(+-)-2-(5-METHYL-5-VINYLTETRAHYDROFURAN-2-YL)PROPIONALDEHYDE

Base Information

• Chemical Name: (+-)-2-(5-METHYL-5-VINYLTETRAHYDROFURAN-2-YL)PROPIONALDEHYDE
• CAS No.: 51685-39-3
• Molecular Formula: C10H16O2
• Molecular Weight: 168.23
• Mol file: 51685-39-3.mol

Synonyms:(+-)-2-(5-METHYL-5-VINYLTETRAHYDROFURAN-2-YL)PROPIONALDEHYDE

Chemical Property of (+-)-2-(5-METHYL-5-VINYLTETRAHYDROFURAN-2-YL)PROPIONALDEHYDE

Chemical Property:

• Vapor Pressure: 0.1mmHg at 25°C
• Refractive Index: 1.499
• Boiling Point: 222.7°C at 760 mmHg
• Flash Point: 78.4°C
• PSA: 26.30000
• Density: 0.998g/cm³
• LogP: 1.94510

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+-)-2-(5-METHYL-5-VINYLTETRAHYDROFURAN-2-YL)PROPIONALDEHYDE

There total 15 articles about (+-)-2-(5-METHYL-5-VINYLTETRAHYDROFURAN-2-YL)PROPIONALDEHYDE 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: 87.0%

(+/-)-(E)-2,6-dimethyl-6-hydroxy-2,7-octadienal (118014-46-3) → 2-(5-ethenyl-5-methyloxolane-2-yl)propanal (51685-39-3,67920-63-2,81967-88-6)

Guidance literature:

With methanol; sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1016/S0031-9422(03)00142-0

Reference yield:

(+/-)-(E)-2,6-dimethyl-6-hydroxy-2,7-octadienal (118014-46-3) → 2-(5-ethenyl-5-methyloxolane-2-yl)propanal (51685-39-3,67920-63-2,81967-88-6) + 2-methyl-6-methylene-2,7-octadienal (17015-30-4) + 2,6-dimethyl-2,5,7-octatrienal (128463-66-1)

Guidance literature:

With potassium hydrogensulfate; at 180 ℃; Title compound not separated from byproducts;

DOI:10.1021/jf00035a047

Reference yield:

(R)-8-oxolinalool (61476-71-9) → 2-((5R)-5-methyl-5-vinyltetrahydrofuran-2-yl)propion aldehyde (51685-39-3,53447-45-3,53447-46-4,53447-47-5,53447-48-6,54809-54-0,54809-55-1,54809-56-2,54809-57-3,67920-63-2,81967-88-6) + (2S)-2-((2S, 5R)-5-methyl-5-vinyltetrahydrofuran-2-yl)propion aldehyde (526214-72-2)

Guidance literature:

(R)-8-oxolinalool; With C₂₀H₂₇NOSi; In hexane; at 20 ℃; for 24h;

With hydrogenchloride; sodium hydrogencarbonate; In hexane; water; Overall yield = 27 %; Overall yield = 54.3 mg;

DOI:10.1055/s-0034-1380684

upstream raw materials:

(+/-)-(E)-2,6-dimethyl-6-hydroxy-2,7-octadienal

3,7-dimethylocta-1,6-dien-3-ol

(E)-4-chloro-2-methylbut-2-enal

2-hydroxy-2-methyl-3-butenal dimethyl acetal

Refernces

• 1、 Nacsa, Eric D.,Fielder, Brian C.,Wetzler, Shannon P.,Srisuknimit, Veerasak,Litz, Jonathan P.,Van Vleet, Mary J.,Quach, Kim,Vosburg, David A.. "Direct, Biomimetic Synthesis of (+)-Artemone via a Stereoselective, Organocatalytic Cyclization". . p. 2599 - 2602. Retrieved 2015/09/01.
• 2、 Dort, Hans M. van,Jaegers, Paul P.,Heide, Roel ter,Weerdt, Anton J. A. van der. "Narcissus trevithian and Narcissus geranium: Analysis and Synthesis of Compounds". . p. 2063 - 2075. Retrieved 2007/10/02.