6-phenyl-2-hexynal

Base Information

• Chemical Name: 6-phenyl-2-hexynal
• CAS No.: 163395-33-3
• Molecular Formula: C₁₂H₁₂O
• Molecular Weight: 172.227
• Mol file: 163395-33-3.mol

Synonyms:6-phenyl-2-hexynal

Chemical Property of 6-phenyl-2-hexynal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-phenyl-2-hexynal

There total 6 articles about 6-phenyl-2-hexynal 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: 93.0%

6-phenyl-2-hexyn-1-ol (77877-57-7) → 6-phenyl-2-hexynal (163395-33-3)

Guidance literature:

With titanium tetrachloride; triethylamine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1055/s-2001-16807

Reference yield:

5-phenyl-1-pentyne (1823-14-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 6-phenyl-2-hexynal (163395-33-3)

Guidance literature:

5-phenyl-1-pentyne; N,N-dimethyl-formamide; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

With potassium dihydrogenphosphate; In diethyl ether; at 0 ℃; for 0.5h;

DOI:10.1021/jacs.7b02104

Reference yield:

1-Bromo-3-phenylpropane (637-59-2) → 6-phenyl-2-hexynal (163395-33-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 1.) -15 deg C, 40 min, 2.) r.t., 5 h

2: 88 percent / n-Bu₄NF / tetrahydrofuran / 1 h / Ambient temperature

3: 86 percent / PCC / CH₂Cl₂ / 2 h / Ambient temperature

With n-butyllithium; tetrabutyl ammonium fluoride; pyridinium chlorochromate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane;

DOI:10.1021/jo00108a018

upstream raw materials:

6-phenyl-2-hexyn-1-ol

1-Bromo-3-phenylpropane

1-((tert-Butyldiphenylsilyl)oxy)-6-phenyl-2-hexyne

C₁₇H₂₂O₂

Downstream raw materials:

6-Phenyl-2-hexyn-1-al diethyl acetal

(1S,2R)-cis-1-(Hydroxymethyl)-2-(3'-phenylpropyl)cyclopropane

(1R,2S)-cis-1-(Hydroxymethyl)-2-(3'-phenylpropyl)cyclopropane

1,2-O-Isopropylidene-3-O-(p-phenylbenzyl)-4,5-O-<(1'R)-cis-6'-phenyl-2'-hexen-1'-yl>-β-D-fructopyranose