Identification | More | [Name]
2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone | [CAS]
106797-53-9 | [Synonyms]
1-[4-(2-HYDROXYETHOXY)-PHENYL]-2-HYDROXY-2-METHYL-1-PROPANE-1-ONE 2-HYDROXY-4'-(2-HYDROXYETHOXY)-2-METHYLPROPIOPHENONE LABOTEST-BB LT00452333 2-hydroxy-1-(4-(2-hydroxyethoxy)phenyl)-2-methyl-1-propanon 2-hydroxy-1-(4-(2-hydroxyethoxy)phenyl)-2-methyl-1-propanone 2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methyl-1-propanon darocur2959 2-Hydroxy-[4'-(2-Hydroxyethoxy)Phenyl]-2-Methyl Propanone 2-Hydroxy-1-(4'-(2-hydroxyethoxy phenyl)-2-methyl propanone 2-hydroxy-4'-(2-hydroxyethoxy)-2-methyl-propiophe 1-Propanone, 2-hydroxy-1-4-(2-hydroxyethoxy)phenyl-2-methyl- 2-HYDROXY-1-(4-(2-HYDROXYETHOXY)PHENYL)-2-METHYL-1-PROPANO. 2-Hydroxy-4′-hydroxyethoxy-2-methylpropiophenon 2-Hydroxy-4′-hydroxyethoxy-2-methylpropio-phenone IHT-PI 659 | [EINECS(EC#)]
402-670-3 | [Molecular Formula]
C12H16O4 | [MDL Number]
MFCD00085267 | [Molecular Weight]
224.25 | [MOL File]
106797-53-9.mol |
Questions And Answer | Back Directory | [Description]
2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone(Photoinitiator 2959) has been tested for use in UV curing formulations on wood, metal, plastic and paper surfaces.It has lower volatility and odor compared to Irgacure 1173. Importantly, the reactive hydroxyl groups of it are easily grafted onto the polymer molecules, making it more convenient to process. | [Uses]
2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone is a photoinitiator allowed by the FDA certification system; it can be used in water-based photocuring systems, with high melting point, and can also be used in UV-curable powder coatings; it is a high-efficiency non-yellowing UV photoinitiator. UV polymerization of saturated prepolymerized systems. |
Chemical Properties | Back Directory | [Melting point ]
88-90 °C(lit.)
| [Boiling point ]
405.0±25.0 °C(Predicted) | [density ]
1.183±0.06 g/cm3(Predicted) | [vapor pressure ]
0Pa at 25℃ | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
12.96±0.29(Predicted) | [color ]
White to Light yellow | [Water Solubility ]
7.6g/L at 25℃ | [InChI]
InChI=1S/C12H16O4/c1-12(2,15)11(14)9-3-5-10(6-4-9)16-8-7-13/h3-6,13,15H,7-8H2,1-2H3 | [InChIKey]
GJKGAPPUXSSCFI-UHFFFAOYSA-N | [SMILES]
C(C1=CC=C(OCCO)C=C1)(=O)C(O)(C)C | [LogP]
0.84 at 23℃ | [CAS DataBase Reference]
106797-53-9(CAS DataBase Reference) | [EPA Substance Registry System]
106797-53-9(EPA Substance) |
Hazard Information | Back Directory | [Definition]
ChEBI: 2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone is an aromatic ketone. | [Synthesis]
The general procedure for the synthesis of photoinitiator 2959 from the compound (CAS:159119-01-4) was as follows: a 25 mL Schlenk reaction tube was taken and N-bromosuccinimide (NBS) 18 mg (0.1 mmol) was added sequentially as catalyst, 4'-(2-hydroxyethoxy)-2-methylpropiophenone 105 mg (0.5 mmol), and dimethyl sulfoxide (DMSO) 1 mL as oxidizing reagent and solvent. ), and dimethyl sulfoxide (DMSO) 1 mL as oxidizer, carbonylation reagent and solvent. The reaction mixture was stirred at 100 °C for 24 hours. Upon completion of the reaction, 15 mL of ethyl acetate and 3 mL of brine were added to the reaction mixture for extraction, which was then extracted three times with ethyl acetate. All organic phases were combined and purified by column chromatographic separation to give a final purity of 103 mg of 2-hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone in 92% yield. | [References]
[1] Organic Letters, 2015, vol. 17, # 4, p. 876 - 879 [2] Patent: CN104710256, 2017, B. Location in patent: Paragraph 0174-0177 [3] Angewandte Chemie - International Edition, 2014, vol. 53, # 2, p. 548 - 552 [4] Angew. Chem., 2014, vol. 53, # 2, p. 558 - 562,5 [5] Patent: CN107739303, 2018, A. Location in patent: Paragraph 0017 |
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