(2Z,4Z)-2,5-Bis-benzylsulfanyl-hexa-2,4-dienedial

Base Information

• Chemical Name: (2Z,4Z)-2,5-Bis-benzylsulfanyl-hexa-2,4-dienedial
• CAS No.: 155699-11-9
• Molecular Formula: C₂₀H₁₈O₂S₂
• Molecular Weight: 354.494
• Mol file: 155699-11-9.mol

Synonyms:(2Z,4Z)-2,5-Bis-benzylsulfanyl-hexa-2,4-dienedial

Chemical Property of (2Z,4Z)-2,5-Bis-benzylsulfanyl-hexa-2,4-dienedial

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2Z,4Z)-2,5-Bis-benzylsulfanyl-hexa-2,4-dienedial

There total 1 articles about (2Z,4Z)-2,5-Bis-benzylsulfanyl-hexa-2,4-dienedial 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:

hexadiynedial (114843-16-2) + phenylmethanethiol (100-53-8) → (2Z,4Z)-2,5-Bis-benzylsulfanyl-hexa-2,4-dienedial (155699-11-9)

Guidance literature:

With potassium hydroxide; In N,N-dimethyl-formamide; for 3h; Ambient temperature;

DOI:10.1021/ja00102a058

Reference yield:

carbon tetrabromide (558-13-4) + (2Z,4Z)-2,5-Bis-benzylsulfanyl-hexa-2,4-dienedial (155699-11-9) → C22H18Br4S2 (155699-12-0)

Guidance literature:

With triphenylphosphine; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1021/ja00102a058

Reference yield:

(2Z,4Z)-2,5-Bis-benzylsulfanyl-hexa-2,4-dienedial (155699-11-9) → (Z,Z)-1,8-bis(trimethylsilyl)-3,6-bis(benzylthio)octa-3,5-diene-1,7-diyne

Guidance literature:

Multi-step reaction with 2 steps

1: PPh₃ / CH₂Cl₂ / 0.5 h / 0 °C

2: 1.) n-BuLi / 1.) THF, from -78 deg C to RT, 2 h, 2.) THF

With n-butyllithium; triphenylphosphine; In dichloromethane;

DOI:10.1021/ja00102a058

upstream raw materials:

hexadiynedial

phenylmethanethiol

Downstream raw materials:

C₂₂H₁₈Br₄S₂

Thiarubrine A

Refernces