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24650-42-8

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24650-42-8 Usage

use

2,2-Dimethoxy-2-phenylacetophenone is a photoinitiator, which is used to initialise radical polymerization e.g. in the preparation of acrylate polymers.[1] Under the influence of light the molecule will form radicals which initiate the radical polymerization. It can also be used as an initiator in the process of making an integrated circuit.

Chemical properties

White crystal, melting point 64.0-67.0 ℃, soluble in acetone, ethyl acetate, hot methanol and isopropanol, insoluble in water, easily decomposed in case of acid, stable in alkaline, photosensitive, mainly used as UV (ultra-violet ) curing agent in UV curing system, applied to ink, paper and metal paint, stored in a sealed package, protected from light and heat.

Enterprise standard reference

loss on drying% ≤0.5 Ignited residue% ≤0.1 Water content? ≤0.5 transparency (10% acetone solution) transparent Benzoin residue? 0.2% Solubility (g/100g solvent 25 ℃) acetone >50 methanol 41 styrene >50 butyl acetate >50 transmission 95.0%(425nm) 96.0%(450nm) 98.0%(500nm)

Application

It is widely used in the polymerization of acrylic acid and acrylate, the polymerization and crosslinking of unsaturated polyester. It has been applied in coatings and adhesives and mainly used as UV (ultra-violet ) curing agent in UV curing system, applied to ink, paper and metal paint. BDK is a kind of highly efficient UV curing initiator, which is mainly used as initiator of UV curing reaction. It is also used as (1) Used as analytical reagent; (2) Used for Photosensitive resin printing; (3)Used as UV curable coatings and inks.

Chemical Properties

solid

Uses

2,2-Dimethoxy-2-phenylacetophenone (cas# 24650-42-8) is a compound useful in organic synthesis.

Check Digit Verification of cas no

The CAS Registry Mumber 24650-42-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,4,6,5 and 0 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 24650-42:
(7*2)+(6*4)+(5*6)+(4*5)+(3*0)+(2*4)+(1*2)=98
98 % 10 = 8
So 24650-42-8 is a valid CAS Registry Number.
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

24650-42-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,2-dimethoxy-1,2-diphenylethanone

1.2 Other means of identification

Product number -
Other names α,α-Dimethoxy-α-phenylacetophenone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Adhesives and sealant chemicals,Paint additives and coating additives not described by other categories,Photosensitive chemicals
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:24650-42-8 SDS

24650-42-8Synthetic route

sodium methylate
124-41-4

sodium methylate

benzil
134-81-6

benzil

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

2,2-dimethoxy-2-phenylacetophenone

Conditions
ConditionsYield
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
134-81-6

benzil

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

2,2-dimethoxy-2-phenylacetophenone

Conditions
ConditionsYield
With potassium carbonate; phosphorous acid trimethyl ester In methanol; thionyl chloride; water; isopropyl alcohol84%
With sodium hydroxide; sodium methylate; dimethyl sulfate In 1,4-dioxane; water
methanol
67-56-1

methanol

diphenyl acetylene
501-65-5

diphenyl acetylene

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

2,2-dimethoxy-2-phenylacetophenone

Conditions
ConditionsYield
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
119-53-9

2-hydroxy-2-phenylacetophenone

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

2,2-dimethoxy-2-phenylacetophenone

Conditions
ConditionsYield
With potassium carbonate; phosphorous acid trimethyl ester In methanol; thionyl chloride; sulfuryl dichloride; water; isopropyl alcohol79%
methanol
67-56-1

methanol

benzil monohydrazone
5344-88-7

benzil monohydrazone

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

2,2-dimethoxy-2-phenylacetophenone

Conditions
ConditionsYield
With sodium acetate; potassium bromide at 15℃; Electrochemical reaction;77%
methanol
67-56-1

methanol

diphenyl acetylene
501-65-5

diphenyl acetylene

A

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

B

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

2,2-dimethoxy-2-phenylacetophenone

C

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

1,2-diphenyl-1,1,2,2-tetramethoxyethane

D

benzil
134-81-6

benzil

Conditions
ConditionsYield
With periodic acid for 24h; Heating;A 5%
B 71%
C 1%
D 5%
With periodic acid Product distribution; Heating;
methanol
67-56-1

methanol

diphenyl acetylene
501-65-5

diphenyl acetylene

A

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

2,2-dimethoxy-2-phenylacetophenone

B

benzil
134-81-6

benzil

Conditions
ConditionsYield
With ammonium persulfate; diphenyl diselenide for 1.5h; Heating; Yields of byproduct given;A 84 % Turnov.
B n/a
methanol
67-56-1

methanol

diphenyl acetylene
501-65-5

diphenyl acetylene

A

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

2,2-dimethoxy-2-phenylacetophenone

B

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

1,2-diphenyl-1,1,2,2-tetramethoxyethane

C

benzil
134-81-6

benzil

Conditions
ConditionsYield
With iodine pentoxide for 24h; Product distribution; Heating; different molar ratios;
With iodine pentoxide for 24h; Heating; Yield given. Yields of byproduct given;
trans-2,3-Dimethoxy-2,3-diphenyl-oxirane

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

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

2,2-dimethoxy-2-phenylacetophenone

Conditions
ConditionsYield
at 20℃;
benzil
134-81-6

benzil

methyl iodide
74-88-4

methyl iodide

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

2,2-dimethoxy-2-phenylacetophenone

Conditions
ConditionsYield
With barium(II) oxide In N,N-dimethyl-formamide
trans-α,α-dimethoxystilbene
22611-72-9

trans-α,α-dimethoxystilbene

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

2,2-dimethoxy-2-phenylacetophenone

Conditions
ConditionsYield
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
benzil
134-81-6

benzil

methyl p-toluene sulfonate
80-48-8

methyl p-toluene sulfonate

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

2,2-dimethoxy-2-phenylacetophenone

Conditions
ConditionsYield
With sodium methylate In N-methyl-acetamide; water
dimethylsulfite
616-42-2

dimethylsulfite

sulfuric acid
7664-93-9

sulfuric acid

benzil
134-81-6

benzil

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

2,2-dimethoxy-2-phenylacetophenone

Conditions
ConditionsYield
In methanol; ligroin
benzoin monomethyl ether
3524-62-7

benzoin monomethyl ether

A

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

2,2-dimethoxy-2-phenylacetophenone

B

benzil
134-81-6

benzil

Conditions
ConditionsYield
With AlCl3(η1-2,2,6,6-tetramethylpiperidine-N-oxyl) In dichloromethane at 25℃; for 15h; Inert atmosphere;A 16 %Spectr.
B 53 %Spectr.
1,2-diphenyl-2-methoxyethanol
58176-63-9

1,2-diphenyl-2-methoxyethanol

A

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

2,2-dimethoxy-2-phenylacetophenone

B

benzil
134-81-6

benzil

Conditions
ConditionsYield
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
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

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

2,2-dimethoxy-2-phenylacetophenone

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

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

Conditions
ConditionsYield
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%
2,2-dimethoxy-2-phenylacetophenone
24650-42-8

2,2-dimethoxy-2-phenylacetophenone

benzil
134-81-6

benzil

Conditions
ConditionsYield
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;
tetrahydrofuran
109-99-9

tetrahydrofuran

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

2,2-dimethoxy-2-phenylacetophenone

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

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

Conditions
ConditionsYield
With dipotassium peroxodisulfate; tetrabutyl-ammonium chloride; sodium acetate at 120℃; regioselective reaction;90%
2,2-dimethoxy-2-phenylacetophenone
24650-42-8

2,2-dimethoxy-2-phenylacetophenone

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

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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

2-methoxy-1,2-diphenylpent-4-en-1-one

Conditions
ConditionsYield
With gallium; 18-crown-6 ether; silver trifluoromethanesulfonate In 1,4-dioxane at 40 - 45℃; for 60h; Sonication; Inert atmosphere; chemoselective reaction;82%
1,4-dioxane
123-91-1

1,4-dioxane

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

2,2-dimethoxy-2-phenylacetophenone

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

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

Conditions
ConditionsYield
With dipotassium peroxodisulfate; tetrabutyl-ammonium chloride; sodium acetate at 120℃; regioselective reaction;61%
pyrrolidine
123-75-1

pyrrolidine

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

2,2-dimethoxy-2-phenylacetophenone

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

1-phenyl-3,4-dimethylphosphole

C44H49NO2P2

C44H49NO2P2

Conditions
ConditionsYield
With iron(II) chloride In toluene at 170℃; for 10h; Inert atmosphere;55%
(vinyl)trimethoxylsilane
2768-02-7

(vinyl)trimethoxylsilane

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

2,2-dimethoxy-2-phenylacetophenone

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

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

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; sodium formate; triphenylphosphine In toluene for 48h; Inert atmosphere; Reflux;38%
2,2-dimethoxy-2-phenylacetophenone
24650-42-8

2,2-dimethoxy-2-phenylacetophenone

Perbenzoic acid
93-59-4

Perbenzoic acid

Conditions
ConditionsYield
With oxygen In methanol Product distribution;13%
2,2-dimethoxy-2-phenylacetophenone
24650-42-8

2,2-dimethoxy-2-phenylacetophenone

p-toluenesulfonic acid monohydrate
6192-52-5

p-toluenesulfonic acid monohydrate

benzil
134-81-6

benzil

Conditions
ConditionsYield
In 2,2'-[1,2-ethanediylbis(oxy)]bisethanol1%
2,2-dimethoxy-2-phenylacetophenone
24650-42-8

2,2-dimethoxy-2-phenylacetophenone

A

benzoyl radical
2652-65-5

benzoyl radical

B

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

α,α'-dimethoxybenzyl radical

Conditions
ConditionsYield
In water; acetonitrile at 20℃; Quantum yield; Irradiation;
With sodium dodecyl-sulfate In water Micellar solution; Photolysis;
Photolysis;
UV-irradiation; Schlenk technique;
2,2-dimethoxy-2-phenylacetophenone
24650-42-8

2,2-dimethoxy-2-phenylacetophenone

A

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

B

methane
34557-54-5

methane

C

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

1,2-diphenyl-1,1,2,2-tetramethoxyethane

D

methyl 4-Benzoylbenzoate
6158-54-9

methyl 4-Benzoylbenzoate

E

acetophenone
98-86-2

acetophenone

F

benzil
134-81-6

benzil

Conditions
ConditionsYield
In acetonitrile Product distribution; Ambient temperature; Irradiation; other photolysis conditions, pulse laser photolyse;
carbon tetrabromide
558-13-4

carbon tetrabromide

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

2,2-dimethoxy-2-phenylacetophenone

HBr

HBr

Conditions
ConditionsYield
In water; acetonitrile at 20℃; Quantum yield; Irradiation;
2,2-dimethoxy-2-phenylacetophenone
24650-42-8

2,2-dimethoxy-2-phenylacetophenone

A

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

B

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

1,2-diphenyl-1,1,2,2-tetramethoxyethane

C

benzaldehyde
100-52-7

benzaldehyde

D

acetophenone
98-86-2

acetophenone

E

benzil
134-81-6

benzil

F

benzoic acid
65-85-0

benzoic acid

G

CH3OH, CH4

CH3OH, CH4

Conditions
ConditionsYield
With disodium hydrogenphosphate In water; isopropyl alcohol Quantum yield; Irradiation; laser photolysis; other solvents;
2,2-dimethoxy-2-phenylacetophenone
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
ConditionsYield
In various solvent(s) for 10h; UV-irradiation;
C35H48F2O6*CF3O3S(1-)*Li(1+)

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

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

2,2-dimethoxy-2-phenylacetophenone

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

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

Conditions
ConditionsYield
In dichloromethane at 20℃; for 24h;
hexamethylene glycol diacrylate
13048-33-4

hexamethylene glycol diacrylate

2,2-dimethoxy-2-phenylacetophenone
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
ConditionsYield
UV-irradiation;
2,2-dimethoxy-2-phenylacetophenone
24650-42-8

2,2-dimethoxy-2-phenylacetophenone

tris(diethyldithiocarbamato)iron(III)

tris(diethyldithiocarbamato)iron(III)

methacrylic acid methyl ester
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
ConditionsYield
In toluene at 20℃; Kinetics; Further Variations:; Reagents; Photolysis;

24650-42-8Relevant articles and documents

Method for visible light driven green synthesis of benzoin bis-ether

-

Paragraph 0022-0029, (2019/02/10)

The invention relates to a method for visible light driven green synthesis of benzoin bis-ether. The method comprises the steps that an alkyne compound, an alcohol compound and 10-methyl-9-sym-trimethylbenzene based acridine perchlorate perform driving reaction in the atmosphere at room temperature with the visible light with the wavelength of 450-460 nm, a reaction solution is obtained after 3 hours and is spin-dried to obtain concentrate, and the concentrate is subjected to column chromatography on silica gel to obtain the benzoin bis-ether. The method is high in yield, moderate in conditionand small in environmental pollution.

A benzion double-methyl ether synthesis process

-

Paragraph 0039; 0040; 0041; 0042; 0043; 0044; 0045, (2017/04/29)

The present invention discloses a benzoin dimethyl ether synthesis process, which comprises: adding methanol, benzaldehyde, sodium cyanide and water to a reaction kettle, carrying out a condensation reaction to generate an intermediate benzoin, adding the benzoin to an oxidation kettle, carrying out an oxidation reaction to obtain dibenzoyl, adding the dibenzoyl to a synthesis kettle, adding dimethyl sulfate and solvents such as dioxane and sodium methoxide, carrying out alkali fusion, adding water after the alkali fusion, carrying out thermal insulation at a temperature of 70 DEG C, carrying out alkali crystal layering, adding water to the crystal layer, carrying out cooling crystal transition, placing into a centrifuge to dewater, carrying out water washing centrifugation to obtain a crude wet product, pouring the crude wet product into a refining kettle, adding methanol through a metering pump, heating to a temperature of 60 DEG C to dissolve, adding active carbon, carrying out decolorization, filtering after the decolorization so as to remove the active carbon, conveying the filtrate into an crystallization kettle, carrying out cooling crystallization for 3 h to obtain a wet fine product, drying the wet fine product through filtration, washing and drying three-in-one equipment to obtain the finished product, and carrying out packaging warehousing. With the synthesis process of the present invention, the effects of low raw material cost, low environmental pollution, and high finished product yield are achieved.

COLORED CURABLE COMPOSITION, FLUORINE-CONTAINING DIPYRROMETHENE COMPOUND AND TAUTOMER THEREOF, AND FLUORINE-CONTAINING DIPYRROMETHENE METAL COMPLEX AND TAUTOMER THEREOF, AND COLOR FILTER USING THE SAME AND METHOD FOR PRODUCING THE COLOR FILTER

-

, (2010/04/25)

A colored curable composition contains a dipyrromethene metal complex compound formed from a fluorine-containing dipyrromethene compound represented by Formula (1) and a metal or metal compound. (R1 to R7: H or substituent (at least one of R1 to R7 includes a substituent represented by Formula (2)); Rg: H or substituent; a ≧1; Rf: a fluorine atom, fluorine-containing alkyl group having 1 to 4 carbon atoms, fluorine-containing aryl group, fluorine-containing alkoxy group having 1 to 4 carbon atoms, fluorine-containing alkylsulfonamido group having 1 to 4 carbon atoms, or fluorine-containing arylsulfonamido group; m: 1 to 5; n: 0 to 4; L: single bond, O, S, NH, R—NH(R: alkylene), —Ar—NH— (Ar: arylene), CO, COO, OCO, *COS, *SCO, *CONH, *NHCO, *NHSO2, SO, SO2, *SO2NH, an alkylene chain having 1 to 4 carbon atoms or arylene group.)

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