点 | 113 ℃ |
| 自燃温度 | 540 ℃ |
| 若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。 | |
联苯（化学式：C12H10）是两个苯基相连形成的化合物。无色至淡黄色片状晶体，有特殊香味。常用作有机合成前体，衍生物包括联苯胺、联苯醚、八溴联苯醚、多氯联苯等。联苯天然存在于煤焦油、原油和天然气中。不溶于水，但溶于有机溶剂中。
联苯中间的化学键可以自由旋转，但若四个邻位有体积较大的基团时，旋转受阻，会产生阻转异构体。此类型的化合物（如BINAP）可以作手性配体。以联苯为例，其平衡态的扭转角为44.4°，0°和90°时的能垒分别为6.0kJ/mol和6.5kJ/mol。[1]
取代联苯可通过Suzuki反应和Ullmann反应等偶联反应制取。
参见
[编辑]参考资料
[编辑]- ^ Mikael P. Johansson and Jeppe Olsen. Torsional Barriers and Equilibrium Angle of Biphenyl: Reconciling Theory with Experiment. J. Chem. Theory Comput. 2008. doi:10.1021/ct800182e.
- Biphenyl (1,1- Biphenyl). Wiley/VCH, Weinh. (1991), ISBN 3-527-28277-7
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