1,6-Bis(vinyloxy)hexane

Base Information

• Chemical Name: 1,6-Bis(vinyloxy)hexane
• CAS No.: 19763-13-4
• Molecular Formula: C10H18O2
• Molecular Weight: 170.252
• Hs Code.: 2909199090
• European Community (EC) Number: 243-277-5
• DSSTox Substance ID: DTXSID40941524
• Nikkaji Number: J225.268F
• Wikidata: Q82918397
• Mol file: 19763-13-4.mol

Synonyms:1,6-Bis(vinyloxy)hexane;19763-13-4;1,6-bis(ethenoxy)hexane;1,6-bis(ethenyloxy)hexane;Hexane, 1,6-bis(ethenyloxy)-;EINECS 243-277-5;1,6-Hexanediol divinyl ether;SCHEMBL274257;Hexane,1,6-bis(ethenyloxy)-;DTXSID40941524;AKOS006228681

Chemical Property of 1,6-Bis(vinyloxy)hexane

Chemical Property:

• Vapor Pressure: 0.0843mmHg at 25°C
• Refractive Index: n20/D 1.446(lit.)
• Boiling Point: 233.6 °C at 760 mmHg
• Flash Point: 77.8 °C
• PSA: 18.46000
• Density: 0.866 g/cm³
• LogP: 2.86700
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 170.130679813
• Heavy Atom Count: 12
• Complexity: 96.4

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=COCCCCCCOC=C

Technology Process of 1,6-Bis(vinyloxy)hexane

There total 7 articles about 1,6-Bis(vinyloxy)hexane 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: 87.0%

vinyl acetate (108-05-4,9003-20-7) + 1,6-hexanediol (629-11-8) → 6-vinyloxy-1-hexanol (27336-16-9) + 1,6-bis(vinyloxy)hexane (19763-13-4)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; sodium acetate; In toluene; at 100 ℃; for 6h;

DOI:10.1021/ja0173932

Reference yield: 86.0%

1,6-hexanediol (629-11-8) + acetylene (74-86-2,25067-58-7) → 1,6-bis(vinyloxy)hexane (19763-13-4)

Guidance literature:

With potassium hydroxide; dimethyl sulfoxide; at 100 ℃; for 5h; under 760 Torr;

Reference yield: 68.0%

vinyl acetate (108-05-4,9003-20-7) + 1,6-hexanediol (629-11-8) → 1,6-bis(vinyloxy)hexane (19763-13-4)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; sodium carbonate; In toluene; at 90 ℃; Sealed tube; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.9b02572

upstream raw materials:

1,6-hexanediol

acetylene

vinyl acetate

-butyl vinyl ether

Downstream raw materials:

1,6-bis(1-(2-formylaminophenoxy)ethoxy)hexane

2-(6-[2-(diphenethylphosphoroselenoyl)ethoxy]hexyloxy)ethyl(diphenethyl)phosphine selenide

2-(6-[2-(diphenethylphosphorothioyl)ethoxy]hexyloxy)ethyl(diphenethyl)phosphine sulfide

Refernces

• 1、 -. "METHOD OF PRODUCING VINYL ETHER, AND CATALYST FOR ETHER EXCHANGE REACTION". Paragraph 0140. . Retrieved 2017/08/14.
• 2、 Bosch, Martin,Schlaf, Marcel. "Synthesis of allyl and alkyl vinyl ethers using an in situ prepared air-stable palladium catalyst. Efficient transfer vinylation of primary, secondary, and tertiary alcohols". . p. 5225 - 5227. Retrieved 2007/10/03.