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CAS No.: | 24650-42-8 |
---|---|
Name: | 2,2-Dimethoxy-2-phenylacetophenone |
Article Data: | 21 |
Molecular Structure: | |
Formula: | C16H16O3 |
Molecular Weight: | 256.301 |
Synonyms: | Benzildimethyl acetal (6CI);1,2-Diphenyl-2,2-dimethoxyethanone;2,2-Dimethoxy-1,2-diphenyl-1-ethanone;2,2-Dimethoxy-1,2-diphenylethanone;2,2-Dimethoxyphenylacetophenone;2-Phenyl-2,2-dimethoxyacetophenone;Aronix C 101;BDK;Benzil dimethyl ketal;Benzil mono(dimethyl acetal);Benzil mono(dimethyl ketal);Benzoin dimethylether;DMPA;Esacure KB 1;Irgacure 621;Irgacure 641;Irgacure 651;Irgacure 654;Irgacure 671;KB 1;Micure BK 6;Photomer51;Quantacure BDK;SB-PI 718;a,a-Dimethoxy-a-phenylacetophenone;a,a-Dimethoxydeoxybenzoin;w,w-Dimethoxy-w-phenylacetophenone;TR-BDK; |
EINECS: | 246-386-6 |
Density: | 1.122 g/cm3 |
Melting Point: | 67-70 °C(lit.) |
Boiling Point: | 371.1 °C at 760 mmHg |
Flash Point: | 169.6 °C |
Solubility: | 20 mg/mL in Methylene chloride |
Appearance: | white crystal |
Hazard Symbols: | Xi, N |
Risk Codes: | 43-50/53 |
Safety: | 36/37-60-61 |
Transport Information: | UN 3077 9/PG 3 |
PSA: | 35.53000 |
LogP: | 3.01510 |
Conditions | Yield |
---|---|
Stage #1: sodium methylate; benzil With dimethyl sulfate In 1,4-dioxane at 10 - 25℃; Stage #2: With sodium hydroxide In 1,4-dioxane at 105℃; | 92.6% |
benzil
2,2-dimethoxy-2-phenylacetophenone
Conditions | Yield |
---|---|
With potassium carbonate; phosphorous acid trimethyl ester In methanol; thionyl chloride; water; isopropyl alcohol | 84% |
With sodium hydroxide; sodium methylate; dimethyl sulfate In 1,4-dioxane; water |
Conditions | Yield |
---|---|
With oxygen; 9-(2-mesityl)-10-methylacridinium perchlorate In acetonitrile at 25℃; for 3h; UV-irradiation; Green chemistry; | 82% |
With 9-(2-mesityl)-10-methylacridinium perchlorate In acetonitrile at 20℃; for 3h; Irradiation; | 82% |
With thallium(III) nitrate |
2-hydroxy-2-phenylacetophenone
2,2-dimethoxy-2-phenylacetophenone
Conditions | Yield |
---|---|
With potassium carbonate; phosphorous acid trimethyl ester In methanol; thionyl chloride; sulfuryl dichloride; water; isopropyl alcohol | 79% |
Conditions | Yield |
---|---|
With sodium acetate; potassium bromide at 15℃; Electrochemical reaction; | 77% |
methanol
diphenyl acetylene
A
benzoic acid methyl ester
B
2,2-dimethoxy-2-phenylacetophenone
C
1,2-diphenyl-1,1,2,2-tetramethoxyethane
D
benzil
Conditions | Yield |
---|---|
With periodic acid for 24h; Heating; | A 5% B 71% C 1% D 5% |
With periodic acid Product distribution; Heating; |
methanol
diphenyl acetylene
A
2,2-dimethoxy-2-phenylacetophenone
B
benzil
Conditions | Yield |
---|---|
With ammonium persulfate; diphenyl diselenide for 1.5h; Heating; Yields of byproduct given; | A 84 % Turnov. B n/a |
methanol
diphenyl acetylene
A
2,2-dimethoxy-2-phenylacetophenone
B
1,2-diphenyl-1,1,2,2-tetramethoxyethane
C
benzil
Conditions | Yield |
---|---|
With iodine pentoxide for 24h; Product distribution; Heating; different molar ratios; | |
With iodine pentoxide for 24h; Heating; Yield given. Yields of byproduct given; |
2,2-dimethoxy-2-phenylacetophenone
Conditions | Yield |
---|---|
at 20℃; |
Conditions | Yield |
---|---|
With barium(II) oxide In N,N-dimethyl-formamide |
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The IUPAC name of Ethanone,2,2-dimethoxy-1,2-diphenyl- is 2,2-dimethoxy-1,2-diphenylethanone. With the CAS registry number 24650-42-8, it is also named as alpha,alpha-Dimethoxy-alpha-phenylacetophenone. The product's categories are Photo Initiators; Industrial / Fine Chemicals; Additives for Plastic; Functional Materials; Photopolymerization Initiators, and the other registry numbers are 123584-60-1; 190337-02-1; 68072-91-3; 85568-54-3; 88658-61-1; 89697-37-0; 91234-65-0; 91274-91-8. Besides, it is white crystal, which should be stored in sealed container in cool and dry place. It is stable, but light-sensitive. It is also incompatible with strong acids, strong oxidizing agents. In addition, its molecular formula is C16H16O3 and molecular weight is 256.30.
The other characteristics of this product can be summarized as: (1)EINECS: 246-386-6; (2)ACD/LogP: 4.76; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 4.76; (5)ACD/LogD (pH 7.4): 4.76; (6)ACD/BCF (pH 5.5): 2421.79; (7)ACD/BCF (pH 7.4): 2421.79; (8)ACD/KOC (pH 5.5): 9203.65; (9)ACD/KOC (pH 7.4): 9203.65; (10)#H bond acceptors: 3; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 5; (13)Index of Refraction: 1.553; (14)Molar Refractivity: 73.09 cm3; (15)Molar Volume: 228.2 cm3; (16)Surface Tension: 40.3 dyne/cm; (17)Density: 1.122 g/cm3; (18)Flash Point: 169.6 °C; (19)Melting point: 64-68 °C; (20)Solubility: 20 mg/mL in Methylene chloride; (21)Enthalpy of Vaporization: 61.8 kJ/mol; (22)Boiling Point: 371.1 °C at 760 mmHg; (23)Vapour Pressure: 1.06E-05 mmHg at 25 °C.
Preparation of Ethanone,2,2-dimethoxy-1,2-diphenyl-: this chemical can be prepared by Diphenylethanedione monohydrazone and Methanol.
This reaction needs KBr and NaOAc at temperature of 15 °C. The yield is 77 %.
Uses of Ethanone,2,2-dimethoxy-1,2-diphenyl-: this chemical is widely used in the polymerization of Acrylic ester and its monomer. It is also used in the the polymerization and crosslinking of unsaturated polyester. Furthermore, it can be used to produce Diphenylethanedione.
This reaction needs BiNO3.5H2O and CH2Cl2 by heating for 12 hours. The yield is 95 %.
When you are using this chemical, please be cautious about it as the following: it may cause sensitization by skin contact. Please wear suitable protective clothing and gloves. It is also very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. Moreover, this material and its container must be disposed of as hazardous waste. Please avoid release to the environment. Refer to special instructions / safety data sheets.
People can use the following data to convert to the molecule structure.
(1)SMILES: O=C(c1ccccc1)C(OC)(OC)c2ccccc2
(2)InChI: InChI=1/C16H16O3/c1-18-16(19-2,14-11-7-4-8-12-14)15(17)13-9-5-3-6-10-13/h3-12H,1-2H3
(3)InChIKey: KWVGIHKZDCUPEU-UHFFFAOYAK
(4)Std. InChI: InChI=1S/C16H16O3/c1-18-16(19-2,14-11-7-4-8-12-14)15(17)13-9-5-3-6-10-13/h3-12H,1-2H3
(5)Std. InChIKey: KWVGIHKZDCUPEU-UHFFFAOYSA-N