alpha-Vinylbenzyl acetate

Base Information

• Chemical Name: alpha-Vinylbenzyl acetate
• CAS No.: 7217-71-2
• Deprecated CAS: 82999-01-7
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• European Community (EC) Number: 230-606-2
• DSSTox Substance ID: DTXSID60884363
• Nikkaji Number: J227.448E
• Mol file: 7217-71-2.mol

Synonyms:1'-Acetoxyallylbenzene;1-Phenyl-2-propenyl acetate;alpha-Vinylbenzyl acetate;7217-71-2;1-Phenylallyl acetate;alpha-Vinylbenzyl alcohol acetate;EINECS 230-606-2;Benzyl alcohol, alpha-vinyl-, acetate;BRN 2045923;Benzenemethanol, alpha-ethenyl-, acetate;Benzenemethanol, .alpha.-ethenyl-, acetate;Benzenemethanol, alpha-ethenyl-, 1-acetate;phenylallyl acetate;vinylbenzyl acetate;SCHEMBL61038;DTXSID60884363;AKOS015966908;Benzyl alcohol, .alpha.-vinyl-, acetate;LS-30739;Benzenemethanol, .alpha.-ethenyl-, 1-acetate

Chemical Property of alpha-Vinylbenzyl acetate

Chemical Property:

• Boiling Point: 242.4oC at 760 mmHg
• Flash Point: 103.8oC
• PSA: 26.30000
• Density: 1.029g/cm3
• LogP: 2.47680
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 176.083729621
• Heavy Atom Count: 13
• Complexity: 181

Purity/Quality:

99% ^*data from raw suppliers

1-PHENYLALLYL ACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of alpha-Vinylbenzyl acetate

There total 75 articles about alpha-Vinylbenzyl 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: 98.0%

1-Phenyl-2-propen-1-ol (4393-06-0) + acetyl chloride (75-36-5) → 1-phenyl-2-propenyl acetate (7217-71-2)

Guidance literature:

With triethylamine; In dichloromethane; Inert atmosphere; Cooling with ice;

DOI:10.1002/chem.201805208

Reference yield: 95.0%

1-Phenyl-2-propen-1-ol (4393-06-0) + acetic anhydride (108-24-7) → 1-phenyl-2-propenyl acetate (7217-71-2)

Guidance literature:

With pyridine; at 20 ℃; Inert atmosphere;

DOI:10.1002/chem.201403373

Reference yield: 69.0%

Acetic acid (S)-(S)-oxiranyl-phenyl-methyl ester → 3-Phenylpropenol (104-54-1) + 1-phenyl-2-propenyl acetate (7217-71-2)

Guidance literature:

With bis(cyclopentadienyl)titanium (III) chloride; In tetrahydrofuran; at 20 ℃;

upstream raw materials:

trans-3-phenylprop-2-enyl chloride

potassium acetate

silver(I) acetate

1-Phenyl-2-propen-1-ol

Downstream raw materials:

dibutyl γ-phenylallylphosphonate

2-phenylbut-3-enoic acid

trans-styrylacetic acid

(E)-4,4-dimethyl-1-phenylhexa-1,5-diene

Refernces

• 1、 Fegyverneki, Dániel,Kolozsvári, Natália,Molnár, Dániel,Egyed, Orsolya,Holczbauer, Tamás,Soós, Tibor. "Size-Exclusion Borane-Catalyzed Domino 1,3-Allylic/Reductive Ireland–Claisen Rearrangements: Impact of the Electronic and Structural Parameters on the 1,3-Allylic Shift Aptitude". supporting information. p. 2179 - 2183. Retrieved 2019/01/04.
• 2、 Gu, Yaohua,Xue, Ping. "Pseudomonas sp. Lipase Immobilized on Magnetic Porous Polymer Microspheres as an Effective and Recyclable Biocatalyst for Resolution of Allylic Alcohols". . p. 696 - 705. Retrieved 2018/06/27.