17553-35-4

Basic information

• Product Name: 2,2,5,5,6,6,9,9-Octamethyl-3,7-decadiyne
• Synonyms: 2,2,5,5,6,6,9,9-Octamethyl-3,7-decadiyne
• CAS NO: 17553-35-4
• Molecular Formula: C18H30
• Molecular Weight: 246.4308
• Mol File: 17553-35-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 307.5°Cat760mmHg
• Flash Point: 136.6°C
• Appearance: /
• Density: 0.842g/cm³
• Vapor Pressure: 0.00131mmHg at 25°C
• Refractive Index: 1.468
• CAS DataBase Reference: 2,2,5,5,6,6,9,9-Octamethyl-3,7-decadiyne(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,5,5,6,6,9,9-Octamethyl-3,7-decadiyne(17553-35-4)
• EPA Substance Registry System: 2,2,5,5,6,6,9,9-Octamethyl-3,7-decadiyne(17553-35-4)

Safety Data

• Hazardous Substances Data: 17553-35-4(Hazardous Substances Data)

Usage

Type of compound

linear alkyne

Number of methyl groups attached to the carbon backbone

eight

Industrial applications

used as a precursor for the synthesis of other organic compounds, important building block for the production of specialty chemicals and pharmaceuticals

Reactivity

high

Handling

handled with care in laboratory and industrial settings

InChI:InChI=1/C18H30/c1-15(2,3)11-13-17(7,8)18(9,10)14-12-16(4,5)6/h1-10H3

Upstream product

• 17553-43-4 2-chloro-2,5,5-trimethyl-hex-3-yne 
• 75-16-1 methylmagnesium bromide 
• 1522-16-3 2,5,5-trimethyl-hex-3-yn-2-ol 

Relevant articles and documents

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A Convenient Synthesis of 1,2-Dithietes and 1,2-Dithioxo Compounds Stabilized by Buttressing and Resonance Effects, Respectively, by Sulfuration of Alkynes with Elemental Sulfur

Sulfuration of a series of alkynes by elemental sulfur was investigated.Alkynes carrying highly bulky substituents, 2,2,5,5-tetramethyl-3-hexyne (6a), 1,2-di-(1-adamantyl)ethyne (6b), 3,3-dimethyl-1-phenyl-1-butyne (6c), and 1-(1-adamantyl)-2-phenylethyne (6d), reacted with sulfur to give the corresponding stable 1,2-dithietes 7a-d in 46-65percent yields.Less hindered alkynes reacted with sulfur to afford 1,4-dithiins and thiophenes as the final products which were derived from the initial products, 1,2-dithietes, via their tautomerization to the corresponding 1,2-dithioxo compounds, while extremely congested alkynes failed to react with sulfur even under forcing conditions.On the other hand, ynamines, a typical electron-rich alkyne, 1-diethylamino-2-phenylthioethyne (6o), 1-diethylamino-2-phenylselenoethyne (6p), and tetraethylethynediamine (6q) were sulfurated under milder conditions to afford resonance-stabilized 1,2-dithioxo compounds 19o-q as the principal products.Mechanism of the formation of 1,2-dithietes, 1,2-dithioxo compounds, and other products is discussed.