3,5-Pentadecadiene, 15-chloro-, (3Z,5Z)-

Base Information

• Chemical Name: 3,5-Pentadecadiene, 15-chloro-, (3Z,5Z)-
• CAS No.: 71317-67-4
• Molecular Formula: C15H27Cl
• Molecular Weight: 242.83
• DSSTox Substance ID: DTXSID60887879
• Wikidata: Q82867209
• Mol file: 71317-67-4.mol

Synonyms:71317-67-4;3,5-Pentadecadiene, 15-chloro-, (3Z,5Z)-;3,5-Pentadecadiene, 15-chloro-, (Z,Z)-;C15H27Cl;(3Z,5Z)-15-Chloro-3,5-pentadecadiene;SCHEMBL11173842;DTXSID60887879;LXZCBEHEDLOFNG-OUPQRBNQSA-N;15-chloro-(Z,Z)-3,5-pentadecadiene

Chemical Property of 3,5-Pentadecadiene, 15-chloro-, (3Z,5Z)-

Chemical Property:

• Vapor Pressure: 0.000624mmHg at 25°C
• Boiling Point: 319.7°C at 760 mmHg
• Flash Point: 149.8°C
• PSA: 0.00000
• Density: 0.883g/cm³
• LogP: 5.86840
• XLogP3: 6.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 11
• Exact Mass: 242.1801286
• Heavy Atom Count: 16
• Complexity: 170

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC=CC=CCCCCCCCCCCl
• Isomeric SMILES: CC/C=C\C=C/CCCCCCCCCCl

Technology Process of 3,5-Pentadecadiene, 15-chloro-, (3Z,5Z)-

There total 7 articles about 3,5-Pentadecadiene, 15-chloro-, (3Z,5Z)- 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: 79.0%

(Z)-12-pentadecen-10-ynyl chloride (84433-06-7) → 15-Chloro-(Z,Z)-3,5-pentadecadiene (71317-67-4)

Guidance literature:

With bis(cyclohexanyl)borane; In tetrahydrofuran; for 12h; Ambient temperature;

DOI:10.1021/jo00153a007

Reference yield:

undec-10-yn-1-ol (2774-84-7) → 15-Chloro-(Z,Z)-3,5-pentadecadiene (71317-67-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 62 percent / methanesulfonyl chloride / dimethylformamide; pyridine / 5 h / 1.) 20 deg C to 25 deg C, 5 h; 2.) 75 deg C to 85 deg C, 12 h

3: pyridine / 8 h / Ambient temperature

4: 45 percent / CuCl₂, LiCl / tetrahydrofuran / 1.) -30 deg C, 4 h; 2.) room temp., 3 h

5: 79 percent / dicyclohexylborane / tetrahydrofuran / 12 h / Ambient temperature

With bis(cyclohexanyl)borane; methanesulfonyl chloride; lithium chloride; copper dichloride; In tetrahydrofuran; pyridine; N,N-dimethyl-formamide;

DOI:10.1021/jo00153a007

Reference yield:

11-chloro-1-undecyne (29043-93-4) → 15-Chloro-(Z,Z)-3,5-pentadecadiene (71317-67-4)

Guidance literature:

Multi-step reaction with 4 steps

2: pyridine / 8 h / Ambient temperature

3: 45 percent / CuCl₂, LiCl / tetrahydrofuran / 1.) -30 deg C, 4 h; 2.) room temp., 3 h

4: 79 percent / dicyclohexylborane / tetrahydrofuran / 12 h / Ambient temperature

With bis(cyclohexanyl)borane; lithium chloride; copper dichloride; In tetrahydrofuran; pyridine;

DOI:10.1021/jo00153a007

upstream raw materials:

(Z)-12-pentadecen-10-ynyl chloride

undec-10-yn-1-ol

11-chloro-1-undecyne

10-Undecen-1-ol

Downstream raw materials:

(11Z,13Z)-11,13-hexadecadienal

(Z₁₁,E₁₃)-11,13-Hexadecadienal

Refernces