2-Hydroxy-1-phenylethyl acetate

Base Information

• Chemical Name: 2-Hydroxy-1-phenylethyl acetate
• CAS No.: 10522-02-8
• Deprecated CAS: 127707-64-6
• Molecular Formula: C10H12O3
• Molecular Weight: 0.00000
• European Community (EC) Number: 247-040-7
• DSSTox Substance ID: DTXSID20884485
• Nikkaji Number: J414.443K
• Mol file: 10522-02-8.mol

Synonyms:2-Hydroxy-1-phenylethyl acetate;10522-02-8;(2-hydroxy-1-phenylethyl) acetate;1,2-Ethanediol, 1-phenyl-, 1-acetate;25496-77-9;EINECS 247-040-7;Acetic acid alpha-(hydroxymethyl)benzyl ester;2-Acetoxy-2-phenylethanol;2-Acetoxy-2-phenylathan-1-ol;SCHEMBL8467351;DTXSID20884485

Chemical Property of 2-Hydroxy-1-phenylethyl acetate

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-Hydroxy-1-phenylethyl acetate

There total 59 articles about 2-Hydroxy-1-phenylethyl 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: 47.0%

phenylethane 1,2-diol (93-56-1) → 2-phenyl-2-hydroxyethyl acetate (127707-63-5) + 2-hydroxy-1-phenylethyl acetate (127707-64-6,10522-02-8) + 1,2-diacetoxy-1-phenyl-ethane (6270-03-7,83023-91-0)

Guidance literature:

cesium fluoride; In acetonitrile; for 8h; Ambient temperature; other catalists: tertiery amine, Lewis acids;

DOI:10.1016/S0040-4039(00)87048-3

Reference yield: 25.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) → phenylethane 1,2-diol (93-56-1) + 2-phenyl-2-hydroxyethyl acetate (127707-63-5) + 2-hydroxy-1-phenylethyl acetate (127707-64-6,10522-02-8) + 1,2-diacetoxy-1-phenyl-ethane (6270-03-7,83023-91-0)

Guidance literature:

With dihydrogen peroxide; ruthenium trichloride; In acetic acid; at 80 ℃;

DOI:10.1039/c39870001266

Reference yield: 14.0%

phenylethane 1,2-diol (93-56-1) + N-acetyl-1,3-oxazol-2-one (60759-49-1) → 2-phenyl-2-hydroxyethyl acetate (127707-63-5) + 2-hydroxy-1-phenylethyl acetate (127707-64-6,10522-02-8) + 1,2-diacetoxy-1-phenyl-ethane (6270-03-7,83023-91-0)

Guidance literature:

cesium fluoride; In acetonitrile; for 1h;

DOI:10.1016/S0040-4020(01)91572-8

upstream raw materials:

styrene

lead(IV) tetraacetate

styrene oxide

acetic acid

Refernces

• 1、 Virsu, Pauliina,Liljeblad, Arto,Kanerva, Anu,Kanerva, Liisa T.. "Preparation of the enantiomers of 1-phenylethan-1,2-diol. Regio- and enantioselectivity of acylase I and Candida antarctica lipases A and B". . p. 2447 - 2455. Retrieved 2001.
• 2、 Taghavi, S. Abdolmanaf,Moghadam, Majid,Mohammadpoor-Baltork, Iraj,Tangestaninejad, Shahram,Mirkhani, Valiollah,Khosropour, Ahmad Reza,Ahmadi, Venus. "Investigation of the catalytic activity of an electron-deficient vanadium(IV) tetraphenylporphyrin: A new, highly efficient and reusable catalyst for ring-opening of epoxides". . p. 2244 - 2252. Retrieved 2011.
• 3、 Kozikowski,Park. "Synthesis of streptozolin: Use of the aza-Ferrier reaction in conjunction with the INOC process to deliver a unique but sensitive natural product". . p. 4668 - 4682. Retrieved 1990.
• 4、 Zeynizadeh, Behzad,Gilanizadeh, Masumeh,Aminzadeh, Farkhondeh Mohammad. "A highly efficient protocol for regioselective ring-opening of epoxides with alcohols, water, acetic acid, and acetic anhydride catalyzed by SbF3". . p. 1051 - 1056. Retrieved 2016.
• 5、 Tangestaninejad, Shahram,Moghadam, Majid,Mirkhani, Valiollah,Yadollahi, Bahram,Mirmohammadi, S. Mohammad R.. "Mild and efficient ring opening of epoxides catalyzed by potassium dodecatungstocobaltate(III)". . p. 235 - 242. Retrieved 2006.
• 6、 Toda, Yasunori,Sakamoto, Tomoyuki,Komiyama, Yutaka,Kikuchi, Ayaka,Suga, Hiroyuki. "A Phosphonium Ylide as an Ionic Nucleophilic Catalyst for Primary Hydroxyl Group Selective Acylation of Diols". . p. 6150 - 6154. Retrieved 2017/09/15.