Benzoin ethyl ether

Base Information

• Chemical Name: Benzoin ethyl ether
• CAS No.: 574-09-4
• Deprecated CAS: 5987-97-3
• Molecular Formula: C16H16O2
• Molecular Weight: 240.302
• Hs Code.: 2914.50 DERIVATION
• European Community (EC) Number: 209-366-8
• DSSTox Substance ID: DTXSID40862220
• Nikkaji Number: J6.550A
• Mol file: 574-09-4.mol

Synonyms:Benzoin ethyl ether;574-09-4;2-Ethoxy-1,2-diphenylethanone;Ethanone, 2-ethoxy-1,2-diphenyl-;2-Ethoxy-2-phenylacetophenone;2-Ethoxy-1,2-diphenylethan-1-one;Benzoin ethyl ether, 97%;Benzoin ethyl;EINECS 209-366-8;2-ethoxy-1,2-diphenyl-ethanone;BenzoinEthylEther;o-ethylbenzoin;2-Ethoxybenzoin;Ethyl benzoin ether;ChemDiv2_000340;Oprea1_389452;SCHEMBL36134;2-ethoxy-2-phenyl acetophenone;KMNCBSZOIQAUFX-UHFFFAOYSA-;DTXSID40862220;2-ethoxy-1,2-di(phenyl)ethanone;Acetophenone, 2-ethoxy-2-phenyl-;HMS1369P10;alpha-Ethoxy-alpha-phenylacetophenone;MFCD00009242;AKOS001606657;BS-44192;B1019;CS-0151543;EU-0069085;FT-0622150;E75758;SR-01000408143;SR-01000408143-1;W-105469

Chemical Property of Benzoin ethyl ether

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 1.38E-07mmHg at 25°C
• Melting Point: 59-61 °C(lit.)
• Refractive Index: 1.5727
• Boiling Point: 357.8 °C at 760 mmHg
• Flash Point: 152.3 °C
• PSA: 26.30000
• Density: 1.083 g/cm³
• LogP: 3.64710
• Storage Temp.: Store below +30°C.
• Solubility.: almost transparency in Methanol
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 240.115029749
• Heavy Atom Count: 18
• Complexity: 250

Purity/Quality:

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

Benzoin Ethyl Ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi,N
• Statements: 43-50/53
• Safety Statements: 36/37-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Other Aromatic Compounds
• Canonical SMILES: CCOC(C1=CC=CC=C1)C(=O)C2=CC=CC=C2

Technology Process of Benzoin ethyl ether

There total 24 articles about Benzoin ethyl ether 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: 76.0%

2-ethoxy-1,2-diphenylethanol (107059-12-1) → 2-ethoxy-1,2-diphenyl-ethanone (574-09-4)

Guidance literature:

With dimanganese decacarbonyl; In toluene; at 120 ℃; Sealed tube;

DOI:10.1039/c9gc02446h

Reference yield: 40.0%

benzoin phenylhydrazone ethyl ether (64357-12-6) → benzoic acid ethyl ester (93-89-0,99341-95-4) + 2-ethoxy-1,2-diphenyl-ethanone (574-09-4) + 2-hydroxy-2-phenylacetophenone (119-53-9,579-44-2) + benzaldehyde (100-52-7) + chlorobenzene (108-90-7) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1)

Guidance literature:

With copper dichloride; for 5h; Product distribution; Heating; variation of time;

DOI:10.1021/jo00315a043

Reference yield: 40.0%

ethanol (64-17-5) + benzil (134-81-6) → phenyl benzyl ketone (451-40-1) + ethyl diphenylacetate (3468-99-3) + 2-ethoxy-1,2-diphenyl-ethanone (574-09-4)

Guidance literature:

With 5,6-bis(5-methoxythiophen-2-yl)pyrazine-2,3-dicarbonitrile; triethyl phosphite; at 20 ℃; for 48h; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1002/anie.202107080

upstream raw materials:

ethanol

2-hydroxy-2-phenylacetophenone

ethyl iodide

2-diazo-1,2-diphenylethan-1-one

Downstream raw materials:

benzophenone

benzoic acid ethyl ester

benzaldehyde

benzil

Refernces

• 1、 Jiang, Zhiyong,Li, Haijun,Wei, Guo,Yang, Hui. "Photoredox Catalytic Phosphite-Mediated Deoxygenation of α-Diketones Enables Wolff Rearrangement and Staudinger Synthesis of β-Lactams". supporting information. p. 19696 - 19700. Retrieved 2021/08/03.
• 2、 Meng, Shan-Shui,Lin, Li-Rong,Luo, Xiang,Lv, Hao-Jun,Zhao, Jun-Ling,Chan, Albert S. C.. "Aerobic oxidation of alcohols with air catalyzed by decacarbonyldimanganese". supporting information. p. 6187 - 6193. Retrieved 2019/11/20.