2',3',4'-Trimethoxyacetophenone supplier

Name
2',3',4'-TRIMETHOXYACETOPHENONE
EINECS 237-678-4
CAS No. 13909-73-4
Article Data26
CAS DataBase
Density 1.089 g/cm³
Solubility
Melting Point 14-15 °C(lit.)
Formula C₁₁H₁₄O₄
Boiling Point 295.999 °C at 760 mmHg
Molecular Weight 210.23
Flash Point 133.739 °C
Transport Information
Appearance clear yellow liquid
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols Xi
Synonyms Acetophenone,2',3',4'-trimethoxy- (6CI,7CI,8CI);1-(2,3,4-Trimethoxyphenyl)ethanone;Methyl 2,3,4-trimethoxyphenyl ketone;NSC68811;Tri-O-methylgallacetophenone;
PSA 44.76000
LogP 1.91500

Synthetic route

: 6267-89-6
2-acetoxyimino-3-oxo-butyric acid ethyl ester

: 634-36-6
1,2,3-trimethoxybenzene

: 13909-73-4
2',3',4'-trimethoxyacetophenone

Conditions

Conditions	Yield
With PPA Ambient temperature;	99%

: 634-36-6
1,2,3-trimethoxybenzene

: C11H15NO7

A: 13909-73-4
2',3',4'-trimethoxyacetophenone

B: 38975-83-6
ethyl 3-oxo-3-(2',3',4'-trimethoxyphenyl)propanoate

Conditions

Conditions	Yield
With PPA Ambient temperature;	A 94% B 1.5%

...Expand

: 528-21-2
2',3',4'-trihydroxyacetophenone

: 77-78-1
dimethyl sulfate

: 13909-73-4
2',3',4'-trimethoxyacetophenone

Conditions

Conditions	Yield
With potassium carbonate In acetone for 24h; Heating;	90.5%
Stage #1: 2',3',4'-trihydroxyacetophenone; dimethyl sulfate With potassium carbonate In acetone at 45℃; for 17h; Stage #2: With water In acetone	85%
cetyltrimethylammonim bromide In sodium hydroxide; chloroform Ambient temperature;	80%
With aqueous alkali

: 1140509-00-7
(2,3,4-trimethoxyphenyl)acetylene

: 13909-73-4
2',3',4'-trimethoxyacetophenone

Conditions

Conditions	Yield
With tropylium tetrafluoroborate; water; acetic acid at 130℃; for 1h; Microwave irradiation; Inert atmosphere;	83%

: 634-36-6
1,2,3-trimethoxybenzene

: 108-24-7
acetic anhydride

: 13909-73-4
2',3',4'-trimethoxyacetophenone

Conditions

Conditions	Yield
With PPA Friedel Crafts acylation;	80%
With In(OSO2CF3)3 at 75 - 90℃; for 0.116667h; Friedel-Crafts acetylation; Irradiation; Microwave;	73%
silver hexafluoroantimonate; bis(benzonitrile)dichloroplatinum(II) In dichloromethane Friedel-Crafts acylation; Heating;	62%
With perchloric acid; acetic acid
With PPA at 45℃;

: 634-36-6
1,2,3-trimethoxybenzene

: 166093-42-1
C12H17NO7

A: 13909-73-4
2',3',4'-trimethoxyacetophenone

B: ethyl 2-(2,3,4-trimethoxybenzoyl)propionate

Conditions

Conditions	Yield
With PPA Ambient temperature;	A 73% B 6.4%

...Expand

: 634-36-6
1,2,3-trimethoxybenzene

: 108-24-7
acetic anhydride

: 75-36-5
acetyl chloride

: 13909-73-4
2',3',4'-trimethoxyacetophenone

Conditions

Conditions	Yield
With perchloric acid; acetic acid at 50℃;
With sodium perchlorate; acetic acid at 50℃;

...Expand

: 634-36-6
1,2,3-trimethoxybenzene

: 64-19-7
acetic acid

: 13909-73-4
2',3',4'-trimethoxyacetophenone

Conditions

Conditions	Yield
With PPA at 45℃;

: 634-36-6
1,2,3-trimethoxybenzene

: 75-36-5
acetyl chloride

: 13909-73-4
2',3',4'-trimethoxyacetophenone

Conditions

Conditions	Yield
With aluminium trichloride
With aluminium trichloride; nitrobenzene at -10℃;
With carbon disulfide; aluminium trichloride
With carbon disulfide; iron(III) chloride

: 528-21-2
2',3',4'-trihydroxyacetophenone

: 77-78-1
dimethyl sulfate

A: 5396-18-9
2'-hydroxy-3',4'-dimethoxyacetophenone

B: 13909-73-4
2',3',4'-trimethoxyacetophenone

Conditions

Conditions	Yield
With potassium carbonate; benzene

...Expand

: 1-acetyl-4,5,5,6-tetramethoxycyclohexa-1,3-diene

: 13909-73-4
2',3',4'-trimethoxyacetophenone

Conditions

Conditions	Yield
With hydrogenchloride In methanol

: 75629-29-7
1-acetoxy-2,3-methylenedioxybenzene

: 77-78-1
dimethyl sulfate

: 13909-73-4
2',3',4'-trimethoxyacetophenone

Conditions

Conditions	Yield
With aluminium trichloride 1.) nitrobenzene, 0 deg C, 2h, 2.) acetone; Multistep reaction;

: 528-21-2
2',3',4'-trihydroxyacetophenone

: 74-88-4
methyl iodide

: 13909-73-4
2',3',4'-trimethoxyacetophenone

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide; acetone Heating;

: 634-36-6
1,2,3-trimethoxybenzene

: C8H8(2)H3NO5

A: 13909-73-4
2',3',4'-trimethoxyacetophenone

B: C11H11(2)H3O4

Conditions

Conditions	Yield
With PPA Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 528-21-2
2',3',4'-trihydroxyacetophenone

: 77-78-1
dimethyl sulfate

: 71-43-2
benzene

K2CO3: K2CO3

A: 5396-18-9
2'-hydroxy-3',4'-dimethoxyacetophenone

B: 13909-73-4
2',3',4'-trimethoxyacetophenone

...Expand

: 634-36-6
1,2,3-trimethoxybenzene

: 7705-08-0
iron(III) chloride

: 75-36-5
acetyl chloride

CS2: CS2

: 13909-73-4
2',3',4'-trimethoxyacetophenone

...Expand

: 77-78-1
dimethyl sulfate

gallacetophenone-2.4-dimethyl ether-3-acetate: gallacetophenone-2.4-dimethyl ether-3-acetate

: 13909-73-4
2',3',4'-trimethoxyacetophenone

Conditions

Conditions	Yield
With potassium hydroxide

: 634-36-6
1,2,3-trimethoxybenzene

: 75-36-5
acetyl chloride

HgCl2: HgCl2

A: 5396-18-9
2'-hydroxy-3',4'-dimethoxyacetophenone

B: 13909-73-4
2',3',4'-trimethoxyacetophenone

Conditions

Conditions	Yield
at 100℃;

...Expand

: 1131-62-0
1-(3,4-dimethoxyphenyl)ethanone

: 13909-73-4
2',3',4'-trimethoxyacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 71 percent / NaOCH3, NaClO4 / Ambient temperature; electrolysis: 4,5 Fmol-1; platinum anode; 435 mA; 0,050 A cm-2 2: HCl / methanol View Scheme

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 2103-57-3
2,3,4-trimethoxybenzaldehyde

: 10282-68-5
2',3',4',2,3,4-hexamethoxychalcone

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; for 10h;	99%

: 830-79-5
2,4,6-trimethoxybenzaldehyde

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 2',3',4',2,4,6-hexamethoxychalcone

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; for 10h;	99%

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 591-31-1
3-methoxy-benzaldehyde

: 2',3',4',3-tetramethoxychalcone

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; for 10h;	98%

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 613-45-6
2,4-Dimethoxybenzaldehyde

: 2',3',4',2,4-pentamethoxychalcone

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; for 8h;	98%

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 3392-97-0
2,6-dimethoxybenzaldehyde

: 2',3',4',2,6-pentamethoxychalcone

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; for 10h;	98%

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 135-02-4
ortho-anisaldehyde

: 2',3',4',2-tetramethoxychalcone

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; for 8h;	97.6%

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 100-52-7
benzaldehyde

: 4082-16-0
2',3',4'-trimethoxychalcone

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; for 6h;	97.6%

: 4460-86-0
asaraldehyde

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 1256153-13-5
1-(2,3,4-trimethoxyphenyl)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; for 10h;	94.5%
In methanol at 75℃; Claisen-Schmidt condensation; Ionic liquid; Microwave irradiation;	86%

: 98-03-3
thiophene-2-carbaldehyde

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 121639-08-5
(trimethoxy-2,3,4 phenyl) (thienyl-2)-3 propene-2 one-1

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 1h; Ambient temperature;	94%

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 29978-83-4
o-propargyloxybenzaldehyde

: 1227420-44-1
3-(2-prop-2-ynyloxy-phenyl)-1-(2,3,4-trimethoxy-phenyl)-propenone

Conditions

Conditions	Yield
Stage #1: o-propargyloxybenzaldehyde With sodium hydroxide In methanol at 25℃; for 0.5h; Claisen-Schmidt condensation; Stage #2: 2',3',4'-trimethoxyacetophenone In methanol at 25℃; Claisen-Schmidt condensation;	94%

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 2103-57-3
2,3,4-trimethoxybenzaldehyde

: 2,3,4,2’,3’,4’-hexamethoxychalcone

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; for 24h;	94%

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 874-42-0
2,4-dichlorobenzaldeyhde

: 2,4-dichloro-2',3',4'-trimethoxychalcone

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 28℃; Claisen Schmidt condensation;	93.1%
With sodium hydroxide In methanol Ambient temperature;	86%

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 75-16-1
methylmagnesium bromide

: 936847-39-1
1-isopropenyl-2,3,4-trimethoxybenzene

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether at 0 - 20℃; for 2h;	92%

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 4-methyl-N′-(1-(2,3,4-trimethoxyphenyl)ethylidene)benzenesulfonohydrazide

Conditions

Conditions	Yield
In methanol at 60℃;	92%

: 73568-29-3
2-chloro-6-methoxyquinolin-3-carboxaldehyde

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 3-(2-chloro-6-methoxyquinolin-3-yl)-1-(2,3,4-trimethoxyphenyl)prop-2-en-1-one

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at 20℃; for 24h; Claisen-Schmidt Condensation;	92%

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 93-02-7
2,5-dimethoxybenzaldehyde

: 2',3',4',2,5-pentamethoxychalcone

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; for 9h;	92%

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 54109-14-7
α-bromo-2',3',4'-trimethoxyacetophenone

Conditions

Conditions	Yield
With sodium hydroxide; bromine In chloroform	91.7%
With bromine In benzene at 25 - 60℃;	78%
With copper(ll) bromide In chloroform; ethyl acetate Reflux;

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 86-51-1
2,3-dimethyoxybenzaldehyde

: 2',3',4',2,3-pentamethoxychalcone

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃;	91%

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 5396-18-9
2'-hydroxy-3',4'-dimethoxyacetophenone

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at -5 - 25℃;	90%
With boron trichloride In dichloromethane at 0℃; for 0.25h;	88%
With magnesium iodide for 10h; neat (no solvent);	84%

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 619-22-7
3-(dimethylamino)benzaldehyde

: 3-dimethylamino-2',3',4'-trimethoxychalcone

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 16h;	90%

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 41038-42-0
1-(2,3,4-trimethoxyphenyl)ethan-1-ol

Conditions

Conditions	Yield
With [Cu(2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline)(4,5-bis(diphenylphosphino)-9,9-dimethylxanthene)](PF6); [Co(trifluoromethanesulfonate)(1,4-di(picolyl)-7-(p-toluenesulfonyl)-1,4,7-triazacyclononane)](trifluoromethanesulfonate); water; triethylamine In acetonitrile at 30℃; for 5h; Irradiation; Inert atmosphere;	90%
With methanol; sodium tetrahydroborate at 0 - 20℃;	58%
With acetonitrile(η5-pentamethylcyclopentadienyl)(κ2-C,N-3-methyl-1-(2-picolyl)imidazol-2-ylidene)ruthenium(II) hexafluorophosphate; isopropyl alcohol; potassium hydroxide at 82℃; for 1h; Inert atmosphere;	83 %Chromat.
With chloro(η6-p-cymene)(κ2C,N-3-methyl-1-(2-picolyl)imidazol-2-ylidene)ruthenium(II) hexafluorophosphate; isopropyl alcohol; potassium hydroxide at 82℃; for 15h; Inert atmosphere; Schlenk technique;	94 %Chromat.
With C24H20B(1-)*C40H43NO2PRuS(1+); isopropyl alcohol; potassium hydroxide at 80℃; for 8h; Catalytic behavior; Inert atmosphere;	78 %Spectr.

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 123-11-5
4-methoxy-benzaldehyde

: 2',3',4',4-tetramethoxychalcone

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; for 12h;	90%

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 1448366-73-1
2,2-dibromo-1-(5-bromo-2,3,4-trimethoxyphenyl)ethanone

Conditions

Conditions	Yield
With 1-methyl-3-(4-sulfonylbutyl)-1H-imidazol-3-ium trifluoromethanesulfonate; N-Bromosuccinimide at 70℃; for 2h; Green chemistry;	88%

: 140-87-4
Cyanoacetohydrazide

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 1254255-08-7
2-cyano-N'-[1-(2',3',4'-trimethoxyphenyl)ethylidene]acetohydrazide

Conditions

Conditions	Yield
With sulfuric acid In ethanol at 20℃; for 12h;	87%

: 5344-90-1
2-Aminobenzyl alcohol

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 2-(2,3,4-trimethoxyphenyl)quinoline

Conditions

Conditions	Yield
With dimethyl sulfoxide; potassium hydroxide at 80℃; for 7h; Friedlaender Quinoline Synthesis;	87%

: 7311-34-4
3,5-dimethoxybenzaldehdye

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 1389310-67-1
2',3',4',3,5-pentamethoxychalcone

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; for 10h;	87%

: 13909-73-4
2',3',4'-trimethoxyacetophenone

: 4748-78-1
4-ethylbenzylaldehyde

: (E)-3-(4-Ethyl-phenyl)-1-(2,3,4-trimethoxy-phenyl)-propenone

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 28℃; Claisen Schmidt condensation;	86.7%

2',3',4'-Trimethoxyacetophenone Specification

The Ethanone,1-(2,3,4-trimethoxyphenyl)-, with CAS registry number 13909-73-4, belongs to the following product categories: (1)Aromatic Acetophenones & Derivatives (substituted); (2)C11 to C12; (3)Carbonyl Compounds; (4)Ketones. It has the systematic name of 1-(2,3,4-trimethoxyphenyl)ethanone. This chemical is a kind of clear yellow liquid. When use this chemical, avoid contact with skin and eyes.

Physical properties of Ethanone,1-(2,3,4-trimethoxyphenyl)-: (1)ACD/LogP: 1.52; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.519; (4)ACD/LogD (pH 7.4): 1.519; (5)ACD/BCF (pH 5.5): 8.408; (6)ACD/BCF (pH 7.4): 8.408; (7)ACD/KOC (pH 5.5): 159.778; (8)ACD/KOC (pH 7.4): 159.778; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 44.76 Å²; (13)Index of Refraction: 1.495; (14)Molar Refractivity: 56.316 cm³; (15)Molar Volume: 192.971 cm³; (16)Polarizability: 22.326×10^-24cm³; (17)Surface Tension: 32.988 dyne/cm; (18)Enthalpy of Vaporization: 53.575 kJ/mol; (19)Vapour Pressure: 0.001 mmHg at 25°C.

Preparation: this chemical can be prepared by 1,2,3-trimethoxy-benzene and acetic acid anhydride. This reaction will need solvent CH₂Cl₂. The yield is about 62%.

Uses of Ethanone,1-(2,3,4-trimethoxyphenyl)-: it can be used to produce 1-(2-hydroxy-3,4-dimethoxy-phenyl)-ethanone. This reaction will need reagents aniline hydriodide, aniline. The yield is about 95%.

You can still convert the following datas into molecular structure:
(1)SMILES: CC(=O)c1ccc(c(c1OC)OC)OC
(2)InChI: InChI=1/C11H14O4/c1-7(12)8-5-6-9(13-2)11(15-4)10(8)14-3/h5-6H,1-4H3
(3)InChIKey: PKNAATJMQOUREZ-UHFFFAOYAZ
(4)Std. InChI: InChI=1S/C11H14O4/c1-7(12)8-5-6-9(13-2)11(15-4)10(8)14-3/h5-6H,1-4H3
(5)Std. InChIKey: PKNAATJMQOUREZ-UHFFFAOYSA-N

Product Name

2',3',4'-TRIMETHOXYACETOPHENONE

Synthetic route

2',3',4'-Trimethoxyacetophenone Specification

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