2-Octyne

Names
Preferred IUPAC name

Oct-2-yne

Other names

Amylmethylacetylene; Methylpentylacetylene

Identifiers

CAS Number

* 2809-67-8 Y

3D model (JSmol)

* Interactive image

ChemSpider |

* 16791

EC Number |

* 220-553-3

PubChem CID

* 17769

UNII |

* YP28K987X2 Y

InChI

* 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

SMILES

* CC#CCCCCC

Properties

Chemical formula

| 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).

Infobox references

Tracking categories (test):

* SizeSet

2-Octyne, also known as methylpentylethin 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

1. ↑ "2-OCTYNE | C8H14 - PubChem". https://pubchem.ncbi.nlm.nih.gov/compound/2-octyne. Retrieved 16 August 2016.
2. ↑ 2.0 2.1 Rogers, D. W.; Dagdagan, O. A.; Allinger, N. L. (1979). "webbook.nist.gov/cgi/cbook.cgi". pp. 671–676. http://webbook.nist.gov/cgi/cbook.cgi?ID=C2809678&Mask=8. Retrieved 16 August 2016.
3. ↑ 3.0 3.1 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 Societe Chimique de France, 1997. Volume 134. (3&4) pp 349-355.

* v
* t
* e

Alkynes

* Ethyne ( C2H2 )
* Propyne ( C3H4 )
* Butyne ( C4H6 )
* 1
* 2
* Pentyne ( C5H8 )
* 1
* 2
* Hexyne ( C6H10 )
* Heptyne ( C7H12 )
* Octyne ( C8H14 )
* 2
* 4
* Nonyne ( C9H16 )
* Decyne ( C10H18 )
* 1
* 5

Preparations|

* Cracking
* [[Chemistry:DehydrogenatDehydrogenation]] of alkane]], alkene
* Alkylation of alkynyl anion
* Dehydrohalogenation of dihaloalkane
* Fritsch–Buttenberg–Wiechell rearrangement
* Corey–Fuchs reaction
* Seyferth–Gilbert homologation

Reactions|

* Deprotonation
* Hydrogenation
* Halogenation
* Hydration
* Hydroboration
* Hydrohalogenation
* Thiol-yne reaction
* Alkyne trimerisation
* Diels–Alder reaction
* Pauson–Khand reaction
* Azide-alkyne Huisgen cycloaddition
* Sonogashira coupling
* Cadiot–Chodkiewicz coupling
* Glaser coupling
* Favorskii reaction

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