2,2-Dimethoxy-2-phenylacetophenone supplier

Name
2,2-Dimethoxy-2-phenylacetophenone
EINECS 246-386-6
CAS No. 24650-42-8
Article Data21
CAS DataBase
Density 1.122 g/cm³
Solubility 20 mg/mL in Methylene chloride
Melting Point 67-70 °C(lit.)
Formula C₁₆H₁₆O₃
Boiling Point 371.1 °C at 760 mmHg
Molecular Weight 256.301
Flash Point 169.6 °C
Transport Information UN 3077 9/PG 3
Appearance white crystal
Safety 36/37-60-61
Risk Codes 43-50/53
Molecular Structure
Hazard Symbols Xi, N
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;
PSA 35.53000
LogP 3.01510

Synthetic route

: 124-41-4
sodium methylate

: 134-81-6
benzil

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

Conditions

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%

: 134-81-6
benzil

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

Conditions

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

: 67-56-1
methanol

: 501-65-5
diphenyl acetylene

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

Conditions

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

: 119-53-9
2-hydroxy-2-phenylacetophenone

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

Conditions

Conditions	Yield
With potassium carbonate; phosphorous acid trimethyl ester In methanol; thionyl chloride; sulfuryl dichloride; water; isopropyl alcohol	79%

: 67-56-1
methanol

: 5344-88-7
benzil monohydrazone

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

Conditions

Conditions	Yield
With sodium acetate; potassium bromide at 15℃; Electrochemical reaction;	77%

: 67-56-1
methanol

: 501-65-5
diphenyl acetylene

A: 93-58-3
benzoic acid methyl ester

B: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

C: 39787-30-9
1,2-diphenyl-1,1,2,2-tetramethoxyethane

D: 134-81-6
benzil

Conditions

Conditions	Yield
With periodic acid for 24h; Heating;	A 5% B 71% C 1% D 5%
With periodic acid Product distribution; Heating;

...Expand

: 67-56-1
methanol

: 501-65-5
diphenyl acetylene

A: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

B: 134-81-6
benzil

Conditions

Conditions	Yield
With ammonium persulfate; diphenyl diselenide for 1.5h; Heating; Yields of byproduct given;	A 84 % Turnov. B n/a

...Expand

: 67-56-1
methanol

: 501-65-5
diphenyl acetylene

A: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

B: 39787-30-9
1,2-diphenyl-1,1,2,2-tetramethoxyethane

C: 134-81-6
benzil

Conditions

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;

...Expand

: trans-2,3-Dimethoxy-2,3-diphenyl-oxirane

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

Conditions

Conditions	Yield
at 20℃;

: 134-81-6
benzil

: 74-88-4
methyl iodide

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

Conditions

Conditions	Yield
With barium(II) oxide In N,N-dimethyl-formamide

: 22611-72-9
trans-α,α-dimethoxystilbene

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 0.20 mol / ozone / CD2Cl2 / -20 °C 2: 20 °C View Scheme
Multi-step reaction with 2 steps 1: 0.28 mol / ozone / CD2Cl2 / -70 °C 2: 20 °C View Scheme
Multi-step reaction with 2 steps 1: 0.28 mol / ozone / CD2Cl2 / -70 °C 2: 20 °C View Scheme

: 134-81-6
benzil

: 80-48-8
methyl p-toluene sulfonate

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

Conditions

Conditions	Yield
With sodium methylate In N-methyl-acetamide; water

: 616-42-2
dimethylsulfite

: 7664-93-9
sulfuric acid

: 134-81-6
benzil

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

Conditions

Conditions	Yield
In methanol; ligroin

...Expand

: 3524-62-7
benzoin monomethyl ether

A: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

B: 134-81-6
benzil

Conditions

Conditions	Yield
With AlCl3(η1-2,2,6,6-tetramethylpiperidine-N-oxyl) In dichloromethane at 25℃; for 15h; Inert atmosphere;	A 16 %Spectr. B 53 %Spectr.

: 58176-63-9
1,2-diphenyl-2-methoxyethanol

A: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

B: 134-81-6
benzil

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Dess-Martin periodane / dichloromethane / 2.5 h / Inert atmosphere 2: AlCl3(η1-2,2,6,6-tetramethylpiperidine-N-oxyl) / dichloromethane / 15 h / 25 °C / Inert atmosphere View Scheme

: 7677-24-9
trimethylsilyl cyanide

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

: (+)-1,2-diphenyl-1,1-dimethoxy-2-trimethylsilyloxypropanenitrile

Conditions

Conditions	Yield
With tert-butyl methyl ether; Ru[t-leu]2[(S)-binap]; lithium phenolate at -20℃; for 30h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	96%

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

: 134-81-6
benzil

Conditions

Conditions	Yield
With Bi(1+)*NO3(1-)=BiNO3 In dichloromethane for 12h; Heating;	95%
bismuth(III) iodide In water at 100℃; for 28.4167h;	93%
With copper(II) sulfate; sodium iodide In acetone at 56℃; for 22h;	84%
With water; toluene-4-sulfonic acid In tetrahydrofuran for 20h; Heating;
With bismuth(lll) trifluoromethanesulfonate In tetrahydrofuran; water for 12h; Heating;

: 109-99-9
tetrahydrofuran

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

: 2,2-dimethoxy-2-phenyl-1-(4-(tetrahydrofuran-2-yl)phenyl)ethan-1-one

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; tetrabutyl-ammonium chloride; sodium acetate at 120℃; regioselective reaction;	90%

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

: 72824-04-5
2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 27984-20-9
2-methoxy-1,2-diphenylpent-4-en-1-one

Conditions

Conditions	Yield
With gallium; 18-crown-6 ether; silver trifluoromethanesulfonate In 1,4-dioxane at 40 - 45℃; for 60h; Sonication; Inert atmosphere; chemoselective reaction;	82%

: 123-91-1
1,4-dioxane

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

: 1-(4-(1,4-dioxan-2-yl)phenyl)-2-phenylethane-1,2-dione

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; tetrabutyl-ammonium chloride; sodium acetate at 120℃; regioselective reaction;	61%

: 123-75-1
pyrrolidine

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

: 30540-36-4
1-phenyl-3,4-dimethylphosphole

: C44H49NO2P2

Conditions

Conditions	Yield
With iron(II) chloride In toluene at 170℃; for 10h; Inert atmosphere;	55%

...Expand

: 2768-02-7
(vinyl)trimethoxylsilane

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

: 2,2-dimethoxy-2-phenyl-1-(2-(2-(trimethoxysilyl)ethyl)phenyl)ethane-1-one

Conditions

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; sodium formate; triphenylphosphine In toluene for 48h; Inert atmosphere; Reflux;	38%

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

: 93-59-4
Perbenzoic acid

Conditions

Conditions	Yield
With oxygen In methanol Product distribution;	13%

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

: 6192-52-5
p-toluenesulfonic acid monohydrate

: 134-81-6
benzil

Conditions

Conditions	Yield
In 2,2'-[1,2-ethanediylbis(oxy)]bisethanol	1%

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

A: 2652-65-5
benzoyl radical

B: 66822-20-6
α,α'-dimethoxybenzyl radical

Conditions

Conditions	Yield
In water; acetonitrile at 20℃; Quantum yield; Irradiation;
With sodium dodecyl-sulfate In water Micellar solution; Photolysis;
Photolysis;
UV-irradiation; Schlenk technique;

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

A: 93-58-3
benzoic acid methyl ester

B: 34557-54-5
methane

C: 39787-30-9
1,2-diphenyl-1,1,2,2-tetramethoxyethane

D: 6158-54-9
methyl 4-Benzoylbenzoate

E: 98-86-2
acetophenone

F: 134-81-6
benzil

Conditions

Conditions	Yield
In acetonitrile Product distribution; Ambient temperature; Irradiation; other photolysis conditions, pulse laser photolyse;

...Expand

: 558-13-4
carbon tetrabromide

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

HBr: HBr

Conditions

Conditions	Yield
In water; acetonitrile at 20℃; Quantum yield; Irradiation;

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

A: 93-58-3
benzoic acid methyl ester

B: 39787-30-9
1,2-diphenyl-1,1,2,2-tetramethoxyethane

C: 100-52-7
benzaldehyde

D: 98-86-2
acetophenone

E: 134-81-6
benzil

F: 65-85-0
benzoic acid

G CH3OH, CH4: CH3OH, CH4

Conditions

Conditions	Yield
With disodium hydrogenphosphate In water; isopropyl alcohol Quantum yield; Irradiation; laser photolysis; other solvents;

...Expand

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

poly(tetrafluoroethylene oxide-co-difluoromethylene oxide)α,ω-bis[-O-CO-NH-CH2CH2-O-CO-C(=CH2)-CH3]: poly(tetrafluoroethylene oxide-co-difluoromethylene oxide)α,ω-bis[-O-CO-NH-CH2CH2-O-CO-C(=CH2)-CH3]

poly(tetrafluoroethylene oxide-co-difluoromethylene oxide)α,ω-bis[-O-CO-NH-CH2CH2-O-CO-C(=CH2)-CH3]-2,2-dimethoxy-2-phenylacetophenone crosslinked: poly(tetrafluoroethylene oxide-co-difluoromethylene oxide)α,ω-bis[-O-CO-NH-CH2CH2-O-CO-C(=CH2)-CH3]-2,2-dimethoxy-2-phenylacetophenone crosslinked

Conditions

Conditions	Yield
In various solvent(s) for 10h; UV-irradiation;

: C35H48F2O6*CF3O3S(1-)*Li(1+)

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

: C35H48F2O6*C16H16O3*CF3O3S(1-)*Li(1+)

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 24h;

: 13048-33-4
hexamethylene glycol diacrylate

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

polymer, living radical photopolymerization; monomer(s): 1,6-hexanediol diacrylate; 2,2-dimethoxy-2-phenylacetophenone: polymer, living radical photopolymerization; monomer(s): 1,6-hexanediol diacrylate; 2,2-dimethoxy-2-phenylacetophenone

Conditions

Conditions	Yield
UV-irradiation;

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

: tris(diethyldithiocarbamato)iron(III)

: 80-62-6
methacrylic acid methyl ester

dtc/DPMA terminated poly(methylmethacrylate) obtained by photo atom transfer radical polymerization of monomer, Mn = 10600-11200; monomer(s): methyl methacrylate; ferric tri(N,N-diethyldithiocarbamate); 2,2-dimethoxy-2-phenylacetophenone: dtc/DPMA terminated poly(methylmethacrylate) obtained by photo atom transfer radical polymerization of monomer, Mn = 10600-11200; monomer(s): methyl methacrylate; ferric tri(N,N-diethyldithiocarbamate); 2,2-dimethoxy-2-phenylacetophenone

Conditions

Conditions	Yield
In toluene at 20℃; Kinetics; Further Variations:; Reagents; Photolysis;

...Expand

2,2-Dimethoxy-2-phenylacetophenone Specification

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

Product Name

2,2-Dimethoxy-2-phenylacetophenone

Synthetic route

2,2-Dimethoxy-2-phenylacetophenone Specification

Related Products

Hot Products