1-Octyne

Base Information

• Chemical Name: 1-Octyne
• CAS No.: 629-05-0
• Molecular Formula: C8H14
• Molecular Weight: 110.199
• Hs Code.: 29012980
• European Community (EC) Number: 211-069-3
• UNII: 7S3FMU8W67
• DSSTox Substance ID: DTXSID9060863
• Nikkaji Number: J21.021H
• Wikidata: Q161668
• Mol file: 629-05-0.mol

Synonyms:1-octyne;oct-1-yne

Chemical Property of 1-Octyne

Chemical Property:

• Appearance/Colour: clear colourless to yellow liquid
• Vapor Pressure: 37.7 mm Hg ( 37.7 °C)
• Melting Point: -80 °C
• Refractive Index: n20/D 1.416(lit.)
• Boiling Point: 126.027 °C at 760 mmHg
• Flash Point: 17.778 °C
• PSA: 0.00000
• Density: 0.763 g/cm³
• LogP: 2.59000
• Storage Temp.: Flammables area
• Solubility.: 0.024g/l
• Water Solubility.: Miscible with alcohol, ether and other organic solvents. Immiscible with water.
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 110.109550447
• Heavy Atom Count: 8
• Complexity: 73.3

Purity/Quality:

99.9% ^*data from raw suppliers

1-Octyne ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn,Xi
• Hazard Codes: F,Xn,Xi
• Statements: 11-65-36/37/38
• Safety Statements: 16-62-33-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aliphatics, Unsaturated
• Canonical SMILES: CCCCCCC#C
• Uses: 1-Octyne is widely used in organic reactions such as halogenation, hydration, oxidative cleavage, hydrogenation, hydrohalogenation, nitrile formation, polymerization and substitution reactions. It is used a precursor for the preparation of monohalogen substituted akenes or dihalogen substituted alkanes on treated with hydrogen halides.

Technology Process of 1-Octyne

There total 58 articles about 1-Octyne which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

oct-1-yn-3-yl benzoate (196302-07-5) → n-octyne (629-05-0) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

tris(2,2'-bipyridine)nickel(II) tetrafluoroborate; In N,N-dimethyl-formamide; Ambient temperature; electrolysis;

DOI:10.1016/S0040-4039(97)01396-8

Reference yield: 95.0%

1,2-dibromooctane (152212-49-2,152212-73-2,6269-92-7) → n-octyne (629-05-0)

Guidance literature:

With potassium hydroxide; tetraoctyl ammonium bromide; In Petroleum ether; at 90 ℃; for 6h;

DOI:10.1016/S0040-4020(01)98925-2

Reference yield: 92.0%

(Z)-1-bromo-1-octene (42843-49-2) → n-octyne (629-05-0)

Guidance literature:

With 18-crown-6 ether; potassium tert-butylate; In Petroleum ether; at 25 ℃; for 2h;

upstream raw materials:

oct-2-yne

1-bromo-hexane

acetylenemagnesium bromide

sodium acetylide

Downstream raw materials:

1,1,1,3-tetrachlorononane

Non-2-yn-1-al diethyl acetal

octadec-7-yne

(+/)-dec-3-yn-2-ol

Refernces

• 1、 -. "Method for synthesizing terminal alkyne by utilizing 1, 2-dihaloalkane". Paragraph 0028-0030. . Retrieved 2020/04/29.
• 2、 Xu, Hua-Dong,Wu, Hao,Jiang, Chun,Chen, Peng,Shen, Mei-Hua. "Chemo-, regio-, and stereoselective hydroboration of conjugated enyne alcohol/amine: Facile synthesis of Z,Z-/Z,E-1,3-dien-1/2-ylboronic ester bearing hydroxyl/amino group". supporting information. p. 2915 - 2918. Retrieved 2016/06/14.