6-Phenyl-3,5-hexadiene-1-ol

Base Information

• Chemical Name: 6-Phenyl-3,5-hexadiene-1-ol
• CAS No.: 21614-98-2
• Molecular Formula: C12H14O
• Molecular Weight: 174.239
• NSC Number: 110589
• DSSTox Substance ID: DTXSID70419029
• Nikkaji Number: J1.533.297B
• Wikidata: Q82229814
• Mol file: 21614-98-2.mol

Synonyms:NSC110589;21614-98-2;6-Phenyl-3,5-hexadiene-1-ol;DTXSID70419029;NSC-110589

Chemical Property of 6-Phenyl-3,5-hexadiene-1-ol

Chemical Property:

• Vapor Pressure: 5.73E-05mmHg at 25°C
• Boiling Point: 332.6°C at 760 mmHg
• Flash Point: 150.2°C
• Density: 1.018g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 174.104465066
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC=CCCO
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C=C/CCO

Technology Process of 6-Phenyl-3,5-hexadiene-1-ol

There total 2 articles about 6-Phenyl-3,5-hexadiene-1-ol 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:

tetrahydrofurfuryl bromide (1192-30-9) → 6-Hydroxy-1-phenyl-hexadien-(1,3) (21614-98-2)

Guidance literature:

Multi-step reaction with 2 steps

2: (i) NaOEt, (ii) /BRN= 471223/

DOI:10.1021/jo00838a046

Reference yield:

benzaldehyde (100-52-7) + tetrahydro-2-furanylmethyl(triphenyl)phosphonium bromide (18138-76-6) → 6-Hydroxy-1-phenyl-hexadien-(1,3) (21614-98-2)

Guidance literature:

Multistep reaction; (i) NaOEt, (ii) /BRN= 471223/;

DOI:10.1021/jo00838a046

Reference yield: 68.0%

4-Trifluoromethylbenzaldehyde (455-19-6) + 6-Hydroxy-1-phenyl-hexadien-(1,3) (21614-98-2) → C20H21F3O2

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; formic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In acetonitrile; at 35 ℃; chemoselective reaction; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1002/anie.201905540

upstream raw materials:

benzaldehyde

tetrahydro-2-furanylmethyl(triphenyl)phosphonium bromide

tetrahydrofurfuryl bromide

Downstream raw materials:

6-phenyl-1-hexanol