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 |
Conditions | Yield |
---|---|
With methyllithium; calcium carbonate bei der Destillation; |
Conditions | Yield |
---|---|
With potassium carbonate; acetone |
Conditions | Yield |
---|---|
With potassium hydroxide | |
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 80℃; for 30h; |
Conditions | Yield |
---|---|
With potassium hydroxide In 2-methoxy-ethanol |
Conditions | Yield |
---|---|
With alkali |
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol |
3,4-diethoxybenzoic acid ethyl ester
1,2-diethoxybenzene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: diluted NaOH-solution 2: lime/chalk/ / bei der Destillation View Scheme |
Conditions | Yield |
---|---|
With potassium carbonate In acetone |
ethanol
2-methoxy-phenol
A
3,5-Di-tert-butylcatechol
B
2,6-di-tert-butylphenol
C
2,4-diisopropylphenol
D
2,6-diisopropylphenol
E
2,4,6-triisopropylphenol
F
2,6-di-tert-butyl-4-ethylphenol
G
2,6-di-tert-butyl-4-hydroxyphenol
H
2,6-di-tert-butyl-4-methoxymethylene-phenol
I
3,5-Di-tert-butylphenol
J
2,4-dimethyl-6-tert-butylphenol
K
2-(2',5'-dimethoxyphenyl)propionaldehyde
L
2,6-di-tert-butyl-4-sec-butylphenol
M
1,2-diethoxybenzene
N
1,4-dimethoxy-2-tert-butylbenzene
O
1-ethoxy-4-methoxybenzene
P
2,5-di(tert-amyl)-1,4-hydroquinone
Q
2,4-di-tert-amylphenol
R
2,5-diethyl phenol
S
4-ethoxy-3-methoxytoluene
T
1,2-dimethoxy-4-butylbenzene
U
1,2-diethoxy-4-ethyl-benzene
V
3,5-di-t-butyl-4-hydroxybenzaldehyde
Conditions | Yield |
---|---|
With ortho-tungstic acid at 300℃; for 6h; Autoclave; |
ethanol
2-methoxy-phenol
A
2-Ethoxyphenol
B
3,5-Di-tert-butylcatechol
C
2,4-diisopropylphenol
D
2,6-diisopropylphenol
E
2,4,6-triisopropylphenol
F
2,6-di-tert-butyl-4-ethylphenol
G
2,6-di-tert-butyl-4-hydroxyphenol
H
2,6-di-tert-butyl-4-methoxymethylene-phenol
I
3,5-Di-tert-butylphenol
J
2,4-dimethyl-6-tert-butylphenol
K
2-(2',5'-dimethoxyphenyl)propionaldehyde
L
2,6-di-tert-butyl-4-sec-butylphenol
M
1,2-diethoxybenzene
N
1,4-dimethoxy-2-tert-butylbenzene
O
1-ethoxy-4-methoxybenzene
P
2,5-di(tert-amyl)-1,4-hydroquinone
Q
2,4-di-tert-amylphenol
R
2,5-diethyl phenol
S
4-ethoxy-3-methoxytoluene
T
1,2-dimethoxy-4-butylbenzene
U
1,2-diethoxy-4-ethyl-benzene
V
3,5-di-t-butyl-4-hydroxybenzaldehyde
Conditions | Yield |
---|---|
With tungsten(VI) oxide at 300℃; for 6h; Reagent/catalyst; Autoclave; |
ethanol
benzene-1,2-diol
A
3,5-Di-tert-butylcatechol
B
2,6-di-tert-butylphenol
C
2,4-diisopropylphenol
D
2,6-diisopropylphenol
E
2,4,6-triisopropylphenol
F
2,6-di-tert-butyl-4-ethylphenol
G
2,6-di-tert-butyl-4-hydroxyphenol
H
2,6-di-tert-butyl-4-methoxymethylene-phenol
I
3,5-Di-tert-butylphenol
J
2,4-dimethyl-6-tert-butylphenol
K
2-(2',5'-dimethoxyphenyl)propionaldehyde
L
2,6-di-tert-butyl-4-sec-butylphenol
M
1,2-diethoxybenzene
N
1,4-dimethoxy-2-tert-butylbenzene
O
1-ethoxy-4-methoxybenzene
P
2,5-di(tert-amyl)-1,4-hydroquinone
Q
2,4-di-tert-amylphenol
R
2,5-diethyl phenol
S
4-ethoxy-3-methoxytoluene
T
1,2-dimethoxy-4-butylbenzene
U
1,2-diethoxy-4-ethyl-benzene
V
3,5-di-t-butyl-4-hydroxybenzaldehyde
Conditions | Yield |
---|---|
With ortho-tungstic acid at 300℃; for 6h; Autoclave; |
2-Ethoxyphenol
ethanol
A
3,5-Di-tert-butylcatechol
B
2,6-di-tert-butylphenol
C
2,4-diisopropylphenol
D
2,6-diisopropylphenol
E
2,4,6-triisopropylphenol
F
2,6-di-tert-butyl-4-ethylphenol
G
2,6-di-tert-butyl-4-hydroxyphenol
H
2,6-di-tert-butyl-4-methoxymethylene-phenol
I
3,5-Di-tert-butylphenol
J
2,4-dimethyl-6-tert-butylphenol
K
2-(2',5'-dimethoxyphenyl)propionaldehyde
L
2,6-di-tert-butyl-4-sec-butylphenol
M
1,2-diethoxybenzene
N
1,4-dimethoxy-2-tert-butylbenzene
O
1-ethoxy-4-methoxybenzene
P
2,5-di(tert-amyl)-1,4-hydroquinone
Q
2,4-di-tert-amylphenol
R
2,5-diethyl phenol
S
4-ethoxy-3-methoxytoluene
T
1,2-dimethoxy-4-butylbenzene
U
1,2-diethoxy-4-ethyl-benzene
V
3,5-di-t-butyl-4-hydroxybenzaldehyde
Conditions | Yield |
---|---|
With ortho-tungstic acid at 300℃; for 6h; Autoclave; |
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
1,2-diethoxy-4,5-dinitrobenzene
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 |
Conditions | Yield |
---|---|
With aluminium dodecatungsten phosphate; trifluoroacetic anhydride at 20℃; for 1.5h; | 94% |
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
1,2-Dichloro-4,5-diethoxy-benzene
Conditions | Yield |
---|---|
With benzyltrimethylazanium tetrachloro-λ3-iodanuide In acetic acid for 1h; Ambient temperature; | 93% |
Conditions | Yield |
---|---|
With methanesulfonic acid at 30℃; for 4.3h; | 93% |
Conditions | Yield |
---|---|
With aluminium dodecatungsten phosphate at 60 - 70℃; for 0.6h; | 93% |
With HY zeolite (Si:Al 60) at 120℃; for 1h; | 91% |
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% |
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
Ethyl oxalyl chloride
ethyl 2-(3,4-diethoxyphenyl)-2-oxoacetate
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
benzoic acid
(4,5-diethoxy-phenyl)-phenyl-methanone
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% |
Conditions | Yield |
---|---|
With aluminium dodecatungsten phosphate; trifluoroacetic anhydride at 20℃; for 2.5h; | 91% |
1,2-diethoxybenzene
4-bromo-1,2-diethoxybenzene
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
benzoyl chloride
(4,5-diethoxy-phenyl)-phenyl-methanone
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; |
Conditions | Yield |
---|---|
With dihydroxyphenylselenonium 4-methylphenyl sulfonate In methanol; dichloromethane at 20℃; for 72h; | 90% |
1,2-diethoxybenzene
4-iodobenzoic acid chloride
(3,4-diethoxy-phenyl)-(4-iodo-phenyl)-methanone
Conditions | Yield |
---|---|
With tin(IV) chloride In dichloromethane at 0 - 20℃; for 2h; Product distribution / selectivity; Heating / reflux; | 90% |
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
1,2,3,4-Tetrachloro-5,6-diethoxy-benzene
Conditions | Yield |
---|---|
With benzyltrimethylazanium tetrachloro-λ3-iodanuide In acetic acid at 70℃; for 24h; | 87% |
Conditions | Yield |
---|---|
With sulfuric acid In acetic acid at 0℃; for 24h; | 80% |
1,2-diethoxybenzene
2,3,6,7,10,11-hexaethoxytriphenylene
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
N,N-dimethyl-formamide
3,4-diethoxybenzaldehyde
Conditions | Yield |
---|---|
With trichlorophosphate | 78% |
1,2-diethoxybenzene
1,2-Dibromo-4,5-diethoxy-benzene
Conditions | Yield |
---|---|
With bromine In tetrachloromethane at 0 - 20℃; | 76% |
1,2-diethoxybenzene
cinnamoyl chloride
(E)-1-(3,4-Diethoxy-phenyl)-3-phenyl-propenone
Conditions | Yield |
---|---|
With aluminium trichloride In dichloromethane at 20℃; for 3h; | 75% |
1,2-diethoxybenzene
4-Methoxycarbonylbenzoyl chloride
4-(3,4-diethoxy-benzoyl)-benzoic acid methyl ester
Conditions | Yield |
---|---|
With tin(IV) chloride at 0℃; for 3.5h; | 73% |
ethyl 3-(chloroformyl)propionate
1,2-diethoxybenzene
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
1,2-diethoxybenzene
5,6-diethoxy-3,3-dimethylindan-1-one
Conditions | Yield |
---|---|
With methanesulfonic acid at 70℃; for 3h; | 64% |
succinic acid anhydride
1,2-diethoxybenzene
4-oxo-4-(3,4-diethoxyphenyl)butyric acid
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
(S)-(3,4-Diethoxyphenyl)-(1-phthalimidoethyl)-keton
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane at -35℃; for 16h; | 62% |
Conditions | Yield |
---|---|
With aluminium trichloride In dichloromethane for 4h; Friedel-Crafts acylation; Heating; | 59% |
1,2-diethoxybenzene
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% |
Molecular Formula: C10H14O2
Molar mass: 166.22 g/mol
EINECS: 218-089-1
Density: 0.975 g/cm3
Flash Point: 73.8 °C
Melting point: 43-45 °C
Index of Refraction: 1.485
Boiling Point: 218.7 °C at 760 mmHg
Vapour Pressure: 0.183 mmHg at 25°C
Appearance: Light brown crystalline low melting mass or liquid
Product categories: Aromatic ethers
Structure of 1,2-Diethoxybenzene (2050-46-6):
XLogP3-AA: 2.4
H-Bond Donor: 0
H-Bond Acceptor: 2
IUPAC Name: 1,2-Diethoxybenzene
Canonical SMILES: CCOC1=CC=CC=C1OCC
InChI: InChI=1S/C10H14O2/c1-3-11-9-7-5-6-8-10(9)12-4-2/h5-8H,3-4H2,1-2H3
InChIKey: QZYDOKBVZJLQCK-UHFFFAOYSA-N
Its preparation method is: adding catechol, 25% sodium hydroxide solution, chloroethane and solvent into autoclave, and then heating to 90 ℃ and then keep 5h, and then have de-solvent, filtering to get the product: 1,2-Diethoxybenzene (2050-46-6).Etherification agent can also be replaced with Dimethyl sulfate , O-p-toluenesulfonate ester , Ethyl iodide , Ethyl bromide and so on, but using of chloroethane as etherification agent, it is better fpr raw materials readily available, inexpensive, low cost, high yield characteristics.
1. | eye-rbt 100 mg MLD | FCTOD7 Food and Chemical Toxicology. 20 (1982),573. | ||
2. | eye-rbt 100 mg/30S RNS MLD | FCTOD7 Food and Chemical Toxicology. 20 (1982),573. |
Carcinogenicity of 1,2-Diethoxybenzene (2050-46-6) hasn't been listed as a carcinogen by NTP, IARC,ACGIH, or CA Prop 65. And its toxicological properties have not been fully investigated.
Reported in EPA TSCA Inventory.
An eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes.
1,2-Diethoxybenzene (2050-46-6) also can be called o-Diethoxy benzene ; Benzene, 1,2-diethoxy- ; Benzene, o-diethoxy- ; Catechol diethyl ether .And it is used as raw materials for pharmaceutical and pesticide.
1,2-Diethoxybenzene (2050-46-6) is hazardous,so the first aid measures and others should be known.Such as: When on the skin: first,should flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing. Secondly,Get shoesmedical aid . Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.Then get medical aid soon.While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Then you have the ingesting of the product : Wash mouth out with water,and get medical aid immediately.
In addition, 1,2-Diethoxybenzene (2050-46-6) is moisture sensitive. It is not compatible with strong oxidizing agents, and you must not take it with incompatible materials.And also prevent it to broken down into hazardous decomposition products: carbon dioxide,carbon monoxide.
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