1,4-Dipropoxybut-2-yne

Base Information

• Chemical Name: 1,4-Dipropoxybut-2-yne
• CAS No.: 69704-27-4
• Molecular Formula: C10H18 O2
• Molecular Weight: 170.252
• European Community (EC) Number: 274-089-1
• DSSTox Substance ID: DTXSID40989865
• Nikkaji Number: J318.028J
• Wikidata: Q82979130
• Mol file: 69704-27-4.mol

Synonyms:1,4-Dipropoxybut-2-yne;69704-27-4;EINECS 274-089-1;1,4-Dipropoxy-2-butyne;1,4-di-(propoxy)-2-butyne;DTXSID40989865

Chemical Property of 1,4-Dipropoxybut-2-yne

Chemical Property:

• Vapor Pressure: 0.0902mmHg at 25°C
• Boiling Point: 232.3°C at 760 mmHg
• Flash Point: 76.9°C
• PSA: 18.46000
• Density: 0.897g/cm³
• LogP: 1.84300
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 170.130679813
• Heavy Atom Count: 12
• Complexity: 126

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCOCC#CCOCCC

Technology Process of 1,4-Dipropoxybut-2-yne

There total 4 articles about 1,4-Dipropoxybut-2-yne 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: 78.0%

1,4-dihydroxybut-2-yne (110-65-6) + propyl bromide (106-94-5) → bis(propoxymethyl)acetylene (69704-27-4)

Guidance literature:

1,4-dihydroxybut-2-yne; With water; potassium hydroxide; In dimethyl sulfoxide; at 0 ℃; Inert atmosphere;

propyl bromide; In dimethyl sulfoxide; at 20 ℃; for 48h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01984

Reference yield:

ethynyldimagnesium dibromide (4301-15-9) + dipropoxymethane (505-84-0) → bis(propoxymethyl)acetylene (69704-27-4)

Guidance literature:

With diethyl ether;

Reference yield:

chloromethyl propyl ether (3587-57-3) + Bis(trimethylsilyl)ethyne (14630-40-1) → bis(propoxymethyl)acetylene (69704-27-4)

Guidance literature:

With aluminium trichloride; In carbon disulfide;

upstream raw materials:

ethynyldimagnesium dibromide

dipropoxymethane

chloromethyl propyl ether

Bis(trimethylsilyl)ethyne

Refernces

• 1、 Karabiyikoglu, Sedef,Boon, Byron A.,Merlic, Craig A.. "Cycloaddition Reactions of Cobalt-Complexed Macrocyclic Alkynes: The Transannular Pauson-Khand Reaction". . p. 7732 - 7744. Retrieved 2017/08/14.