3-(2,5-Dimethoxyphenyl)-1-propene

Base Information

• Chemical Name: 3-(2,5-Dimethoxyphenyl)-1-propene
• CAS No.: 56795-77-8
• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.231
• DSSTox Substance ID: DTXSID10941511
• Nikkaji Number: J510.875F
• Wikidata: Q82918382
• ChEMBL ID: CHEMBL2271177
• Mol file: 56795-77-8.mol

Synonyms:19754-22-4;3-(2,5-DIMETHOXYPHENYL)-1-PROPENE;2-Allyl-1,4-dimethoxybenzene;1,4-dimethoxy-2-prop-2-enylbenzene;1,4-dimethoxy-2-(prop-2-en-1-yl)benzene;Benzene, 1,4-dimethoxy-2-(2-propenyl)-;MFCD09801179;BRN 3239297;1,4-Dimethoxy-2-propenylbenzene;AI3-19330;AI3-21984;Benzene, 1,4-dimethoxy-2-(1-propenyl)-;SCHEMBL2848289;CHEMBL2271177;DTXSID10941511;CHEBI:167412;FRYMRMPLKQWKEP-UHFFFAOYSA-N;BDBM234357;2-Allyl-1,4-dimethoxybenzene (4a);AKOS006328186;4-06-00-06323 (Beilstein Handbook Reference)

Chemical Property of 3-(2,5-Dimethoxyphenyl)-1-propene

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 156

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)OC)CC=C

Technology Process of 3-(2,5-Dimethoxyphenyl)-1-propene

There total 10 articles about 3-(2,5-Dimethoxyphenyl)-1-propene 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: 95.0%

ethyltriphenylphosphonium bromide (1530-32-1) + 2,5-dimethoxybenzaldehyde (93-02-7) → (E/Z)-2',5'-dimethoxy-1-propenylbenzene (56795-77-8,19785-01-4)

Guidance literature:

With potassium 2-methylbutan-2-olate; In tetrahydrofuran; toluene;

DOI:10.1021/om3001372

Reference yield: 34.0%

2-(β-tosyloxypropyl)-1,4-dimethoxybenzene (77404-73-0) → (E)-1,4-dimethoxy-2-(prop-1-enyl)benzene (19785-02-5,56795-77-8,19785-01-4) + (+/-)-1-(2,5-Dimethoxyphenyl)-2-fluoropropane

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 16h; under 11250900 Torr; Product distribution; other temperatures, pressures and reaction times;

DOI:10.1016/0022-1139(96)03417-3

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + 2-allyl-1,4-dimethoxybenzene (19754-22-4) → C12H14O4 + (E)-4-(2,5-dimethoxyphenyl)but-3-enoic acid (83655-42-9) + (E/Z)-2',5'-dimethoxy-1-propenylbenzene (56795-77-8,19785-01-4)

Guidance literature:

With trimethylaluminum; cesium fluoride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; cobalt acetylacetonate; In N,N-dimethyl acetamide; toluene; at 60 ℃; for 12h; under 760.051 Torr; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.7b02775

upstream raw materials:

C₁₂H₁₆O₃

2-allyl-1,4-dimethoxybenzene

propionic acid anhydride

2,5-dimethoxybenzaldehyde

Downstream raw materials:

meso-3,4-bis-(2,5-dihydroxy-phenyl)-hexane

meso-3,4-bis-(2,5-dimethoxy-phenyl)-hexane

2,5-dimethoxy-1-n-propylbenzene

Refernces

• 1、 Grudzien, Krzysztof,Malinska, Maura,Barbasiewicz, Michal. "Synthesis and properties of bimetallic Hoveyda-Grubbs metathesis catalysts". scheme or table. p. 3636 - 3646. Retrieved 2012/07/13.
• 2、 Schmidt, Arthur H.,Kircher, Gunnar,Spring, Mathias,Hendriok, Markus W.,Kuenz, Christian. "Oxocarbons and related compounds. 27. Synthesis of dihydrocyclobuta[a]naphthalene-1,2-diones and cyclobuta[a]naphthalene-1,2-diones via annulation of alkoxy-(1-alkenyl)benzenes with 3-chloro-3-cyclobutene-1,2-dione. Scope and limitations". . p. 564 - 574. Retrieved 2007/10/03.