1-Phenylethenyl acetate

Base Information

• Chemical Name: 1-Phenylethenyl acetate
• CAS No.: 2206-94-2
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• Hs Code.: 2915390090
• European Community (EC) Number: 218-620-7
• NSC Number: 19194
• UNII: 1CC5K86844
• DSSTox Substance ID: DTXSID0051865
• Nikkaji Number: J299.159D
• Wikidata: Q81984847
• Mol file: 2206-94-2.mol

Synonyms:1-Phenylethenyl acetate;1-Phenylvinyl acetate;2206-94-2;alpha-Acetoxystyrene;.alpha.-Acetoxystyrene;Acetic acid 1-phenyl-vinyl ester;alpha-Methylenebenzyl acetate;NSC-19194;1CC5K86844;Benzenemethanol, .alpha.-methylene-, acetate;Ethenol, acetate;Ethenol, 1-phenyl-, acetate;SCHEMBL280538;.ALPHA.-ACETYLOXYSTYRENE;DTXSID0051865;UNII-1CC5K86844;1-ACETOXY-1-PHENYLETHENE;NSC19194;EINECS 218-620-7;NSC 19194;Benzyl alcohol, alpha-methylene-, acetate;Benzenemethanol, alpha-methylene-, acetate;Benzenemethanol, alpha-methylene-, 1-acetate;Benzyl alcohol, .alpha.-methylene-, acetate;Benzenemethanol, .alpha.-methylene-, 1-acetate;EC 218-620-7

Chemical Property of 1-Phenylethenyl acetate

Chemical Property:

• Vapor Pressure: 13.79Pa at 25℃
• Boiling Point: 247.6 °C at 760 mmHg
• Flash Point: 84 °C
• PSA: 26.30000
• Density: 1.044 g/cm³
• LogP: 2.22040
• Water Solubility.: 1.249g/L at 20℃
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 178

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Phenylethenyl acetate

There total 46 articles about 1-Phenylethenyl 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%

1-nitroso-2,2-dimethyl-3-acetoxy-3-phenylazetidine → 1-acetoxy-1-phenylethene (2206-94-2)

Guidance literature:

at 400 ℃; under 0.002 Torr;

Reference yield: 95.0%

acetic anhydride (108-24-7) + acetophenone (98-86-2) → 1-acetoxy-1-phenylethene (2206-94-2)

Guidance literature:

acetophenone; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 1.25h; Inert atmosphere;

acetic anhydride; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2018.12.023

Reference yield: 92.0%

(benzoylmethyl)(triphenylphosphine)gold(I) + acetyl chloride (75-36-5) → (triphenylphosphine)gold(I) chloride (14243-64-2) + 1-acetoxy-1-phenylethene (2206-94-2)

Guidance literature:

In chloroform; Sonication; room temp., 1 h; chromy. (silica gel);

DOI:10.1246/bcsj.61.3649

upstream raw materials:

quinoline

(RS)-1-bromo-2-acetoxy-2-(phenyl)ethane

hydroquinone

acetic anhydride

Downstream raw materials:

4-methyl-1-phenyl-3-penten-1-one

1-phenyl-4-methyl-2-penten-1-one

1-acetoxy-1-fluoro-1-phenyl-2-methoxyethane

2-<(4-Nitrobenzenesulfonyl)oxy>-1-phenylethanone

Refernces

• 1、 Nelson,Jr. et al.. "-". . p. 2686. Retrieved 1972.
• 2、 -. "Method for synthesizing styrallyl acetate from acetophenone". Paragraph 0033; 0036; 0063-0127. . Retrieved 2021/03/13.
• 3、 He, Rong-De,Li, Chun-Ling,Pan, Qiu-Quan,Guo, Peng,Liu, Xue-Yuan,Shu, Xing-Zhong. "Reductive Coupling between C-N and C-O Electrophiles". supporting information. p. 12481 - 12486. Retrieved 2019/09/04.