IdentificationPhysical DataSpectraRoute of Synthesis (ROS)Safety and HazardsOther Data
Identification
Product Name2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenoneIUPAC Name2-hydroxy-1--2-methylpropan-1-oneMolecular StructureCAS Registry Number 106797-53-9MDL NumberMFCD00085267Synonyms106797-53-92-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone2-Hydroxy-1-(4-(2-hydroxyethoxy)phenyl)-2-methylpropan-1-oneDarocur 29592-hydroxy-1--2-methylpropan-1-oneIrgacure 29592-Hydroxy-1--2-methyl-1-propanone1-Propanone, 2-hydroxy-1--2-methyl-MFCD00085267DTXSID6044777I29592-hydroxy-4-(2-hydroxyethoxy)-2-methylpropiophenone2-Hydroxy-1-(4-(2-hydroxyethoxy)phenyl)-2-methyl-1-propanone1-Propanone, 2-hydroxy-1-(4-(2-hydroxyethoxy)phenyl)-2-methyl-2-Hydroxy-4 inverted exclamation marka-(2-hydroxyethoxy)-2-methylpropiophenone4-(2-Hydroxyethoxy)phenyl 2-hydroxy-2-propyl ketone1--2-hydroxy-2-methyl-1-propanonephotoinitiator 29592-hydroxy-4'-(2-hydroxyethoxy)-2-methyl propiophenoneDarocur 2595IRGACURE2959SCHEMBL36443CHEMBL3188617DTXCID4024777IRGC 2959CHEBI:1700472-hydroxy-1--2-methyl-propan-1-one2-hydroxy-2-methyl-1-propan-1-oneIRG 2959ZLI 2959Tox21_301074AKOS015889779CS-W014224DC 2959HY-W013508UV 2959NCGC00248279-01NCGC00254975-01DS-17470SY052526DB-059511CAS-106797-53-9H1361NS00014925D 2959D70491I 2959J-0016512-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone4-(2-hydroxyethoxy)phenyl (2-hydroxy-2-propyl) ketone1-(4-(2-hydroxyethoxy)phenyl)-2-hydroxy-2-methylpropan-1-one2-hydroxy-1--2-methyl-1-propanone2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone, 98%1--2-hydroxy-2-methyl-1-propan-1-one2-hydroxy-1--2-methylpropan-1-one2-Hydroxy-4 inverted exclamation mark -(2-hydroxyethoxy)-2-methylpropiophenoneMolecular FormulaC12H16O4Molecular Weight224.25InChIInChI=1S/C12H16O4/c1-12(2,15)11(14)9-3-5-10(6-4-9)16-8-7-13/h3-6,13,15H,7-8H2,1-2H3InChI KeyGJKGAPPUXSSCFI-UHFFFAOYSA-NIsomeric SMILESCC(C)(C(=O)C1=CC=C(C=C1)OCCO)O
Patent InformationPatent IDTitlePublication DateCN109896942Preparation method of alpha-hydroxyketone photoinitiator2019CN110563588,Mono-cinnamate or dicinnamate photoinitiators as well as preparation method and application thereof2019CN107739303Alpha-hydroxy ketone photoinitiator preparation method2018CN107868034Photoinitiators applicable to UV-LED photocuring2018CN104710256Α - hydroxy ketone compound low priced high-efficient synthetic method2017CN103288873Sulfonyl or quinonyl functionalized acyl phosphine oxidation compound2017
Physical Data
Melting Point, °C 88 - 90
Spectra
Description (NMR Spectroscopy)Nucleus (NMR Spectroscopy)Solvents (NMR Spectroscopy)Frequency (NMR Spectroscopy), MHzChemical shifts1Hchloroform-d1400Chemical shifts, Spectrum1HChemical shifts, Spectrum1Hchloroform-d1400Chemical shifts, Spectrum13Cchloroform-d1100
Description (IR Spectroscopy)Solvent (IR Spectroscopy)Spectrumpotassium bromideBands, SpectrumBandsneat liquid
Description (UV/VIS Spectroscopy)Solvent (UV/VIS Spectroscopy)Absorption Maxima (UV/VIS), nmSpectrumwater, methanolSpectrumdimethyl sulfoxide280SpectrumacetonitrileSpectrumwaterBand assignment, Spectrummethanol
Route of Synthesis (ROS)
Route of Synthesis (ROS) of 2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone CAS 106797-53-9
ConditionsYieldWith N-Bromosuccinimide; dimethyl sulfoxide at 100℃; for 24h;92%With N-Bromosuccinimide; dimethyl sulfoxide at 60℃; for 24h; Schlenk technique;Experimental Procedure26 Embodiment 262 - hydroxy -4 ' - (2 - hydroxy ethoxy group) -2 - methylpropiophenone preparationTaking a 25 ml Schlenk reaction tube, adding N - bromo succimide (NBS) 18 mg (0.1mmol) as catalyst, 4' - (2 - hydroxy ethoxy group) -2 - methylpropiophenone 105 mg (0.5mmol), dimethyl sulfoxide (DMSO) 1 ml as the oxidizing agent, carbonylating and solvent, for 100 °C stirring for 24 hours. After the reaction by adding ethyl acetate 15 ml, salt water 3 ml, ethyl acetate 3 times, the combined organic phase, column chromatography separation to obtain 2 - hydroxy -4 ' - (2 - hydroxy ethoxy group) -2 - methylpropiophenone pure product 103 mg, yield 92%.92%With oxygen; caesium carbonate; triethyl phosphite In dimethyl sulfoxide at 25℃; under 760.051 Torr; for 24h; Schlenk technique;75%With dihydrogen peroxide In dichloromethane at 30℃; Microwave irradiation;Experimental Procedure3 Preparation of 2-hydroxy-1-(4-(2-hydroxyethoxy)phenyl)-2-methyl-1-propanone44.1 g (0.5 mol) of 4-(2-hydroxyethoxy)isobutyrophenone, 300 mL of dichloroethane and 283.3 g (2.5 mol) of 30% hydrogen peroxide solution were uniformly mixed and placed in a microwave reactor (power of 500 W). , Stir vigorously, and control the reaction temperature at about 30 °C reaction, using TLC or GC to monitor the reaction, the reaction is complete, the microwave radiation, the reaction system was slowly added sodium bisulfite aqueous solution (containing 146g of sodium bisulfite), The reaction was extirpated for 2 h, allowed to stand, separated, and the organic phase was washed with water. The solvent was recovered by decompression at atmospheric pressure, and the residue was recrystallized from methanol.The white solid 2-hydroxy-1-(4-(2-hydroxyethoxy)phenyl)-2-methyl-1-propanone 79.6 g was obtained, HPLC content was 99.1%, yield 71.0%.71%
Safety and Hazards
GHS Hazard StatementsNot Classified
Source: European Chemicals Agency (ECHA)License Note: Use of the information, documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice, and subject to other binding limitations provided for under applicable law, the information, documents and data made available on the ECHA website may be reproduced, distributed and/or used, totally or in part, for non-commercial purposes provided that ECHA is acknowledged as the source: “Source: European Chemicals Agency, http://echa.europa.eu/”. Such acknowledgement must be included in each copy of the material. ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions: Links can only be made to webpages that provide a link to the Legal Notice page.License URL: https://echa.europa.eu/web/guest/legal-noticeRecord Name: (1-Cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino-carbenium hexafluorophosphateURL: https://echa.europa.eu/information-on-chemicals/cl-inventory-database/-/discli/details/213446Description: The information provided here is aggregated from the “Notified classification and labelling” from ECHA’s C&L Inventory. Read more: https://echa.europa.eu/information-on-chemicals/cl-inventory-database
Other Data
DruglikenessLipinski rules componentMolecular Weight224.257logP0.704HBA3HBD2Matching Lipinski Rules4Veber rules componentPolar Surface Area (PSA)66.76Rotatable Bond (RotB)5Matching Veber Rules2
Use Pattern2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone CAS#: 106797-53-9 98%min Often used as UV curable coatings and inks, low odor, and can be used for food packaging and medical packaging. UV Absorption Peak: 274,320 nm. https://www.chemwhat.com/2-hydroxy-4-2-hydroxyethoxy-2-methylpropiophenone-cas-106797-53-9/
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