2050-46-6

Basic information

• Product Name: 1,2-Diethoxybenzene
• Synonyms: 1,2-Diethoxybenzene,98%;Catechol Diethyl Ether Pyrocatechol Diethyl Ether;1.2- twophenetole;CATECHOL DIETHYL ETHER;DIETHOXYBENZENE-1,2;1,2-DIETHOXYBENZENE;PYROCATECHOL DIETHYL ETHER;O-DIETHOXYBENZENE
• CAS NO: 2050-46-6
• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22
• EINECS: 218-089-1
• Product Categories: Aromatic Ethers;Indazoles
• Mol File: 2050-46-6.mol
• Article Data: 11

Chemical Properties

• Melting Point: 43-45 °C
• Boiling Point: 218-220°C
• Flash Point: 218-220°C
• Appearance: Light brown/Crystalline Low Melting Mass or Liquid
• Density: 1,005 g/cm3
• Vapor Pressure: 0.183mmHg at 25°C
• Refractive Index: 1.5083 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: 646mg/L at 20℃
• BRN: 2046149
• CAS DataBase Reference: 1,2-Diethoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Diethoxybenzene(2050-46-6)
• EPA Substance Registry System: 1,2-Diethoxybenzene(2050-46-6)

Safety Data

• Safety Statements: 24/25
• RTECS: CZ5580000
• TSCA: Yes
• Hazardous Substances Data: 2050-46-6(Hazardous Substances Data)

Usage

Chemical Properties

light brown crystalline low melting mass or liquid

Flammability and Explosibility

Nonflammable

Safety Profile

An eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes.

InChI:InChI=1/C10H14O2/c1-3-11-9-7-5-6-8-10(9)12-4-2/h5-8H,3-4H2,1-2H3

Synthetic route

benzene-1,2-diol (120-80-9) + ethyl iodide (75-03-6) → 1,2-diethoxybenzene (2050-46-6)

Conditions	Yield
With potassium carbonate In acetone Heating;	88%
With 18-crown-6 ether; potassium carbonate In acetonitrile for 18h; Reflux;	76%
With sodium hydroxide
With potassium hydroxide

3,4-diethoxybenzoic acid (5409-31-4) → 1,2-diethoxybenzene (2050-46-6)

Conditions	Yield
With methyllithium; calcium carbonate bei der Destillation;

diethyl sulfate (64-67-5) + benzene-1,2-diol (120-80-9) → 1,2-diethoxybenzene (2050-46-6)

Conditions	Yield
With potassium carbonate; acetone

2-Ethoxyphenol (94-71-3) + ethyl iodide (75-03-6) → 1,2-diethoxybenzene (2050-46-6)

Conditions	Yield
With potassium hydroxide
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 80℃; for 30h;

benzene-1,2-diol (120-80-9) + ethyl iodide (75-03-6) + alcoholic potash → 1,2-diethoxybenzene (2050-46-6)

benzene-1,2-diol (120-80-9) + haloethane → 1,2-diethoxybenzene (2050-46-6)

Conditions	Yield
With potassium hydroxide In 2-methoxy-ethanol

benzene-1,2-diol (120-80-9) + C2H5Hal → 1,2-diethoxybenzene (2050-46-6)

Conditions	Yield
With alkali

ethyl bromide (74-96-4) + benzene-1,2-diol (120-80-9) → 1,2-diethoxybenzene (2050-46-6)

Conditions	Yield
With potassium hydroxide In ethanol

3,4-diethoxybenzoic acid ethyl ester (75332-44-4) → 1,2-diethoxybenzene (2050-46-6)

Conditions	Yield
Multi-step reaction with 2 steps 1: diluted NaOH-solution 2: lime/chalk/ / bei der Destillation View Scheme

benzene-1,2-diol (120-80-9) + Et-X (X = Br or I) → 2-Ethoxyphenol (94-71-3) + 1,2-diethoxybenzene (2050-46-6)

Conditions	Yield
With potassium carbonate In acetone

ethanol (64-17-5) + 2-methoxy-phenol (90-05-1) → 3,5-Di-tert-butylcatechol (1020-31-1) + 2,6-di-tert-butylphenol (128-39-2) + 2,4-diisopropylphenol (2934-05-6) + 2,6-diisopropylphenol (2078-54-8) + 2,4,6-triisopropylphenol (2934-07-8) + 2,6-di-tert-butyl-4-ethylphenol (4130-42-1) + 2,6-di-tert-butyl-4-hydroxyphenol (2444-28-2) + 2,6-di-tert-butyl-4-methoxymethylene-phenol (87-97-8) + 3,5-Di-tert-butylphenol (1138-52-9) + 2,4-dimethyl-6-tert-butylphenol (1879-09-0) + 2-(2',5'-dimethoxyphenyl)propionaldehyde (52417-48-8) + 2,6-di-tert-butyl-4-sec-butylphenol (17540-75-9) + 1,2-diethoxybenzene (2050-46-6) + 1,4-dimethoxy-2-tert-butylbenzene (21112-37-8) + 1-ethoxy-4-methoxybenzene (5076-72-2) + 2,5-di(tert-amyl)-1,4-hydroquinone (79-74-3) + 2,4-di-tert-amylphenol (120-95-6) + 2,5-diethyl phenol (876-20-0) + 4-ethoxy-3-methoxytoluene (33963-27-8) + 1,2-dimethoxy-4-butylbenzene (59056-76-7) + 1,2-diethoxy-4-ethyl-benzene (131358-04-8) + 3,5-di-t-butyl-4-hydroxybenzaldehyde (1620-98-0)

Conditions	Yield
With ortho-tungstic acid at 300℃; for 6h; Autoclave;

...Expand

ethanol (64-17-5) + 2-methoxy-phenol (90-05-1) → 2-Ethoxyphenol (94-71-3) + 3,5-Di-tert-butylcatechol (1020-31-1) + 2,4-diisopropylphenol (2934-05-6) + 2,6-diisopropylphenol (2078-54-8) + 2,4,6-triisopropylphenol (2934-07-8) + 2,6-di-tert-butyl-4-ethylphenol (4130-42-1) + 2,6-di-tert-butyl-4-hydroxyphenol (2444-28-2) + 2,6-di-tert-butyl-4-methoxymethylene-phenol (87-97-8) + 3,5-Di-tert-butylphenol (1138-52-9) + 2,4-dimethyl-6-tert-butylphenol (1879-09-0) + 2-(2',5'-dimethoxyphenyl)propionaldehyde (52417-48-8) + 2,6-di-tert-butyl-4-sec-butylphenol (17540-75-9) + 1,2-diethoxybenzene (2050-46-6) + 1,4-dimethoxy-2-tert-butylbenzene (21112-37-8) + 1-ethoxy-4-methoxybenzene (5076-72-2) + 2,5-di(tert-amyl)-1,4-hydroquinone (79-74-3) + 2,4-di-tert-amylphenol (120-95-6) + 2,5-diethyl phenol (876-20-0) + 4-ethoxy-3-methoxytoluene (33963-27-8) + 1,2-dimethoxy-4-butylbenzene (59056-76-7) + 1,2-diethoxy-4-ethyl-benzene (131358-04-8) + 3,5-di-t-butyl-4-hydroxybenzaldehyde (1620-98-0)

Conditions	Yield
With tungsten(VI) oxide at 300℃; for 6h; Reagent/catalyst; Autoclave;

...Expand

ethanol (64-17-5) + benzene-1,2-diol (120-80-9) → 3,5-Di-tert-butylcatechol (1020-31-1) + 2,6-di-tert-butylphenol (128-39-2) + 2,4-diisopropylphenol (2934-05-6) + 2,6-diisopropylphenol (2078-54-8) + 2,4,6-triisopropylphenol (2934-07-8) + 2,6-di-tert-butyl-4-ethylphenol (4130-42-1) + 2,6-di-tert-butyl-4-hydroxyphenol (2444-28-2) + 2,6-di-tert-butyl-4-methoxymethylene-phenol (87-97-8) + 3,5-Di-tert-butylphenol (1138-52-9) + 2,4-dimethyl-6-tert-butylphenol (1879-09-0) + 2-(2',5'-dimethoxyphenyl)propionaldehyde (52417-48-8) + 2,6-di-tert-butyl-4-sec-butylphenol (17540-75-9) + 1,2-diethoxybenzene (2050-46-6) + 1,4-dimethoxy-2-tert-butylbenzene (21112-37-8) + 1-ethoxy-4-methoxybenzene (5076-72-2) + 2,5-di(tert-amyl)-1,4-hydroquinone (79-74-3) + 2,4-di-tert-amylphenol (120-95-6) + 2,5-diethyl phenol (876-20-0) + 4-ethoxy-3-methoxytoluene (33963-27-8) + 1,2-dimethoxy-4-butylbenzene (59056-76-7) + 1,2-diethoxy-4-ethyl-benzene (131358-04-8) + 3,5-di-t-butyl-4-hydroxybenzaldehyde (1620-98-0)

Conditions	Yield
With ortho-tungstic acid at 300℃; for 6h; Autoclave;

...Expand

2-Ethoxyphenol (94-71-3) + ethanol (64-17-5) → 3,5-Di-tert-butylcatechol (1020-31-1) + 2,6-di-tert-butylphenol (128-39-2) + 2,4-diisopropylphenol (2934-05-6) + 2,6-diisopropylphenol (2078-54-8) + 2,4,6-triisopropylphenol (2934-07-8) + 2,6-di-tert-butyl-4-ethylphenol (4130-42-1) + 2,6-di-tert-butyl-4-hydroxyphenol (2444-28-2) + 2,6-di-tert-butyl-4-methoxymethylene-phenol (87-97-8) + 3,5-Di-tert-butylphenol (1138-52-9) + 2,4-dimethyl-6-tert-butylphenol (1879-09-0) + 2-(2',5'-dimethoxyphenyl)propionaldehyde (52417-48-8) + 2,6-di-tert-butyl-4-sec-butylphenol (17540-75-9) + 1,2-diethoxybenzene (2050-46-6) + 1,4-dimethoxy-2-tert-butylbenzene (21112-37-8) + 1-ethoxy-4-methoxybenzene (5076-72-2) + 2,5-di(tert-amyl)-1,4-hydroquinone (79-74-3) + 2,4-di-tert-amylphenol (120-95-6) + 2,5-diethyl phenol (876-20-0) + 4-ethoxy-3-methoxytoluene (33963-27-8) + 1,2-dimethoxy-4-butylbenzene (59056-76-7) + 1,2-diethoxy-4-ethyl-benzene (131358-04-8) + 3,5-di-t-butyl-4-hydroxybenzaldehyde (1620-98-0)

Conditions	Yield
With ortho-tungstic acid at 300℃; for 6h; Autoclave;

...Expand

ethene (74-85-1) + benzene-1,2-diol (120-80-9) → 2-Ethoxyphenol (94-71-3) + 1,2-diethoxybenzene (2050-46-6)

Conditions	Yield
With zinc dibromide In tetralin at 240℃; under 7500.75 Torr; for 8h; Reagent/catalyst; Solvent; Temperature; Pressure; Autoclave; Green chemistry;	A 11.2 g B 0.26 g

1,2-diethoxybenzene (2050-46-6) → 1,2-diethoxy-4,5-dinitrobenzene (40294-27-7)

Conditions	Yield
With nitric acid at 80℃;	95%
Multi-step reaction with 2 steps 1: (nitration) 2: NH4NO3, H2SO4 / acetic acid View Scheme
With nitric acid

Octanoic acid (124-07-2) + 1,2-diethoxybenzene (2050-46-6) → 1-(3,4-diethoxy-phenyl)-octan-1-one

Conditions	Yield
With aluminium dodecatungsten phosphate; trifluoroacetic anhydride at 20℃; for 1.5h;	94%

1,2-diethoxybenzene (2050-46-6) + acetyl chloride (75-36-5) → 1-(3,4-diethoxyphenyl)ethanone (1137-71-9)

Conditions	Yield
With zinc(II) chloride In dichloromethane at 0 - 20℃; for 1h;	93.8%
With hydrogenchloride; sodium carbonate; aluminium trichloride In dichloromethane	80%
With aluminium trichloride; nitrobenzene at 0℃;

1,2-diethoxybenzene (2050-46-6) → 1,2-Dichloro-4,5-diethoxy-benzene (124391-50-0)

Conditions	Yield
With benzyltrimethylazanium tetrachloro-λ3-iodanuide In acetic acid for 1h; Ambient temperature;	93%

1,2-diethoxybenzene (2050-46-6) + potassium thioacyanate (333-20-0) → 3,4-diethoxybenzthioamide (60759-00-4)

Conditions	Yield
With methanesulfonic acid at 30℃; for 4.3h;	93%

1,2-diethoxybenzene (2050-46-6) + acetic anhydride (108-24-7) → 1-(3,4-diethoxyphenyl)ethanone (1137-71-9)

Conditions	Yield
With aluminium dodecatungsten phosphate at 60 - 70℃; for 0.6h;	93%
With HY zeolite (Si:Al 60) at 120℃; for 1h;	91%

1,2-diethoxybenzene (2050-46-6) + acetic acid (64-19-7) → 1-(3,4-diethoxyphenyl)ethanone (1137-71-9)

Conditions	Yield
With aluminium dodecatungsten phosphate; trifluoroacetic anhydride at 20℃; for 0.67h; Friedel-Crafts acylation;	93%
With aluminium dodecatungsten phosphate; trifluoroacetic anhydride at 20℃; for 0.65h;	93%

1,2-diethoxybenzene (2050-46-6) → 1,2-diethoxy-4-nitrobenzene (4992-63-6)

Conditions	Yield
With Montmorillonite KSF; nitric acid; hafnium oxychloride In tetrahydrofuran at 20℃; for 18h;	92%
With Yb-Mo-modified montmorillonite HKSF; nitric acid In tetrahydrofuran at 20℃; for 12h;	66%
With nitric acid; acetic acid
(nitration);

1,2-diethoxybenzene (2050-46-6) + Ethyl oxalyl chloride (4755-77-5) → ethyl 2-(3,4-diethoxyphenyl)-2-oxoacetate (53017-34-8)

Conditions	Yield
Stage #1: Ethyl oxalyl chloride With aluminum (III) chloride In toluene at -10 - -5℃; for 0.25h; Stage #2: 1,2-diethoxybenzene In toluene at 20℃; for 1h;	91.5%
With aluminium trichloride; nitrobenzene
With aluminum (III) chloride In dichloromethane at 5 - 20℃; for 2h; Friedel-Crafts Acylation; Inert atmosphere;

1,2-diethoxybenzene (2050-46-6) + benzoic acid (65-85-0) → (4,5-diethoxy-phenyl)-phenyl-methanone (93652-02-9)

Conditions	Yield
With aluminium dodecatungsten phosphate; trifluoroacetic anhydride at 20℃; for 3.5h; Friedel-Crafts acylation;	91%
With aluminium dodecatungsten phosphate; trifluoroacetic anhydride at 20℃; for 3.5h;	91%

phenylacetic acid (103-82-2) + 1,2-diethoxybenzene (2050-46-6) → 3,4-diethoxy-deoxybenzoin (810661-50-8)

Conditions	Yield
With aluminium dodecatungsten phosphate; trifluoroacetic anhydride at 20℃; for 2.5h;	91%

1,2-diethoxybenzene (2050-46-6) → 4-bromo-1,2-diethoxybenzene (53207-08-2)

Conditions	Yield
With Oxone; ammonium bromide In acetonitrile at 20℃; for 4h;	90%
With oxone; ammonium bromide In acetonitrile at 20℃; for 4h;	90%
With bromine	68%

1,2-diethoxybenzene (2050-46-6) + benzoyl chloride (98-88-4) → (4,5-diethoxy-phenyl)-phenyl-methanone (93652-02-9)

Conditions	Yield
With aluminium dodecatungsten phosphate at 60 - 70℃; for 2h;	90%
With aluminium trichloride In dichloromethane at 20℃; for 3h;	87%
With aluminium trichloride In carbon disulfide
With aluminum (III) chloride In nitrobenzene for 12h; Friedel Crafts acylation; Reflux;

1,2-diethoxybenzene (2050-46-6) + diphenyl diselenide (1666-13-3) → 1,2-diethoxy-4,5-bis(phenylseleno)benzene

Conditions	Yield
With dihydroxyphenylselenonium 4-methylphenyl sulfonate In methanol; dichloromethane at 20℃; for 72h;	90%

1,2-diethoxybenzene (2050-46-6) + 4-iodobenzoic acid chloride (1711-02-0) → (3,4-diethoxy-phenyl)-(4-iodo-phenyl)-methanone (313535-46-5)

Conditions	Yield
With tin(IV) chloride In dichloromethane at 0 - 20℃; for 2h; Product distribution / selectivity; Heating / reflux;	90%

1,2-diethoxybenzene (2050-46-6) + potassium selenocyanate (3425-46-5) → C11H13NO2Se

Conditions	Yield
Stage #1: potassium selenocyanate With hydrogenchloride; sodium nitrite In water; acetonitrile for 0.333333h; Cooling with ice; Stage #2: 1,2-diethoxybenzene In water; acetonitrile at 20℃; for 48h;	90%

1,2-diethoxybenzene (2050-46-6) → 1,2,3,4-Tetrachloro-5,6-diethoxy-benzene (124391-51-1)

Conditions	Yield
With benzyltrimethylazanium tetrachloro-λ3-iodanuide In acetic acid at 70℃; for 24h;	87%

chloral hydrate (302-17-0) + 1,2-diethoxybenzene (2050-46-6) → cis-2,3,6,7-tetraethoxy-9,10-bistrichloromethyl-9,10-dihydroanthracene

Conditions	Yield
With sulfuric acid In acetic acid at 0℃; for 24h;	80%

1,2-diethoxybenzene (2050-46-6) → 2,3,6,7,10,11-hexaethoxytriphenylene (32829-11-1)

Conditions	Yield
With trifluorormethanesulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,2-dichloro-ethane at 20℃; for 10h; Scholl Reaction; Inert atmosphere;	79%
With iron(III) chloride at 20℃; for 0.666667h; Neat (no solvent); Grinding;	63.9%
With iron(III) chloride In dichloromethane at 20℃;	36%

1,2-diethoxybenzene (2050-46-6) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → 3,4-diethoxybenzaldehyde (2029-94-9)

Conditions	Yield
With trichlorophosphate	78%

1,2-diethoxybenzene (2050-46-6) → 1,2-Dibromo-4,5-diethoxy-benzene (118132-02-8)

Conditions	Yield
With bromine In tetrachloromethane at 0 - 20℃;	76%

1,2-diethoxybenzene (2050-46-6) + cinnamoyl chloride (102-92-1) → (E)-1-(3,4-Diethoxy-phenyl)-3-phenyl-propenone (123769-52-8)

Conditions	Yield
With aluminium trichloride In dichloromethane at 20℃; for 3h;	75%

1,2-diethoxybenzene (2050-46-6) + 4-Methoxycarbonylbenzoyl chloride (7377-26-6) → 4-(3,4-diethoxy-benzoyl)-benzoic acid methyl ester (1133428-79-1)

Conditions	Yield
With tin(IV) chloride at 0℃; for 3.5h;	73%

ethyl 3-(chloroformyl)propionate (14794-31-1) + 1,2-diethoxybenzene (2050-46-6) → ethyl 4-(3,4-diethoxyphenyl)-4-oxobutyrate

Conditions	Yield
With aluminum (III) chloride In dichloromethane Friedel Crafts acylation; Cooling with ice;	69%
Stage #1: ethyl 3-(chloroformyl)propionate; 1,2-diethoxybenzene With aluminum (III) chloride In dichloromethane at 0℃; for 0.75h; Stage #2: With hydrogenchloride; water In dichloromethane at 0℃;

3,3-Dimethylacryloyl chloride (3350-78-5) + 1,2-diethoxybenzene (2050-46-6) → 5,6-diethoxy-3,3-dimethylindan-1-one (97854-46-1)

Conditions	Yield
With methanesulfonic acid at 70℃; for 3h;	64%

succinic acid anhydride (108-30-5) + 1,2-diethoxybenzene (2050-46-6) → 4-oxo-4-(3,4-diethoxyphenyl)butyric acid (63213-42-3)

Conditions	Yield
With aluminium trichloride In dichloromethane at 20℃; for 3h;	63%
With aluminium trichloride
Stage #1: succinic acid anhydride; 1,2-diethoxybenzene With aluminum (III) chloride In dichloromethane at 0℃; for 0.5h; Stage #2: With hydrogenchloride; water In dichloromethane at 0℃; for 1h;
aluminium trichloride In dichloromethane

1,2-diethoxybenzene (2050-46-6) + (S)-N-Phthaloylalanin-trifluormethansulfonsaeure-anhydrid → (S)-(3,4-Diethoxyphenyl)-(1-phthalimidoethyl)-keton (111114-07-9)

Conditions	Yield
In 1,2-dichloro-ethane at -35℃; for 16h;	62%

1,2-diethoxybenzene (2050-46-6) + cis-1,2,3,6-tetrahydrophthalic anhydride (935-79-5) → (+/-)-cis-6-(3,4-diethoxybenzoyl)cyclohex-3-enecarboxylic acid

Conditions	Yield
With aluminium trichloride In dichloromethane for 4h; Friedel-Crafts acylation; Heating;	59%

1,2-diethoxybenzene (2050-46-6) → 2,3,8,9-tetraethoxydibenzo(c,g)-1,2,5,6-tetrathiocine

Conditions	Yield
With disulfur dichloride; acetic acid at 20℃; for 60h; Inert atmosphere; Schlenk technique; Glovebox;	53%
With disulfur dichloride In acetic acid for 18h;	16%

Upstream product

• 94-71-3 2-Ethoxyphenol 
• 75-03-6 ethyl iodide 
• 74-85-1 ethene 
• 120-80-9 benzene-1,2-diol 
• 64-17-5 ethanol 
• 90-05-1 2-methoxy-phenol 
• 75332-44-4 3,4-diethoxybenzoic acid ethyl ester 
• 74-96-4 ethyl bromide 
• 64-67-5 diethyl sulfate 
• 5409-31-4 3,4-diethoxybenzoic acid 

Downstream Products

• 94-71-3 2-Ethoxyphenol 
• 905590-38-7 4-(3,4-diethoxyphenyl)-3-methyl-4-oxobutanoic acid ethyl ester 
• 103512-14-7 1,2-diethoxy-4,5-bis-(3,4-diethoxy-benzyl)-benzene 
• 102445-35-2 bis-(3,4-diethoxy-phenyl)-methane 
• 27472-20-4 1,2-diethoxy-4-chloromethyl-benzene 
• 38464-04-9 3,4-diethoxy-phenyl-acetic acid 
• 985-12-6 1-(3,4-diethoxybenzylidene)-6,7-diethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride 
• 6298-46-0 N-(3,4-diethoxyphenylacetyl)-β-(3,4-diethoxyphenyl)ethylamine 
• 61381-04-2 2-(3,4-diethoxyphenyl)ethylamine 
• 526190-09-0 2-(3,4-diethoxyphenyl)acetamide 
• 118132-02-8 1,2-Dibromo-4,5-diethoxy-benzene 
• 2029-94-9 3,4-diethoxybenzaldehyde 
• 1226234-80-5 C₁₂H₁₉NO₃ 
• 1440062-88-3 C₁₉H₂₁F₂NO₄ 

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