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99-88-7 Usage

Chemical Properties

clear pale brown to red-brown liquid

Uses

4-Isopropylaniline was used in the hydroamination of phenylacetylene.

Definition

ChEBI: A substituted aniline carrying an isopropyl group at position 4. It is a metabolite of isoproturon.

General Description

4-isopropylaniline is a metabolite of phenylurea herbicide isoproturon.

Check Digit Verification of cas no

The CAS Registry Mumber 99-88-7 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 9 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 99-88:
(4*9)+(3*9)+(2*8)+(1*8)=87
87 % 10 = 7
So 99-88-7 is a valid CAS Registry Number.
InChI:InChI=1/C9H13N/c1-7(2)8-3-5-9(10)6-4-8/h3-7H,10H2,1-2H3

99-88-7 Well-known Company Product Price

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  • Alfa Aesar

  • (A14646)  4-Isopropylaniline, 99%   

  • 99-88-7

  • 25g

  • 386.0CNY

  • Detail
  • Alfa Aesar

  • (A14646)  4-Isopropylaniline, 99%   

  • 99-88-7

  • 100g

  • 780.0CNY

  • Detail
  • Alfa Aesar

  • (A14646)  4-Isopropylaniline, 99%   

  • 99-88-7

  • 500g

  • 3315.0CNY

  • Detail
  • Sigma-Aldrich

  • (35979)  4-Isopropylaniline  PESTANAL®, analytical standard

  • 99-88-7

  • 35979-250MG

  • 232.83CNY

  • Detail

99-88-7SDS

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 para-isopropylaniline

1.2 Other means of identification

Product number -
Other names 4-Isopropylaniline

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:99-88-7 SDS

99-88-7Synthetic route

4-nitrocumene
1817-47-6

4-nitrocumene

4-Isopropylaniline
99-88-7

4-Isopropylaniline

Conditions
ConditionsYield
With triethylamine In water at 80℃; for 2h; Inert atmosphere; Green chemistry; chemoselective reaction;99%
With borane-ammonia complex In methanol; water at 49.84℃; for 0.1h; Catalytic behavior;99%
With nickel; ammonium chloride In water at 80 - 90℃; for 1.5h;96%
(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

4-Isopropylaniline
99-88-7

4-Isopropylaniline

Conditions
ConditionsYield
With copper(I) oxide; ammonium hydroxide; air In methanol at 20℃; for 12h;88%
1,2-Bis(4-isopropylphenyl)diazene
15887-26-0

1,2-Bis(4-isopropylphenyl)diazene

4-Isopropylaniline
99-88-7

4-Isopropylaniline

Conditions
ConditionsYield
With perchloric acid In isopropyl alcohol; acetonitrile at 25℃; for 0.8h; pH=2; Inert atmosphere; Irradiation;88%
isopropylmagnesium bromide
920-39-8

isopropylmagnesium bromide

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

4-Isopropylaniline
99-88-7

4-Isopropylaniline

Conditions
ConditionsYield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran -78 deg C, 10 min, reflux, 24 h;87%
N-Isopropylaniline
768-52-5

N-Isopropylaniline

4-Isopropylaniline
99-88-7

4-Isopropylaniline

Conditions
ConditionsYield
With aluminum oxide; aluminium trichloride for 0.0583333h; microwave irradiation;87%
2-(4-bromophenyl)propane
586-61-8

2-(4-bromophenyl)propane

4-Isopropylaniline
99-88-7

4-Isopropylaniline

Conditions
ConditionsYield
With ammonium hydroxide; L-2-O-methyl-chiro-inositol; copper(II) acetate monohydrate In 1-methyl-pyrrolidin-2-one at 110℃; for 20h;87%
1-chloro-4-isopropylbenzene
2621-46-7

1-chloro-4-isopropylbenzene

4-Isopropylaniline
99-88-7

4-Isopropylaniline

Conditions
ConditionsYield
With ammonium sulfate; bis(1,5-cyclooctadiene)nickel (0); sodium t-butanolate at 100 - 110℃; for 12h;81%
4-isopropylphenylhydrazine
63693-65-2

4-isopropylphenylhydrazine

4-Isopropylaniline
99-88-7

4-Isopropylaniline

Conditions
ConditionsYield
With 4,4'-di-tert-butylbiphenyl; lithium; nickel dichloride In tetrahydrofuran at 20℃; Reduction;72%
Isopropylbenzene
98-82-8

Isopropylbenzene

A

4-Isopropylaniline
99-88-7

4-Isopropylaniline

B

meta-iso-propyl aniline
5369-16-4

meta-iso-propyl aniline

C

2-isopropylaniline
643-28-7

2-isopropylaniline

Conditions
ConditionsYield
With tris-(2-chloro-ethyl)-amine; trifluorormethanesulfonic acid; trifluoroacetic acid In chloroform at 25℃; for 5h;A 37%
B 9%
C 48%
aniline
62-53-3

aniline

isopropyl alcohol
67-63-0

isopropyl alcohol

A

propene
187737-37-7

propene

B

4-Isopropylaniline
99-88-7

4-Isopropylaniline

C

N-Isopropylaniline
768-52-5

N-Isopropylaniline

D

2-isopropylaniline
643-28-7

2-isopropylaniline

Conditions
ConditionsYield
With Ce-Y zeolite at 300℃; Product distribution; var. zeolites, temp., and flow rate;A n/a
B 1.9%
C 4%
D 10.7%
Isopropylbenzene
98-82-8

Isopropylbenzene

A

4-Isopropylaniline
99-88-7

4-Isopropylaniline

B

2-isopropylaniline
643-28-7

2-isopropylaniline

Conditions
ConditionsYield
With nitric acid man faellt mit Wasser das rohe Nitrocumol als Oel aus und reduziert es mit Schwefelammon in alkoh. Loesung;
With sulfuric acid; nitric acid man faellt mit Wasser das rohe Nitrocumol als Oel aus und reduziert es mit Zink und Salzsaeure;
Stage #1: Isopropylbenzene With nitric acid at 10℃; for 0.166667h; Flow reactor;
Stage #2: In toluene at 100℃; under 30003 Torr; Flow reactor; Overall yield = 76.79 %Chromat.;
A 59.4 %Chromat.
B 16.7 %Chromat.
N-Isopropylaniline
768-52-5

N-Isopropylaniline

A

4-Isopropylaniline
99-88-7

4-Isopropylaniline

B

aniline
62-53-3

aniline

Conditions
ConditionsYield
With cobalt(II) chloride at 250℃;
With zinc dibromide at 250℃;
With cadmium(II) chloride at 250℃;
4,4'-(1-methyl-ethane-1,1-diyl)-bis-aniline
2479-47-2

4,4'-(1-methyl-ethane-1,1-diyl)-bis-aniline

A

4-Isopropylaniline
99-88-7

4-Isopropylaniline

B

aniline
62-53-3

aniline

Conditions
ConditionsYield
With nickel at 200℃; under 36775.4 Torr; Hydrogenation;
With nickel; cyclohexanol at 200℃;
aniline
62-53-3

aniline

isopropyl alcohol
67-63-0

isopropyl alcohol

A

4-Isopropylaniline
99-88-7

4-Isopropylaniline

B

N,4-diisopropylaniline

N,4-diisopropylaniline

Conditions
ConditionsYield
With zinc(II) chloride at 260℃;
propane
74-98-6

propane

aniline
62-53-3

aniline

A

4-Isopropylaniline
99-88-7

4-Isopropylaniline

B

meta-iso-propyl aniline
5369-16-4

meta-iso-propyl aniline

C

2-isopropylaniline
643-28-7

2-isopropylaniline

Conditions
ConditionsYield
With oxygen In gaseous matrix at 80℃; Irradiation;A 35 % Spectr.
B 2 % Spectr.
C 63 % Spectr.
With oxygen In gaseous matrix at 80℃; Irradiation;A 35 % Spectr.
B n/a
C n/a
propane
74-98-6

propane

aniline
62-53-3

aniline

A

4-Isopropylaniline
99-88-7

4-Isopropylaniline

B

meta-iso-propyl aniline
5369-16-4

meta-iso-propyl aniline

C

N-Isopropylaniline
768-52-5

N-Isopropylaniline

D

2-isopropylaniline
643-28-7

2-isopropylaniline

Conditions
ConditionsYield
at 40℃; Mechanism; Product distribution; Irradiation; intramolecular selectivity in the gas-phase alkylation and acetylation of aniline by charged electrophiles;
4,4'-(1-methyl-ethane-1,1-diyl)-bis-aniline
2479-47-2

4,4'-(1-methyl-ethane-1,1-diyl)-bis-aniline

nickel

nickel

A

4-Isopropylaniline
99-88-7

4-Isopropylaniline

B

aniline
62-53-3

aniline

Conditions
ConditionsYield
at 200℃; under 36775.4 Torr; Hydrogenation;
4,4'-(1-methyl-ethane-1,1-diyl)-bis-aniline
2479-47-2

4,4'-(1-methyl-ethane-1,1-diyl)-bis-aniline

cyclohexanol
108-93-0

cyclohexanol

nickel

nickel

A

4-Isopropylaniline
99-88-7

4-Isopropylaniline

B

aniline
62-53-3

aniline

Conditions
ConditionsYield
at 225℃;
4-nitro-cumene

4-nitro-cumene

4-Isopropylaniline
99-88-7

4-Isopropylaniline

Conditions
ConditionsYield
With nickel; isopropyl alcohol at 100℃; under 58840.6 Torr; Hydrogenation;
With hydrogenchloride; tin
With hydrogenchloride; iron
N-Isopropylaniline
768-52-5

N-Isopropylaniline

cadmium chloride

cadmium chloride

A

4-Isopropylaniline
99-88-7

4-Isopropylaniline

B

aniline
62-53-3

aniline

Conditions
ConditionsYield
at 250℃;
N-Isopropylaniline
768-52-5

N-Isopropylaniline

cobalt (II)-chloride

cobalt (II)-chloride

A

4-Isopropylaniline
99-88-7

4-Isopropylaniline

B

aniline
62-53-3

aniline

Conditions
ConditionsYield
at 250℃;
N-Isopropylaniline
768-52-5

N-Isopropylaniline

zinc bromide

zinc bromide

A

4-Isopropylaniline
99-88-7

4-Isopropylaniline

B

aniline
62-53-3

aniline

Conditions
ConditionsYield
at 250℃;
hydrogenchloride
7647-01-0

hydrogenchloride

N-(4-iso-propylphenyl)benzamide
100990-57-6

N-(4-iso-propylphenyl)benzamide

A

4-Isopropylaniline
99-88-7

4-Isopropylaniline

B

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
at 150℃;
N-Isopropylaniline
768-52-5

N-Isopropylaniline

A

propene
187737-37-7

propene

B

4-Isopropylaniline
99-88-7

4-Isopropylaniline

C

aniline
62-53-3

aniline

D

2-isopropylaniline
643-28-7

2-isopropylaniline

Conditions
ConditionsYield
Ce-Y zeolite In hexane at 30℃; Product distribution; Further Variations:; Catalysts; Temperatures; other alkyl aniline; Isomerization; dealkylation;
N-(4-isopropylphenyl)-N',N'-dimethylurea
34123-59-6

N-(4-isopropylphenyl)-N',N'-dimethylurea

A

4-Isopropylaniline
99-88-7

4-Isopropylaniline

B

dimethyl amine
124-40-3

dimethyl amine

Conditions
ConditionsYield
With sulfuric acid In methanol; water at 80 - 90℃; Kinetics; Further Variations:; Temperatures;
N-(4-isopropylphenyl)-N',N'-dimethylurea
34123-59-6

N-(4-isopropylphenyl)-N',N'-dimethylurea

A

N,N-dimethylcarbamic acid
7260-94-8

N,N-dimethylcarbamic acid

B

4-Isopropylaniline
99-88-7

4-Isopropylaniline

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 90℃; Kinetics; Further Variations:; Temperatures; pH-values;
N-(4-isopropylphenyl)-N',N'-dimethylurea
34123-59-6

N-(4-isopropylphenyl)-N',N'-dimethylurea

4-Isopropylaniline
99-88-7

4-Isopropylaniline

Conditions
ConditionsYield
With Arthrobacter sp. N2 In various solvent(s) pH=6.6; Kinetics;
aniline
62-53-3

aniline

isopropyl alcohol
67-63-0

isopropyl alcohol

A

4-Isopropylaniline
99-88-7

4-Isopropylaniline

B

N-Isopropylaniline
768-52-5

N-Isopropylaniline

C

2-isopropylaniline
643-28-7

2-isopropylaniline

Conditions
ConditionsYield
Li-Y zeolite at 350℃; Product distribution; Further Variations:; Catalysts; Temperatures;
Isopropylbenzene
98-82-8

Isopropylbenzene

Raney nickel

Raney nickel

4-Isopropylaniline
99-88-7

4-Isopropylaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. HNO3, H2SO4 / nitromethane
2: H2 / PtO2 / ethanol
View Scheme
4-Isopropylaniline
99-88-7

4-Isopropylaniline

acetic anhydride
108-24-7

acetic anhydride

N-(4-iso-propylphenyl)acetamide
5702-74-9

N-(4-iso-propylphenyl)acetamide

Conditions
ConditionsYield
In dichloromethane at 20℃; Inert atmosphere;100%
With ZnAl2O4 nanoparticles at 20℃; for 0.05h; Neat (no solvent);96%
In neat (no solvent) at 20℃; for 0.05h;96%
dimethoxyacetaldehyde
51673-84-8

dimethoxyacetaldehyde

4-Isopropylaniline
99-88-7

4-Isopropylaniline

N-[(2,2-dimethoxyethyl)amino]-4-(2-propyl)aniline
205192-94-5

N-[(2,2-dimethoxyethyl)amino]-4-(2-propyl)aniline

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol under 760 Torr; for 18h;100%
4-Isopropylaniline
99-88-7

4-Isopropylaniline

diethyl 2-ethoxymethylenemalonate
87-13-8

diethyl 2-ethoxymethylenemalonate

diethyl 4-i-propylanilinomethylenemalonate
64321-60-4

diethyl 4-i-propylanilinomethylenemalonate

Conditions
ConditionsYield
at 130℃; for 2h;100%
at 120℃; for 4h; Inert atmosphere;
2-(1H-pyrrol-1-yl)benzaldehyde
31739-56-7

2-(1H-pyrrol-1-yl)benzaldehyde

4-Isopropylaniline
99-88-7

4-Isopropylaniline

N-[4-(1-methylethyl)phenyl]-(2-(pyrrol-1-yl)phenylmethylen)amine

N-[4-(1-methylethyl)phenyl]-(2-(pyrrol-1-yl)phenylmethylen)amine

Conditions
ConditionsYield
at 20℃;100%
4-Isopropylaniline
99-88-7

4-Isopropylaniline

[(2-{6-[(methyloxy)carbonyl]-3-phenyl-1H-indol-1-yl}ethyl)oxy]acetic acid
1198592-03-8

[(2-{6-[(methyloxy)carbonyl]-3-phenyl-1H-indol-1-yl}ethyl)oxy]acetic acid

methyl 1-{2-[(2-{[4-(1-methylethyl)phenyl]amino}-2-oxoethyl)oxy]ethyl}-3-phenyl-1H-indole-6-carboxylate
1198592-04-9

methyl 1-{2-[(2-{[4-(1-methylethyl)phenyl]amino}-2-oxoethyl)oxy]ethyl}-3-phenyl-1H-indole-6-carboxylate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 16h;100%
4-Isopropylaniline
99-88-7

4-Isopropylaniline

3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide
50978-45-5

3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide

N-[4-(propan-2-yl)phenyl]formamide
5279-58-3

N-[4-(propan-2-yl)phenyl]formamide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 0.25h; chemoselective reaction;100%
2-chloro-6-methoxyquinazoline
850424-11-2

2-chloro-6-methoxyquinazoline

4-Isopropylaniline
99-88-7

4-Isopropylaniline

N-(4-isopropylphenyl)-6-methoxyquinazolin-2-amine
1374336-64-7

N-(4-isopropylphenyl)-6-methoxyquinazolin-2-amine

Conditions
ConditionsYield
In ethanol at 80℃; for 16h;100%
4-Isopropylaniline
99-88-7

4-Isopropylaniline

2-chloro-5-methoxyquinoline
160893-07-2

2-chloro-5-methoxyquinoline

N-(4-isopropylphenyl)-5-methoxyquinolin-2-amine

N-(4-isopropylphenyl)-5-methoxyquinolin-2-amine

Conditions
ConditionsYield
In neat (no solvent) at 160℃;100%
In neat (no solvent) at 160℃;
4-Isopropylaniline
99-88-7

4-Isopropylaniline

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

Conditions
ConditionsYield
With tert.-butylnitrite In acetonitrile at 0 - 80℃; for 2h;99.8%
With tert.-butylnitrite In acetonitrile at 0 - 80℃; for 2h;99.8%
formic acid
64-18-6

formic acid

4-Isopropylaniline
99-88-7

4-Isopropylaniline

N-[4-(propan-2-yl)phenyl]formamide
5279-58-3

N-[4-(propan-2-yl)phenyl]formamide

Conditions
ConditionsYield
for 16h; Reflux;99%
With choline chloride*2SnCl2 at 70℃; for 0.333333h;97%
With choline chloride*2SnCl2 at 70℃;97%
4-Isopropylaniline
99-88-7

4-Isopropylaniline

pivaloyl chloride
3282-30-2

pivaloyl chloride

N-(4-isopropylphenyl)pivalamide
448250-70-2

N-(4-isopropylphenyl)pivalamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;99%
With TEA In dichloromethane at 0 - 25℃; for 3h; Acylation;
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; Trimethylacetic acid In dichloromethane at 20℃; for 18h;
4-Isopropylaniline
99-88-7

4-Isopropylaniline

dicyclohexyl-carbodiimide
538-75-0

dicyclohexyl-carbodiimide

N-(p-isopropylphenyl)-N',N''-dicyclohexylguanidine

N-(p-isopropylphenyl)-N',N''-dicyclohexylguanidine

Conditions
ConditionsYield
[(Me3Si)2N]3Yb(μ-Cl)Li(THF)3 In dichloromethane at 40℃; for 4h;99%
With C23H40AlN In toluene at 25℃; for 1h; Inert atmosphere; Schlenk technique;92%
With [Cp*2(Me)Zr(μ-O)Zr(NMe2)2(μ-O)Zr(Me)Cp*2] In benzene-d6 at 110℃; for 12h; Temperature; Reagent/catalyst; Time; Inert atmosphere;
cis,trans-2,5-dimethoxytetrahydrofuran
696-59-3

cis,trans-2,5-dimethoxytetrahydrofuran

4-Isopropylaniline
99-88-7

4-Isopropylaniline

1-(4-(iso-propyl)phenyl)-1H-pyrrole
166963-93-5

1-(4-(iso-propyl)phenyl)-1H-pyrrole

Conditions
ConditionsYield
In acetic acid; ethyl acetate99%
In acetic acid; ethyl acetate99%
In acetic acid for 1.5h; Heating / reflux;99%
4-Trifluoromethylbenzaldehyde
455-19-6

4-Trifluoromethylbenzaldehyde

4-Isopropylaniline
99-88-7

4-Isopropylaniline

(4-isopropylphenyl){(E)-[4-(trifluoromethyl)phenyl]methylene}amine
884600-73-1

(4-isopropylphenyl){(E)-[4-(trifluoromethyl)phenyl]methylene}amine

Conditions
ConditionsYield
Stage #1: 4-Trifluoromethylbenzaldehyde; 4-Isopropylaniline In water at 20℃; for 2h;
Stage #2: In dichloromethane; water for 0.333333h;
99%
4-Isopropylaniline
99-88-7

4-Isopropylaniline

2-Iodobenzoyl chloride
609-67-6

2-Iodobenzoyl chloride

2-iodo-N-(4-isopropylphenyl)benzamide
331270-10-1

2-iodo-N-(4-isopropylphenyl)benzamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 3h;99%
With triethylamine In dichloromethane
With pyridine In dichloromethane at 0 - 20℃;
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

4-Isopropylaniline
99-88-7

4-Isopropylaniline

ethyl 2-((4-isopropylphenyl)amino)acetate
890169-52-5

ethyl 2-((4-isopropylphenyl)amino)acetate

Conditions
ConditionsYield
With sodium dithionite; myoglobin mutant H64V,V68A In aq. phosphate buffer pH=8.0; Reagent/catalyst; chemoselective reaction;99%
With sodium dithionite; Bacillus megaterium cytochrome P450 variant H2-5-F10 In aq. phosphate buffer at 20℃; for 12h; pH=8; Enzymatic reaction;59%
4-Isopropylaniline
99-88-7

4-Isopropylaniline

indole-2,3-dione
91-56-5

indole-2,3-dione

C17H16N2O

C17H16N2O

Conditions
ConditionsYield
In methanol Reflux;99%
4-Isopropylaniline
99-88-7

4-Isopropylaniline

benzyl alcohol
100-51-6

benzyl alcohol

N-benzyl-4-isopropylaniline

N-benzyl-4-isopropylaniline

Conditions
ConditionsYield
With C55H43ClN5P2Ru(1+)*Cl(1-); potassium hydroxide In toluene at 140℃; for 2h; Sealed tube;99%
With C17H18IrN3O; caesium carbonate at 120℃; for 20h; Inert atmosphere;93%
With tetrakis[3,5-bis(trifluoromethyl)phenyl]boric acid bis(diethyl ether) complex; C32H63CoNP2Si(2+) In toluene for 48h; Molecular sieve; Reflux; Inert atmosphere; chemoselective reaction;90%
With 9-N-methylamino-1-oxophenalene; potassium tert-butylate In toluene at 130℃; for 18h; Inert atmosphere;81%
With [(NH-C3H5)Tr(NHP(iPr)2)2CoCl2]; potassium tert-butylate In toluene at 80℃; for 24h;76%
potassium cyanate
590-28-3

potassium cyanate

4-Isopropylaniline
99-88-7

4-Isopropylaniline

3-[4-(1-methylethyl)]phenylurea
56046-17-4

3-[4-(1-methylethyl)]phenylurea

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 2h; Inert atmosphere;99%
3-bromo-3-methyl-2-indolinone
2406-05-5

3-bromo-3-methyl-2-indolinone

4-Isopropylaniline
99-88-7

4-Isopropylaniline

(R)-3-((4-isopropylphenyl)amino)-3-methylindolin-2-one

(R)-3-((4-isopropylphenyl)amino)-3-methylindolin-2-one

Conditions
ConditionsYield
Stage #1: 3-bromo-3-methyl-2-indolinone With nickel(II) tetrafluoroborate hexahydrate; C42H66N4O8 In ethyl acetate at 35℃; for 0.583333h;
Stage #2: With N-ethyl-N,N-diisopropylamine In ethyl acetate at 0℃; for 0.166667h;
Stage #3: 4-Isopropylaniline In ethyl acetate at 0℃; for 24h; enantioselective reaction;
99%
methyl 2-bromomethylbenzoate
2417-73-4

methyl 2-bromomethylbenzoate

4-Isopropylaniline
99-88-7

4-Isopropylaniline

2-(4-isopropylphenyl)isoindolin-1-one

2-(4-isopropylphenyl)isoindolin-1-one

Conditions
ConditionsYield
at 140℃; for 2h;98.35%
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

4-Isopropylaniline
99-88-7

4-Isopropylaniline

4-isopropylphenylisocyanate
31027-31-3

4-isopropylphenylisocyanate

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 70 - 83℃;98.2%
With triethylamine In benzene Substitution; dehydrochlorination; Heating;66.2%
With triethylamine In dichloromethane at 0 - 20℃; for 0.0833333h;
4-Isopropylaniline
99-88-7

4-Isopropylaniline

4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

4-Chloro-N-(4-isopropyl-phenyl)-benzamide

4-Chloro-N-(4-isopropyl-phenyl)-benzamide

Conditions
ConditionsYield
With pyridine for 24h; Ambient temperature;98%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

4-Isopropylaniline
99-88-7

4-Isopropylaniline

4-isopropyl-N-tert-butoxycarbonylaniline
164226-14-6

4-isopropyl-N-tert-butoxycarbonylaniline

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 25℃; for 17h; Inert atmosphere;98%
With choline chloride; urea at 50℃; Green chemistry;95%
With 3a,6a-diphenylglycoluril In ethanol at 25 - 30℃; for 0.333333h; Catalytic behavior; Reagent/catalyst;95%
With triethylamine In tetrahydrofuran at 25℃; for 17h; Inert atmosphere;67%
With dmap In dichloromethane at 20℃; for 0.5h;
4-Isopropylaniline
99-88-7

4-Isopropylaniline

1-azido-4-isopropylbenzene

1-azido-4-isopropylbenzene

Conditions
ConditionsYield
Stage #1: 4-Isopropylaniline With hydrogenchloride; sodium nitrite In water; ethyl acetate at 0℃; for 1h;
Stage #2: With sodium azide In water; ethyl acetate at 20℃; for 4h;
98%
With tert.-butylnitrite; trimethylsilylazide In acetonitrile at 20℃; for 1h;96%
Stage #1: 4-Isopropylaniline With hydrogenchloride; sodium nitrite In water at 0℃; for 2h;
Stage #2: With sodium azide In water at 0 - 20℃;
94%
4-Isopropylaniline
99-88-7

4-Isopropylaniline

diisopropyl-carbodiimide
693-13-0

diisopropyl-carbodiimide

N-(p-isopropylphenyl)-N',N''-diisopropylguanidine

N-(p-isopropylphenyl)-N',N''-diisopropylguanidine

Conditions
ConditionsYield
[(Me3Si)2N]3Yb(μ-Cl)Li(THF)3 In tetrahydrofuran at 60℃; for 4h;98%
With C23H40AlN In toluene at 25℃; for 1h; Inert atmosphere; Schlenk technique;89%
4-Isopropylaniline
99-88-7

4-Isopropylaniline

p-chlorobenzoylphenylacetylene
16616-42-5

p-chlorobenzoylphenylacetylene

(Z)-3-(4-isopropylphenylamino)-1-(4-chlorophenyl)-3-phenylprop-2-en-1-one
1025784-68-2

(Z)-3-(4-isopropylphenylamino)-1-(4-chlorophenyl)-3-phenylprop-2-en-1-one

Conditions
ConditionsYield
at 80℃; for 1h; Michael addition;98%
4-Isopropylaniline
99-88-7

4-Isopropylaniline

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

N-(4-isopropylphenyl)-N',N'-dimethylurea
34123-59-6

N-(4-isopropylphenyl)-N',N'-dimethylurea

Conditions
ConditionsYield
With sodium carbonate; sodium iodide In hexane at 50℃; for 16h; pH=7;98%
With triethylamine In dichloromethane at 0 - 20℃; for 24h;
4-Isopropylaniline
99-88-7

4-Isopropylaniline

o-phthalic dicarboxaldehyde
643-79-8

o-phthalic dicarboxaldehyde

1-p-isopropylphenylimino-2-p-isopropylphenylisoindoline
1093076-04-0

1-p-isopropylphenylimino-2-p-isopropylphenylisoindoline

Conditions
ConditionsYield
With formic acid In diethyl ether at 20℃; for 12h; Inert atmosphere;98%

99-88-7Relevant articles and documents

Rhodium-terpyridine Catalyzed Transfer Hydrogenation of Aromatic Nitro Compounds in Water

Liu, Yuxuan,Miao, Wang,Tang, Weijun,Xue, Dong,Xiao, Jianliang,Wang, Chao,Li, Changzhi

supporting information, p. 1725 - 1729 (2021/06/01)

A rhodium terpyridine complex catalyzed transfer hydrogenation of nitroarenes to anilines with i-PrOH as hydrogen source and water as solvent has been developed. The catalytic system can work at a substrate/catalyst (S/C) ratio of 2000, with a turnover frequency (TOF) up to 3360 h?1, which represents one of the most active catalytic transfer hydrogenation systems for nitroarene reduction. The catalytic system is operationally simple and the protocol could be scaled up to 20 gram scale. The water-soluble catalyst bearing a carboxyl group could be recycled 15 times without significant loss of activity.

Commercially Available CuO Catalyzed Hydrogenation of Nitroarenes Using Ammonia Borane as a Hydrogen Source

Du, Jialei,Chen, Jie,Xia, Hehuan,Zhao, Yiwei,Wang, Fang,Liu, Hong,Zhou, Weijia,Wang, Bin

, p. 2426 - 2430 (2020/03/30)

Tandem ammonia borane dehydrogenation and nitroarenes hydrogenation has been reported as a novel strategy for the preparation of aromatic amines. However, the practical application of this strategy is subjected to the high-cost and tedious preparation of supported noble metal nanocatalysts. The commercially available CuO powder is herein demonstrated to be a robust catalyst for hydrogenation of nitroarenes using ammonia borane as a hydrogen source under mild conditions. Numerous amines (even sterically hindered, halogenated, and diamines) could be obtained through this method. This monometallic catalyst is characteristic of support-free, excellent chemoselectivity, low-cost, and high recyclability, which will favor its future utilization in preparative reduction chemistry. Mechanistic studies are also carried out to clarify that diazene and azoxybenzene are key intermediates of this heterogeneous reduction.

Synthesis method of aniline compound

-

Paragraph 0135-0137, (2020/08/09)

The invention provides a synthesis method of an aniline compound. The synthesis method comprises the following steps: taking a carbon-coated nickel nano composite material containing alkaline-earth metals as a catalyst, and catalyzing a hydrogenation reduction reaction of a nitrobenzene compound in a hydrogen atmosphere; wherein the nano composite material contains a core-shell structure with a shell layer and an inner core, the shell layer is a graphitized carbon layer containing alkaline-earth metals, nitrogen and oxygen, and the inner core is nickel nano particles. According to the method,the nano composite material is used as a catalyst; the carbon material and the nickel nano particles generate a synergistic effect and a good catalytic effect, the alkaline-earth metals of the shell layer further synergistically improve the catalytic performance of the nano composite material, and the catalyst is used for hydrogenation reduction of nitrobenzene compounds to synthesize aniline compounds, and has excellent activity, selectivity and safety.

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