3-Phenyl-2-butenyl acetate

Base Information

• Chemical Name: 3-Phenyl-2-butenyl acetate
• CAS No.: 20883-16-3
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• Hs Code.: 2915390090
• European Community (EC) Number: 244-098-5
• DSSTox Substance ID: DTXSID80864965
• Mol file: 20883-16-3.mol

Synonyms:3-Phenyl-2-butenyl acetate;3-phenylbut-2-enyl acetate;20883-16-3;2-Buten-1-ol, 3-phenyl-, acetate;2-Buten-1-ol, 3-phenyl-, 1-acetate;3-Phenyl-2-buten-1-ol acetate;DTXSID80864965;EINECS 244-098-5

Chemical Property of 3-Phenyl-2-butenyl acetate

Chemical Property:

• Vapor Pressure: 0.00276mmHg at 25°C
• Boiling Point: 285.7oC at 760 mmHg
• Flash Point: 123.5oC
• PSA: 26.30000
• Density: 1.018g/cm3
• LogP: 2.65300
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 190.099379685
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCOC(=O)C)C1=CC=CC=C1

Technology Process of 3-Phenyl-2-butenyl acetate

There total 19 articles about 3-Phenyl-2-butenyl acetate 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: 96.0%

(E)-3-phenylbut-2-en-1-ol (54976-38-4) + acetic anhydride (108-24-7) → β-methylcinnamyl acetate (20883-16-3,53067-29-1)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1039/b401490a

Reference yield: 30.0%

4-methyl-4-phenyl-1,3-dioxane (1200-73-3) + ethyl acetate (141-78-6) → 4-phenyl-5,6-dihydro-2H-pyran (3174-81-0) + 1-Methylinden (767-59-9) + 1-acetoxy-3-phenyl-but-3-ene (7306-12-9) + 1-acetoxy-3-phenylbut-2-ene (20883-16-3)

Guidance literature:

With sulfuric acid; at 90 ℃; for 9h; metal ampul;

Reference yield: 18.0%

4-methyl-4-phenyl-1,3-dioxane (1200-73-3) → 4-phenyl-5,6-dihydro-2H-pyran (3174-81-0) + 1-Methylinden (767-59-9) + 1-acetoxy-3-phenyl-but-3-ene (7306-12-9) + 1-acetoxy-3-phenylbut-2-ene (20883-16-3)

Guidance literature:

With sulfuric acid; In ethyl acetate; at 90 ℃; for 9h; metal ampul;

upstream raw materials:

(E)-3-phenylbut-2-en-1-ol

acetic acid

but-2-yn-1-yl acetate

phenylboronic acid

Downstream raw materials:

(E)-hepta-2,6-dien-2-ylbenzene

(S)-3-phenylbutyl acetate

C₁₆H₂₀O₄

2-hydroxy-1,2,5-triphenyl-hex-4-en-1-one

Refernces

• 1、 Xiong, Wenrui,Xu, Guangqing,Yu, Xinhong,Tang, Wenjun. "P-Chiral Monophosphorus Ligands for Asymmetric Copper-Catalyzed Allylic Alkylation". supporting information. p. 4003 - 4013. Retrieved 2019/06/24.
• 2、 Marion, Nicolas,Gealageas, Ronan,Nolan, Steven P.. "[(NHC)Au1]-catalyzed rearrangement of allylic acetates". . p. 2653 - 2656. Retrieved 2008/02/09.