1-Penten-4-yn-3-ol, 1-phenyl-

Base Information

• Chemical Name: 1-Penten-4-yn-3-ol, 1-phenyl-
• CAS No.: 31450-17-6
• Molecular Formula: C₁₁H₁₀O
• Molecular Weight: 158.2
• DSSTox Substance ID: DTXSID001301388
• Nikkaji Number: J1.635.566F,J754.892C
• Mol file: 31450-17-6.mol

Synonyms:(1E)-1-Phenyl-1-penten-4-yn-3-ol;Ethynylstyrylmethanol;1-Penten-4-yn-3-ol, 1-phenyl-;SCHEMBL11197058;FZGJGBSLOXLHAL-CMDGGOBGSA-N;DTXSID001301388;(E)-1-Phenyl-1-pentene-4-yne-3-ol;(E)-1-phenyl-pent-1-en-4-yn-3-ol;(1E)-1-Phenyl-1-penten-4-yn-3-ol #;31450-17-6

Chemical Property of 1-Penten-4-yn-3-ol, 1-phenyl-

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 158.073164938
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C#CC(C=CC1=CC=CC=C1)O
• Isomeric SMILES: C#CC(/C=C/C1=CC=CC=C1)O

Technology Process of 1-Penten-4-yn-3-ol, 1-phenyl-

There total 23 articles about 1-Penten-4-yn-3-ol, 1-phenyl- 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%

C14H18OSi (155931-09-2) → 1-phenylpent-1-en-4-yn-3-ol (31450-17-6,129571-74-0,129646-83-9,14604-31-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c02251

Reference yield: 92.0%

(E)-4-Chloro-1-phenyl-penta-1,4-dien-3-ol → (E)-1-phenylpent-1-en-4-yn-3-ol (14604-31-0,129571-74-0,129646-83-9,31450-17-6)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1016/S0040-4039(99)00153-7

Reference yield: 84.0%

(E)-3-phenylpropenal (14371-10-9) + acetylenemagnesium bromide (4301-14-8) → (E)-1-phenylpent-1-en-4-yn-3-ol (14604-31-0,129571-74-0,129646-83-9,31450-17-6)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.201901413

upstream raw materials:

(E)-3-phenylpropenal

acetylenemagnesium bromide

3-phenyl-propenal

acetylene

Downstream raw materials:

(1E,3S)-1-phenylpent-1-en-4-yn-3-ol

Acetic acid (E)-(R)-1-ethynyl-3-phenyl-allyl ester

Acetic acid (E)-(S)-1-ethynyl-3-phenyl-allyl ester

(E)-1-phenylpent-1-en-4-yn-3-yl acetate