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90-00-6

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90-00-6 Usage

Chemical Properties

2-Ethylphenol is a colorless liquid. It is one of three isomeric ethylphenols. It has been used as a reagent for the synthesis of phenoxyacetic acid derivatives as novel free fatty acid receptor 1 agonists for the treatment of diabetes mellitus. 2-Ethylphenol has also been used in the preparation of aminoquinazoline-like toll receptor ligands and for potential immunotherapy.

Uses

2-Ethylphenol is used as a reagent in the synthesis of phenoxyacetic acid derivatives as novel free fatty acid receptor 1 agonists used in the treatment of diabetes. It is also used in the preparation of aminoquinazolines as Toll-like receptor 4 ligands and potential immunotherapeutics.

Definition

ChEBI: 2-Ethylphenol is a member of phenols.

Preparation

2-Ethylphenol is produced by ethylation of phenol using ethylene or ethanol in the presence of aluminium phenolate. It is a natural product found in Cichorium endivia, Saussurea involucrata, and other organisms with data available.

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion. Human toxic action similar to, but less severe than, that of phenol. Questionable carcinogen with experimental neoplastigenic data. When heated to decomposition it emits acrid smoke and irritating fumes. See also PHENOL

Purification Methods

Purify as for p-ethylphenol below. [Beilstein 6 H 470, 6 IV 3011.]

Check Digit Verification of cas no

The CAS Registry Mumber 90-00-6 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 0 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 90-00:
(4*9)+(3*0)+(2*0)+(1*0)=36
36 % 10 = 6
So 90-00-6 is a valid CAS Registry Number.

90-00-6 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Detail
  • Alfa Aesar

  • (L01637)  2-Ethylphenol, 98+%   

  • 90-00-6

  • 10g

  • 290.0CNY

  • Detail
  • Alfa Aesar

  • (L01637)  2-Ethylphenol, 98+%   

  • 90-00-6

  • 50g

  • 773.0CNY

  • Detail

90-00-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Ethylphenol

1.2 Other means of identification

Product number -
Other names o-ethylphenol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:90-00-6 SDS

90-00-6Synthetic route

o-hydroxyacetophenone
118-93-4

o-hydroxyacetophenone

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

Conditions
ConditionsYield
With palladium 10% on activated carbon; water; hydrazine hydrate In ethanol at 100℃; for 24h; Reagent/catalyst;99%
With [(C6H6)(PCy3)(CO)RuH]+*BF4−; hydrogen; phenol In 1,4-dioxane; isopropyl alcohol at 130℃; under 1520.1 Torr; for 8h; Temperature; Solvent; Inert atmosphere; Glovebox; Schlenk technique; chemoselective reaction;94%
With hydrogenchloride; amalgamated zinc
1-benzofurane
271-89-6

1-benzofurane

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

Conditions
ConditionsYield
With lithium aluminium tetrahydride; iron(III)-acetylacetonate; sodium t-butanolate In toluene at 140℃; for 24h; Temperature; Inert atmosphere;73%
With tert-Amyl alcohol; ethylenediamine In tetrahydrofuran at 0 - 5℃; for 24h; Birch reduction; Inert atmosphere;58%
With potassium carbonate at 200℃;
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

A

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

B

ethyl-cyclohexane
1678-91-7

ethyl-cyclohexane

Conditions
ConditionsYield
With hydrogen In Hexadecane at 250℃; under 22502.3 Torr; for 1h; Reagent/catalyst; Inert atmosphere;A 15.5%
B 24.6%
With hydrogen In Hexadecane at 250℃; under 22801.5 Torr; for 1h; Reagent/catalyst; Autoclave; Overall yield = 67.3 %Chromat.;A 34.2 %Chromat.
B 33.1 %Chromat.
With hydrogen In Hexadecane at 250℃; under 22801.5 Torr; for 1h; Reagent/catalyst; Autoclave; Overall yield = 60.0 %Chromat.;A 29.9 %Chromat.
B 30.1 %Chromat.
ethyl vinyl ether
109-92-2

ethyl vinyl ether

phenol
108-95-2

phenol

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

Conditions
ConditionsYield
With zinc(II) chloride In 1,4-dioxane at 100℃; for 12h; Schlenk technique;87%
3-(2-hydroxyphenyl)propionic acid
495-78-3

3-(2-hydroxyphenyl)propionic acid

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

Conditions
ConditionsYield
With water; palladium on activated charcoal at 250℃; under 30002.4 - 37503 Torr; for 14h;77%
1-benzofurane
271-89-6

1-benzofurane

A

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

B

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

Conditions
ConditionsYield
With 15-crown-5; sodium; isopropyl alcohol In tetrahydrofuran at 0℃; for 0.0833333h; Birch Reduction; chemoselective reaction;A 42%
B 39%
With ethanol; sodium
With ethanol; sodium
With 15-crown-5; sodium In tetrahydrofuran; isopropyl alcohol; mineral oil at 0℃; for 0.0833333h; Inert atmosphere; Overall yield = 75 %; Overall yield = 45 mg;
C6H4(CH2CH2C(O)O)
119-84-6

C6H4(CH2CH2C(O)O)

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

Conditions
ConditionsYield
With water; palladium on activated charcoal at 250℃; under 30002.4 - 37503 Torr; for 14h;70%
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

A

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

B

ethylbenzene
100-41-4

ethylbenzene

C

phenol
108-95-2

phenol

Conditions
ConditionsYield
With O40PW12(3-)*2.5Cs(1+)*0.5H(1+) In tetralin at 20 - 250℃; under 22502.3 Torr; for 1h; Reagent/catalyst; Inert atmosphere; Autoclave; High pressure; Overall yield = 43.4 %;
1-benzofurane
271-89-6

1-benzofurane

A

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

B

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

C

methane
34557-54-5

methane

D

carbon dioxide
124-38-9

carbon dioxide

E

carbon monoxide
201230-82-2

carbon monoxide

F

hydrogen
1333-74-0

hydrogen

G

phenol
108-95-2

phenol

Conditions
ConditionsYield
With 1.0%Pt/Al2O3 In methanol at 220℃; under 760.051 Torr; for 24h; Reagent/catalyst; Temperature; Inert atmosphere;
O-Ethoxycarbonyl-o-acetylphenol
64042-56-4

O-Ethoxycarbonyl-o-acetylphenol

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

Conditions
ConditionsYield
With sodium tetrahydroborate; cerium(III) chloride heptahydrate In ethanol at -5 - 20℃; for 0.666667h;
ethanol
64-17-5

ethanol

phenol
108-95-2

phenol

A

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

B

4-Ethylphenol
123-07-9

4-Ethylphenol

C

2,5-diethyl phenol
876-20-0

2,5-diethyl phenol

Conditions
ConditionsYield
With perrhenic acid anhydride at 320℃; for 6h; Inert atmosphere; Sealed tube;A 21.4%
B 5.1%
C 5.5%
1-benzofurane
271-89-6

1-benzofurane

A

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

B

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

C

ethyl-cyclohexane
1678-91-7

ethyl-cyclohexane

D

methyl cyclohexane
82166-21-0

methyl cyclohexane

Conditions
ConditionsYield
With hydrogen at 300℃; under 22502.3 Torr;
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

Conditions
ConditionsYield
With tert-Amyl alcohol; ethylenediamine In tetrahydrofuran at 0 - 5℃; for 24h; Birch reduction; Inert atmosphere;56%
With hydrogen iodide Behandeln des gewonnenen Oeles mit Zinkstaub und alkoh. Salzsaeure;
With 4,4'-di-tert-butylbiphenyl; water; lithium 1.) THF, 20 deg C, 1.5 h; 2.) THF, -40 deg C to 20 deg C; Yield given. Multistep reaction;
ethylbenzene
100-41-4

ethylbenzene

A

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

B

acetophenone
98-86-2

acetophenone

Conditions
ConditionsYield
With [Fe4III(μ-O)2(μ-acetate)6(2,2'-bipyridine)2(H2O)2](NO3-)(OH-); dihydrogen peroxide; acetic acid In water; acetonitrile at 32℃; for 3h; Catalytic behavior; Overall yield = 60 %;A 6%
B 51%
ethylbenzene
100-41-4

ethylbenzene

A

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

B

4-Ethylphenol
123-07-9

4-Ethylphenol

Conditions
ConditionsYield
With pyridine-2-carbaldehyde; 2-(Aminomethyl)pyridine; iron(II) trifluoromethanesulfonate acetonitrile disolvate; dihydrogen peroxide In acetonitrile at 25℃; for 1.5h; chemoselective reaction;A 7%
B n/a
With dihydrogen peroxide; copper(II) nitrate In phosphate buffer; acetonitrile at 50℃; for 4h; Oxidation;
Stage #1: ethylbenzene With dichloro-acetic acid; C40H68F6MnN4O6S2Si2
Stage #2: With dihydrogen peroxide In water at 0℃; for 0.5h; chemoselective reaction;
A 8 %Chromat.
B 26 %Chromat.
2-ethylphenyl boronic acid
90002-36-1

2-ethylphenyl boronic acid

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

Conditions
ConditionsYield
With water; triethylamine In acetonitrile at 20℃; for 36h; Irradiation;85%
ortho-ethylaniline
578-54-1

ortho-ethylaniline

pyridine hydrochloride
628-13-7

pyridine hydrochloride

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

Conditions
ConditionsYield
Stage #1: ortho-ethylaniline With tetrafluoroboric acid; sodium nitrite In water at 0℃; for 0.75h;
Stage #2: pyridine hydrochloride With oxygen In water at 20℃; for 48h; Sealed tube; Irradiation;
56%
ethene
74-85-1

ethene

phenol
108-95-2

phenol

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

Conditions
ConditionsYield
With cyclohexane; phosphoric acid at 225℃;
at 320 - 334℃;
With aluminium(III) phenoxide at 280 - 340℃;
2-(1-hydroxyethyl)phenol
87804-23-7, 62019-23-2

2-(1-hydroxyethyl)phenol

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

Conditions
ConditionsYield
With iron(III) chloride In 1,2-dichloro-ethane at 60℃; for 3h; chemoselective reaction;72%
phenol
108-95-2

phenol

ethylphenol

ethylphenol

propylphenol

propylphenol

butylphenol

butylphenol

methylphenol

methylphenol

A

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

B

3-ethylphenol
620-17-7

3-ethylphenol

C

carvacrol
499-75-2

carvacrol

D

2,6-diisopropylphenol
2078-54-8

2,6-diisopropylphenol

E

2,3-Dimethylphenol
526-75-0

2,3-Dimethylphenol

F

2-(propen-1-yl)-4-methylphenol
53889-94-4

2-(propen-1-yl)-4-methylphenol

G

2,5-diethyl phenol
876-20-0

2,5-diethyl phenol

H

2-(methylallyl)phenol
20944-88-1

2-(methylallyl)phenol

Conditions
ConditionsYield
With molybdenum(VI) oxide In ethanol at 280℃; for 4h; Inert atmosphere;
ethanol
64-17-5

ethanol

phenol
108-95-2

phenol

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

Conditions
ConditionsYield
With aluminum oxide; thorium dioxide at 350℃;
With aluminum oxide; thorium dioxide at 440 - 460℃;
With aluminum oxide at 440℃; under 152000 Torr;
3-hydroxy-2-pyrone
496-64-0

3-hydroxy-2-pyrone

2-nitrobutene
2783-12-2

2-nitrobutene

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

Conditions
ConditionsYield
With aluminum (III) chloride; 2,6-di-tert-butyl-4-methyl-phenol In 1,2-dichloro-benzene at 150℃; for 16h; Inert atmosphere; Sealed tube;73%
ethene
74-85-1

ethene

phenol
108-95-2

phenol

A

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

B

2,6-diethylphenol
1006-59-3

2,6-diethylphenol

Conditions
ConditionsYield
With <(PhO)3P>4Ru; potassium phenolate In tetrahydrofuran at 177℃; under 4912.9 Torr; for 3.5h;A 15 % Chromat.
B 85 % Chromat.
With Et2P(OPh); tris(triphenylphosphine)rhodium(I) chloride In toluene at 120℃; under 22502.3 Torr; for 15h; Product distribution; Further Variations:; Catalysts; Reagents; Temperatures;
2-(2-methoxyethoxy)-ethylbenzene

2-(2-methoxyethoxy)-ethylbenzene

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

Conditions
ConditionsYield
With aluminium(III) iodide In toluene Heating;62%
With aluminium(III) iodide In acetonitrile for 18h; Heating;62%
1-chloro-2-ethylbenzene
89-96-3

1-chloro-2-ethylbenzene

A

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

B

3-ethyl-phenol; 4-ethyl-phenol

3-ethyl-phenol; 4-ethyl-phenol

Conditions
ConditionsYield
With sodium hydroxide; copper at 315 - 320℃;
Phenetole
103-73-1

Phenetole

A

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

B

2,6-diethylphenol
1006-59-3

2,6-diethylphenol

C

phenol
108-95-2

phenol

Conditions
ConditionsYield
With aluminum oxide; hydrogen In cis/trans-decahydronaphthalene at 350℃; under 30003 Torr; for 3h; Autoclave;A 35.1 %Chromat.
B 15.1 %Chromat.
C 48.7 %Chromat.
1-benzofurane
271-89-6

1-benzofurane

A

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

B

2-allylphenol
695-84-1

2-allylphenol

Conditions
ConditionsYield
With 1-Methylpyrrolidine; lithium aluminium tetrahydride; zirconocene dichloride In 2-methyltetrahydrofuran at 70℃; for 48h; Inert atmosphere; Schlenk technique; Overall yield = 60 percent; Overall yield = 36.9 mg;
ethylbenzene
100-41-4

ethylbenzene

A

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

B

4-Ethylphenol
123-07-9

4-Ethylphenol

C

3-ethylphenol
620-17-7

3-ethylphenol

D

1-Phenylethanol
98-85-1, 13323-81-4

1-Phenylethanol

Conditions
ConditionsYield
With ammonium iron (II) sulfate; ethylenediaminetetraacetic acid; oxygen; phosphate buffer; 6,7-dimethyltetrahydropterin In water at 20℃; for 2h; pH=7.4; Further byproducts.;
C13H22NO(1+)*I(1-)

C13H22NO(1+)*I(1-)

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

Conditions
ConditionsYield
With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 2h;
With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 1h;33 mg
2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

A

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

B

phenol
108-95-2

phenol

Conditions
ConditionsYield
With hydrogen In dodecane at 300℃; under 37503.8 Torr; for 4h; Autoclave;A 65 %Chromat.
B 6 %Chromat.
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

4-bromo-2-ethylphenol
18980-21-7

4-bromo-2-ethylphenol

Conditions
ConditionsYield
With tetra-N-butylammonium tribromide In chloroform for 0.333333h;99%
With tetra-N-butylammonium tribromide In chloroform for 2h;98%
With tetra-N-butylammonium tribromide In chloroform for 2h;98%
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

2,4-dibromo-6-ethylphenol
24539-95-5

2,4-dibromo-6-ethylphenol

Conditions
ConditionsYield
With bromine In methanol at 23℃; for 3h;99%
With oxone; sodium bromide In water; acetonitrile at 50℃; Irradiation; Inert atmosphere;76%
With ammonium peroxodisulfate; sodium bromide In water at 20℃; for 6h; Irradiation;69%
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

formaldehyd
50-00-0

formaldehyd

2-hydroxy-3-ethylbenzaldehyde
73289-91-5

2-hydroxy-3-ethylbenzaldehyde

Conditions
ConditionsYield
With triethylamine; magnesium chloride In acetonitrile at 20℃; for 17h; Reflux;98%
Stage #1: o-Hydroxyethylbenzene With triethylamine; magnesium chloride In acetonitrile at 20℃; for 0.25h;
Stage #2: formaldehyd In acetonitrile Reflux;
95%
With triethylamine; magnesium chloride In acetonitrile at 20℃; for 17h; Reflux;77%
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

2-ethylphenyl dimethylcarbamate
115820-37-6

2-ethylphenyl dimethylcarbamate

Conditions
ConditionsYield
Stage #1: o-Hydroxyethylbenzene With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; Inert atmosphere;
Stage #2: N,N-Dimethylcarbamoyl chloride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 3h; Inert atmosphere;
98%
With potassium carbonate In acetonitrile for 5h; Inert atmosphere; Reflux;57%
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

Chloroacetamide
79-07-2

Chloroacetamide

2-(2-ethylphenoxy)acetamide
35368-61-7

2-(2-ethylphenoxy)acetamide

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In butanone for 48h; Reflux; Inert atmosphere;98%
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

ortho-cresol
95-48-7

ortho-cresol

2-Ethyl-4-tert-butylphenol
63452-61-9

2-Ethyl-4-tert-butylphenol

Conditions
ConditionsYield
96%
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

N,N-diisopropylcarbamoyl chloride
19009-39-3

N,N-diisopropylcarbamoyl chloride

2-ethylphenyl diisopropylcarbamate

2-ethylphenyl diisopropylcarbamate

Conditions
ConditionsYield
Stage #1: o-Hydroxyethylbenzene With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.25h;
Stage #2: N,N-diisopropylcarbamoyl chloride In tetrahydrofuran; mineral oil at 20℃; for 22h;
96%
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

acetyl chloride
75-36-5

acetyl chloride

acetate d'ethyl-2 phenyl
3056-59-5

acetate d'ethyl-2 phenyl

Conditions
ConditionsYield
at 110℃; for 1h;95%
With pyridine In dichloromethane at 0℃; for 4h;
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

palladium
7440-05-3

palladium

2-Ethylcyclohexylamine
6850-36-8

2-Ethylcyclohexylamine

Conditions
ConditionsYield
95%
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

iodobenzene
591-50-4

iodobenzene

1-ethyl-2-phenoxybenzene

1-ethyl-2-phenoxybenzene

Conditions
ConditionsYield
With potassium carbonate at 120℃; for 4h; Ullmann Condensation;95%
With caesium carbonate; copper(II) oxide In dimethyl sulfoxide at 110℃; Ullmann coupling; Inert atmosphere;54%
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

1,7-dichloro-4-methylheptan-4-ol
1378680-15-9

1,7-dichloro-4-methylheptan-4-ol

C16H24Cl2O
1244041-16-4

C16H24Cl2O

Conditions
ConditionsYield
With aluminum (III) chloride Friedel Crafts alkylation; Inert atmosphere;95%
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

o-Ethylphenyl-trimethylsilylether
17993-88-3

o-Ethylphenyl-trimethylsilylether

Conditions
ConditionsYield
With tetrabutylammonium phthalimide-N-oxyl In ethyl acetate for 0.75h; Reflux;94%
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

o-hydroxyacetophenone
118-93-4

o-hydroxyacetophenone

Conditions
ConditionsYield
With oxygen In water at 25℃; for 2.2h;94%
With cerium(III) chloride In water at 25℃; for 24h; Irradiation; Green chemistry;50%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

2-(2-ethylphenoxy)tetrahydropyran

2-(2-ethylphenoxy)tetrahydropyran

Conditions
ConditionsYield
With basic resin Amberlite IRA-400 (iodide form) In dichloromethane at 20℃; for 0.0833333h;93%
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 3h;88.8%
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

sodium thiocyanide
540-72-7

sodium thiocyanide

2-ethyl-4-thiocyanatophenol
99357-68-3

2-ethyl-4-thiocyanatophenol

Conditions
ConditionsYield
With bromine; sodium bromide In methanol at 0 - 20℃; for 5h;93%
With bromine; sodium bromide In methanol at 0 - 20℃; Cooling with ice;93%
With bromine; sodium bromide In methanol at 0℃; for 3h; Inert atmosphere;70%
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

phthalic anhydride
85-44-9

phthalic anhydride

3,3-bis-(4-hydroxy-3-ethylphenyl)-1-(3H)-isobenzofuranone

3,3-bis-(4-hydroxy-3-ethylphenyl)-1-(3H)-isobenzofuranone

Conditions
ConditionsYield
With PPA; zinc(II) chloride at 100℃; for 3h;92%
With Lewis acid at 90℃; for 5h;81%
With methanesulfonic acid at 90℃; for 5h;81%
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

4-(3-methyl-2-oxoimidazolidin-1-yl)benzene-1-sulfonyl chloride
392691-83-7

4-(3-methyl-2-oxoimidazolidin-1-yl)benzene-1-sulfonyl chloride

2-ethylphenyl 4-(3-methyl-2-oxoimidazolidin-1-yl)benzenesulfonate
1328952-01-7

2-ethylphenyl 4-(3-methyl-2-oxoimidazolidin-1-yl)benzenesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 48h; Inert atmosphere;92%
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

9-fluorenone
486-25-9

9-fluorenone

9,9-bis(3-ethyl-4-hydroxyphenyl)fluorene

9,9-bis(3-ethyl-4-hydroxyphenyl)fluorene

Conditions
ConditionsYield
With 3-mercaptopropionic acid In chlorobenzene at 140℃; for 5h;91%
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

2-Ethyl-4-nitrophenol
34105-70-9

2-Ethyl-4-nitrophenol

Conditions
ConditionsYield
With tetra(n-butyl)ammonium dichromate(VI); sodium nitrite In dichloromethane for 94h; Reflux; chemoselective reaction;90%
With cis-nitrous acid; zinc(II) chloride In ethyl acetate at 0 - 20℃;60%
With ammonium nitrate; trifluoroacetic anhydride In acetonitrile for 6h; Ambient temperature;30%
With ammonium nitrite; trifluoroacetic anhydride In acetonitrile at -10℃;
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

diethyl ether
60-29-7

diethyl ether

(hydridotris(3,5-dimethylpyrazolyl)borate)Ir(C6H5)2(N2)

(hydridotris(3,5-dimethylpyrazolyl)borate)Ir(C6H5)2(N2)

Ir([C3HN2(CH3)2]3(BH))(H)((CH3C)C6H4(O))*0.5(C2H5)2O

Ir([C3HN2(CH3)2]3(BH))(H)((CH3C)C6H4(O))*0.5(C2H5)2O

Conditions
ConditionsYield
In cyclohexane heating suspn. of Ir complex and phenol deriv. in C6H12 at 60°C for 14 h; solv. removed in vac., dissolved in CH2Cl2, washed with 10% aq. NaOH, satd. NH4OH and brine, dried over Na2SO4, solv. removed in vac., chromy. (silica/hexane:Et2O (5:1 to 1:5)); elem. anal.;90%
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

2-ethylphenyl trifluoromethanesulfonate
851190-26-6

2-ethylphenyl trifluoromethanesulfonate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere;90%
With pyridine In dichloromethane at 0 - 20℃; for 5h; Inert atmosphere;
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

2-ethylphenyl 4-nitrobenzenesulfonate
500590-62-5

2-ethylphenyl 4-nitrobenzenesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 24h; Inert atmosphere;90%
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

2-bromo-6-ethyl-phenol
24885-48-1

2-bromo-6-ethyl-phenol

Conditions
ConditionsYield
With N-Bromosuccinimide; diisopropylamine In dichloromethane for 16h; Inert atmosphere; Reflux;89%
With N-Bromosuccinimide; diisopropylamine In dichloromethane at -40 - 20℃;73%
With carbon disulfide; N-Bromosuccinimide at 20℃; for 6h;70%
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

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

3-monochloro-1,2-propanediol

rac-3-(2-ethylphenoxy)propane-1,2-diol
7149-82-8

rac-3-(2-ethylphenoxy)propane-1,2-diol

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide at 210℃; for 0.25h; Microwave irradiation;89%
Stage #1: o-Hydroxyethylbenzene With sodium hydroxide In ethanol; water for 0.5h; Reflux;
Stage #2: 3-monochloro-1,2-propanediol In ethanol; water for 3h; Reflux;
76%
With sodium hydroxide In ethanol Reflux;
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

(2R,4R)-pentanediol
42075-32-1

(2R,4R)-pentanediol

C13H20O2
1373521-56-2

C13H20O2

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 96h; Mitsunobu reaction;88%
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

2-(4-hydroxy-benzoyl)-benzoic acid
85-57-4

2-(4-hydroxy-benzoyl)-benzoic acid

3-(4''-hydroxyphenyl)-3-(3'-ethyl-4'-hydroxyphenyl)phthalide
193630-25-0

3-(4''-hydroxyphenyl)-3-(3'-ethyl-4'-hydroxyphenyl)phthalide

Conditions
ConditionsYield
With sulfuric acid at 5℃; for 0.0333333h;87%
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

2-ethylphenylsulfamate
691397-24-7

2-ethylphenylsulfamate

Conditions
ConditionsYield
With formic acid; isocyanate de chlorosulfonyle In 1-methyl-pyrrolidin-2-one at 20℃; for 3h;87%
Stage #1: o-Hydroxyethylbenzene With sodium hydride In N,N-dimethyl-formamide Inert atmosphere;
Stage #2: With sulphamoyl chloride In N,N-dimethyl-formamide at 0 - 23℃; Inert atmosphere;
With sulphamoyl chloride In N,N-dimethyl acetamide at 0 - 20℃; for 4h;
o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

N-(phenylthio)succinimide
14204-24-1

N-(phenylthio)succinimide

N-cinnamyl-4-methylbenzenesulfonamide
32121-04-3

N-cinnamyl-4-methylbenzenesulfonamide

C30H31NO3S2

C30H31NO3S2

Conditions
ConditionsYield
With C26H34F3NO3SSe; bis(trifluoromethanesulfonyl)amide In dichloromethane at -78℃; stereoselective reaction;87%

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The hydrodeoxygenation of 2-ethylphenol was carried out under 7 MPa of total pressure and at 340 °C in a fixed-bed reactor over unpromoted Mo/Al2O3 catalyst and over two promoted catalysts (CoMo/Al2O3 and NiMo/Al2O3). For all experiments, dimethyldisulfide was added to the feed to maintain the ...detailed

Model based analysis of the effect of 2-Ethylphenol (cas 90-00-6) addition to n-decane in fluid catalytic cracking over a series of zeolites07/13/2019

The catalytic cracking of n-decane (C10) purely, representing the conventional gasoil feed, and in admixture with 2-ethylphenol (EP), as a model component for HDO bio-oil, is investigated in a fixed-bed reactor over three faujasites. It was observed that EP induces faster deactivation with time-...detailed

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The hydrothermal stability of a broad variety of large- and medium-pore zeolites was studied at 816 °C under steam atmosphere, in order to test their suitability as a catalyst material in the fluid catalytic cracking (FCC) process. The stability was evaluated by N2 physisorption prior to and af...detailed

90-00-6Relevant articles and documents

Designer Outer Membrane Protein Facilitates Uptake of Decoy Molecules into a Cytochrome P450BM3-Based Whole-Cell Biocatalyst

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supporting information, (2021/12/16)

We report an OmpF loop deletion mutant, which improves the cellular uptake of external additives into an Escherichia coli whole-cell biocatalyst. Through co-expression of the OmpF mutant with wild-type P450BM3 in the presence of decoy molecules, the yield

Increasing the steric hindrance around the catalytic core of a self-assembled imine-based non-heme iron catalyst for C-H oxidation

Frateloreto, Federico,Capocasa, Giorgio,Olivo, Giorgio,Abdel Hady, Karim,Sappino, Carla,Di Berto Mancini, Marika,Levi Mortera, Stefano,Lanzalunga, Osvaldo,Di Stefano, Stefano

, p. 537 - 542 (2021/02/09)

Sterically hindered imine-based non-heme complexes4and5rapidly self-assemble in acetonitrile at 25 °C, when the corresponding building blocks are added in solution in the proper ratios. Such complexes are investigated as catalysts for the H2O2oxidation of a series of substrates in order to ascertain the role and the importance of the ligand steric hindrance on the action of the catalytic core1, previously shown to be an efficient catalyst for aliphatic and aromatic C-H bond oxidation. The study reveals a modest dependence of the output of the oxidation reactions on the presence of bulky substituents in the backbone of the catalyst, both in terms of activity and selectivity. This result supports a previously hypothesized catalytic mechanism, which is based on the hemi-lability of the metal complex. In the active form of the catalyst, one of the pyridine arms temporarily leaves the iron centre, freeing up a lot of room for the access of the substrate.

A mild and practical method for deprotection of aryl methyl/benzyl/allyl ethers with HPPh2andtBuOK

Pan, Wenjing,Li, Chenchen,Zhu, Haoyin,Li, Fangfang,Li, Tao,Zhao, Wanxiang

, p. 7633 - 7640 (2021/09/22)

A general method for the demethylation, debenzylation, and deallylation of aryl ethers using HPPh2andtBuOK is reported. The reaction features mild and metal-free reaction conditions, broad substrate scope, good functional group compatibility, and high chemical selectivity towards aryl ethers over aliphatic structures. Notably, this approach is competent to selectively deprotect the allyl or benzyl group, making it a general and practical method in organic synthesis.

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