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{{For|Indian IT Company Abcence|Abcence}}
{{dablink|For the Australian TV station, see ].}} {{For|the Australian TV station|ABN (TV station)}}

{{Chembox {{Chembox
|Verifiedfields = changed
⚫ | ImageFileL1 = ABCN-2D-skeletal.png
|Watchedfields = changed
⚫ | ImageFileL1_Ref = {{chemboximage|correct|??}}
|verifiedrevid = 477235009
| ImageSizeL1 = 121
⚫ |ImageFile1 = ABCN-2D-skeletal.png
⚫ | ImageNameL1 = Stereo skeletal formula of ABCN (1-)
⚫ |ImageFile1_Ref = {{chemboximage|correct|??}}
⚫ | ImageFileR1 = ABCN-3D-vdW.png
⚫ |ImageName1 = Stereo, skeletal formula of (''Z'')-ABCN
⚫ | ImageFileR1_Ref = {{chemboximage|correct|??}}
⚫ |ImageFile2 = ABCN-3D-sticks.png
| ImageSizeR1 = 121
⚫ |ImageFile2_Ref = {{chemboximage|correct|??}}
| ImageNameR1 = Spacefill model of ABCN (1-)
|ImageName2 = Stick model of (''Z'')-ABCN
⚫ | ImageFile2 = ABCN-3D-sticks.png
⚫ |ImageFile3 = ABCN-3D-vdW.png
| ImageFile2_Ref = {{chemboximage|correct|??}} |ImageFile3_Ref = {{chemboximage|correct|??}}
| ImageSize2 = 244
| ImageName2 = Stick model of ABCN (1-) |ImageName3 = Spacefill model of (''Z'')-ABCN
| IUPACName = 1,1'-diazene-1,2-diyldicyclohexanecarbonitrile |SystematicName = 1,1′-Diazene-1,2-diyldicyclohexanecarbonitrile
⚫ |Section1={{Chembox Identifiers
| SystematicName = 1-cyclohexane-1-carbonitrile{{Reference necessary}}
⚫ |Abbreviations = ACHN
⚫ | Section1 = {{Chembox Identifiers
|CASNo_Ref = {{cascite|correct|CAS}}
⚫ | Abbreviations = ACCN
| CASNo = 2094-98-6 |CASNo = 2094-98-6
| CASNo_Ref = {{cascite|correct|??}} |UNII_Ref = {{fdacite|correct|FDA}}
|UNII = 9Y0B93KKUS
| PubChem = 74978 |PubChem = 74978
| PubChem_Ref = {{Pubchemcite|correct|PubChem}}
| ChemSpiderID = 21159585 |ChemSpiderID = 21159585
| ChemSpiderID_Ref = {{chemspidercite|correct|ChemSpider}} |ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
⚫ |ChemSpiderID2 = 21427655
⚫ | ChemSpiderID1 = 67533
⚫ |ChemSpiderID2_Ref = {{chemspidercite|correct|chemspider}}
⚫ | ChemSpiderID1_Comment = 1-
⚫ |ChemSpiderID2_Comment = <small>(''Z'')</small>
⚫ | ChemSpiderID1_Ref = {{chemspidercite|correct|ChemSpider}}
⚫ |ChemSpiderID1 = 67533
⚫ | ChemSpiderID2 = 21427655
⚫ |ChemSpiderID1_Ref = {{chemspidercite|correct|chemspider}}
⚫ | ChemSpiderID2_Comment = 1-
⚫ |ChemSpiderID1_Comment = <small>(''E'')</small>
⚫ | ChemSpiderID2_Ref = {{chemspidercite|correct|ChemSpider}}
| EINECS = 218-254-8 |EINECS = 218-254-8
| UNNumber = 3226 |UNNumber = 3226
| Beilstein = 960744 |Beilstein = 960744
| SMILES = N#CC1(CCCCC1)N=NC1(CCCCC1)C#N |SMILES = N#CC1(CCCCC1)N=NC1(CCCCC1)C#N
⚫ |StdInChI = 1S/C14H20N4/c15-11-13(7-3-1-4-8-13)17-18-14(12-16)9-5-2-6-10-14/h1-10H2
| SMILES1 = N#CC2(N=NC1(CCCCC1)C#N)CCCCC2
⚫ |StdInChI_Ref = {{stdinchicite|correct|chemspider}}
⚫ | StdInChI = 1S/C14H20N4/c15-11-13(7-3-1-4-8-13)17-18-14(12-16)9-5-2-6-10-14/h1-10H2
⚫ |InChI = 1/C14H20N4/c15-11-13(7-3-1-4-8-13)17-18-14(12-16)9-5-2-6-10-14/h1-10H2
⚫ | StdInChI_Ref = {{stdinchicite|correct|chembox}}
⚫ |StdInChIKey = KYIKRXIYLAGAKQ-UHFFFAOYSA-N
⚫ | InChI = 1/C14H20N4/c15-11-13(7-3-1-4-8-13)17-18-14(12-16)9-5-2-6-10-14/h1-10H2
⚫ |StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
⚫ | StdInChIKey = KYIKRXIYLAGAKQ-UHFFFAOYSA-N
⚫ |InChIKey = KYIKRXIYLAGAKQ-UHFFFAOYAM
⚫ | StdInChIKey_Ref = {{stdinchicite|correct|chembox}}
⚫ | InChIKey = KYIKRXIYLAGAKQ-UHFFFAOYAM
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| C = 14 |C=14 | H=20 | N=4
|MeltingPtC = 114 to 118<ref name=SA> at ]</ref>
| H = 20
|MeltingPt_notes = decomposes near 80 °C
| N = 4
| ExactMass = 244.168796660 g mol<sup>-1</sup>
| MeltingPtCL = 114
| MeltingPtCH = 118
}} }}
| Section3 = {{Chembox Hazards |Section3={{Chembox Hazards
| EUClass = {{Hazchem F}} {{Hazchem Xi}} |GHSPictograms = {{GHS flame}} {{GHS exclamation mark}}
|GHSSignalWord = Danger
| RPhrases = {{R11}}, {{R36/37/38}}
|HPhrases = {{H-phrases|242|315|319|335}}
| SPhrases = {{S26}}
|PPhrases = {{P-phrases|261|305+351+338}}
}} }}
}} }}

1,1'-Azobis(cyclohexanecarbonitrile) or '''ABCN''' is a ]. The molecular formula is
NCC<sub>6</sub>H<sub>10</sub>N=NC<sub>6</sub>H<sub>10</sub>CN. It is classified as highly flammable and an irritant. '''1,1′-Azobis(cyclohexanecarbonitrile)''' or '''ACHN''' is a ].<ref name=SA/> The molecular formula is NCC<sub>6</sub>H<sub>10</sub>N=NC<sub>6</sub>H<sub>10</sub>CN. It is a white solid that is soluble in aromatic solvents.<ref>{{cite journal|title=1,1'-Azobis-1-cyclohexanenitrile|author=Steven A. Kates, Fernando Albericio
|journal=E-EROS Encyclopedia of Reagents for Organic Synthesis|year=2001|doi=10.1002/047084289X.ra120}}</ref>

ACHN has a 10-hour ] in ] at 88&nbsp;°C.<ref name=SA/>


==See also== ==See also==
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==References== ==References==
{{reflist}}
{{Unreferenced|date =September 2007}}
{{Reflist}}

⚫ {{Organic-compound-stub}}

{{DEFAULTSORT:Abcn}}


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Latest revision as of 10:56, 13 September 2024

For Indian IT Company Abcence, see Abcence. For the Australian TV station, see ABN (TV station).
ABCN
Stereo, skeletal formula of (Z)-ABCN
Stick model of (Z)-ABCN
Spacefill model of (Z)-ABCN
Names
Systematic IUPAC name 1,1′-Diazene-1,2-diyldicyclohexanecarbonitrile
Identifiers
CAS Number
3D model (JSmol)
Abbreviations ACHN
Beilstein Reference 960744
ChemSpider
ECHA InfoCard 100.016.595 Edit this at Wikidata
EC Number
  • 218-254-8
PubChem CID
UNII
UN number 3226
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C14H20N4/c15-11-13(7-3-1-4-8-13)17-18-14(12-16)9-5-2-6-10-14/h1-10H2Key: KYIKRXIYLAGAKQ-UHFFFAOYSA-N
  • InChI=1/C14H20N4/c15-11-13(7-3-1-4-8-13)17-18-14(12-16)9-5-2-6-10-14/h1-10H2Key: KYIKRXIYLAGAKQ-UHFFFAOYAM
SMILES
  • N#CC1(CCCCC1)N=NC1(CCCCC1)C#N
Properties
Chemical formula C14H20N4
Molar mass 244.342 g·mol
Melting point 114 to 118 °C (237 to 244 °F; 387 to 391 K) decomposes near 80 °C
Hazards
GHS labelling:
Pictograms GHS02: Flammable GHS07: Exclamation mark
Signal word Danger
Hazard statements H242, H315, H319, H335
Precautionary statements P261, P305+P351+P338
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

1,1′-Azobis(cyclohexanecarbonitrile) or ACHN is a radical initiator. The molecular formula is NCC6H10N=NC6H10CN. It is a white solid that is soluble in aromatic solvents.

ACHN has a 10-hour half-life in toluene at 88 °C.

See also

References

  1. ^ 1,1′-Azobis(cyclohexanecarbonitrile) at Sigma-Aldrich
  2. Steven A. Kates, Fernando Albericio (2001). "1,1'-Azobis-1-cyclohexanenitrile". E-EROS Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.ra120.


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