Diisopentyl ether

Base Information

• Chemical Name: Diisopentyl ether
• CAS No.: 544-01-4
• Molecular Formula: C10H22O
• Molecular Weight: 158.284
• Hs Code.: 29091900
• European Community (EC) Number: 208-857-4
• NSC Number: 9281
• UNII: 5X9P91566R
• DSSTox Substance ID: DTXSID8052198
• Nikkaji Number: J6.409B
• Wikidata: Q22829647
• Mol file: 544-01-4.mol

Synonyms:Diisopentyl ether;Diisoamyl ether;Isoamyl ether;Isopentyl ether;544-01-4;Isoamyl oxide;DI-ISO-AMYL ETHER;Di-3-methylbutyl ether;Butane, 1,1'-oxybis[3-methyl-;3-methyl-1-(3-methylbutoxy)butane;1,1'-Oxybis(3-methylbutane);NSC 9281;1,1'-Oxylbis(3-methylbutane);HSDB 2773;Butane, 1,1'-oxybis(3-methyl-;EINECS 208-857-4;AI3-02268;DTXSID8052198;UNII-5X9P91566R;Butane, 1,1'-oxylbis(3-methyl-;NSC-9281;5X9P91566R;EC 208-857-4;Butane, 1,1'-oxybis*3-methyl-;i-pentylether;di-isoamyl ether;di-isopentyl ether;Isoamyl ether, 99%;di(3-methylbutyl) ether;ISOAMYL ETHER [MI];SCHEMBL42956;Butane,1'-oxybis[3-methyl-;DTXCID3030769;1-(Isopentyloxy)-3-methylbutane;NSC9281;CHEBI:183294;DI-ISO-AMYL ETHER [HSDB];AMY36943;1-(Isopentyloxy)-3-methylbutane #;Tox21_303780;MFCD00008947;STL280333;AKOS009031402;NCGC00357071-01;CAS-544-01-4;LS-45945;FT-0624975;I0086;Q22829647

Chemical Property of Diisopentyl ether

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 1.7mmHg at 25°C
• Melting Point: -75ºC
• Refractive Index: n20/D 1.407
• Boiling Point: 173.4 °C at 760 mmHg
• Flash Point: 43.1 °C
• PSA: 9.23000
• Density: 0.778 g/cm³
• LogP: 3.09520
• Storage Temp.: Flammables area
• Solubility.: alcohol: miscible(lit.)
• Water Solubility.: insoluble
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 158.167065321
• Heavy Atom Count: 11
• Complexity: 66.9

Purity/Quality:

99.9% ^*data from raw suppliers

Isoamyl Ether (stabilized with BHT) >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:
• Hazard Codes: Xn,N
• Statements: 10-51/53-43-20
• Safety Statements: 16-61-36/37-33-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Ethers (
• Canonical SMILES: CC(C)CCOCCC(C)C
• Uses: Isopentyl ether is used in the synthesis of silver nanoparticles in a continuous flow tubular microreactor,single-crystal Ag nanocubes (with slight truncation) of around 13.5nm in edge length. Solvent in Grignard reaction; also as solvent of odorous principles; manufacture of lacquers; regenerating rubber. Isoamyl ether has been used in the synthesis of:silver nanoparticles in a continuous flow tubular microreactorsingle-crystal Ag nanocubes (with slight truncation) of around 13.5nm in edge length

Technology Process of Diisopentyl ether

There total 32 articles about Diisopentyl ether 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: 38.0%

3,5-dimethyl-cyclohexanone (7214-52-0) + isopentyl nitrite (110-46-3) → isopentyl ether (544-01-4) + diisoamyl carbonate (2050-95-5) + isopentyl (3S*,5R*)-5-cyano-3-methylhexanoate

Guidance literature:

3,5-dimethyl-cyclohexanone; With potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃; for 0.25h; Inert atmosphere; Schlenk technique;

isopentyl nitrite; In tetrahydrofuran; at -78 - 60 ℃; for 1.5h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.1c01169

Reference yield:

i-Amyl alcohol (123-51-3) → isopentyl ether (544-01-4)

Guidance literature:

With p-toluenesulfonyl chloride; unter Abdestillieren des entstandenen Wassers;

Reference yield:

i-Amyl alcohol (123-51-3) → isopentyl ether (544-01-4) + 3-Methyl-1-butene (563-45-1)

Guidance literature:

Al₃+-montmorillonite; at 200 ℃; for 4h; Yield given. Yields of byproduct given;

DOI:10.1039/c39810000427

upstream raw materials:

diethyl ether

bis(bromomethyl) ether

isobutylmagnesium bromide

i-Amyl alcohol

Downstream raw materials:

3-tert-Butyl-2,5-dimesityl-furan

(E)-1,2-dimesitoylethene

1,4-dimesitylbutane-1,4-dione

i-Amyl alcohol

Refernces

• 1、 Jahn, Ullrich,Ma?ek, Tomá?. "Enolate-Based Regioselective Anti-Beckmann C-C Bond Cleavage of Ketones". . p. 11608 - 11632. Retrieved 2021/09/02.
• 2、 -. "PRODUCTION OF 3-METHYLBUT-1-EN BY MEANS OF DEHYDRATION OF 3-METHYLBUTANE-1-OL". Page/Page column 3. . Retrieved 2012/06/16.