Undeca-1,3-dien-5-yne

Base Information

• Chemical Name: Undeca-1,3-dien-5-yne
• CAS No.: 166432-52-6
• Molecular Formula: C₁₁H₁₆
• Molecular Weight: 148.248
• DSSTox Substance ID: DTXSID00861436
• Mol file: 166432-52-6.mol

Synonyms:undeca-1,3-dien-5-yne;DTXSID00861436

Chemical Property of Undeca-1,3-dien-5-yne

Chemical Property:

• Vapor Pressure: 0.2mmHg at 25°C
• Boiling Point: 217°Cat760mmHg
• Flash Point: 75.5°C
• PSA: 0.00000
• Density: 0.813g/cm³
• LogP: 3.31230
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 148.125200510
• Heavy Atom Count: 11
• Complexity: 173

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC#CC=CC=C

Technology Process of Undeca-1,3-dien-5-yne

There total 26 articles about Undeca-1,3-dien-5-yne 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: 71.0%

vinylmagnesium chloride (3536-96-7) + (E)-1-chloro-non-1-en-3-yne (77973-37-6) → (E)-3-undeca-1,3-dien-5-yne (56318-81-1,166432-52-6)

Guidance literature:

With triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/S0040-4039(97)00365-1

Reference yield: 46.7%

(E)-dec-2-en-4-yn-1-al (78651-47-5) + Methylenetriphenylphosphorane (19493-09-5) → (E)-3-undeca-1,3-dien-5-yne (56318-81-1,166432-52-6)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1002/hlca.19870700415

Reference yield:

oct-2-ynal (1846-68-0) + allenyltributylstannane (53915-69-8) → (Z)-3-undeca-1,3-dien-5-yne (56318-73-1,166432-52-6) + (E)-3-undeca-1,3-dien-5-yne (56318-81-1,166432-52-6)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1016/0040-4020(94)01135-M

upstream raw materials:

1-Bromopentane

1,3-hexadien-5-yne

4-bromo-undec-1-en-5-yne

diethyl-undec-2-en-4-ynyl-amine

Downstream raw materials:

undecatriene-2Z,4Z,6E

Refernces

• 1、 Huynh,Alami,Linstrumelle. "A short and efficient synthesis of (3E,5Z)-1,3,5-undecatriene from (1E)- 1-chloro-1,3-butadiene". . p. 2273 - 2280. Retrieved 1994.
• 2、 -. "METHOD FOR PRODUCING 1,3-UNDECADIEN-5-YNE". Paragraph 0024-0027. . Retrieved 2019/07/19.
• 3、 Suzuki, Keisuke,Hasegawa, Takayuki,Imai, Takahiro,Maeta, Hideki,Ohba, Shigeru. "AgAsF6 as safe alternative to AgClO4 for generating cationic zirconocene species: Utilities in Lewis acid-promoted selective C---C bond forming reactions". . p. 4483 - 4494. Retrieved 2007/10/02.