Di-sec-butyl ether

Base Information

• Chemical Name: Di-sec-butyl ether
• CAS No.: 6863-58-7
• Molecular Formula: C8H18 O
• Molecular Weight: 130.23
• Hs Code.: 2909199090
• European Community (EC) Number: 229-961-6
• DSSTox Substance ID: DTXSID6027636
• Nikkaji Number: J45.662D
• Wikidata: Q29644891
• ChEMBL ID: CHEMBL3184223
• Mol file: 6863-58-7.mol

Synonyms:Di-sec-butyl ether;sec-Butyl ether;6863-58-7;Butane, 2,2'-oxybis-;2,2'-Oxybisbutane;2-butan-2-yloxybutane;Bis(2-butyl)ether;Bis(2-butyl) ether;EINECS 229-961-6;BRN 1733014;DTXSID6027636;0-01-00-00372 (Beilstein Handbook Reference);sec-butylether;di-s-butyl ether;Di-sec-butylether;2-Sec-butoxybutane;2,2'-oxydibutane;di-sec. butyl ether;2-Sec-butoxybutane #;sec-Butyl ether, 96%;(sec-C4H9)2O;UNII-8AWU5LAY06;8AWU5LAY06;SCHEMBL147241;DTXCID207636;CHEMBL3184223;HHBZZTKMMLDNDN-UHFFFAOYSA-;sec-Butyl ether (stab.with HQ);Propane, 1-methyl-1,1'-oxybis;Tox21_201188;MFCD00039921;AKOS015912647;NCGC00248951-01;NCGC00258740-01;LS-47448;CAS-6863-58-7;D1405;FT-0636278;D89852;Q29644891

Chemical Property of Di-sec-butyl ether

Chemical Property:

• Melting Point: -100°C
• Refractive Index: n20/D 1.394(lit.)
• Boiling Point: 121oC(lit.)
• Flash Point: 78 °F
• PSA: 9.23000
• Density: 0.759 g/mL at 25oC(lit.)
• LogP: 2.60000
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 130.135765193
• Heavy Atom Count: 9
• Complexity: 53.6

Purity/Quality:

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

sec-Butyl Ether (DL- and meso- mixture)(stabilized with HQ) >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-20
• Safety Statements: 16-7/9

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)OC(C)CC

Technology Process of Di-sec-butyl ether

There total 15 articles about Di-sec-butyl 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: 79.0%

triethylsilane (617-86-7) + butanone (78-93-3) → di-2-butyl ether (6863-58-7) + hexaethyl disiloxane (994-49-0)

Guidance literature:

With (π-Me₅C₅)Si⁺B(C₆F₅)₄^-; In dichloromethane-d2; at 23 - 40 ℃; Catalytic behavior; Inert atmosphere;

DOI:10.1021/acs.oprd.0c00214

Reference yield: 52.0%

iso-butanol (78-92-2,15892-23-6) + benzyl alcohol (100-51-6,185532-71-2) → di-2-butyl ether (6863-58-7) + dibenzyl ether (103-50-4) + benzyl sec-butyl ether (940-44-3)

Guidance literature:

With copper acetylacetonate; carbon tetrabromide; at 150 ℃; for 8h; Inert atmosphere; Sealed tube;

DOI:10.1134/S1070428018080055

Reference yield: 34.0%

carbon monoxide (201230-82-2) + iso-butanol (78-92-2,15892-23-6) → (+/-)-2-methyl-1-butanol (137-32-6) + di-2-butyl ether (6863-58-7)

Guidance literature:

With hydrogen; Cobalt rhodium; iodine; at 200 ℃; for 2h; under 420 Torr; Product distribution; other promoter, other pressure;

DOI:10.1016/0022-328X(88)80121-9

upstream raw materials:

bis-1-chloroethyl ether

diethylzinc

iso-butanol

propene

Downstream raw materials:

2-sec-butylphenol

s-butyl chloride

(s-C₄H₉O)BClC₆H₅

1-butylene

Refernces

• 1、 Fritz-Langhals, Elke,Kneissl, Sotirios,Piroutek, Phillip,Werge, Sven. "Novel Si(II)+and Ge(II)+Compounds as Efficient Catalysts in Organosilicon Chemistry: Siloxane Coupling Reaction ?". . . Retrieved 2020/09/02.
• 2、 Dong, Xunqing,Li, Qun,Li, Guigen,Lu, Hongjian. "Cobalt-Catalyzed Secondary Alkylation of Arenes and Olefins with Alkyl Ethers through the Cleavage of C(sp2)-H and C(sp3)-O Bonds". . p. 13402 - 13413. Retrieved 2018/11/20.