|
|
call loadScript javascripts\jsmol\core\package.js call loadScript javascripts\jsmol\core\core.z.js -- required by ClazzNode call loadScript javascripts\jsmol\J\awtjs2d\WebOutputChannel.js
|
| Dimethoxyethane, also known as glyme, monoglyme, dimethyl glycol, ethylene glycol dimethyl ether, dimethyl cellosolve, and DME, is a colorless, aprotic, and liquid ether that is used as a solvent, especially in batteries. Dimethoxyethane is miscible with water.
|
|
Read full article at Wikipedia
|
| InChI=1S/C4H10O2/c1-5-3-4-6-2/h3-4H2,1-2H3 |
| XTHFKEDIFFGKHM-UHFFFAOYSA-N |
|
View more via ChEBI Ontology
1,2-Dimethoxyethan
|
ChEBI
|
|
1,2-DIMETHOXYETHANE
|
PDBeChem
|
|
2,5-dioxahexane
|
ChemIDplus
|
|
α,β-dimethoxyethane
|
NIST Chemistry WebBook
|
|
CH3OCH2CH2OCH3
|
NIST Chemistry WebBook
|
|
Dimethyl Cellosolve
|
ChemIDplus
|
|
DME
|
NIST Chemistry WebBook
|
|
dme
|
IUPAC
|
|
Egdme
|
ChemIDplus
|
|
ethylene glycol dimethyl ether
|
NIST Chemistry WebBook
|
|
Ethylenglycoldimethylether
|
ChEBI
|
|
Ethylenglykoldimethylether
|
ChEBI
|
|
glyme
|
ChemIDplus
|
|
monoglyme
|
NIST Chemistry WebBook
|
|
110-71-4
|
CAS Registry Number
|
ChemIDplus
|
|
110-71-4
|
CAS Registry Number
|
NIST Chemistry WebBook
|
|
1209237
|
Reaxys Registry Number
|
Reaxys
|
|
1801
|
Gmelin Registry Number
|
Gmelin
|
Pillai AN, Suresh CH, Nair V (2008)
Pyridine-catalyzed stereoselective addition of acyclic 1,2-diones to acetylenic esters: synthetic and theoretical studies of an unprecedented rearrangement.
Chemistry (Weinheim an der Bergstrasse, Germany) 14, 5851-5860 [PubMed:18465765]
[show Abstract]
A systematic study of the addition of various 1,2-acyclic diones to activated acetylenic esters catalyzed by pyridine under mild conditions is described. This reaction provides a new protocol for the stereoselective synthesis of 1,2-diaroyl maleates. The exclusive formation of the cis isomer is especially noteworthy. This reaction occurs through the initial generation of a pyridine-dimethyl acetylene dicarboxylate zwitterion and its addition to the dione followed by an unprecedented benzoyl migration. Pyridine and substituted pyridines, such as 4-dimethylaminopyridine (DMAP) and 3-methoxypyridine, are the best catalysts and anhydrous 1,2-dimethoxyethane is found to be the solvent of choice. Structural, electronic, energetic and mechanistic details of the reaction are also revealed by density functional theory calculations, which strongly support the exclusive formation of the cis isomer of the 1,2-diaroyl maleates. | Trost BM, Schroeder GM (2004)
Palladium-catalyzed asymmetric allylic alkylation of ketone enolates.
Chemistry (Weinheim an der Bergstrasse, Germany) 11, 174-184 [PubMed:15515094]
[show Abstract]
Palladium-catalyzed asymmetric allylic alkylation of nonstabilized ketone enolates to generate quaternary centers has been achieved in excellent yield and enantioselectivity. Optimized conditions consist of performing the reaction in the presence of two equivalents of LDA as base, one equivalent of trimethytin chloride as a Lewis acid, 1,2-dimethoxyethane as the solvent, and a catalytic amount of a chiral palladium complex formed from pi-allyl palladium chloride dimer 3 and cyclohexyldiamine derived chiral ligand 4. Linearly substituted, acyclic 1,3-dialkyl substituted, and unsubstituted allylic carbonates function well as electrophiles. A variety of alpha-tetralones, cyclohexanones, and cyclopentanones can be employed as nucleophiles. The absolute configuration generated is consistent with the current model in which steric factors control stereofacial differentiation. The quaternary substituted products available by this method are versatile substrates for further elaboration. |
|
