4-(1-Octynyl)benzyl alcohol

Base Information

• Chemical Name: 4-(1-Octynyl)benzyl alcohol
• CAS No.: 99209-58-2
• Molecular Formula: C15H20O
• Molecular Weight: 216.323
• DSSTox Substance ID: DTXSID90579093
• Nikkaji Number: J1.937.956F
• Wikidata: Q82469499
• Mol file: 99209-58-2.mol

Synonyms:4-(1-Octynyl)benzyl alcohol;99209-58-2;SCHEMBL6933475;DTXSID90579093;IHBMTVYQQSKGRQ-UHFFFAOYSA-N;[4-(OCT-1-YN-1-YL)PHENYL]METHANOL

Chemical Property of 4-(1-Octynyl)benzyl alcohol

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 216.151415257
• Heavy Atom Count: 16
• Complexity: 224

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCC#CC1=CC=C(C=C1)CO

Technology Process of 4-(1-Octynyl)benzyl alcohol

There total 4 articles about 4-(1-Octynyl)benzyl alcohol 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: 98.0%

n-octyne (629-05-0) + 4-iodo-benzyl alcohol (18282-51-4) → 4-(1'-n-octynyl)benzyl alcohol (99209-58-2)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; at 50 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jm401399c

Reference yield: 90.0%

n-octyne (629-05-0) + 3-pyrrol-1-yl-propionic acid 4-iodo-benzyl ester → 4-(1'-n-octynyl)benzyl alcohol (99209-58-2)

Guidance literature:

3-pyrrol-1-yl-propionic acid 4-iodo-benzyl ester; In acetonitrile; Electrochemical reaction;

n-octyne; With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

With sodium methylate; In tetrahydrofuran; methanol; at 20 ℃; for 1h;

DOI:10.1055/s-2004-834835

Reference yield: 66.0%

4-(oct-1-yn-1-yl)benzaldehyde (99209-26-4) + 2-(oct-1-yn-1-yl)benzaldehyde (107586-15-2) → 2-(1-octynyl)benzylalcohol + 4-(1'-n-octynyl)benzyl alcohol (99209-58-2)

Guidance literature:

4-(oct-1-yn-1-yl)benzaldehyde; 2-(oct-1-yn-1-yl)benzaldehyde; With gallium(III) trichloride; In dichloromethane; at -78 ℃; for 0.5h;

With tri-n-butyl-tin hydride; at -78 ℃; for 1h; Further stages.;

DOI:10.1021/ja994000e

upstream raw materials:

n-octyne

4-(oct-1-yn-1-yl)benzaldehyde

2-(oct-1-yn-1-yl)benzaldehyde

1-(4-ethoxylcarbonylphenyl)-1-octyne

Downstream raw materials:

ethyl 4-[4'-(1-n-octynyl)benzyloxy]benzoate

4-n-octylbenzenemethanol