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词条 Succinonitrile
释义

  1. References

  2. External links

{{Expand German|Succinonitril|date=February 2016}}{{Chembox
| Watchedfields = changed
| verifiedrevid = 470472165
| ImageFile = Succinonitrile.png
| ImageFile_Ref = {{chemboximage|correct|??}}
| ImageSize = 150
| ImageName = Skeletal formula of succinonitrile
| ImageFileL1 = Succinonitrile-3D-balls.png
| ImageFileL1_Ref = {{chemboximage|correct|??}}
| ImageSizeL1 = 120
| ImageNameL1 = Ball and stick model of succinonitrile
| ImageFileR1 = Succinonitrile-3D-spacefill.png
| ImageFileR1_Ref = {{chemboximage|correct|??}}
| ImageNameR1 = Spacefill model of succinonitrile
| IUPACName = Butanedinitrile[1]
| OtherNames = {{Unbulleted list|Deprelin{{Citation needed|date=June 2012}}|Dicyanoethane{{Citation needed|date=June 2012}}|Ethylene cyanide{{Citation needed|date=June 2012}}
}}
|Section1={{Chembox Identifiers
| CASNo = 110-61-2
| CASNo_Ref = {{cascite|correct|CAS}}
| PubChem = 8062
| ChemSpiderID = 21106481
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| UNII = 1R479O92DO
| UNII_Ref = {{fdacite|correct|FDA}}
| EINECS = 203-783-9
| MeSHName = succinonitrile
| RTECS = WN3850000
| Beilstein = 1098380
| SMILES = N#CCCC#N
| StdInChI = 1S/C4H4N2/c5-3-1-2-4-6/h1-2H2
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = IAHFWCOBPZCAEA-UHFFFAOYSA-N
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
}}
|Section2={{Chembox Properties
| C=4 | H=4 | N=2
| Appearance = Colorless, waxy crystals
| Odor = odorless[2]
| Density = 985 mg mL−1
| MeltingPtK = 325 to 335
| BoilingPtK = 539.2
| Solubility = 130 g L−1
| VaporPressure = 300 Pa (at 100 °C)
}}
|Section3={{Chembox Thermochemistry
| DeltaHf = 139.3–140.4 kJ mol−1
| DeltaHc = −2.2848–−2.2860 MJ mol−1
| Entropy = 191.59 J K−1 mol−1
| HeatCapacity = 145.60 J K−1 mol−1
}}
|Section4={{Chembox Hazards
| GHSPictograms = {{GHS exclamation mark}}
| GHSSignalWord = WARNING
| HPhrases = {{H-phrases|302|315|319|335}}
| PPhrases = {{P-phrases|261|305+351+338}}
| FlashPtC = 113
| LD50 = 450 mg kg−1 (oral, rat)
| PEL = none[2]
| IDLH = N.D.[2]
| REL = TWA 6 ppm (20 mg/m3)[2]
}}
|Section5={{Chembox Related
| OtherFunction_label = alkanenitriles
| OtherFunction = {{Unbulleted list|Propanenitrile|Aminopropionitrile|Malononitrile|Pivalonitrile|Acetone cyanohydrin|Butyronitrile|Tetramethylsuccinonitrile|Glutaronitrile}}
| OtherCompounds = DBNPA
}}
}}

Succinonitrile, also butanedinitrile, is a nitrile, with the formula of C2H4(CN)2. It is a colorless solid that melts at 57 °C, hence its waxy consistency.

Succinonitrile is produced by the addition of hydrogen cyanide to acrylonitrile:[3]

CH2=CHCN + HCN → NCCH2CH2CN

Hydrogenation of succinonitrile yields putrescine (1,4-diaminobutane).

References

1. ^{{Cite web|title=succinonitrile - Compound Summary|url=https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=8062&loc=ec_rcs|work=PubChem Compound|publisher=National Center for Biotechnology Information|accessdate=14 June 2012|location=USA|date=26 March 2005|at=Identification}}
2. ^{{PGCH|0573}}
3. ^{{cite encyclopedia| encyclopedia = Ullmann's Encyclopedia of Industrial Chemistry| title = Nitriles| url = http://www.mrw.interscience.wiley.com/emrw/9783527306732/ueic/article/a17_363/current/html?hd=All%2Csuccinonitrile| accessdate = 2007-09-10| edition = 7th}}

External links

  • WebBook page for C4H4N2
  • [https://www.cdc.gov/niosh/npg/npgd0573.html CDC - NIOSH Pocket Guide to Chemical Hazards]
{{Organic-compound-stub}}

1 : Nitriles

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