1α-Ethenyl-2β-[(1E,3Z)-1,3-hexadienyl]cyclopropane

Base Information

• Chemical Name: 1α-Ethenyl-2β-[(1E,3Z)-1,3-hexadienyl]cyclopropane
• CAS No.: 29837-20-5
• Molecular Formula: C₁₁H₁₆
• Molecular Weight: 148.248
• Mol file: 29837-20-5.mol

Synonyms:1,3-Hexadiene,1-(2-vinylcyclopropyl)-, (E,Z)-(R,R)-(-)- (8CI); Cyclopropane,1-ethenyl-2-(1,3-hexadienyl)-, [1R-[1a,2b(1E,3Z)]]-; Cyclopropane, 1-ethenyl-2-(1E,3Z)-1,3-hexadienyl-, (1R,2R)-(9CI); (-)-Hormosirene; (1R,2R)-Dictyopterene B; Dictyopterene B; Hormosirene;[(-)-(R,R)-trans-1-(trans,cis-Hexa-1',3'-dienyl)-2-vinylcyclopropane];trans-1-(trans, cis-Hexa-1,3-dienyl)-2-vinylcyclopropane

Chemical Property of 1α-Ethenyl-2β-[(1E,3Z)-1,3-hexadienyl]cyclopropane

Chemical Property:

• PSA: 0.00000
• LogP: 3.33090

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1α-Ethenyl-2β-[(1E,3Z)-1,3-hexadienyl]cyclopropane

There total 20 articles about 1α-Ethenyl-2β-[(1E,3Z)-1,3-hexadienyl]cyclopropane 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:

Phosphoric acid diethyl ester (3Z,6Z)-1-vinyl-nona-3,6-dienyl ester (132565-81-2,132565-85-6) → (3E,5Z,8Z)-1,3,5,8-undecatetraene (29837-19-2) + (3E,5E,8Z)-1,3,5,8-Undecatetraen (50277-31-1) + (+/-)-dictyopterene (29837-20-5,33967-69-0,50265-44-6,50265-46-8,50265-58-2,69575-73-1,69575-74-2,74709-22-1,75044-23-4,77210-41-4,77255-13-1,99438-20-7,99438-21-8,103833-89-2)

Guidance literature:

With potassium hexamethylsilazane; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, -78 deg C, 2.) 0 deg C, 8 h;

DOI:10.1021/ja00006a066

Reference yield:

3-<(E,Z)-1,3-hexadienyl>-5-vinyl-1-pyrazoline (69508-34-5,69651-13-4,74709-21-0,74709-23-2) → Ectocarpene (34048-44-7,52589-18-1) + (+/-)-dictyopterene (29837-20-5,33967-69-0,50265-44-6,50265-46-8,50265-58-2,69575-73-1,69575-74-2,74709-22-1,75044-23-4,77210-41-4,77255-13-1,99438-20-7,99438-21-8,103833-89-2)

Guidance literature:

for 12h; under 0.05 Torr; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1021/ja00539a024

Reference yield:

(E)-2,4-pentadien-1-ol (4949-20-6,52192-01-5) → (+/-)-dictyopterene (29837-20-5,33967-69-0,50265-44-6,50265-46-8,50265-58-2,69575-73-1,69575-74-2,74709-22-1,75044-23-4,77210-41-4,77255-13-1,99438-20-7,99438-21-8,103833-89-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 70 percent / pyridinium chlorochromate, sodium acetate / CH₂Cl₂ / 1.5 h

2: 1.) sodium bis(trimethylsilyl)amide / 1.) n-hexane, reflux, 3 h, 2.) THF, -78 deg C, 1.5 h; warm to ambient temperature

3: 55 percent Turnov_. / 72 h / 4 °C

4: pentane / 6 h / 15 °C / Irradiation

With sodium acetate; sodium hexamethyldisilazane; pyridinium chlorochromate; In dichloromethane; pentane;

DOI:10.1021/ja00539a024

upstream raw materials:

Phosphoric acid diethyl ester (3Z,6Z)-1-vinyl-nona-3,6-dienyl ester

3-<(E,Z)-1,3-hexadienyl>-5-vinyl-1-pyrazoline

(E)-2,4-pentadien-1-ol

(E)-penta-2,4-dienal

Downstream raw materials:

(R)-(-)-Ectocarpene

Ectocarpene

6-((1E)-1-butenyl)-cyclohepta-2,5-diene

Ectocarpen