2,2-Dimethyl-3-octyne.

Base Information

• Chemical Name: 2,2-Dimethyl-3-octyne.
• CAS No.: 19482-57-6
• Molecular Formula: C10H18
• Molecular Weight: 138.253
• Hs Code.: 2901299090
• Mol file: 19482-57-6.mol

Synonyms:2,2-dimethyl-oct-3-yne;3-Octyne,2,2-dimethyl;2,2-Dimethyl-oct-3-in;Butyl-tert.-butyl-acetylen;3-Octyne, 2,2-dimethyl-;(n)BuC2(t)Bu;2,2-Dimethyl-3-octyne;butyl-tert-butylacetylene;

Chemical Property of 2,2-Dimethyl-3-octyne.

Chemical Property:

• Vapor Pressure: 3.92mmHg at 25°C
• Boiling Point: 155.3oC at 760 mmHg
• Flash Point: 37.8oC
• PSA: 0.00000
• Density: 0.781g/cm3
• LogP: 3.22610

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,2-Dimethyl-3-octyne.

There total 10 articles about 2,2-Dimethyl-3-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: 77.0%

1-bromo-butane (109-65-9) + 3,3-Dimethylbut-1-yne (917-92-0) → 2,2-dimethyl-3-octyne (19482-57-6)

Guidance literature:

3,3-Dimethylbut-1-yne; With methyllithium; In tetrahydrofuran; at 0 ℃;

1-bromo-butane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 0 - 20 ℃; Further stages.;

DOI:10.1021/jo800382p

Reference yield: 62.0%

lithium di-n-butylcuprate (24406-16-4) + (3,3-dimethylbutynyl)(phenyl)iodonium tosylate (92473-47-7) → 2,2-dimethyl-3-octyne (19482-57-6)

Guidance literature:

In tetrahydrofuran; -70 deg C to r.t.;

Reference yield:

3,3-Dimethylbut-1-yne (917-92-0) + butyl triflate (75618-25-6) → 2,2-dimethyl-3-octyne (19482-57-6)

Guidance literature:

With zinc(II) bis(nonafluorobutanesulfonyl)imide; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In toluene; at 50 ℃; for 48h; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.201801685

upstream raw materials:

2-chloro-2-methyl-3-octyne

methylmagnesium bromide

1-bromo-butane

3,3-Dimethylbut-1-yne

Downstream raw materials:

hexa-(tert-butyl)-ester

(E)-2-(2-(2,2-dimethyloct-3-en-4-yl)-4-methoxyphenyl)-3-methylpyridine

(E)-2,2-dimethyl-4-(2-methylphenyl)-3-octene

(E)-4-bromo-2,2-dimethyl-3-phenylseleno-oct-3-ene

Refernces

• 1、 Pfeifer, Lukas,Gouverneur, Véronique. "Controlled Single and Double Iodofluorination of Alkynes with DIH- and HF-Based Reagents". supporting information. p. 1576 - 1579. Retrieved 2018/03/23.
• 2、 Garcia Ruano, Jose Luis,Aleman, Jose,Marzo, Leyre,Alvarado, Cuauhtemoc,Tortosa, Mariola,Diaz-Tendero, Sergio,Fraile, Alberto. "Expanding the scope of arylsulfonylacetylenes as alkynylating reagents and mechanistic insights in the formation of Csp2-Csp and Csp 3-Csp bonds from organolithiums". supporting information; experimental part. p. 8414 - 8422. Retrieved 2012/07/27.