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103-73-1 Usage

General Description

Ethoxybenzene, also known as ethyl phenyl ether or phenetole, is used in the preparation of a lot of pharmaceutical substances. It serves as a valuable intermediate in organic synthesis and can be found in some essential oils and natural extracts, contributing to their fragrance and flavor.

Safety Profile

Moderately toxic by ingestion and subcutaneous routes. Flammable liquid when exposed to heat, sparks, or flame. Can react vigorously with oxidizing materials. To fight fire, use dry chemical, CO2, foam, spray or mist. When heated to decomposition it emit

Check Digit Verification of cas no

The CAS Registry Mumber 103-73-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 3 respectively; the second part has 2 digits, 7 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 103-73:
(5*1)+(4*0)+(3*3)+(2*7)+(1*3)=31
31 % 10 = 1
So 103-73-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H10O/c1-2-9-8-6-4-3-5-7-8/h3-7H,2H2,1H3

103-73-1 Well-known Company Product Price

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

  • (A15501)  Phenetole, 98+%   

  • 103-73-1

  • 100ml

  • 246.0CNY

  • Detail
  • Alfa Aesar

  • (A15501)  Phenetole, 98+%   

  • 103-73-1

  • 500ml

  • 736.0CNY

  • Detail
  • Alfa Aesar

  • (A15501)  Phenetole, 98+%   

  • 103-73-1

  • 2500ml

  • 3164.0CNY

  • Detail

103-73-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name phenetole

1.2 Other means of identification

Product number -
Other names ethoxybenzene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:103-73-1 SDS

103-73-1Synthetic route

Diethyl carbonate
105-58-8

Diethyl carbonate

phenol
108-95-2

phenol

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With potassium carbonate at 180℃; for 2h; Autoclave;100%
With Magnesium-Aluminum layered double oxides catalyst at 149.84℃; under 760.051 Torr; for 12h; Autoclave; Inert atmosphere; Irradiation; Green chemistry;91%
With N,N'-dimethylimidazolium-2-carboxylate In acetonitrile at 170℃; for 1.33333h; Temperature; Microwave irradiation; Green chemistry;90 %Spectr.
diethyl sulfate
64-67-5

diethyl sulfate

phenol
108-95-2

phenol

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With sodium hydroxide; N-butyl-N,N-dimethyl-(α-phenyl)ethylammonium bromide In 1,2-dichloro-ethane for 6h; Heating;99%
With potassium carbonate at 60℃; for 5h; Williamson synthesis;87%
3-Dimethylamino-1-propanol
3179-63-3

3-Dimethylamino-1-propanol

Diethyl carbonate
105-58-8

Diethyl carbonate

phenol
108-95-2

phenol

A

N,N-dimethyl-3-phenoxypropan-1-amine
20904-57-8

N,N-dimethyl-3-phenoxypropan-1-amine

B

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 200℃; for 8h; Autoclave;A 99%
B n/a
ethyl iodide
75-03-6

ethyl iodide

phenol
108-95-2

phenol

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With potassium hydroxide; DCH-18-crown-6 immobilized on 2-vinylpyridine-styrene copolymer In chloroform for 6h; Heating;97%
With 1-butyl-3-methylimidazolium hydroxide at 70℃; for 2h;80%
With sodium hydride In tetrahydrofuran for 16h;60%
phenoxyethyl bromide
589-10-6

phenoxyethyl bromide

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With 1,1,2,2-tetraphenyldisilane; azobisisobutyronitrile In ethanol for 14h; Heating;97%
With 2,2'-azobis(isobutyronitrile); 1,1,2,2-tetraphenyldisilane In ethanol for 14h; Product distribution; Heating; other reagent, various amounts of initiator;97%
With cetyltrimethylammonium bromide micelle; zinc In water Heating;85%
diethyl ether
60-29-7

diethyl ether

2-methoxy-1,3-dimethylbenzene
1004-66-6

2-methoxy-1,3-dimethylbenzene

benzylium cation
6711-19-9

benzylium cation

A

1,3-Dimethyl-2-(phenylmethoxy)benzene
19578-74-6

1,3-Dimethyl-2-(phenylmethoxy)benzene

B

Phenetole
103-73-1

Phenetole

C

isomeric methyldiphenylmethanes

isomeric methyldiphenylmethanes

Conditions
ConditionsYield
at 25℃; Product distribution; Mechanism; nuclear decay of tritium atom;A 3%
B 94%
C n/a
6-(4-chlorophenoxy)hexyl 4-Methylbenzenesulfonate

6-(4-chlorophenoxy)hexyl 4-Methylbenzenesulfonate

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With triethylsilane; tris(pentafluorophenyl)borate In dichloromethane at 20℃; for 12h; Glovebox;94%
cyclohexenone
930-68-7

cyclohexenone

oxovanadium(V) ethoxydichloride
1801-77-0

oxovanadium(V) ethoxydichloride

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With oxygen In ethanol at 80℃; for 0.5h;93%
With trimethylsilyl trifluoromethanesulfonate In ethanol 1) 1 h, 0 deg C 2) 1 h, r.t.;82 % Chromat.
With trimethylsilyl trifluoromethanesulfonate In ethanol Product distribution; 1) 1 h, 0 deg C 2) 1 h, r.t., other solvent or with AgOTf; other α,β-unsaturated cyclohexenones: dehydrogenative aromatization;82 % Chromat.
2-chloroethoxybenzene
622-86-6

2-chloroethoxybenzene

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With Triethoxysilane; C20H24N4Ni; sodium t-butanolate In toluene at 80℃; for 5h; Kumada Cross-Coupling; Inert atmosphere; Schlenk technique;91%
With C22H28IrN2O2(1+)*CF3O3S(1-) In [D3]acetonitrile at 25℃; for 0.333333h; UV-irradiation;24%
With air; triethyl borane; bis[4-(2-methoxyethoxy)phenyl]silane In tetrahydrofuran; ethanol at 20℃; for 4h; Reduction;6%
sodium phenoxide
139-02-6

sodium phenoxide

triethylamine
121-44-8

triethylamine

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In acetone Reflux;90%
2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Diethyl carbonate
105-58-8

Diethyl carbonate

phenol
108-95-2

phenol

A

N,N-diethyl-2-phenoxyaminoethane
74-40-8

N,N-diethyl-2-phenoxyaminoethane

B

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 200℃; for 8h; Autoclave;A 90%
B n/a
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

Diethyl carbonate
105-58-8

Diethyl carbonate

phenol
108-95-2

phenol

A

4-(2-phenoxyethyl)morpholine
1209-10-5

4-(2-phenoxyethyl)morpholine

B

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 200℃; for 8h; Autoclave;A 90%
B n/a
methanesulfonic acid p-phenetidide
10406-66-3

methanesulfonic acid p-phenetidide

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With chloroamine; sodium hydride In N,N-dimethyl-formamide at 0 - 20℃;86%
boron trifluoride diethyl etherate
109-63-7

boron trifluoride diethyl etherate

phenol
108-95-2

phenol

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
at 120℃; for 4h;84.8%
ethyl bromide
74-96-4

ethyl bromide

phenol
108-95-2

phenol

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With potassium hydroxide; tetrabutylammomium bromide In dichloromethane; water at 20℃; for 10h;84.3%
With iron(III) hydroxide; sodium carbonate; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 6h; Sealed tube;73%
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 5h;70%
Ethyl diphenylphosphinite
719-80-2

Ethyl diphenylphosphinite

phenol
108-95-2

phenol

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With 2,6-dimethyl-1,4-benzoquinone In dichloromethane at 20℃; for 0.5h;84%
iodobenzene
591-50-4

iodobenzene

sodium ethanolate
141-52-6

sodium ethanolate

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With hemicucurbituril supported [Bmim]Cl In toluene for 9h; Reflux;84%
iodobenzene
591-50-4

iodobenzene

ethanol
64-17-5

ethanol

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With Pd(tris[2-(diphenylphosphino)ethyl]phosphine tetrasulfide)(dibenzylideneacetone); caesium carbonate In isopropyl alcohol at 80℃; for 5h; Ullmann Condensation;82%
With caesium carbonate In toluene at 120℃; for 24h; Ullmann Condensation; Sealed tube;75%
With potassium phosphate; copper(l) iodide; 2,2,6,6-tetramethylheptane-3,5-dione at 130℃; for 30h; Inert atmosphere; Sealed tube; chemoselective reaction;97 %Chromat.
sodium ethanolate
141-52-6

sodium ethanolate

chlorobenzene
108-90-7

chlorobenzene

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With hemicucurbituril supported [Bmim]Cl In toluene for 9h; Reagent/catalyst; Solvent; Reflux;82%
1-iodo-2-phenoxy-ethane
37137-00-1

1-iodo-2-phenoxy-ethane

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With air; triethyl borane; bis[4-(2-methoxyethoxy)phenyl]silane In tetrahydrofuran; ethanol at 20℃; for 4h; Reduction;81%
bromobenzene
108-86-1

bromobenzene

sodium ethanolate
141-52-6

sodium ethanolate

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With hemicucurbituril supported [Bmim]Cl In toluene for 9h; Reflux;80%
1-piperidinoethanol
3040-44-6

1-piperidinoethanol

Diethyl carbonate
105-58-8

Diethyl carbonate

phenol
108-95-2

phenol

A

Phenetole
103-73-1

Phenetole

B

1-(2-phenoxyethyl)piperidine
74-41-9

1-(2-phenoxyethyl)piperidine

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 200℃; for 8h; Autoclave;A n/a
B 79%
1-pyrrolidineethanol
2955-88-6

1-pyrrolidineethanol

Diethyl carbonate
105-58-8

Diethyl carbonate

phenol
108-95-2

phenol

A

1-(2-phenoxyethyl)pyrrolidine
74-54-4

1-(2-phenoxyethyl)pyrrolidine

B

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 200℃; for 8h; Autoclave;A 75%
B n/a
ethyl 2-methoxyethyl carbonate
99116-09-3

ethyl 2-methoxyethyl carbonate

phenol
108-95-2

phenol

A

2-methoxyethyl phenyl ether
41532-81-4

2-methoxyethyl phenyl ether

B

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 180℃; for 24h; Autoclave;A 28%
B 72%
ethyl bromide
74-96-4

ethyl bromide

phenol
108-95-2

phenol

A

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

B

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium hydroxide at 70℃; for 2h;A 4 % Chromat.
B 70%
ethyl N-tert-butyl-4-nitrobenzenesulfonimidate
1569262-64-1

ethyl N-tert-butyl-4-nitrobenzenesulfonimidate

phenol
108-95-2

phenol

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With tetrafluoroboric acid dimethyl ether complex In pentane for 0.5h;70%
oxalic acid diethyl ester
95-92-1

oxalic acid diethyl ester

phenol
108-95-2

phenol

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 1h; Heating;67%
chloroethane
75-00-3

chloroethane

phenol
108-95-2

phenol

A

o-Hydroxyethylbenzene
90-00-6

o-Hydroxyethylbenzene

B

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium hydroxide at 70℃; for 2h;A 4 % Chromat.
B 65%
Diethyl carbonate
105-58-8

Diethyl carbonate

phenol
108-95-2

phenol

A

bis(phenyl) carbonate
102-09-0

bis(phenyl) carbonate

B

ethyl phenyl carbonate
3878-46-4

ethyl phenyl carbonate

C

Phenetole
103-73-1

Phenetole

Conditions
ConditionsYield
at 169.99 - 172.212℃; for 122.917h; Product distribution / selectivity;A 1.52%
B 63.1%
C n/a
at 171.101℃; for 97.3333 - 268h; Product distribution / selectivity;A 1.4%
B 37.6%
C n/a
Phenetole
103-73-1

Phenetole

1-chloro-4-ethoxybenzene
622-61-7

1-chloro-4-ethoxybenzene

Conditions
ConditionsYield
With aluminum oxide; sodium chlorite; (salen)Mn(III) In dichloromethane at 25℃; for 0.5h;100%
With kaolin; sodium chlorite; manganese(III) acetylacetonate In dichloromethane at 25℃; for 1h;96%
With N-chloro-succinimide; 2,4,6-trimethylaniline In dichloromethane at 20℃; Inert atmosphere; regioselective reaction;96%
Phenetole
103-73-1

Phenetole

4-aminofuroxan-3-carboxylic acid azide
166112-18-1

4-aminofuroxan-3-carboxylic acid azide

3-azidocarbonyl-4-(4-ethoxyphenylazo)furoxan
433683-20-6

3-azidocarbonyl-4-(4-ethoxyphenylazo)furoxan

Conditions
ConditionsYield
Stage #1: 4-aminofuroxan-3-carboxylic acid azide With phosphoric acid; sulfuric acid; sodium nitrite at 0 - 2℃; for 1h;
Stage #2: Phenetole In pyridine at 0 - 20℃;
100%
2-chloro-5-iodobenzoylchloride
281652-58-2

2-chloro-5-iodobenzoylchloride

Phenetole
103-73-1

Phenetole

(2-chloro-5-iodo-phenyl)-(4-ethoxyphenyl)methanone
1103738-26-6

(2-chloro-5-iodo-phenyl)-(4-ethoxyphenyl)methanone

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at -7 - 9℃; for 2.33333h;98.5%
With aluminum (III) chloride In dichloromethane at 5 - 15℃; for 2h; Friedel-Crafts Acylation; Industrial scale; regioselective reaction;88%
Stage #1: 2-chloro-5-iodobenzoylchloride With aluminum (III) chloride In dichloromethane at 15 - 25℃; for 1h; Inert atmosphere;
Stage #2: Phenetole In dichloromethane at -5 - 20℃; for 6h;
72%
Phenetole
103-73-1

Phenetole

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

Conditions
ConditionsYield
With sodium chlorite; Montmorillonite K10; manganese(III) acetylacetonate; sodium bromide In dichloromethane at 25℃; for 1h;98%
With N-Bromosuccinimide; Montmorillonite at 30℃; Bromination; Heating;97%
With iodobenzene; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; lithium bromide In tetrahydrofuran; water at 20℃; for 1h; regioselective reaction;97%
1,5-Hexadien
592-42-7

1,5-Hexadien

Phenetole
103-73-1

Phenetole

C14H20O

C14H20O

Conditions
ConditionsYield
With C19H16*C24BF20; C23H40NScSi2 In chlorobenzene at 70℃; for 3h; stereoselective reaction;98%
Phenetole
103-73-1

Phenetole

4-dichloroiodanyl-phenetole
445386-74-3

4-dichloroiodanyl-phenetole

Conditions
ConditionsYield
Stage #1: Phenetole With chromium(VI) oxide; sulfuric acid; iodine In acetic anhydride; acetic acid at 20℃;
Stage #2: With chromium(VI) oxide; hydrogenchloride; water In acetic anhydride; acetic acid at 20℃; for 1h;
97.5%
Phenetole
103-73-1

Phenetole

1-ethoxy-4-iodobenzene
699-08-1

1-ethoxy-4-iodobenzene

Conditions
ConditionsYield
With N,N,N-trimethylbenzenemethanaminium dichloroiodate; zinc(II) chloride In acetic acid for 2h; Ambient temperature;97%
With lead(II,IV) oxide; iodine; acetic anhydride; acetic acid at 45℃;94%
With phenyltrimethylammonium dichloroiodate; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate for 0.45h; microwave irradiation;92%
1,1'-sulfinylbisbenzene
945-51-7

1,1'-sulfinylbisbenzene

Phenetole
103-73-1

Phenetole

diphenyl(4-ethoxyphenyl)sulfonium hexafluorophosphate
106875-86-9

diphenyl(4-ethoxyphenyl)sulfonium hexafluorophosphate

Conditions
ConditionsYield
Stage #1: 1,1'-sulfinylbisbenzene; Phenetole With aluminum (III) chloride; methanesulfonic acid; sulfuric acid at 5 - 15℃; for 5h;
Stage #2: With potassium hexafluorophosphate In water; chlorobenzene at 25 - 40℃; for 1h;
97%
With potassium hexafluorophosphate; methanesulfonic acid; phosphorus pentoxide 2) water; Yield given. Multistep reaction;
chromium(0) hexacarbonyl
199620-14-9, 13007-92-6

chromium(0) hexacarbonyl

Phenetole
103-73-1

Phenetole

(η6-ethoxybenzene)tricarbonylchromium
12109-00-1

(η6-ethoxybenzene)tricarbonylchromium

Conditions
ConditionsYield
In tetrahydrofuran; dibutyl ether for 48h; Heating;97%
boiling;;
boiling;;
1,3-dihydroxy-1H-1λ3-benzo[d][1,2]iodoxol-1-yl trifluoromethanesulfonate

1,3-dihydroxy-1H-1λ3-benzo[d][1,2]iodoxol-1-yl trifluoromethanesulfonate

Phenetole
103-73-1

Phenetole

2-carboxyphenyl(4-ethoxyphenyl)iodonium triflate

2-carboxyphenyl(4-ethoxyphenyl)iodonium triflate

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In dichloromethane at 20℃; for 24h; Inert atmosphere;97%
benzoyl chloride
98-88-4

benzoyl chloride

Phenetole
103-73-1

Phenetole

4-ethoxybenzophenone
27982-06-5

4-ethoxybenzophenone

Conditions
ConditionsYield
With VNU-1 In nitrobenzene at 120℃; for 0.0833333h; Friedel-Crafts Acylation; Microwave irradiation;96%
With bismuth(lll) trifluoromethanesulfonate In neat (no solvent) at 100℃; for 0.166667h; Friedel-Crafts Acylation; Sealed tube; Microwave irradiation;92%
With iron(III) sulfate In hexane at 20℃; for 0.583333h; Friedel-Crafts acylation; Sonication;86%
Phenetole
103-73-1

Phenetole

1-ethoxy-4-nitrosobenzene
3420-97-1

1-ethoxy-4-nitrosobenzene

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium nitrite; boric acid for 0.0291667h; Microwave irradiation; Neat (no solvent); regioselective reaction;96%
With hydrogenchloride In water at 0 - 5℃; for 1h; regioselective reaction;95%
With nitrosonium ethyl sulfate In dichloromethane at -40 - -35℃; for 0.333333h; Nitrosation;30%
di(p-tolyl) sulfoxide
1774-35-2

di(p-tolyl) sulfoxide

Phenetole
103-73-1

Phenetole

bis(4-methylphenyl)(4-ethoxyphenyl)sulfonium hexafluorophosphate

bis(4-methylphenyl)(4-ethoxyphenyl)sulfonium hexafluorophosphate

Conditions
ConditionsYield
Stage #1: di(p-tolyl) sulfoxide; Phenetole With aluminum (III) chloride; methanesulfonic acid; sulfuric acid at 5 - 15℃; for 6h;
Stage #2: With potassium hexafluorophosphate In water; chlorobenzene at 25 - 35℃; for 1h;
96%
2-bromo-2-methylpropionyl chloride
20469-89-0

2-bromo-2-methylpropionyl chloride

Phenetole
103-73-1

Phenetole

1-(4-ethoxyphenyl)-2-bromo-2-methyl-1-propanone

1-(4-ethoxyphenyl)-2-bromo-2-methyl-1-propanone

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at -10 - 10℃; for 1h; Inert atmosphere;95.2%
acetyl chloride
75-36-5

acetyl chloride

Phenetole
103-73-1

Phenetole

4'-ethoxyacetophenone
1676-63-7

4'-ethoxyacetophenone

Conditions
ConditionsYield
antimonypentachloride; N-benzyl-N,N,N-triethylammonium chloride In nitromethane for 0.333333h; Friedel-Crafts acylation; Heating;95%
With carbon disulfide; aluminium trichloride
With aluminium trichloride
pivaloyl chloride
3282-30-2

pivaloyl chloride

Phenetole
103-73-1

Phenetole

3-(4-Hydroxyphenyl)-3-methyl-2-butanone
93420-35-0

3-(4-Hydroxyphenyl)-3-methyl-2-butanone

Conditions
ConditionsYield
With aluminium trichloride In hexane for 0.75h; Ambient temperature;92%
4-Methoxybenzenethiol
696-63-9

4-Methoxybenzenethiol

Phenetole
103-73-1

Phenetole

(4-ethoxyphenyl)(4-methoxyphenyl)sulfane

(4-ethoxyphenyl)(4-methoxyphenyl)sulfane

Conditions
ConditionsYield
With tetrabutylammonium acetate for 4.5h; Electrolysis; Inert atmosphere; Sealed tube; regioselective reaction;92%
5-bromo-2-chloro-benzoyl chloride
21900-52-7

5-bromo-2-chloro-benzoyl chloride

Phenetole
103-73-1

Phenetole

(5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)methanone
461432-22-4

(5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)methanone

Conditions
ConditionsYield
Stage #1: 5-bromo-2-chloro-benzoyl chloride With tert-butyldimethylsilyl chloride In dichloromethane at 0 - 10℃; for 0.5h; Inert atmosphere;
Stage #2: Phenetole With iron(III) chloride In dichloromethane at 0 - 10℃; for 5h; Time; Reagent/catalyst; Inert atmosphere;
91.4%
Stage #1: Phenetole In dichloromethane at 20℃; for 2h; Acidic conditions;
Stage #2: 5-bromo-2-chloro-benzoyl chloride In dichloromethane at 30℃; for 4h;
90%
Stage #1: Phenetole With indium(III) chloride; iron(III) chloride In dichloromethane at -5℃; for 0.5h;
Stage #2: 5-bromo-2-chloro-benzoyl chloride In dichloromethane at 0 - 10℃; for 3h; Time; Reagent/catalyst;
90.6%
Phenetole
103-73-1

Phenetole

phenol
108-95-2

phenol

Conditions
ConditionsYield
With aluminium(III) iodide; tetra-(n-butyl)ammonium iodide In cyclohexane for 1h; Heating;90%
With water; hydrogen bromide; Aliquat 336 at 105℃; for 7.5h; Catalytic behavior;90%
With copper(I) oxide; sodium methylate In methanol at 185℃; for 12h; Autoclave;82%
With tetrachlorosilane; sodium iodide In toluene; acetonitrile for 20h; Heating;59%
With hydrogen In cis/trans-decahydronaphthalene at 350℃; under 30003 Torr; for 3h; Autoclave;6.7 %Chromat.
[AuCl(C2H5SC2H4OH)]

[AuCl(C2H5SC2H4OH)]

4-t-butylbenzenethiol
2396-68-1

4-t-butylbenzenethiol

Phenetole
103-73-1

Phenetole

[(Au(SC6H4C(CH3)3))10]*0.8C2H5OC6H5

[(Au(SC6H4C(CH3)3))10]*0.8C2H5OC6H5

Conditions
ConditionsYield
In water react. of t-BuC6H4SH dissolved in xylene with aq. soln. of AuCl(EtSC2H4OH); recrystn. from ethoxybenzene;90%

103-73-1Related news

Densities and viscosities for binary mixtures of Phenetole (cas 103-73-1) with 1-pentanol, 1-hexanol, 1-heptanol, 1-octanol, 1-nonanol, and 1-decanol at different temperatures08/15/2019

Density (ρ) and viscosity (η) values of the binary mixtures of phenetole+1-pentanol, + 1-hexanol, + 1-heptanol, + 1-octanol, + 1-nonanol, and + 1-decanol over the entire range of mole fraction at 293.15, 298.15, 308.15, and 318.15 K have been measured at atmospheric pressure. The excess molar ...detailed

Absence of experimental evidence of a delta-shock in the system Phenetole (cas 103-73-1) and 4-tert-butylphenol on Zorbax 300SB-C1808/14/2019

We investigate the system consisting of phenetole (PNT) and 4-tert-butylphenol (TBP) in methanol–water (63:37 v:v) on a Zorbax 300SB-C18 column by characterising single component isotherms, by performing a large number of binary experiments of different types and by describing the experiments t...detailed

Conformation and laser-induced fluorescence spectroscopy of Phenetole (cas 103-73-1) in supersonic jet08/13/2019

Laser-induced fluorescence excitation and dispersed fluorescence spectra of phenetole have been measured in a cold supersonic jet expansion. The spectral features reveal the presence of only one conformer of the molecule in the environment of the jet, and the finding is consistent with the quant...detailed

Densities, ultrasonic speeds and refractive indices of Phenetole (cas 103-73-1) with N-methyl-2-pyrrolidone, N,N-dimethylformamide and tetrahydrofuran binary mixtures at different temperatures08/11/2019

Densities, ultrasonic speeds and refractive indices of phenetole (ethoxy benzene or ethyl phenyl ether) with N-methyl-2-pyrrolidone (NMP), N,N-dimethylformamide (DMF) and tetrahydrofuran (THF) binary mixtures over the entire mole fraction range were measured at (298, 303 and 308) K and atmospher...detailed

103-73-1Relevant articles and documents

1,1,2,2-tetraphenyldisilane as a diversified radical reagent

Yamazaki, Osamu,Togo, Hideo,Matsubayashi, Sou,Yokoyama, Masataka

, p. 1921 - 1924 (1998)

Reactivity of 1,1,2,2-tetraphenyldisilane as a radical reagent in ethanol was studied in reduction of alkyl bromides, addition to olefin and alkylation onto heteroaromatic bases with alkyl bromides. The present organodisilane showed moderate to good reactivities for these three types of radical reactions.

Nanosized ferric hydroxide catalyzed c-o cross-coupling of phenol and halides to generate phenoxy ether

Sun, Hongbin,Sun, Yuanhua,Tian, Xiaohua,Zhao, Yunxia,Qi, Xuan

, p. 6189 - 6191 (2013)

The iron-based catalyst can effectively catalyze the phenolic hydroxyl C-O bond formation reaction to give the corresponding phenoxy ethers. The reaction of phenol and methyl chloroacetate, for example, gives phenoxy acetic acid methyl ester in 98 % yield under the optimal reaction conditions. Among the iron-based catalysts, nanosized ferric hydroxide prepared through sol-gel method gives the best catalytic activity.

-

Lubinkowski,McEwen

, p. 4817 (1972)

-

Electrogenerated base-promoted synthesis of organic carbonates from alcohols and carbon dioxide

Casadei, Maria Antonietta,Cesa, Stefania,Rossi, Leucio

, p. 2445 - 2448 (2000)

Electrogenerated bases promote the reaction between primary alcohols and carbon dioxide to give organic carbonates in excellent yields. Secondary alcohols are converted in moderate yields, whereas tertiary alcohols and phenols are unreactive. 1,2-Diols give a mixture of both cyclic and linear diand monocarbonates. These latter are intermediates in the reaction pathway leading to the cyclic derivatives.

Synthesis of novel greener functionalized ionic liquids containing appended hydroxyl

Feng, Guo Ren,Peng, Jia Jian,Qiu, Hua Yu,Jiang, Jian Xiong,Tao, Lan,Lai, Guo Qiao

, p. 2671 - 2675 (2007)

Novel "greener" functionalized ionic liquids have been prepared by the reaction of 1,2-epoxy propane and dilute sulfuric acid with [EMIm]Br or [BMIm]Br formed by alkyl bromide (RBr) and 1-methylimidazole. This kind of ionic liquid could be possibly used as green solvent and catalyst, especially as phase-transfer catalyst in organic chemistry (e.g., the synthesis of ethoxybenzene). Their chemical structures were characterized by 1H NMR, 13C NMR, and IR. Copyright Taylor & Francis Group, LLC.

Simple and Rapid Determination of the Activation Parameters of Organic Reactions by Temperature-Dependent NMR Spectroscopy I. Application to Irreversible Reactions

Satoh, Masahiro,Hirota, Minoru

, p. 2031 - 2038 (1996)

A rapid and convenient method for the evaluation of activation enthalpies and entropies of reactions in solutions was contrived. This was realized by the stepwise elevation of the temperature of a reaction system using a variable temperature apparatus of NMR spectrometer. A repetition of rapid collection of FIDs (Free Inductive Decays) at every plateau part of temperature at regular intervals allows us to determine the time-conversion curve, from which the rates at various temperatures were obtained as the first derivatives. Several examples of applications are shown.

Ionic liquids as reagent and reaction medium: Preparation of alkyl aryl ethers

Mohanazadeh, Farajollah,Aghvami, Majid

, p. 47 - 49 (2007)

Room temperature ionic liquid, [bmIm]OH, is used as a green recyclable reaction medium and reagent for the alkylation of phenols in excellent yields. The recovered ionic liquid was reused five to six times with consistent activity.

-

Cook

, p. 608 ()

-

N-ARYL SULFONAMIDE DERIVATIVES AS VACCINE ADJUVANT

-

Page/Page column 101-102, (2021/02/26)

Bis-aryl sulfonamide compounds and methods of using those compounds, e.g., in a method of enhancing or prolonging an immune response, are provided. For example, the compounds may be employed with a vaccine and optionally at least one other adjuvant and/or one or more TLR ligands, at least one MAP kinase inhibitor, or any combination thereof.

Mustard Carbonate Analogues as Sustainable Reagents for the Aminoalkylation of Phenols

Annatelli, Mattia,Trapasso, Giacomo,Salaris, Claudio,Salata, Cristiano,Castellano, Sabrina,Aricò, Fabio

supporting information, p. 3459 - 3464 (2021/05/24)

N,N-dialkyl ethylamine moiety can be found in numerous scaffolds of macromolecules, catalysts, and especially pharmaceuticals. Common synthetic procedures for its incorporation in a substrate relies on the use of a nitrogen mustard gas or on multistep syntheses featuring chlorine hazardous/toxic chemistry. Reported herein is a one-pot synthetic approach for the easy introduction of aminoalkyl chain into different phenolic substrates through dialkyl carbonate (β-aminocarbonate) chemistry. This new direct alcohol substitution avoids the use of chlorine chemistry, and it is efficient on numerous pharmacophore scaffolds with good to quantitative yield. The cytotoxicity via MTT of the β-aminocarbonate, key intermediate of this synthetic approach, was also evaluated and compared with its alcohol precursor.

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