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{{Chembox
{{Expand German|2-Octin|date=August 2016}}
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'''2-Octyne''' is a type of alkynes with a triple bond at its second carbon (the '-2' indicates the location of the triple bond in the chain). Its formula is C<sub>8</sub>H<sub>16</sub>. Its density at 25 °C and otherwise stable conditions is 0.759 g/mL. The average molar mass is 112.21 g/mol.
| ImageFile = Oct-2-yne 200.svg
| ImageSize = 200px
[[Category:Alkynes|Octyne2]]
| ImageAlt =
<!-- Names -->
| PIN = Oct-2-yne
| OtherNames = Amylmethylacetylene; Methylpentylacetylene
<!-- Sections -->
| Section1 = {{Chembox Identifiers
| CASNo = 2809-67-8
| CASNo_Ref = {{cascite|correct|CAS}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = YP28K987X2
| EINECS = 220-553-3
| ChemSpiderID = 16791
| PubChem = 17769
| SMILES = CC#CCCCCC
| InChI = 1/C8H14/c1-3-5-7-8-6-4-2/h3,5,7-8H2,1-2H3
| InChIKey = QCQALVMFTWRCFI-UHFFFAOYAD
| StdInChI = 1S/C8H14/c1-3-5-7-8-6-4-2/h3,5,7-8H2,1-2H3
| StdInChIKey = QCQALVMFTWRCFI-UHFFFAOYSA-N
}}
| Section2 = {{Chembox Properties
| C=8|H=14
| Appearance =
| Density = 0.759 g/mL
| MeltingPt =
| BoilingPtC = 137
| Solubility =
}}
| Section3 = {{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}
}}

'''2-Octyne''', also known as methylpentylethyne and oct-2-yne,<ref name=pubchem>{{cite web|title=2-OCTYNE {{!}} C8H14 - PubChem|url=https://pubchem.ncbi.nlm.nih.gov/compound/2-octyne|website=pubchem.ncbi.nlm.nih.gov|accessdate=16 August 2016}}</ref> is a type of [[alkyne]] with a [[triple bond]] at its second [[carbon]] (the '2-' indicates the location of the triple bond in the chain). Its formula is C<sub>8</sub>H<sub>14</sub>.<ref name=nist>{{cite web|title=webbook.nist.gov/cgi/cbook.cgi| date=1979 | volume=101 | pages=671–676 |url=http://webbook.nist.gov/cgi/cbook.cgi?ID=C2809678&Mask=8|accessdate=16 August 2016 | last1=Rogers | first1=D. W. | last2=Dagdagan | first2=O. A. | last3=Allinger | first3=N. L. }}</ref> Its density at 25&nbsp;°C and otherwise stable conditions is 0.759 g/ml.<ref name = "Sigma">{{Sigma-Aldrich|id=484644|name=2-Octyne|accessdate=16 August 2016}}</ref> The [[boiling point]] is 137&nbsp;°C.<ref name = "Sigma"/> The average [[molar mass]] is 110.20 g/mol.<ref name=nist />

It is formed by isomerization of [[1-octyne]] catalyzed by a Yb<sup>II</sup> complex.<ref>Makioka, Yoshikazu; Taniguchi, Yuki; Kitamura, Tsugio; Fujiwara, Yuzo; Saiki, Akira; Takaki, Ken. Isomerization of terminal alkynes catalyzed by ytterbium(II)-aromatic imine complexes. ''Bulletin de la Société Chimique de France'', 1997. Volume 134. (3&4) pp 349-355.</ref>

==References==
{{reflist}}

{{Alkynes}}

{{DEFAULTSORT:Octyne, 2-}}
[[Category:Alkynes]]

Latest revision as of 21:11, 5 April 2024

2-Octyne
Names
Preferred IUPAC name
Oct-2-yne
Other names
Amylmethylacetylene; Methylpentylacetylene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.018.685 Edit this at Wikidata
EC Number
  • 220-553-3
UNII
  • InChI=1S/C8H14/c1-3-5-7-8-6-4-2/h3,5,7-8H2,1-2H3
    Key: QCQALVMFTWRCFI-UHFFFAOYSA-N
  • InChI=1/C8H14/c1-3-5-7-8-6-4-2/h3,5,7-8H2,1-2H3
    Key: QCQALVMFTWRCFI-UHFFFAOYAD
  • CC#CCCCCC
Properties
C8H14
Molar mass 110.200 g·mol−1
Density 0.759 g/mL
Boiling point 137 °C (279 °F; 410 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2-Octyne, also known as methylpentylethyne and oct-2-yne,[1] is a type of alkyne with a triple bond at its second carbon (the '2-' indicates the location of the triple bond in the chain). Its formula is C8H14.[2] Its density at 25 °C and otherwise stable conditions is 0.759 g/ml.[3] The boiling point is 137 °C.[3] The average molar mass is 110.20 g/mol.[2]

It is formed by isomerization of 1-octyne catalyzed by a YbII complex.[4]

References

[edit]
  1. ^ "2-OCTYNE | C8H14 - PubChem". pubchem.ncbi.nlm.nih.gov. Retrieved 16 August 2016.
  2. ^ a b Rogers, D. W.; Dagdagan, O. A.; Allinger, N. L. (1979). "webbook.nist.gov/cgi/cbook.cgi". pp. 671–676. Retrieved 16 August 2016.
  3. ^ a b Sigma-Aldrich Co., 2-Octyne. Retrieved on 16 August 2016.
  4. ^ Makioka, Yoshikazu; Taniguchi, Yuki; Kitamura, Tsugio; Fujiwara, Yuzo; Saiki, Akira; Takaki, Ken. Isomerization of terminal alkynes catalyzed by ytterbium(II)-aromatic imine complexes. Bulletin de la Société Chimique de France, 1997. Volume 134. (3&4) pp 349-355.