DI-T-Butoxyacetylene

Base Information

• Chemical Name: DI-T-Butoxyacetylene
• CAS No.: 66478-63-5
• Molecular Formula: C10H18O2
• Molecular Weight: 170.252
• Hs Code.: 2909199090
• UNII: UN5E5W2CT8
• DSSTox Substance ID: DTXSID60495857
• Nikkaji Number: J1.385.554D
• Wikidata: Q72446884
• Wikipedia: Di-tert-butoxyacetylene
• Mol file: 66478-63-5.mol

Synonyms:DI-T-BUTOXYACETYLENE;66478-63-5;2-methyl-2-[2-[(2-methylpropan-2-yl)oxy]ethynoxy]propane;di-tert-Butoxyethyne;Di-tert-butoxyacetylene;UN5E5W2CT8;1,2-Bis(tert-butoxy)acetylene;DTXSID60495857;2-[(tert-Butoxyethynyl)oxy]-2-methylpropane;2-[[2-(tert-Butoxy)ethynyl]oxy]-2-methylpropane;Propane, 2,2'-[1,2-ethynediylbis(oxy)]bis[2-methyl-;2-[[2-(1,1-Dimethylethoxy)ethynyl]oxy]-2-methylpropane;Propane, 2-[[2-(1,1-dimethylethoxy)ethynyl]oxy]-2-methyl-

Chemical Property of DI-T-Butoxyacetylene

Chemical Property:

• Boiling Point: 180℃
• Flash Point: 49℃
• PSA: 18.46000
• Density: 0.897
• LogP: 2.53500
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 170.130679813
• Heavy Atom Count: 12
• Complexity: 171

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC#COC(C)(C)C

Technology Process of DI-T-Butoxyacetylene

There total 7 articles about DI-T-Butoxyacetylene 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: 92.0%

(E)-1-bromo-1,2-di-tert-butoxy-ethene (70525-97-2) → 1,2-bis(tert-butoxy)acetylene (66478-63-5)

Guidance literature:

With sodium amide; In diethyl ether; pentane; for 0.3h;

DOI:10.1016/S0040-4020(01)92464-0

Reference yield: 59.0%

(E)-1,2-bis(tert-butoxy)-1-chloroethene (70525-93-8) → 1,2-bis(tert-butoxy)acetylene (66478-63-5)

Guidance literature:

With sodium amide; In diethyl ether; pentane; for 1.5h;

DOI:10.1016/S0040-4020(01)92464-0

Reference yield:

meso-1,2-di-tert-butoxy-1,2-dichloroethane (68470-81-5) → 1,2-bis(tert-butoxy)acetylene (66478-63-5)

Guidance literature:

Multi-step reaction with 3 steps

1: Mg, 1,2-dibromoethane / tetrahydrofuran / Irradiation; 1.) 50 deg C, 45 min then, 2.) 40 deg C, 30 min then room temp.

2: 1.) Br₂; 2.) tBuOK / 1.) pentane, -15 deg C; 2.) 0 deg C, 120 min

3: 92 percent / NaNH₂ in liq NH₃ / pentane; diethyl ether / 0.3 h

With potassium tert-butylate; bromine; sodium amide; magnesium; ethylene dibromide; In tetrahydrofuran; diethyl ether; pentane;

DOI:10.1016/S0040-4020(01)92464-0

upstream raw materials:

(E)-1,2-bis(tert-butoxy)-1-chloroethene

(E)-1-bromo-1,2-di-tert-butoxy-ethene

1,2-di-tert-butoxyethene

meso-1,2-di-tert-butoxy-1,2-dichloroethane

Downstream raw materials:

di-tert-butyl oxalate

hexa-tert-butoybenzene

3,4-di(tert-butoxy)cyclobut-3-ene-1,2-dione

tert-butoxyacetic acid

Refernces

• 1、 Bou, Anna,Pericàs, Miquel A.,Riera, Antoni,Serratosa, Fèlix. "Dialkoxyacetylenes: Di-tert-butoxyethyne, a valuable synthetic intermediate". . p. 68 - 68. Retrieved 2017/06/01.