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578-54-1 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 578-54-1 differently. You can refer to the following data:
1. clear yellow to red-brownish liquid
2. 2-Ethylaniline is a yellow liquid that turns brown on standing in air

Uses

Different sources of media describe the Uses of 578-54-1 differently. You can refer to the following data:
1. Intermediate for pharmaceuticals, dyestuffs, pesticides, and other products.
2. 2-?Ethylaniline is a reagent in the synthesis of bromoanthraquinones with different substituents producing novel dyes. Also used in the optimization of phoephoinositide 3-kinase inhibitor which is used in the synthesis.

General Description

A brown liquid. Insoluble in water and less dense than water. Hence floats on water. Flash point 185°F. May irritate skin, eyes and mucous membranes. Toxic by ingestion, inhalation or skin absorption.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

2-Ethylaniline neutralizes acids in exothermic reactions to form salts plus water. May react with acids to release toxic fumes of aniline and oxides of nitrogen. Reacts violently with oxidizing materials. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Health Hazard

TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Fire Hazard

Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.

Flammability and Explosibility

Notclassified

Safety Profile

: A poison. Moderately toxic by ingestion. Flammable when exposed to heat or flame; can react with oxidizing materials. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits highly toxic fumes of aniline and NOx. See also NETHYLANILINE.

Potential Exposure

This material is used in making drugs, dyes, and pesticides.

Shipping

UN2273 2-Ethylaniline, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Incompatibilities

Combustible; vapor may form explosive mixture with air above 80℃. Decomposes on contact with light or air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, anhydrides, and chloroformates. Contact with metals may evolve flammable hydrogen gas.

Check Digit Verification of cas no

The CAS Registry Mumber 578-54-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,7 and 8 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 578-54:
(5*5)+(4*7)+(3*8)+(2*5)+(1*4)=91
91 % 10 = 1
So 578-54-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H11N/c1-2-7-5-3-4-6-8(7)9/h3-6H,2,9H2,1H3

578-54-1 Well-known Company Product Price

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

  • (A14984)  2-Ethylaniline, 97%   

  • 578-54-1

  • 100g

  • 168.0CNY

  • Detail
  • Alfa Aesar

  • (A14984)  2-Ethylaniline, 97%   

  • 578-54-1

  • 500g

  • 494.0CNY

  • Detail
  • Alfa Aesar

  • (A14984)  2-Ethylaniline, 97%   

  • 578-54-1

  • 2500g

  • 2177.0CNY

  • Detail

578-54-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Ethylaniline

1.2 Other means of identification

Product number -
Other names o-EtC6H4-NH2

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:578-54-1 SDS

578-54-1Synthetic route

N-methyl ortho-ethylaniline
1821-38-1

N-methyl ortho-ethylaniline

ortho-ethylaniline
578-54-1

ortho-ethylaniline

Conditions
ConditionsYield
With dichloro(dimethylglyoxime)(dimethylglyoximato)cobalt(III); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; triethylamine In acetonitrile at -78℃; for 24h; Reagent/catalyst; Sealed tube; Inert atmosphere; Irradiation;100%
2-nitro(ethylbenzene)
612-22-6

2-nitro(ethylbenzene)

ortho-ethylaniline
578-54-1

ortho-ethylaniline

Conditions
ConditionsYield
With hydrogen In methanol at 20℃; under 750.075 Torr; for 1h; chemoselective reaction;99.6%
With hydrogen; Pd in AV-17-8-Pd In ethanol at 40℃;98%
With hydrogen; Pd in AV-17-8-Pd In ethanol at 40℃; under 760 Torr; Rate constant;98%
1-azido-2-ethylbenzene
35774-47-1

1-azido-2-ethylbenzene

ortho-ethylaniline
578-54-1

ortho-ethylaniline

Conditions
ConditionsYield
With iron In water at 20℃; Inert atmosphere;90%
2-nitro(ethylbenzene)
612-22-6

2-nitro(ethylbenzene)

A

ortho-ethylaniline
578-54-1

ortho-ethylaniline

B

Bis(2-ethylphenyl)diazene 1-oxide
64287-80-5

Bis(2-ethylphenyl)diazene 1-oxide

Conditions
ConditionsYield
With ammonium chloride; zinc In water at 80℃; for 24h; Catalytic behavior; Inert atmosphere;A 8%
B 84%
ethane
74-84-0

ethane

aniline
62-53-3

aniline

A

ortho-ethylaniline
578-54-1

ortho-ethylaniline

B

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
In gaseous matrix at 80℃; Irradiation;A 82%
B 18 % Spectr.
In gaseous matrix at 80℃; Irradiation;A 82 % Spectr.
B n/a
2-p-Tolyl-3H,4H-2λ4-benzo[c][1,2]thiazine 2-oxide
155690-08-7

2-p-Tolyl-3H,4H-2λ4-benzo[c][1,2]thiazine 2-oxide

ortho-ethylaniline
578-54-1

ortho-ethylaniline

Conditions
ConditionsYield
With disodium hydrogenphosphate; sodium amalgam In tetrahydrofuran; methanol for 18h; Ambient temperature;81%
1-chloro-2-ethylbenzene
89-96-3

1-chloro-2-ethylbenzene

ortho-ethylaniline
578-54-1

ortho-ethylaniline

Conditions
ConditionsYield
With ammonium sulfate; bis(1,5-cyclooctadiene)nickel (0); sodium t-butanolate at 100 - 110℃; for 12h;79%
1-bromo-2-ethylbenzene
1973-22-4

1-bromo-2-ethylbenzene

ortho-ethylaniline
578-54-1

ortho-ethylaniline

Conditions
ConditionsYield
With ammonium sulfate; (R)-(-)-1-[(SP)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine; bis(tri-ortho-tolylphosphine)palladium(0); sodium t-butanolate In 1,4-dioxane at 100℃; for 8h; Inert atmosphere; Glovebox;76%
2-ethynylaniline
52670-38-9

2-ethynylaniline

ortho-ethylaniline
578-54-1

ortho-ethylaniline

Conditions
ConditionsYield
With [Fe(nacnac)dippCH2SiMe3]; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In benzene-d6 at 20℃; for 0.5h; Sealed tube; Inert atmosphere; Schlenk technique; Glovebox;74%
With palladium diacetate; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In dichloromethane at 25℃; for 12h; Sealed tube; Inert atmosphere; chemoselective reaction;42%
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

1-azido-2-ethylbenzene
35774-47-1

1-azido-2-ethylbenzene

A

ortho-ethylaniline
578-54-1

ortho-ethylaniline

B

N-butyl-2-ethylphenylamine
204926-79-4

N-butyl-2-ethylphenylamine

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 20℃; for 3h;A 69%
B 8%
2-ethylphenyl tosylate
848170-57-0

2-ethylphenyl tosylate

ortho-ethylaniline
578-54-1

ortho-ethylaniline

Conditions
ConditionsYield
Stage #1: 2-ethylphenyl tosylate With [(k2-P,N-di(1-adamantyl)-2-morpholinophenylphosphine)Pd(Ph)Cl]; sodium t-butanolate In 1,4-dioxane Inert atmosphere; Glovebox;
Stage #2: With ammonia In 1,4-dioxane at 24℃; Inert atmosphere; Glovebox;
66%
1,2,3,4-tetrahydroisoquinoline
635-46-1

1,2,3,4-tetrahydroisoquinoline

2-nitro(ethylbenzene)
612-22-6

2-nitro(ethylbenzene)

A

quinoline
91-22-5

quinoline

B

ortho-ethylaniline
578-54-1

ortho-ethylaniline

Conditions
ConditionsYield
With nickel-nitrogen-doped carbon framework In water at 145℃; for 18h; Inert atmosphere; Sealed tube; Green chemistry;A 58%
B 62%
methane
34557-54-5

methane

aniline
62-53-3

aniline

A

ortho-ethylaniline
578-54-1

ortho-ethylaniline

B

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
In gaseous matrix at 80℃; Irradiation;A 57%
B 43 % Spectr.
7-amino-1,2,3,4-tetrahydroquinoline
153856-89-4

7-amino-1,2,3,4-tetrahydroquinoline

2-nitro(ethylbenzene)
612-22-6

2-nitro(ethylbenzene)

A

quinolin-7-ylamine
580-19-8

quinolin-7-ylamine

B

ortho-ethylaniline
578-54-1

ortho-ethylaniline

Conditions
ConditionsYield
With nickel-nitrogen-doped carbon framework In water at 145℃; for 18h; Inert atmosphere; Sealed tube; Green chemistry;A 51%
B 54%
6-methoxy-1,2,3,4-tetrahydroquinoline
120-15-0

6-methoxy-1,2,3,4-tetrahydroquinoline

2-nitro(ethylbenzene)
612-22-6

2-nitro(ethylbenzene)

A

6-methoxy quinoline
5263-87-6

6-methoxy quinoline

B

ortho-ethylaniline
578-54-1

ortho-ethylaniline

Conditions
ConditionsYield
With nickel-nitrogen-doped carbon framework In water at 145℃; for 18h; Inert atmosphere; Sealed tube; Green chemistry;A 48%
B 52%
2-acetylnitrobenzene
577-59-3

2-acetylnitrobenzene

ortho-ethylaniline
578-54-1

ortho-ethylaniline

Conditions
ConditionsYield
With formic acid; triethylamine; palladium on activated charcoal at 100℃;51%
Stage #1: 2-acetylnitrobenzene With hydrazine hydrate at 135℃; for 3h;
Stage #2: With potassium hydroxide at 135℃; for 24h;
33%
ethylbenzene
100-41-4

ethylbenzene

A

ortho-ethylaniline
578-54-1

ortho-ethylaniline

B

m-ethylaniline
587-02-0

m-ethylaniline

C

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
With tris-(2-chloro-ethyl)-amine; trifluorormethanesulfonic acid; trifluoroacetic acid In chloroform at 25℃; for 4h;A 47%
B 8%
C 34%
With 1-aminoquinolinium perchlorate In trifluoroacetic acid for 4h; Irradiation;A 29%
B 20%
C 32%
With 18-crown-6 ether; 1-aminoquinolinium perchlorate In trifluoroacetic acid for 4h; Irradiation;A 29%
B 22%
C 31%
indole
120-72-9

indole

A

ortho-ethylaniline
578-54-1

ortho-ethylaniline

B

ethyl-cyclohexane
1678-91-7

ethyl-cyclohexane

C

ethylbenzene
100-41-4

ethylbenzene

D

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
With hydrogen sulfide; hydrogen; MoOxNy at 326.85℃; under 68255.5 Torr; Product distribution; Further Variations:; Catalysts; hydrodenitrogenation;A 45.2%
B 15.9%
C 6.2%
D 9.3%
2-nitro(ethylbenzene)
612-22-6

2-nitro(ethylbenzene)

A

ortho-ethylaniline
578-54-1

ortho-ethylaniline

B

1-ethyl-2-nitrosobenzene
16433-80-0

1-ethyl-2-nitrosobenzene

C

Bis(2-ethylphenyl)diazene 1-oxide
64287-80-5

Bis(2-ethylphenyl)diazene 1-oxide

Conditions
ConditionsYield
With ammonium chloride; zinc In water at 80℃; for 3.33333h; Catalytic behavior; Inert atmosphere;A 45%
B 24%
C 19%
ethyl cation
14936-94-8

ethyl cation

aniline
62-53-3

aniline

A

ortho-ethylaniline
578-54-1

ortho-ethylaniline

B

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

C

N-alkylation product(s)

N-alkylation product(s)

Conditions
ConditionsYield
Product distribution; reactions with other charged electrophiles;A 44%
B 34%
C n/a
methane
34557-54-5

methane

aniline
62-53-3

aniline

A

ortho-ethylaniline
578-54-1

ortho-ethylaniline

B

m-ethylaniline
587-02-0

m-ethylaniline

C

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
In gaseous matrix at 80℃; Irradiation;A 63 % Spectr.
B 2%
C 35%
With oxygen; trimethylamine at 80℃; Product distribution; Irradiation;
2-nitro(ethylbenzene)
612-22-6

2-nitro(ethylbenzene)

A

ortho-ethylaniline
578-54-1

ortho-ethylaniline

B

1-ethyl-2-nitrosobenzene
16433-80-0

1-ethyl-2-nitrosobenzene

C

1,2-bis(2-ethylphenyl)diazene
61653-34-7

1,2-bis(2-ethylphenyl)diazene

D

Bis(2-ethylphenyl)diazene 1-oxide
64287-80-5

Bis(2-ethylphenyl)diazene 1-oxide

Conditions
ConditionsYield
With ammonium chloride; zinc In water at 80℃; for 3.33333h; Catalytic behavior; Inert atmosphere;A 32%
B 32%
C 7%
D 24%
Divinyl sulfone
77-77-0

Divinyl sulfone

2-nitro(ethylbenzene)
612-22-6

2-nitro(ethylbenzene)

A

ortho-ethylaniline
578-54-1

ortho-ethylaniline

B

4-(2-ethylphenyl)-thiomorpholine 1,1-dioxide
1219600-77-7

4-(2-ethylphenyl)-thiomorpholine 1,1-dioxide

Conditions
ConditionsYield
With indium; acetic acid In methanol for 24h; aza-Michael type 1,4-addition reaction; Inert atmosphere; Reflux;A 24%
B 12%
triethylaluminum
97-93-8

triethylaluminum

nitrobenzene
98-95-3

nitrobenzene

A

ortho-ethylaniline
578-54-1

ortho-ethylaniline

B

N-ethyl-N-phenylamine
103-69-5

N-ethyl-N-phenylamine

C

aniline
62-53-3

aniline

D

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
In hexane for 0.5h; Ambient temperature; Further byproducts given;A 9.1%
B 13.7%
C 15.4%
D 5%
indole
120-72-9

indole

ortho-ethylaniline
578-54-1

ortho-ethylaniline

Conditions
ConditionsYield
With nickel; decalin at 225℃; under 19000 Torr; Hydrogenation;
1-indoline
496-15-1

1-indoline

ortho-ethylaniline
578-54-1

ortho-ethylaniline

Conditions
ConditionsYield
With nickel; decalin at 225℃; under 19000 Torr; Hydrogenation;
diethyl sulphite
623-81-4

diethyl sulphite

aniline
62-53-3

aniline

A

ortho-ethylaniline
578-54-1

ortho-ethylaniline

B

N,N-diethylaniline
91-66-7

N,N-diethylaniline

ethene
74-85-1

ethene

aniline
62-53-3

aniline

ortho-ethylaniline
578-54-1

ortho-ethylaniline

Conditions
ConditionsYield
With aniline; aluminium anilide at 300 - 350℃; under 110326 - 147102 Torr;
ethene
74-85-1

ethene

chlorobenzene
108-90-7

chlorobenzene

A

ortho-ethylaniline
578-54-1

ortho-ethylaniline

B

m-ethylaniline
587-02-0

m-ethylaniline

Conditions
ConditionsYield
With aluminium trichloride at 80℃; under 3677.5 Torr; Hydrogenation.und Erhitzen der bei 190-195grad siedenden Anteile des nach dem Behandeln mit wss.Natriumcarbonat-Loesung erhaltenen Reaktonsprodukts mit wss.Ammoniak und Kupfer(I)-oxid auf 225grad;
With aluminium trichloride at 80℃; under 3677.5 Torr; und Erhitzen der bei 190-195grad siedenden Anteile des nach dem Behandeln mit wss.Natriumcarbonat-Loesung erhaltenen Reaktionsprodukts mit wss.Ammoniak und Kupfer(I)-oxid auf 225grad;
ortho-ethylaniline
578-54-1

ortho-ethylaniline

acetyl chloride
75-36-5

acetyl chloride

2-acetamido-1-ethylbenzene
33098-65-6

2-acetamido-1-ethylbenzene

Conditions
ConditionsYield
With triethylamine In dichloromethane100%
With triethylamine In dichloromethane at 0℃; Reflux;58%
With triethylamine In chloroform at 0℃; for 1h;
With triethylamine at 0 - 28℃; for 3h;
ortho-ethylaniline
578-54-1

ortho-ethylaniline

1-azido-2-ethylbenzene
35774-47-1

1-azido-2-ethylbenzene

Conditions
ConditionsYield
With tert.-butylnitrite; trimethylsilylazide In acetonitrile at 0 - 20℃; for 1h;100%
With tert.-butylnitrite; trimethylsilylazide In acetonitrile at 0 - 20℃; for 1h;75%
With hydrogenchloride; sodium azide; sodium nitrite In water
Stage #1: ortho-ethylaniline With hydrogenchloride; sodium nitrite In water at 0℃; for 0.5h;
Stage #2: With sodium azide In water at 0 - 20℃; for 2h;
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

ortho-ethylaniline
578-54-1

ortho-ethylaniline

benzaldehyde
100-52-7

benzaldehyde

2-[N-(2-ethylanilino)]-2-phenylacetonitrile

2-[N-(2-ethylanilino)]-2-phenylacetonitrile

Conditions
ConditionsYield
With azaphosphatrane salt on Merrifield resin In acetonitrile at 20℃; for 15h; Strecker coupling;99%
bromobenzene
108-86-1

bromobenzene

ortho-ethylaniline
578-54-1

ortho-ethylaniline

2-ethyl-N-phenylaniline
51488-25-6

2-ethyl-N-phenylaniline

Conditions
ConditionsYield
With sodium t-butanolate at 110℃; for 18h;99%
With tetrabutylammomium bromide; palladium diacetate; potassium carbonate; 2,6-bis(diphenylphosphino)pyridine In N,N-dimethyl acetamide at 135℃; for 6h; Catalytic behavior; Buchwald-Hartwig Coupling; Inert atmosphere;80%
With C22H26Cl2NPPd; sodium t-butanolate In toluene at 110℃; for 22h; Time; Inert atmosphere;
4-Methoxybenzenethiol
696-63-9

4-Methoxybenzenethiol

ortho-ethylaniline
578-54-1

ortho-ethylaniline

2-ethyl-4-(4-methoxyphenylthio)aniline

2-ethyl-4-(4-methoxyphenylthio)aniline

Conditions
ConditionsYield
With di-tert-butyl peroxide; iodine at 120℃; for 24h; Inert atmosphere; Sealed tube;99%
ortho-ethylaniline
578-54-1

ortho-ethylaniline

para-thiocresol
106-45-6

para-thiocresol

2-ethyl-4-(p-tolylthio)aniline

2-ethyl-4-(p-tolylthio)aniline

Conditions
ConditionsYield
With di-tert-butyl peroxide; iodine at 120℃; for 24h; Inert atmosphere; Sealed tube;99%
With 5-ethyl-1,3,7,8-tetramethylalloxazinium triflate; iodine; oxygen In acetonitrile at 60℃; for 24h; Schlenk technique; Green chemistry;88%
ortho-ethylaniline
578-54-1

ortho-ethylaniline

2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

2-bromo-N-(2'-ethylphenyl)acetamide
895854-04-3

2-bromo-N-(2'-ethylphenyl)acetamide

Conditions
ConditionsYield
With sodium carbonate In water pH=9 - 10;99%
With triethylamine at 0℃; for 1h; Inert atmosphere;86%
With sodium carbonate In water for 0.5h; pH=9 - 10;
ortho-ethylaniline
578-54-1

ortho-ethylaniline

(2-ethylphenyl)hydrazine hydrochloride

(2-ethylphenyl)hydrazine hydrochloride

Conditions
ConditionsYield
Stage #1: ortho-ethylaniline With calcium nitrite In water at 32℃; Acidic conditions; Flow reactor;
Stage #2: With lithium bisulfite In water at 70 - 90℃;
Stage #3: With hydrogenchloride In water at 120℃;
98.4%
ortho-ethylaniline
578-54-1

ortho-ethylaniline

2,4-dibromo-6-ethylaniline

2,4-dibromo-6-ethylaniline

Conditions
ConditionsYield
With N-Bromosuccinimide In dichloromethane at 0 - 5℃; Schlenk technique; Inert atmosphere;98%
With benzyltrimethylammonium tribromide; calcium carbonate In methanol; dichloromethane for 0.5h; Ambient temperature;92%
ortho-ethylaniline
578-54-1

ortho-ethylaniline

pivaloyl chloride
3282-30-2

pivaloyl chloride

N-(2-ethylphenyl)pivalamide
174781-73-8

N-(2-ethylphenyl)pivalamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 18h;98%
With triethylamine In dichloromethane at 0 - 25℃;88%
With potassium hydrogencarbonate In water87%
cis,trans-2,5-dimethoxytetrahydrofuran
696-59-3

cis,trans-2,5-dimethoxytetrahydrofuran

ortho-ethylaniline
578-54-1

ortho-ethylaniline

1-(2-ethylphenyl)-1H-pyrrole
299426-84-9

1-(2-ethylphenyl)-1H-pyrrole

Conditions
ConditionsYield
With nanosulfated titania In neat (no solvent) at 120℃; for 0.416667h;98%
With acetic acid73%
With acetic acid Clauson-Kaas Synthesis; Reflux;
ortho-ethylaniline
578-54-1

ortho-ethylaniline

2,4,6-trimethylphenyl bromide
576-83-0

2,4,6-trimethylphenyl bromide

2,4,6-trimethylphenyl-2'-ethyldiphenylamine

2,4,6-trimethylphenyl-2'-ethyldiphenylamine

Conditions
ConditionsYield
With sodium t-butanolate; [(η3-cinnamyl)PdCl((t-Bu)2PN=P(i-BuNCH2CH2)3N)] In toluene at 80℃; for 16h; Buchwald-Hartwig amination;98%
ortho-ethylaniline
578-54-1

ortho-ethylaniline

Conditions
ConditionsYield
Stage #1: ortho-ethylaniline With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.5h;
Stage #2: acetylacetone With sodium acetate In ethanol; water at 0 - 20℃; for 8h;
98%

578-54-1Relevant articles and documents

Trapping Pd(0) in nanoparticle-assembled microcapsules: An efficient and reusable catalyst

Amali, Arlin Jose,Rana, Rohit Kumar

, p. 4165 - 4167 (2008)

Pd nanoparticles dually encased by soft (polyamine) and hard (silica) materials in a microcapsule structure, obtained via a nanoparticle self-assembly method, exhibit excellent catalytic activity, with efficient catalyst recovery and reusability. The Royal Society of Chemistry.

Hydroboration reduction reaction of aromatic nitro compounds without transition metal catalysis

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Paragraph 0006; 0045-0048, (2021/07/31)

The invention relates to a hydroboration reduction reaction of aromatic nitro compounds without transition metal catalysis. According to the method, triethyl boron and potassium tert-butoxide are used as catalysts for the first time, and an aromatic nitro compound and pinacol borane which is low in price and easy to obtain can be conveniently catalyzed to be subjected to a hydroboration reduction reaction under mild conditions to prepare aromatic amine products. Compared with a traditional method, the method generally has the advantages that the catalyst is cheap and easy to obtain, operation is convenient, and reaction is safe. The selective hydroboration reduction reaction of the non-transition metal reagent catalyzed aromatic nitro compound and pinacol borane is realized for the first time, and a practical new reaction strategy is provided for laboratory preparation or industrial production of aromatic amine products.

Cobalt nanoclusters coated with N-doped carbon for chemoselective nitroarene hydrogenation and tandem reactions in water

Agostini, Giovanni,Calvino, Jose. J.,Corma, Avelino,Gutiérrez-Tarri?o, Silvia,Lopes, Christian W.,O?a-Burgos, Pascual,Rojas-Buzo, Sergio

supporting information, p. 4490 - 4501 (2021/06/28)

The development of active and selective non-noble metal-based catalysts for the chemoselective reduction of nitro compounds in aquo media under mild conditions is an attractive research area. Herein, the synthesis of subnanometric and stable cobalt nanoclusters, covered by N-doped carbon layers as core-shell (Co@NC-800), for the chemoselective reduction of nitroarenes is reported. TheCo@NC-800catalyst was prepared by the pyrolysis of the Co(tpy)2complex impregnated on Vulcan carbon. In fact, the use of a molecular complex based on six N-Co bonds drives the formation of a well-defined and distributed cobalt core-shell nanocluster covered by N-doped carbon layers. In order to elucidate its nature, it has been fully characterized by using several advanced techniques. In addition, this as-prepared catalyst showed high activity, chemoselectivity and stability toward the reduction of nitro compounds with H2and under mild reaction conditions; water was used as a green solvent, improving the previous results based on cobalt catalysts. Moreover, theCo@NC-800catalyst is also active and selective for the one-pot synthesis of secondary aryl amines and isoindolinones through the reductive amination of nitroarenes. Finally, based on diffraction and spectroscopic studies, metallic cobalt nanoclusters with surface CoNxpatches have been proposed as the active phase in theCo@NC-800material.

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