(1E,3Z)-1-Methoxy-2-methyl-3-(trimethylsilyloxy)-1,3-pentadiene

Base Information

Chemical Name:(1E,3Z)-1-Methoxy-2-methyl-3-(trimethylsilyloxy)-1,3-pentadiene
CAS No.:72486-93-2
Molecular Formula:C10H20 O2 Si
Molecular Weight:200.353
Hs Code.:
European Community (EC) Number:625-897-1
Nikkaji Number:J2.388.614F,J462.844F,J1.947.909I
Wikidata:Q76416218
Mol file:72486-93-2.mol

Synonyms:72486-93-2;(1E,3Z)-1-Methoxy-2-methyl-3-(trimethylsilyloxy)-1,3-pentadiene;(((1E,3Z)-1-Methoxy-2-methylpenta-1,3-dien-3-yl)oxy)trimethylsilane;SCHEMBL682305;SSGAQVOLXCOJGN-AZRUORMVSA-N;[(Z)-1-[(E)-2-methoxy-1-methyl-vinyl]prop-1-enoxy]-trimethyl-silane;1-Methoxy-2-methyl-3-(trimethylsiloxy)-1,3-pentadiene;(1E)-1-Methoxy-2-methyl-3-(trimethylsiloxy)-1,3-pentadiene;(E,Z)-1 methoxy-2-methyl-3-trimethylsilyloxy-1,3-pentadiene;(1E,3Z)-1-Methoxy-2-methyl-3-(trimethylsiloxy)-1,3-pentadiene;[(Z)-1-[(E)-2-methoxy-1-methyl-vinyl]prop-1-enoxy]-trimethylsilane

Suppliers and Price of (1E,3Z)-1-Methoxy-2-methyl-3-(trimethylsilyloxy)-1,3-pentadiene

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Sigma-Aldrich
(1E,3Z)-1-Methoxy-2-methyl-3-(trimethylsilyloxy)-1,3-pentadiene
1g
$ 147.00

American Custom Chemicals Corporation
(1E,3Z)-1-METHOXY-2-METHYL-3-(TRIMETHYLSILYLOXY)-1,3-PENTADIENE 95.00%
5G
$ 1274.00

American Custom Chemicals Corporation
(1E,3Z)-1-METHOXY-2-METHYL-3-(TRIMETHYLSILYLOXY)-1,3-PENTADIENE 95.00%
1G
$ 732.50

Total 2 raw suppliers

Chemical Property of (1E,3Z)-1-Methoxy-2-methyl-3-(trimethylsilyloxy)-1,3-pentadiene

Chemical Property:

Vapor Pressure:0.082mmHg at 25°C
Refractive Index:n20/D 1.4650(lit.)
Boiling Point:65 °C6 mm Hg(lit.)
Flash Point:178 °F
PSA：18.46000
Density:0.899 g/mL at 25 °C(lit.)
LogP:3.29190
Storage Temp.:2-8°C
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:200.123256411
Heavy Atom Count:13
Complexity:212

Purity/Quality:

98%Min ^*data from raw suppliers

(1E,3Z)-1-Methoxy-2-methyl-3-(trimethylsilyloxy)-1,3-pentadiene ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:Xn
Statements: 22

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC=C(C(=COC)C)O[Si](C)(C)C
Isomeric SMILES:C/C=C(/C(=C/OC)/C)\O[Si](C)(C)C
General Description (1E 3Z)-1-METHOXY-2-METHYL-3-(TRIMETHYL& (1E,3Z)-1-methoxy-2-methyl-3-(trimethylsilyloxy)-penta-1,3-diene (1a) is a stereochemically defined Danishefsky-type diene used as a probe in Diels-Alder reactions with C₆₀. Its reactivity supports a stepwise mechanism for both photochemical and thermal Diels-Alder reactions, as evidenced by the predominant formation of the trans-adduct (3) rather than the cis-adduct (4). In the photochemical pathway, electron transfer from the diene to triplet C₆₀ generates a radical ion pair, leading to stepwise bond formation. The thermal reaction, however, proceeds via an unsymmetrical orbital interaction rather than outer-sphere electron transfer, further reinforcing the non-concerted nature of the reaction. Thus, 1a serves as a key tool in elucidating the mechanistic divergence between concerted and stepwise Diels-Alder pathways.

Technology Process of (1E,3Z)-1-Methoxy-2-methyl-3-(trimethylsilyloxy)-1,3-pentadiene

There total 9 articles about (1E,3Z)-1-Methoxy-2-methyl-3-(trimethylsilyloxy)-1,3-pentadiene 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: 90.0%