Product Name

  • Name

    ETHYLHYDROQUINONE

  • EINECS
  • CAS No. 2349-70-4
  • Article Data36
  • CAS DataBase
  • Density 1.159 g/cm3
  • Solubility
  • Melting Point 111-112 °C
  • Formula C8H10O2
  • Boiling Point 290.1 °C at 760 mmHg
  • Molecular Weight 138.166
  • Flash Point 144.6 °C
  • Transport Information
  • Appearance solid
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 2349-70-4 (ETHYLHYDROQUINONE)
  • Hazard Symbols
  • Synonyms 1,4-Dihydroxy-2-ethylbenzene, Ethylquinol;
  • PSA 40.46000
  • LogP 1.66020

Synthetic route

2-(1-hydroxy-ethyl)-benzene-1,4-diol
31490-53-6

2-(1-hydroxy-ethyl)-benzene-1,4-diol

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

Conditions
ConditionsYield
With triethylsilane; trifluoroacetic acid In dichloromethane at 0 - 20℃; for 15h;89%
1,4-O-di-propanoylethylhydroquinone

1,4-O-di-propanoylethylhydroquinone

A

1-O-propanoyl-2-ethylhydroquinone

1-O-propanoyl-2-ethylhydroquinone

B

4-O-propanoyl-2-ethylhydroquinone

4-O-propanoyl-2-ethylhydroquinone

C

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

Conditions
ConditionsYield
With isopropyl alcohol; Candida antarctica lipase B; immobilized In di-isopropyl ether at 45℃; for 1h; Title compound not separated from byproducts.;A 87.7%
B 2.6%
C 9.7%
4-ethyl-4-hydroxycyclohexa-2,5-dien-1-one

4-ethyl-4-hydroxycyclohexa-2,5-dien-1-one

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

Conditions
ConditionsYield
With rhenium(VII) oxide In dichloromethane at 20℃; Dienone-Phenol Rearrangement;78%
6-ethyl-1,4,4a,6,7,8a-hexahydro-1,4-methano-naphthalene-5,8-dione

6-ethyl-1,4,4a,6,7,8a-hexahydro-1,4-methano-naphthalene-5,8-dione

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

Conditions
ConditionsYield
at 180℃; under 20 Torr;48%
diethylcadmium
592-02-9

diethylcadmium

p-benzoquinone
106-51-4

p-benzoquinone

A

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

B

hydroquinone
123-31-9

hydroquinone

Conditions
ConditionsYield
In tetrahydrofuran Heating;A 18%
B 21 % Chromat.
1,4-O-di-propanoylethylhydroquinone

1,4-O-di-propanoylethylhydroquinone

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

Conditions
ConditionsYield
With Candida antarctica lipase B In di-isopropyl ether; isopropyl alcohol at 45℃; for 1h; Enzymatic reaction; regioselective reaction;10%
ethanol
64-17-5

ethanol

hydroquinone
123-31-9

hydroquinone

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

Conditions
ConditionsYield
at 350℃; under 112509 Torr; for 2h;6%
4-ethylnitrobenzene
100-12-9

4-ethylnitrobenzene

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

Conditions
ConditionsYield
With sulfuric acid; aluminium at 95℃;
With oxalic acid; aluminium at 95℃;
2-ethyl-1,4-benzoquinone
4754-26-1

2-ethyl-1,4-benzoquinone

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

Conditions
ConditionsYield
With sulfur dioxide bei der Extraktion von Reismehlkaefern;
1-(2-ethyl-4-hydroxy-phenyl)-ethanone
103323-98-4

1-(2-ethyl-4-hydroxy-phenyl)-ethanone

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

Conditions
ConditionsYield
With potassium hydroxide; dihydrogen peroxide in Leuchtgas-Atmosphaere;
2-vinyl-1,4-dihydroxybenzene
5286-51-1

2-vinyl-1,4-dihydroxybenzene

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

Conditions
ConditionsYield
With ethyl acetate; platinum Hydrogenation;
2,5-bis-methoxymethoxy-styrene
105475-50-1

2,5-bis-methoxymethoxy-styrene

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

Conditions
ConditionsYield
With methanol; platinum Hydrogenation.Erwaermen des Reaktionsprodukts mit einem Kationen-Austauscher in Methanol;
2,5-Dihydroxyacetophenone
490-78-8

2,5-Dihydroxyacetophenone

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

Conditions
ConditionsYield
With hydrogen; copper chromite In ethanol
With hydrogen; palladium
Wolff-Kishner reduction;
2,5-Dihydroxyacetophenone
490-78-8

2,5-Dihydroxyacetophenone

A

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

B

2-(1-hydroxy-ethyl)-benzene-1,4-diol
31490-53-6

2-(1-hydroxy-ethyl)-benzene-1,4-diol

Conditions
ConditionsYield
With hydrogenchloride; sodium cyanoborohydride In tetrahydrofuran for 18h; Product distribution;A 31 % Spectr.
B 69 % Spectr.
triethylaluminum
97-93-8

triethylaluminum

p-benzoquinone
106-51-4

p-benzoquinone

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

Conditions
ConditionsYield
In diethyl ether
2-ethyl-p-benzosemiquinone

2-ethyl-p-benzosemiquinone

A

2-ethyl-1,4-benzoquinone
4754-26-1

2-ethyl-1,4-benzoquinone

B

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

Conditions
ConditionsYield
In water at 22℃; Rate constant;
hydrogenchloride
7647-01-0

hydrogenchloride

2,5-Dihydroxyacetophenone
490-78-8

2,5-Dihydroxyacetophenone

amalgamated zinc

amalgamated zinc

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

4-ethylnitrobenzene
100-12-9

4-ethylnitrobenzene

sulfuric acid
7664-93-9

sulfuric acid

aluminium

aluminium

A

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

B

4-amino-2-ethylphenol
178698-88-9

4-amino-2-ethylphenol

C

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
at 95℃;
4-ethylnitrobenzene
100-12-9

4-ethylnitrobenzene

oxalic acid
144-62-7

oxalic acid

aluminium

aluminium

A

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

B

4-amino-2-ethylphenol
178698-88-9

4-amino-2-ethylphenol

C

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
at 95℃;
2.5-dioxy-acetophenone

2.5-dioxy-acetophenone

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

Conditions
ConditionsYield
With hydrogenchloride; amalgamated zinc
2-ethyl-1,4-benzoquinone
4754-26-1

2-ethyl-1,4-benzoquinone

sodium hydrogensulfite

sodium hydrogensulfite

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

1-(2-ethyl-4-hydroxy-phenyl)-ethanone
103323-98-4

1-(2-ethyl-4-hydroxy-phenyl)-ethanone

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

aqueous KOH

aqueous KOH

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

Conditions
ConditionsYield
in Leuchtgas-Atmosphaere;
ethylquinone

ethylquinone

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

2-ethyl-1,4-benzoquinone
4754-26-1

2-ethyl-1,4-benzoquinone

SO2

SO2

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

benzene-1,4-diyl diacetate
1205-91-0

benzene-1,4-diyl diacetate

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

Conditions
ConditionsYield
Stage #1: benzene-1,4-diyl diacetate With aluminium trichloride; sodium chloride at 195℃; for 0.15h; Fries rearrangement;
Stage #2: With hydrogenchloride; amalgamated zinc for 3h; Clemmensen reduction; Heating; Further stages.;
2,5-dihydroxycinnamate
38489-67-7

2,5-dihydroxycinnamate

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 200 - 220 °C / 0.01 Torr
2: ethyl acetate; platinum / Hydrogenation
View Scheme
3-acetoxy-1-ethylbenzene
3056-60-8

3-acetoxy-1-ethylbenzene

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: AlCl3; nitrobenzene / 0 °C
2: aqueous KOH; aqueous H2O2 / in Leuchtgas-Atmosphaere
View Scheme
hydroquinone bis(methoxymethyl)ether
87905-74-6

hydroquinone bis(methoxymethyl)ether

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: diethyl ether / anschliessendes Behandeln mit Aethylenoxid
2: KOH
3: platinum; methanol / Hydrogenation.Erwaermen des Reaktionsprodukts mit einem Kationen-Austauscher in Methanol
View Scheme
2,5-bis-methoxymethoxy-phenethyl alcohol
107153-33-3

2,5-bis-methoxymethoxy-phenethyl alcohol

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: KOH
2: platinum; methanol / Hydrogenation.Erwaermen des Reaktionsprodukts mit einem Kationen-Austauscher in Methanol
View Scheme
vinyl propionate
105-38-4

vinyl propionate

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

4-O-propanoyl-2-ethylhydroquinone

4-O-propanoyl-2-ethylhydroquinone

Conditions
ConditionsYield
With lipase B from Candida antarctica, immobilized form In di-isopropyl ether at 45℃; for 72h; Enzymatic reaction; regioselective reaction;90%
2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

1-Adamantanecarbonyl chloride
2094-72-6

1-Adamantanecarbonyl chloride

4-(adamantane-1-carbonyloxy)-2-ethylphenol
1041191-13-2

4-(adamantane-1-carbonyloxy)-2-ethylphenol

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 48h;86%
With pyridine In dichloromethane at 20℃; for 30h;86%
vinyl propionate
105-38-4

vinyl propionate

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

A

1,4-O-di-propanoylethylhydroquinone

1,4-O-di-propanoylethylhydroquinone

B

1-O-propanoyl-2-ethylhydroquinone

1-O-propanoyl-2-ethylhydroquinone

C

4-O-propanoyl-2-ethylhydroquinone

4-O-propanoyl-2-ethylhydroquinone

Conditions
ConditionsYield
With Candida antarctica lipase B In di-isopropyl ether at 45℃; for 24h;A 11.5%
B 8.4%
C 73.2%
With lipase B from Candida antarctica, immobilized form In di-isopropyl ether at 45℃; for 24h; Enzymatic reaction; Overall yield = 93 %Spectr.; regioselective reaction;A 12 %Spectr.
B 8 %Spectr.
C 73 %Spectr.
maleic anhydride
108-31-6

maleic anhydride

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

2-ethyl-5,8-dihydroxy-1,4-naphthoquinone
15012-53-0

2-ethyl-5,8-dihydroxy-1,4-naphthoquinone

Conditions
ConditionsYield
With aluminium trichloride; sodium chloride at 170 - 200℃;
2-acetylpropanoic acid ethyl ester
609-14-3

2-acetylpropanoic acid ethyl ester

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

7-ethyl-6-hydroxy-3,4-dimethyl-coumarin
854903-98-3

7-ethyl-6-hydroxy-3,4-dimethyl-coumarin

Conditions
ConditionsYield
With sulfuric acid
With trichlorophosphate
acetonedicarboxylic acid
542-05-2

acetonedicarboxylic acid

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

(7-ethyl-6-hydroxy-2-oxo-2H-chromen-4-yl)-acetic acid
853930-57-1

(7-ethyl-6-hydroxy-2-oxo-2H-chromen-4-yl)-acetic acid

diethyl acetylsuccinate
1115-30-6

diethyl acetylsuccinate

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

A

(7-ethyl-6-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)-acetic acid
853929-98-3

(7-ethyl-6-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)-acetic acid

B

(7-ethyl-6-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)-acetic acid ethyl ester

(7-ethyl-6-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)-acetic acid ethyl ester

Conditions
ConditionsYield
With trichlorophosphate
With sulfuric acid
2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

A

3-ethyl-2,5-dihydroxy-benzoic acid
32797-07-2

3-ethyl-2,5-dihydroxy-benzoic acid

B

4-ethyl-2,5-dihydroxy-benzoic acid
74712-94-0

4-ethyl-2,5-dihydroxy-benzoic acid

Conditions
ConditionsYield
With potassium hydrogencarbonate; glycerol at 160℃;
2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

2-ethyl-1,4-benzoquinone
4754-26-1

2-ethyl-1,4-benzoquinone

Conditions
ConditionsYield
With chromium(III) oxide; sulfuric acid
With hydrogenchloride; iron(III) chloride In methanol
With potassium hexacyanoferrate(III) In diethyl ether; benzene
With oxygen In methanol; phosphate buffer at 37℃; pH=7.40; Kinetics; Further Variations:; effect of superoxide dismutase from bovine erythrocites; Oxidation;
With chromium(VI) oxide In water; acetic acid
2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

acetic anhydride
108-24-7

acetic anhydride

1,4-diacetoxy-2-ethyl-benzene
57982-10-2

1,4-diacetoxy-2-ethyl-benzene

Conditions
ConditionsYield
With sodium acetate
2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

ethyl acetoacetate
141-97-9

ethyl acetoacetate

7-ethyl-6-hydroxy-4-methyl-coumarin
118337-34-1

7-ethyl-6-hydroxy-4-methyl-coumarin

Conditions
ConditionsYield
With sulfuric acid
With trichlorophosphate
2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

ethyl 3-oxo-3-phenylpropionate
94-02-0

ethyl 3-oxo-3-phenylpropionate

7-ethyl-6-hydroxy-4-phenyl-coumarin

7-ethyl-6-hydroxy-4-phenyl-coumarin

Conditions
ConditionsYield
With trichlorophosphate
With sulfuric acid
2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

benzoyl chloride
98-88-4

benzoyl chloride

2-ethyl-1,4-bis-benzoyloxy-benzene

2-ethyl-1,4-bis-benzoyloxy-benzene

Conditions
ConditionsYield
With pyridine
2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

dimethyl sulfate
77-78-1

dimethyl sulfate

ethylhydroquinone dimethyl ether
1199-08-2

ethylhydroquinone dimethyl ether

Conditions
ConditionsYield
With potassium hydroxide
With sodium hydroxide at 40℃; for 0.5h;7 g
2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

ethyl 2-ethyl-3-oxobutanoate
607-97-6

ethyl 2-ethyl-3-oxobutanoate

3,7-diethyl-6-hydroxy-4-methyl-coumarin

3,7-diethyl-6-hydroxy-4-methyl-coumarin

Conditions
ConditionsYield
With sulfuric acid
2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

ethyl 2-butylacetoacetate
1540-29-0

ethyl 2-butylacetoacetate

7-ethyl-3-butyl-6-hydroxy-4-methyl-coumarin

7-ethyl-3-butyl-6-hydroxy-4-methyl-coumarin

Conditions
ConditionsYield
With trichlorophosphate
2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

ethyl 2-propylacetoacetate
1540-28-9

ethyl 2-propylacetoacetate

7-ethyl-6-hydroxy-4-methyl-3-propyl-coumarin

7-ethyl-6-hydroxy-4-methyl-3-propyl-coumarin

Conditions
ConditionsYield
With sulfuric acid
2,3-Dimethylmaleic anhydride
766-39-2

2,3-Dimethylmaleic anhydride

2-ethylhydroquinone
2349-70-4

2-ethylhydroquinone

5,8-dihydroxy-2,3-dimethyl-6-ethyl-1,4-naphthoquinone

5,8-dihydroxy-2,3-dimethyl-6-ethyl-1,4-naphthoquinone

Conditions
ConditionsYield
With hydrogenchloride; aluminium trichloride; sodium chloride 1.) 180 deg C, 3 h; 2.) r.t., 2 days; Multistep reaction;

Ethylhydroquinone Specification

The Ethylhydroquinone, with the CAS registry number of 2349-70-4, is also known as 1,4-Dihydroxy-2-ethylbenzene, Ethylquinol. It belongs to the product categories of Anthraquinones, Hydroquinones and Quinones. This chemical's molecular formula is C8H10O2 and molecular weight is 138.16. What's more, its systematic name is 2-Ethylbenzene-1,4-diol.

Physical properties about the Ethylhydroquinone are: (1)ACD/LogP: 1.64; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.64; (4)ACD/LogD (pH 7.4): 1.64; (5)ACD/BCF (pH 5.5): 10.31; (6)ACD/BCF (pH 7.4): 10.3; (7)ACD/KOC (pH 5.5): 184.86; (8)ACD/KOC (pH 7.4): 184.74; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 18.46 Å2; (13)Index of Refraction: 1.578; (14)Molar Refractivity: 39.56 cm3; (15)Molar Volume: 119.1 cm3; (16)Surface Tension: 48.2 dyne/cm; (17)Density: 1.159 g/cm3; (18)Flash Point: 144.6 °C; (19)Enthalpy of Vaporization: 55.06 kJ/mol; (20)Boiling Point: 290.1 °C at 760 mmHg; (21)Vapour Pressure: 0.00122 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: Oc1ccc(O)cc1CC;
(2) InChI: InChI=1/C8H10O2/c1-2-6-5-7(9)3-4-8(6)10/h3-5,9-10H,2H2,1H3;
(3) InChIKey: VJIDDJAKLVOBSE-UHFFFAOYAR;

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