Product Name

  • Name

    3-Ethoxy-4-methoxybenzaldehyde

  • EINECS 642-869-4
  • CAS No. 1131-52-8
  • Article Data28
  • CAS DataBase
  • Density 1.088 g/cm3
  • Solubility
  • Melting Point 51 °C
  • Formula C10H12O3
  • Boiling Point 289.4 °C at 760 mmHg
  • Molecular Weight 180.203
  • Flash Point 119.6 °C
  • Transport Information
  • Appearance
  • Safety 23-24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 1131-52-8 (3-Ethoxy-4-methoxybenzaldehyde)
  • Hazard Symbols IrritantXi
  • Synonyms Benzaldehyde, 3-ethoxy-4-methoxy-;
  • PSA 35.53000
  • LogP 1.90640

Synthetic route

isovanillin
621-59-0

isovanillin

ethyl bromide
74-96-4

ethyl bromide

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride; sodium hydroxide In water at 25℃; for 4h; Reagent/catalyst;96.1%
4-hydroxy-3-ethoxybenzaldehyde
121-32-4

4-hydroxy-3-ethoxybenzaldehyde

tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With caesium carbonate In 1,2-dimethoxyethane at 145℃; for 1h; Microwave irradiation; Inert atmosphere; Sealed vessel;96%
With potassium carbonate at 150 - 160℃; for 6h;75%
isovanillin
621-59-0

isovanillin

diethyl sulfate
64-67-5

diethyl sulfate

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With sodium hydroxide
With potassium hydroxide
4-methoxy-3-ethoxy-1-trans-propenyl-benzene
92-42-2

4-methoxy-3-ethoxy-1-trans-propenyl-benzene

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With potassium dichromate; sulfuric acid at 50℃;
With dihydrogen peroxide; iron(II) sulfate
isovanillin
621-59-0

isovanillin

ethyl iodide
75-03-6

ethyl iodide

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With sodium hydroxide
4-hydroxy-3-ethoxybenzaldehyde
121-32-4

4-hydroxy-3-ethoxybenzaldehyde

dimethyl sulfate
77-78-1

dimethyl sulfate

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With sodium hydroxide
4-hydroxy-3-ethoxybenzaldehyde
121-32-4

4-hydroxy-3-ethoxybenzaldehyde

methyl iodide
74-88-4

methyl iodide

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With ethanol
Stage #1: 4-hydroxy-3-ethoxybenzaldehyde With potassium hydroxide In methanol; water
Stage #2: methyl iodide In methanol; water for 3h; Reflux;
With potassium carbonate In N,N-dimethyl-formamide at 0 - 5℃; for 2h; Solvent; Temperature;
Stage #1: 4-hydroxy-3-ethoxybenzaldehyde With sodium hydride In N,N-dimethyl-formamide at 0℃;
Stage #2: methyl iodide at 20℃;
methyl iodide
74-88-4

methyl iodide

potassium-salt of 4-hydroxy-3-ethoxy-benzaldehyde

potassium-salt of 4-hydroxy-3-ethoxy-benzaldehyde

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With ethanol
isovanillin
621-59-0

isovanillin

toluene-sulfonic acid-(4)-ethyl ester

toluene-sulfonic acid-(4)-ethyl ester

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With potassium hydroxide
4-methoxy-3-ethoxy-1-trans-propenyl-benzene
92-42-2

4-methoxy-3-ethoxy-1-trans-propenyl-benzene

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

FeSO2

FeSO2

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

sulfuric acid
7664-93-9

sulfuric acid

4-methoxy-3-ethoxy-1-trans-propenyl-benzene
92-42-2

4-methoxy-3-ethoxy-1-trans-propenyl-benzene

K2cr2O7

K2cr2O7

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
at 50 - 53℃;
opianic acid
519-05-1

opianic acid

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water / 200 °C
2: aqueous methanol. KOH
View Scheme
3-ethoxy-α,α,4-trimethoxytoluene

3-ethoxy-α,α,4-trimethoxytoluene

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With water Acidic conditions;
4-hydroxy-3-ethoxybenzaldehyde
121-32-4

4-hydroxy-3-ethoxybenzaldehyde

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With oxygen; palladium diacetate; sodium hydroxide at 100℃; under 1500.15 Torr; for 6h; Reagent/catalyst; Time; Large scale;
diisopropyl hydrogenphosphonate
1809-20-7

diisopropyl hydrogenphosphonate

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

[(3-Ethoxy-4-methoxy-phenyl)-hydroxy-methyl]-phosphonic acid diisopropyl ester
181178-76-7

[(3-Ethoxy-4-methoxy-phenyl)-hydroxy-methyl]-phosphonic acid diisopropyl ester

Conditions
ConditionsYield
With aluminum oxide for 48h; Ambient temperature;100%
3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

1-Bromo-3-ethoxy-4-methoxybenzene

1-Bromo-3-ethoxy-4-methoxybenzene

bis-(3-ethoxy-4-methoxy-phenyl)-methanol
851958-79-7

bis-(3-ethoxy-4-methoxy-phenyl)-methanol

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; water100%
2-(piperidin-4-ylamino)-benzooxazole-7-carboxylic acid
909854-81-5

2-(piperidin-4-ylamino)-benzooxazole-7-carboxylic acid

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

2-[1-(3-ethoxy-4-methoxy-benzyl)-piperidin-4-ylamino]-benzooxazole-7-carboxylic acid

2-[1-(3-ethoxy-4-methoxy-benzyl)-piperidin-4-ylamino]-benzooxazole-7-carboxylic acid

Conditions
ConditionsYield
Stage #1: 2-(piperidin-4-ylamino)-benzooxazole-7-carboxylic acid; 3-ethoxy-4-methoxybenzaldehyde With acetic acid; N-ethyl-N,N-diisopropylamine In ethanol at 50℃; for 1.5h;
Stage #2: With sodium cyanoborohydride In ethanol at 50℃;
99%
3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

2-bromo-5-ethoxy-4-methoxybenzaldehyde
56517-30-7

2-bromo-5-ethoxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
Stage #1: 3-ethoxy-4-methoxybenzaldehyde In toluene at 65 - 70℃; for 0.5h; Large scale;
Stage #2: With bromine In methanol; water at 15 - 45℃; for 3.5h; Autoclave; Large scale;
97.8%
With bromine; acetic acid
3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

isovanillin
621-59-0

isovanillin

Conditions
ConditionsYield
With water at 65℃; for 3h; Reagent/catalyst; Time; Large scale;97.2%
carbon tetrabromide
558-13-4

carbon tetrabromide

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

1,1-dibromo-2-(3-ethoxy-4-methoxyphenyl)ethene
881919-85-3

1,1-dibromo-2-(3-ethoxy-4-methoxyphenyl)ethene

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane for 0.666667h; cooling;96%
With triphenylphosphine In dichloromethane at 0℃; for 0.166667 - 0.25h; Corey-Fuchs reaction;
With triphenylphosphine In dichloromethane at 0℃; for 0.166667 - 0.25h;
3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

3-ethoxy-4-methoxybenzenecarbonitrile
60758-86-3

3-ethoxy-4-methoxybenzenecarbonitrile

Conditions
ConditionsYield
With hydroxylamine hydrochloride In acetonitrile at 5 - 84℃; Product distribution / selectivity;95.5%
Multi-step reaction with 2 steps
1: hydroxylamine hydrochloride, sodium hydroxide / aq. ethanol; H2O / Ambient temperature
2: acetic anhydride / Heating
View Scheme
With hydroxylamine hydrochloride In acetonitrile Reflux;
With hydroxylamine hydrochloride In formic acid at 85 - 90℃; Temperature;600 g
4-tert-butylbenzoic acid hydrazide
43100-38-5

4-tert-butylbenzoic acid hydrazide

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

4-tert-butyl-N-[(3-ethoxy-4-methoxyphenyl)methylidene]benzhydrazide

4-tert-butyl-N-[(3-ethoxy-4-methoxyphenyl)methylidene]benzhydrazide

Conditions
ConditionsYield
In ethanol for 3h; Reflux;95%
3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

2-(2,4,5-trifluorophenyl)acetohydrazide

2-(2,4,5-trifluorophenyl)acetohydrazide

N'-(3-ethoxy,4-methoxybenzylidene)-2-(2,4,5-trifluorophenyl)acetohydrazide

N'-(3-ethoxy,4-methoxybenzylidene)-2-(2,4,5-trifluorophenyl)acetohydrazide

Conditions
ConditionsYield
With perchloric acid In ethanol at 20℃; for 0.583333h;95%
3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

anthranilic acid amide
28144-70-9

anthranilic acid amide

2,3-dihydro-2-(3-ethoxy-4-methoxyphenyl)quinazolin-4(1H)-one
101575-17-1

2,3-dihydro-2-(3-ethoxy-4-methoxyphenyl)quinazolin-4(1H)-one

Conditions
ConditionsYield
With thionyl chloride In ethanol at 20℃; for 0.583333h;94%
8-amino quinoline
578-66-5

8-amino quinoline

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

C28H26N4O2
1223077-67-5

C28H26N4O2

Conditions
ConditionsYield
In methanol Reflux;93%
3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

4-Aminobiphenyl
92-67-1

4-Aminobiphenyl

C22H21NO2

C22H21NO2

Conditions
ConditionsYield
In methanol for 0.5h; Heating;92%
hexadecylamine
143-27-1

hexadecylamine

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

(E)-N-(3-ethoxy-4-methoxybenzylidene)hexadecan-1-amine
1215097-91-8

(E)-N-(3-ethoxy-4-methoxybenzylidene)hexadecan-1-amine

Conditions
ConditionsYield
In methanol for 0.333333h; Reflux;92%
N-(4-methylpentan-2-yl)hydroxylamine
223650-44-0

N-(4-methylpentan-2-yl)hydroxylamine

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

α-(3-ethoxy-4-methoxyphenyl)-N-(4-methylpent-2-yl)nitrone

α-(3-ethoxy-4-methoxyphenyl)-N-(4-methylpent-2-yl)nitrone

Conditions
ConditionsYield
With p-toluenesulfonic acid monohydrate In ethyl acetate; benzene91.8%
dimethylsulfone
67-71-0

dimethylsulfone

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

2-(3-ethoxy-4-methoxyphenyl)-1-(methylsulfonyl)eth-2-ylamine
253168-94-4

2-(3-ethoxy-4-methoxyphenyl)-1-(methylsulfonyl)eth-2-ylamine

Conditions
ConditionsYield
Stage #1: dimethylsulfone With n-butyllithium In tetrahydrofuran; hexane at -20 - 0℃; for 1h;
Stage #2: 3-ethoxy-4-methoxybenzaldehyde With lithium hexamethyldisilazane In tetrahydrofuran; hexane at -40 - -30℃; for 1h;
Stage #3: With boron trifluoride diethyl etherate In tetrahydrofuran; hexane at -30 - 0℃; Temperature;
91.5%
Stage #1: 3-ethoxy-4-methoxybenzaldehyde With lithium hexamethyldisilazane at -78℃;
Stage #2: dimethylsulfone With n-butyllithium; boron trifluoride diethyl etherate at -78℃;
41%
propylene glycol
57-55-6

propylene glycol

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

C13H18O4
1412860-31-1

C13H18O4

Conditions
ConditionsYield
With FIBAN K-1 cation exchanger In benzene Dean-Stark; Reflux;90%
tert-butyl carbamate
4248-19-5

tert-butyl carbamate

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

sodium 4-methylbenzenesulfinate
824-79-3

sodium 4-methylbenzenesulfinate

tert-butyl N-[(3-ethoxy-4-methoxyphenyl)-p-tolylsulfonylmethyl]carbamate

tert-butyl N-[(3-ethoxy-4-methoxyphenyl)-p-tolylsulfonylmethyl]carbamate

Conditions
ConditionsYield
With formic acid In water at 25 - 30℃; for 48h;90%
With formic acid In water; butan-1-ol at 20 - 25℃; for 48h; Inert atmosphere;300 g
3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

(E)-1-(1-adamantyl)-N-(3-ethoxy-4-methoxybenzylidene)ethanamine

(E)-1-(1-adamantyl)-N-(3-ethoxy-4-methoxybenzylidene)ethanamine

Conditions
ConditionsYield
With potassium hydroxide In ethanol pH=7; Heating;89%
3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

4-phenoxyanilin
139-59-3

4-phenoxyanilin

N-[(E)-3-ethoxy-4-methoxybenzylidene]-4-phenoxyaniline
1211396-46-1

N-[(E)-3-ethoxy-4-methoxybenzylidene]-4-phenoxyaniline

Conditions
ConditionsYield
In methanol for 0.25h; Reflux;89%
3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

C18H21NO3
1417182-59-2

C18H21NO3

Conditions
ConditionsYield
In methanol Reflux;89%
3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

dimedone
126-81-8

dimedone

malononitrile
109-77-3

malononitrile

2-amino-4-(3-ethoxy-4-methoxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile
309724-39-8

2-amino-4-(3-ethoxy-4-methoxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile

Conditions
ConditionsYield
With piperdinium acetate In neat (no solvent) at 20℃; Green chemistry;89%
3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

trimethyleneglycol
504-63-2

trimethyleneglycol

2-(4-methoxy-3-ethoxyphenyl)-1,3-dioxane
1427307-71-8

2-(4-methoxy-3-ethoxyphenyl)-1,3-dioxane

Conditions
ConditionsYield
With sulfo cation exchanger FIBAN K-1 In benzene Heating; Dean-Stark;86%
3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

2-phenylaniline
90-41-5

2-phenylaniline

C22H21NO2
1198406-61-9

C22H21NO2

Conditions
ConditionsYield
In methanol Heating;85%
3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

2‐(2,4,5‐triphenyl‐1H‐imidazol‐1‐yl)acetohydrazide
255065-87-3

2‐(2,4,5‐triphenyl‐1H‐imidazol‐1‐yl)acetohydrazide

2-(2,4,5-triphenyl-1H-imidazol-1-yl)-N'-(3-ethoxy-4-methoxybenzylidene)acetohydrazide
1263432-10-5

2-(2,4,5-triphenyl-1H-imidazol-1-yl)-N'-(3-ethoxy-4-methoxybenzylidene)acetohydrazide

Conditions
ConditionsYield
With acetic acid In dimethyl sulfoxide for 0.05h; Microwave irradiation;85%
3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

3-monochloro-1,2-propanediol
96-24-2

3-monochloro-1,2-propanediol

C13H17ClO4
1412860-57-1

C13H17ClO4

Conditions
ConditionsYield
With FIBAN K-1 cation exchanger In benzene Dean-Stark; Reflux;85%
nitromethane
75-52-5

nitromethane

3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

(E)-1-ethoxy-2-methoxy-4-(2-nitrovinyl)benzene

(E)-1-ethoxy-2-methoxy-4-(2-nitrovinyl)benzene

Conditions
ConditionsYield
With ammonium acetate for 16h; Henry Nitro Aldol Condensation; Reflux;85%
3-ethoxy-4-methoxybenzaldehyde
1131-52-8

3-ethoxy-4-methoxybenzaldehyde

m-phenylenediamine
108-45-2

m-phenylenediamine

C26H28N2O4

C26H28N2O4

Conditions
ConditionsYield
In methanol Reflux;84%

3-Ethoxy-4-methoxybenzaldehyde Specification

The 3-Ethoxy-4-methoxybenzaldehyde is an organic compound with the formula C10H12O3. The IUPAC name of this chemical is 3-ethoxy-4-methoxybenzaldehyde. With the CAS registry number 1131-52-8, it is also named as Benzaldehyde, 3-ethoxy-4-methoxy-. The product's category is Aromatic Aldehydes & Derivatives (substituted). Besides, it should be stored in a closed cool and dry place.

Physical properties about 3-Ethoxy-4-methoxybenzaldehyde are: (1)ACD/LogP: 2.14; (2)#H bond acceptors: 3; (3)#Freely Rotating Bonds: 4; (4)Polar Surface Area: 35.53 Å2; (5)Index of Refraction: 1.528; (6)Molar Refractivity: 50.99 cm3; (7)Molar Volume: 165.6 cm3; (8)Polarizability: 20.21×10-24cm3; (9)Surface Tension: 35.9 dyne/cm; (10)Density: 1.088 g/cm3; (11)Flash Point: 119.6 °C; (12)Enthalpy of Vaporization: 52.87 kJ/mol; (13)Boiling Point: 289.4 °C at 760 mmHg; (14)Vapour Pressure: 0.0022 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=Cc1cc(OCC)c(OC)cc1
(2)InChI: InChI=1/C10H12O3/c1-3-13-10-6-8(7-11)4-5-9(10)12-2/h4-7H,3H2,1-2H3
(3)InChIKey: VAMZHXWLGRQSJS-UHFFFAOYAM
(4)Std. InChI: InChI=1S/C10H12O3/c1-3-13-10-6-8(7-11)4-5-9(10)12-2/h4-7H,3H2,1-2H3
(5)Std. InChIKey: VAMZHXWLGRQSJS-UHFFFAOYSA-N

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