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2',3',4'-Trimethoxyacetophenone

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Name

2',3',4'-Trimethoxyacetophenone

EINECS 237-678-4
CAS No. 13909-73-4 Density 1.089 g/cm3
PSA 44.76000 LogP 1.91500
Solubility N/A 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 N/A Appearance clear yellow liquid
Safety 24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 13909-73-4 (2',3',4'-TRIMETHOXYACETOPHENONE) Hazard Symbols IrritantXi
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;

Article Data 26

2',3',4'-Trimethoxyacetophenone 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
ConditionsYield
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
ConditionsYield
With PPA Ambient temperature;A 94%
B 1.5%
528-21-2

2',3',4'-trihydroxyacetophenone

77-78-1

dimethyl sulfate

13909-73-4

2',3',4'-trimethoxyacetophenone

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With PPA Ambient temperature;A 73%
B 6.4%
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
ConditionsYield
With perchloric acid; acetic acid at 50℃;
With sodium perchlorate; acetic acid at 50℃;
634-36-6

1,2,3-trimethoxybenzene

64-19-7

acetic acid

13909-73-4

2',3',4'-trimethoxyacetophenone

Conditions
ConditionsYield
With PPA at 45℃;
634-36-6

1,2,3-trimethoxybenzene

75-36-5

acetyl chloride

13909-73-4

2',3',4'-trimethoxyacetophenone

Conditions
ConditionsYield
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
ConditionsYield
With potassium carbonate; benzene

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

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