Dicyclohexyl ether

Base Information

• Chemical Name: Dicyclohexyl ether
• CAS No.: 4645-15-2
• Molecular Formula: C12H22O
• Molecular Weight: 182.306
• Hs Code.: 2902199090
• European Community (EC) Number: 225-075-9
• NSC Number: 17519
• DSSTox Substance ID: DTXSID70196843
• Nikkaji Number: J127.115F
• Wikidata: Q83069851
• Mol file: 4645-15-2.mol

Synonyms:Dicyclohexyl ether;4645-15-2;cyclohexyloxycyclohexane;CYCLOHEXYL ETHER;1,1'-Oxybis(cyclohexane);Cyclohexane, 1,1'-oxybis-;Oxydicyclohexane;(Cyclohexyloxy)cyclohexane;EINECS 225-075-9;NSC 17519;1,1'-oxydicyclohexane;Cyclohexane,1'-oxybis-;(Cyclohexyloxy)cyclohexane #;SCHEMBL198177;DTXSID70196843;NSC17519;NSC-17519;STL453770;AKOS015906653;AM84999

Chemical Property of Dicyclohexyl ether

Chemical Property:

• Melting Point: -36°C
• Refractive Index: 1.4741 (estimate)
• Boiling Point: 242.5 °C at 760 mmHg
• Flash Point: 93.9 °C
• PSA: 9.23000
• Density: 0.92 g/cm³
• LogP: 3.66840
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 182.167065321
• Heavy Atom Count: 13
• Complexity: 116

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Ethers, Other
• Canonical SMILES: C1CCC(CC1)OC2CCCCC2

Technology Process of Dicyclohexyl ether

There total 94 articles about Dicyclohexyl 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: 97.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → dicyclohexyl ether (4645-15-2)

Guidance literature:

With 1,1,3,3-Tetramethyldisiloxane; copper(II) bis(trifluoromethanesulfonate); In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2012.06.080

Reference yield: 85.0%

(cyclohex-1-en-1-yloxy)benzene (17012-35-0) → dicyclohexyl ether (4645-15-2) + cyclohexylphenyl ether (2206-38-4) + N-phenyl-2-cyclohexylamine (1821-36-9)

Guidance literature:

With sodium tetrahydroborate; 10 wt% Pd(OH)2 on carbon; ammonia; In water; m-xylene; at 150 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1021/acscatal.8b02214

Reference yield: 76.0%

diphenylether (101-84-8) → dicyclohexyl ether (4645-15-2)

Guidance literature:

With hydrogen; In neat (no solvent); at 80 ℃; for 24h; under 2964.2 Torr; Autoclave;

DOI:10.1021/jacs.8b06015

upstream raw materials:

diphenylether

cyclohexyl chloride

sodium cyclohexanolate

2-cyclohexylphenol

Downstream raw materials:

cyclohexane

cyclohexanone

Cyclohexyl iodide

dicyclohexyl adipate

Refernces

• 1、 Zhang, Jianghao,Sudduth, Berlin,Sun, Junming,Wang, Yong. "Hydrodeoxygenation of Lignin-Derived Aromatic Oxygenates Over Pd-Fe Bimetallic Catalyst: A Mechanistic Study of Direct C–O Bond Cleavage and Direct Ring Hydrogenation". . p. 932 - 939. Retrieved 2020/09/02.
• 2、 Khodakov, Andrei Y.,Kusema, Bright T.,Niu, Feng,Ordomsky, Vitaly V.,Wang, Qiyan,Yan, Zhen. "Highly Efficient and Selective N-Alkylation of Amines with Alcohols Catalyzed by in Situ Rehydrated Titanium Hydroxide". . p. 3404 - 3414. Retrieved 2020/03/23.