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108-42-9 Usage

Chemical Properties

3-Chloroaniline is a clear pale yellow to brown liquid, which becomes darker during storage, insoluble in water, but soluble in ethanol, ether and acid solution.

Uses

3-Chlorobenzenamine is used in the synthesis of pyrimidoazepine analogs as serotonin 5-HT2A and 5-HT2C receptor ligands for the treatment of obesity. Also used in the synthesis of novel COX-2 inhibito rs.

Application

3-Chloroaniline is the intermediate of the herbicide chloraniline, and the intermediate of the pharmaceutical diuretic antihypertensive drug hydrochlorothiazide, and can be used to produce azo dyes.3-Chloroaniline was the only aniline compound to increase plasmaALT/GPT activity at 48 h. It is employed in the bioaugmentation of activated sludge.

Preparation

3-Chloroaniline is obtained by reducing 3-Nitrochlorobenzene with iron powder in the presence of ferrous sulfate.

Synthesis Reference(s)

Tetrahedron Letters, 36, p. 7313, 1995 DOI: 10.1016/0040-4039(95)01474-V

General Description

Colorless to light amber liquid with a sweet odor.

Air & Water Reactions

Sensitive to prolonged exposure to air and light and tends to darken during storage. Insoluble in water.

Reactivity Profile

3-Chloroaniline is incompatible with acids, acid chlorides, acid anhydrides, chloroformates and strong oxidizing agents.

Fire Hazard

3-Chloroaniline is combustible.

Flammability and Explosibility

Nonflammable

Safety Profile

Poison by ingestion, skin contact, subcutaneous, and intravenous routes. Mutation data reported. When heated to decomposition it emits toxic fumes of Cland NOx. See also ANILINE DYES.

Check Digit Verification of cas no

The CAS Registry Mumber 108-42-9 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 8 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 108-42:
(5*1)+(4*0)+(3*8)+(2*4)+(1*2)=39
39 % 10 = 9
So 108-42-9 is a valid CAS Registry Number.
InChI:InChI=1/C6H6ClN.ClH/c7-5-2-1-3-6(8)4-5;/h1-4H,8H2;1H

108-42-9 Well-known Company Product Price

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  • Alfa Aesar

  • (A12019)  3-Chloroaniline, 99%   

  • 108-42-9

  • 100g

  • 217.0CNY

  • Detail
  • Alfa Aesar

  • (A12019)  3-Chloroaniline, 99%   

  • 108-42-9

  • 500g

  • 444.0CNY

  • Detail
  • Alfa Aesar

  • (A12019)  3-Chloroaniline, 99%   

  • 108-42-9

  • 10000g

  • 5746.0CNY

  • Detail
  • Sigma-Aldrich

  • (35824)  3-Chloroaniline  PESTANAL®, analytical standard

  • 108-42-9

  • 35824-1G

  • 215.28CNY

  • Detail

108-42-9SDS

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 3-Chloroaniline

1.2 Other means of identification

Product number -
Other names Orange GC Base

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:108-42-9 SDS

108-42-9Synthetic route

3-Chloronitrobenzene
121-73-3

3-Chloronitrobenzene

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With 2 weight% platinum on carbon; ethanol at 100℃; under 7500.75 Torr; for 8h; Autoclave;100%
With hydrogen In ethanol at 20℃; under 7500.75 Torr; for 8h; Catalytic behavior; Sealed tube;100%
With hydrazine hydrate In ethanol; water at 80℃; for 1h; chemoselective reaction;100%
m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
100%
2,3-dichloroaniline
608-27-5

2,3-dichloroaniline

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
100%
palladium
7440-05-3

palladium

2,4,5-trichloroaniline
636-30-6

2,4,5-trichloroaniline

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With hydrogenchloride; potassium iodide98.2%
1-azido-3-chlorobenzene
3296-06-8

1-azido-3-chlorobenzene

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With samarium diiodide In tetrahydrofuran for 2h; Ambient temperature;98%
Stage #1: 1-azido-3-chlorobenzene With hydrazine hydrate for 0.166667h; Inert atmosphere;
Stage #2: for 10h; Irradiation; chemoselective reaction;
90%
With zinc(II) tetrahydroborate In 1,2-dimethoxyethane for 3.5h; Ambient temperature;89%
3,4,5-trichloroaniline
634-91-3

3,4,5-trichloroaniline

A

3-chloro-aniline
108-42-9

3-chloro-aniline

B

3,5-Dichloroaniline
626-43-7

3,5-Dichloroaniline

Conditions
ConditionsYield
A 97.9%
B n/a
2,3-dichloroaniline
608-27-5

2,3-dichloroaniline

1,2-dichloro-benzene
95-50-1

1,2-dichloro-benzene

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With HI; hydrogen iodide96.5%
concentrated aqueous sodium hydroxide

concentrated aqueous sodium hydroxide

2,3-dichloroaniline
608-27-5

2,3-dichloroaniline

phenol
108-95-2

phenol

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With hydrogen; palladium/charcoal In tantalum; water; toluene96%
3-iodochlorobenzene
625-99-0

3-iodochlorobenzene

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With copper(I) oxide; ammonium hydroxide; C17H14N2O3; potassium hydroxide In ethanol at 60℃; for 24h; Schlenk technique; Inert atmosphere;96%
With ammonium hydroxide; potassium phosphate; 1-(5,6,7,8-tetrahydroquinolin-8-yl)-2-methylpropan-1-one; copper(I) bromide In dimethyl sulfoxide at 25℃; for 24h; Inert atmosphere; Sealed tube;90%
With copper(l) iodide; tetra(n-butyl)ammonium hydroxide; ammonia In water at 25℃; for 24h; Inert atmosphere; Sealed tube; chemoselective reaction;89%
1-bromo-3-chlorobenzene
108-37-2

1-bromo-3-chlorobenzene

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With copper(I) oxide; ammonium hydroxide In 1-methyl-pyrrolidin-2-one at 80℃; for 15h;93%
With ammonium hydroxide; potassium phosphate; 1-(5,6,7,8-tetrahydroquinolin-8-yl)-2-methylpropan-1-one; copper(I) bromide In dimethyl sulfoxide at 110℃; for 24h; Inert atmosphere; Sealed tube;93%
With ammonium hydroxide; copper(l) iodide; 2,2-[μ-(N,N'-piperazindiyl)dimethyl]-bis(4,6-di-tert-butyl-phenol) In water at 120℃; for 12h;85%
2,2,2-trichloroethyl N-(m-chlorophenyl)carbamate

2,2,2-trichloroethyl N-(m-chlorophenyl)carbamate

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With indium; ammonium chloride In ethanol for 2.5h; Heating;86%
(3-chlorophenyl)magnesium bromide
36229-42-2

(3-chlorophenyl)magnesium bromide

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
Stage #1: (3-chlorophenyl)magnesium bromide With zinc(II) chloride In tetrahydrofuran at -3 - 20℃; Inert atmosphere;
Stage #2: With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; dimethylsulfide; acetone oxime-o-p-benzenesulfonic ester; copper(ll) bromide In tetrahydrofuran at 20℃; for 1.5h; Inert atmosphere;
Stage #3: With hydrogenchloride; water In tetrahydrofuran at 20℃; for 4h; Inert atmosphere;
85%
Multi-step reaction with 3 steps
1: tetrahydrofuran / -3 - 20 °C / Inert atmosphere
2: copper(l) cyanide / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere
3: hydrogenchloride / water; tetrahydrofuran / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: tetrahydrofuran / -5 - 20 °C / Inert atmosphere
2.1: acetone O-(2,4,6-trimethylphenylsulfonyl)oxime; triphenylphosphine / tetrahydrofuran / 0.08 h / 20 °C / Inert atmosphere
2.2: 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: tetrahydrofuran / 0.17 h / 10 °C / Inert atmosphere
2: copper(l) cyanide / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere
3: water; hydrogenchloride / 24 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: tetrahydrofuran / 0.17 h / 10 °C / Inert atmosphere
2: copper(l) cyanide / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere
3: water; hydrogenchloride / 24 h / 20 °C / Inert atmosphere
View Scheme
2,4,5-trichloroaniline
636-30-6

2,4,5-trichloroaniline

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With hydrogenchloride In water84.1%
3-Chloroacetanilide
588-07-8

3-Chloroacetanilide

A

N-ethyl-3-chloroaniline
15258-44-3

N-ethyl-3-chloroaniline

B

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With dihydridocarbonyl(1,1,1-tris(diphenylphosphinomethyl)ethane)ruthenium(II) complex; boron trifluoride diethyl etherate; hydrogen; toluene-4-sulfonic acid In tetrahydrofuran at 120℃; under 38002.6 Torr; for 16h; Glovebox; Autoclave; Inert atmosphere;A 84%
B n/a
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); formic acid; bis(trifluoromethanesulfonyl)amide; triethylamine; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In dibutyl ether at 130℃; for 24h;A n/a
B 76%
With C18H32ClIrO2P2; tris(pentafluorophenyl)borate; hydrogen; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In toluene at 120℃; under 38002.6 Torr; for 24h; Overall yield = 84 %; Overall yield = 87 %Chromat.; chemoselective reaction;
2-(trimethylsilyl)-5-chloronitrobenzene
78627-94-8

2-(trimethylsilyl)-5-chloronitrobenzene

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With hydrogenchloride; tin for 15h; Heating;83%
t-butyl 3-chlorophenylcarbamate
5330-63-2

t-butyl 3-chlorophenylcarbamate

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With methanol; oxalyl dichloride at 20℃; for 2h;83%
3-Chloronitrobenzene
121-73-3

3-Chloronitrobenzene

A

aniline
62-53-3

aniline

B

3-chloro-aniline
108-42-9

3-chloro-aniline

C

3,3'-dichloroazobenzene
15426-14-9, 106131-20-8, 106131-24-2

3,3'-dichloroazobenzene

D

3,3'-dichloroazoxybenzene
139-24-2, 71297-98-8

3,3'-dichloroazoxybenzene

Conditions
ConditionsYield
With bis(acetylacetonato)palladium(II); phosphorus; hydrogen In N,N-dimethyl-formamide; benzene at 50℃; under 1520.1 Torr; for 1.75h; Catalytic behavior; Time; chemoselective reaction;A 9.4%
B 81.4%
C n/a
D n/a
3-Chloronitrobenzene
121-73-3

3-Chloronitrobenzene

A

aniline
62-53-3

aniline

B

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With Rh/Al2O3; hydrogen In water; toluene at 80℃; under 30003 Torr; for 24h; Reagent/catalyst;A 17%
B 81%
With isopropyl alcohol; sodium hydroxide for 12h; Inert atmosphere; Reflux; chemoselective reaction;A n/a
B 76%
With hydrogen; nickel-chromium catalyst In isopropyl alcohol at 49.9℃; under 760 Torr;
3-chlorobenzamide
618-48-4

3-chlorobenzamide

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With sodium hydroxide; benzyltrimethylazanium tribroman-2-uide In water for 2h; Ambient temperature;79%
3-chlorobenzoate
535-80-8

3-chlorobenzoate

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
Stage #1: 3-chlorobenzoate With trifluorormethanesulfonic acid; trimethylsilylazide In chloroform at 90℃; for 0.055h; Schmidt Reaction; Flow reactor;
Stage #2: With water In methanol; chloroform at 20℃; Schmidt Reaction; Flow reactor;
79%
With thionyl chloride; hydroxylamine-O-sulfonic acid 1) 1h, reflux, 2) toluene, 2h, reflux; Yield given. Multistep reaction;
3-Chloronitrobenzene
121-73-3

3-Chloronitrobenzene

A

3-chloro-aniline
108-42-9

3-chloro-aniline

B

3,3'-dichloroazobenzene
15426-14-9, 106131-20-8, 106131-24-2

3,3'-dichloroazobenzene

C

3,3'-dichloroazoxybenzene
139-24-2, 71297-98-8

3,3'-dichloroazoxybenzene

Conditions
ConditionsYield
With hydrazine hydrate; nickel(II) nitrate; zinc In tert-butyl alcohol for 0.333333h; Heating;A 5%
B 6 % Chromat.
C 78%
With hydrazine hydrate; nickel(II) nitrate; zinc In ethanol for 3h; Heating;A 15 % Chromat.
B 12%
C 43%
indole
120-72-9

indole

2-phenyl-1,2,3,4-tetrahydroisoquinoline
3340-78-1

2-phenyl-1,2,3,4-tetrahydroisoquinoline

3-Chloronitrobenzene
121-73-3

3-Chloronitrobenzene

A

1-(1H-indol-3-yl)-2-phenyl-1, 2, 3, 4-tetrahydroisoquinoline

1-(1H-indol-3-yl)-2-phenyl-1, 2, 3, 4-tetrahydroisoquinoline

B

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With Co(dmgH)2Cl2; Eosin Y In water; acetonitrile at 20℃; for 48h; Inert atmosphere; Irradiation; Sealed tube;A 78%
B 90 %Spectr.
3-Chlorostyrene
2039-85-2

3-Chlorostyrene

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With methanesulfonic acid; trimethylsilylazide In tetrachloromethane at 80℃; for 4h;76%
3-chlorophenylboronic acid
63503-60-6

3-chlorophenylboronic acid

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With copper(I) oxide; ammonium hydroxide; air In methanol at 20℃; for 18h;74%
With copper(I) oxide; ammonium hydroxide; oxygen; sodium hydroxide In water at 25℃; for 15h;70%
1-azido-3-chlorobenzene
3296-06-8

1-azido-3-chlorobenzene

tributylgermanium hydride
998-39-0

tributylgermanium hydride

A

5-chloro-2-tributylgermylaniline

5-chloro-2-tributylgermylaniline

B

3-chloro-2-tributylgermylaniline

3-chloro-2-tributylgermylaniline

C

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With tributylgermanium hydride; thiophenol In toluene for 0.5h; Heating;A 7%
B 5%
C 73%
2-(3-chlorophenoxy)propanamide

2-(3-chlorophenoxy)propanamide

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 140℃; for 6h; Green chemistry;71%
ammonium hydroxide
1336-21-6

ammonium hydroxide

3-iodochlorobenzene
625-99-0

3-iodochlorobenzene

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; potassium phosphate tribasic heptahydrate; water; Sucrose In water at 90℃; for 15h; Catalytic behavior; Green chemistry;70%
1-(3-Chlor-anilino)-3-(3-chlor-phenylimino)-propen
25419-60-7

1-(3-Chlor-anilino)-3-(3-chlor-phenylimino)-propen

A

β-(m-Chloranilino)acrolein
51217-97-1

β-(m-Chloranilino)acrolein

B

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
With water; sodium acetate; acetic acid In ethanol at 70℃; for 32.5h;A 52%
B 68%
chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

3-chloro-aniline
108-42-9

3-chloro-aniline

(3-chlorophenyl) carbamic acid ethyl ester
2150-89-2

(3-chlorophenyl) carbamic acid ethyl ester

Conditions
ConditionsYield
With pyridine at 0℃; for 1h;100%
With sodium carbonate; benzene
With potassium carbonate In 1,4-dioxane for 2h; Heating;
With pyridine at 0 - 20℃;
chloroacetyl chloride
79-04-9

chloroacetyl chloride

3-chloro-aniline
108-42-9

3-chloro-aniline

2-chloro-N-(3-chlorophenyl)acetamide
2564-05-8

2-chloro-N-(3-chlorophenyl)acetamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 25℃;100%
With triethylamine In dichloromethane at 0 - 25℃;100%
In tetrahydrofuran at 20℃; for 18h;100%
3-chloro-aniline
108-42-9

3-chloro-aniline

diethyl 2-ethoxymethylenemalonate
87-13-8

diethyl 2-ethoxymethylenemalonate

2-(3-chlorophenylamino)methylenemalonic acid diethyl ester
3412-99-5

2-(3-chlorophenylamino)methylenemalonic acid diethyl ester

Conditions
ConditionsYield
In toluene at 110℃; for 24h;100%
In neat (no solvent) at 120℃; for 0.75h;98%
In ethanol for 3h; Reflux;91%
3,4-dimethoxy-benzaldehyde
120-14-9

3,4-dimethoxy-benzaldehyde

3-chloro-aniline
108-42-9

3-chloro-aniline

(3-Chloro-phenyl)-[1-(3,4-dimethoxy-phenyl)-meth-(E)-ylidene]-amine
82363-26-6

(3-Chloro-phenyl)-[1-(3,4-dimethoxy-phenyl)-meth-(E)-ylidene]-amine

Conditions
ConditionsYield
In toluene Heating;100%
2-isothiocyanatobenzylpyridinium bromide
109768-45-8

2-isothiocyanatobenzylpyridinium bromide

3-chloro-aniline
108-42-9

3-chloro-aniline

1-{2-[3-(3-Chloro-phenyl)-thioureido]-benzyl}-pyridinium; bromide
109768-52-7

1-{2-[3-(3-Chloro-phenyl)-thioureido]-benzyl}-pyridinium; bromide

Conditions
ConditionsYield
In methanol for 5h;100%
3-chloro-aniline
108-42-9

3-chloro-aniline

trifluoromethyl dihydro-1,4-dioxin-3-carbonyl chloride

trifluoromethyl dihydro-1,4-dioxin-3-carbonyl chloride

N-(3-chloro)phenyl-5,6-dihydro-2-trifluoromethyl-1,4-dioxin-3-carboxamide

N-(3-chloro)phenyl-5,6-dihydro-2-trifluoromethyl-1,4-dioxin-3-carboxamide

Conditions
ConditionsYield
Stage #1: trifluoromethyl dihydro-1,4-dioxin-3-carbonyl chloride With pyridine; polystyrene-bound 4-hydroxy-3-nitrobenzophenone In dichloromethane at 20℃; for 24h; Condensation;
Stage #2: 3-chloro-aniline With triethylamine In acetonitrile for 14h; Condensation; Heating;
100%
methanol
67-56-1

methanol

3-chloro-aniline
108-42-9

3-chloro-aniline

3-chloro-N,N-dimethylaniline
6848-13-1

3-chloro-N,N-dimethylaniline

Conditions
ConditionsYield
With C15H29IrN4(2+)*2I(1-) at 120℃; for 17h; Inert atmosphere; Schlenk technique; Sealed tube;100%
With tetrachloromethane; copper(ll) bromide at 180℃; for 6h; Inert atmosphere; Sealed tube;99%
With sulfuric acid at 200℃; for 16h;77%
With TiO2 supported nano-Pd(0.3) catalyst In water at 20℃; for 5h; Inert atmosphere; Irradiation; Green chemistry;65 %Chromat.
With zinc oxide-supported iridium catalyst at 150℃; under 3750.38 Torr; for 5h; Inert atmosphere;99 %Chromat.
1,4-dichlorophthalazine
4752-10-7

1,4-dichlorophthalazine

3-chloro-aniline
108-42-9

3-chloro-aniline

4-chloro-N-(3-chlorophenyl)phthalazin-1-amine

4-chloro-N-(3-chlorophenyl)phthalazin-1-amine

Conditions
ConditionsYield
In isopropyl alcohol at 100℃; for 1h;100%
With triethylamine In butan-1-ol at 100℃;
Stage #1: 1,4-dichlorophthalazine; 3-chloro-aniline In ethanol for 0.5h; Reflux;
Stage #2: With sodium hydroxide In ethanol; water at 20℃;
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

3-chloro-aniline
108-42-9

3-chloro-aniline

t-butyl 3-chlorophenylcarbamate
5330-63-2

t-butyl 3-chlorophenylcarbamate

Conditions
ConditionsYield
In methanol at 100℃; for 6h;100%
Stage #1: 3-chloro-aniline With triethylamine In tetrahydrofuran; water at 20℃; for 0.0833333h;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; water at 0 - 20℃; for 6h;
100%
With 1,1'-hexane-1,6-diylbis(3-methylpyridinium)tetrachlorocobaltate(II) In neat (no solvent) at 20℃; for 1h;97%
bromobenzene
108-86-1

bromobenzene

3-chloro-aniline
108-42-9

3-chloro-aniline

3-chlorodiphenylamine
101-17-7

3-chlorodiphenylamine

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 90 - 110℃; for 11h; Buchwald-Hartwig reaction;100%
With pectin-stabilized copper nanoparticles In dimethyl sulfoxide at 110℃; for 2h;82%
3-chloro-aniline
108-42-9

3-chloro-aniline

1-azido-3-chlorobenzene
3296-06-8

1-azido-3-chlorobenzene

Conditions
ConditionsYield
With tert.-butylnitrite; trimethylsilylazide In acetonitrile at 0 - 20℃; for 1h;100%
Stage #1: 3-chloro-aniline With hydrogenchloride; sodium nitrite In ethyl acetate at 0℃; for 0.5h;
Stage #2: With sodium azide In ethyl acetate at 20℃; for 2h;
91%
Stage #1: 3-chloro-aniline With hydrogenchloride In water; ethyl acetate at 0℃; for 0.166667h;
Stage #2: With sodium nitrite In water; ethyl acetate for 0.5h;
Stage #3: With sodium azide In water; ethyl acetate for 0.5h;
88%
2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

3-chloro-aniline
108-42-9

3-chloro-aniline

2-bromo-N-(3-chlorophenyl)acetamide
41964-65-2

2-bromo-N-(3-chlorophenyl)acetamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 1.25h; Inert atmosphere;100%
With triethylamine In dichloromethane at 0℃; for 1.25h; Inert atmosphere;100%
With triethylamine at 0℃; for 1h; Inert atmosphere;100%
3-chloro-aniline
108-42-9

3-chloro-aniline

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

N-(3-chlorophenyl)-2,2,2-trifluoro-acetamide
40410-54-6

N-(3-chlorophenyl)-2,2,2-trifluoro-acetamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 0.75h;100%
With triethylamine In dichloromethane at 0 - 25℃; for 12h; Inert atmosphere;91%
With triethylamine In dichloromethane at -78 - 26℃; for 1h;2.29 g
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

3-chloro-aniline
108-42-9

3-chloro-aniline

tert-butyl-4-(3-chlorophenylamino)-4-cyanopiperidine-1-carboxylate

tert-butyl-4-(3-chlorophenylamino)-4-cyanopiperidine-1-carboxylate

Conditions
ConditionsYield
In acetic acid at 0℃;100%
In acetic acid at 0 - 20℃;
3-chloro-aniline
108-42-9

3-chloro-aniline

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

2-chloro-5-methoxyquinoline

N-(3-chlorophenyl)-5-methoxyquinolin-2-amine

N-(3-chlorophenyl)-5-methoxyquinolin-2-amine

Conditions
ConditionsYield
In neat (no solvent) at 160℃;100%
In neat (no solvent) at 160℃;
1,3-Dimethyladamantane-5-carboxylic acid chloride
3124-87-6

1,3-Dimethyladamantane-5-carboxylic acid chloride

3-chloro-aniline
108-42-9

3-chloro-aniline

N-(3-chlorophenyl)-3,5-dimethyladamantane-1-carboxamide

N-(3-chlorophenyl)-3,5-dimethyladamantane-1-carboxamide

Conditions
ConditionsYield
With triethylamine In acetone at 90℃; for 3h; Inert atmosphere;100%
3-chloro-aniline
108-42-9

3-chloro-aniline

2,4,6-tribromo-3-chloroaniline
89284-57-1

2,4,6-tribromo-3-chloroaniline

Conditions
ConditionsYield
With hydrogenchloride; dihydrogen peroxide; sodium bromide In water at 15℃; for 2h;99.8%
With bromine In tetrachloromethane at 20 - 40℃;91%
With methanol; P-benzyltriphenylphosphonium tribromide; sodium hydrogencarbonate In dichloromethane for 0.166667h; Ambient temperature;86%
Camphorsulfonyl chloride
21286-54-4

Camphorsulfonyl chloride

3-chloro-aniline
108-42-9

3-chloro-aniline

(1S)-2-oxo-bornane-10-sulfonic acid-(3-chloro-anilide)
132886-02-3, 132957-82-5

(1S)-2-oxo-bornane-10-sulfonic acid-(3-chloro-anilide)

Conditions
ConditionsYield
With dmap In acetonitrile at 0℃; for 1h; Inert atmosphere;99%
3-chloro-aniline
108-42-9

3-chloro-aniline

3-chloro-4-iodoaniline
135050-44-1

3-chloro-4-iodoaniline

Conditions
ConditionsYield
With sodium hydrogencarbonate; N,N,N-trimethylbenzenemethanaminium dichloroiodate In methanol; dichloromethane at 20℃; for 0.416667h;99%
With tetramethylammonium dibromoiodate(I) at 20℃; for 0.116667h;97%
With iodine at 30℃; for 12h; Green chemistry;95%
3-chloro-aniline
108-42-9

3-chloro-aniline

aniline
62-53-3

aniline

Conditions
ConditionsYield
With hydrogen; triethylamine In water at 120 - 140℃; under 22502.3 - 37503.8 Torr;99%
With lithium at 230℃; Zersetzen der Reaktionsprodukte mit Wasser;
With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran at 20℃; for 0.75h;94 % Spectr.
3-chloro-aniline
108-42-9

3-chloro-aniline

acryloyl chloride
814-68-6

acryloyl chloride

N-(3-chlorophenyl)acrylamide
7017-16-5

N-(3-chlorophenyl)acrylamide

Conditions
ConditionsYield
With potassium carbonate In water; acetone at 20℃;99%
With ammonia; N,N-dimethyl-aniline In benzene
3-chloro-aniline
108-42-9

3-chloro-aniline

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

N-(3-chlorophenyl)anthranilic acid
13278-36-9

N-(3-chlorophenyl)anthranilic acid

Conditions
ConditionsYield
With copper(I) oxide; copper; potassium carbonate In 2-ethoxy-ethanol at 130℃; for 24h;99%
With pyridine; copper; potassium carbonate In water for 1h; Heating;60%
With copper; potassium carbonate for 5h; Heating;44%
3-chloro-aniline
108-42-9

3-chloro-aniline

1-methyl-d3-1H-indole-2,3-dione

1-methyl-d3-1H-indole-2,3-dione

C15H8(2)H3ClN2O

C15H8(2)H3ClN2O

Conditions
ConditionsYield
In toluene Heating;99%
3-chloro-aniline
108-42-9

3-chloro-aniline

3-chlorobenzenediazonium tetrafluoroborate
456-39-3

3-chlorobenzenediazonium tetrafluoroborate

Conditions
ConditionsYield
Stage #1: 3-chloro-aniline With boron trifluoride diethyl etherate In acetonitrile Cooling with ice;
Stage #2: With isopentyl nitrite In acetonitrile at 0℃; for 0.5h;
99%
With tetrafluoroboric acid; sodium nitrite In water Diazotization;95%
Stage #1: 3-chloro-aniline With hydrogenchloride; sodium nitrite In water for 0.166667h; Cooling with ice;
Stage #2: With sodium tetrafluoroborate for 0.5h; Cooling with ice;
74%
6-chlorouracil
4270-27-3

6-chlorouracil

3-chloro-aniline
108-42-9

3-chloro-aniline

6-(3-chlorophenylamino)pyrimidine-2,4(1H,3H)-dione
7269-03-6

6-(3-chlorophenylamino)pyrimidine-2,4(1H,3H)-dione

Conditions
ConditionsYield
at 170℃; for 0.333333h;99%
for 2h; Reflux;95%
In melt at 180 - 200℃;

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Excess volume (VE), excess isentropic compressibility (κsE), viscosity deviation (8η) and excess Gibbs energy of activation of viscous flow (G*E) for binary mixtures of 3-chloroaniline (CA) with 1,2-dichlorobenzene (1,2-DCB), 1,3-dichlorobenzene (1,3-DCB) and 1,2,4-trichlorobenzene (1,2,4-TCB)...detailed

Ultrasonic and photochemical degradation of chlorpropham and 3-Chloroaniline (cas 108-42-9) in aqueous solution08/25/2019

Sonolysis and photolysis are compared for the transformation of chlorpropham, a systemic herbicide belonging to the carbamate group, and 3-chloroaniline, the main intermediate often observed in the degradation of chlorpropham. In both cases the ultrasonic degradation is much more efficient at 48...detailed

Dielectric relaxation study of 2 and 3-Chloroaniline (cas 108-42-9) and 2 and 3-methoxyaniline with 1,4-dioxane mixtures using time domain technique08/23/2019

The dielectric relaxation measurements in the frequency range of 10 MHz to 30 GHz have been carried out for 2-chloroaniline, 3-chloroaniline, 2-methoxyaniline and 3-methoxyaniline with 1,4-dioxane mixtures over the entire concentration at 25 °C using a picosecond time domain reflectometry techn...detailed

Molecular interactions and theoretical estimation of ultrasonic speeds using scaled particle theory in binary mixtures of 3-Chloroaniline (cas 108-42-9) and 1-alkanols (C6–C10) at different temperatures08/22/2019

Density (ρ), speed of sound (u) and viscosity (η) have been measured for the binary mixtures of 3-chloroaniline with 1-alkanols (1-hexanol, 1-heptanol, 1-octanol, 1-decanol) over the entire composition range at (303.15, 308.15, 313.15, and 318.15) K. By using this data, the excess volume (VE),...detailed

Volumetric, acoustic and spectroscopic properties of 3-Chloroaniline (cas 108-42-9) with substituted ethanols at various temperatures08/21/2019

Densities (ρ), speeds of sound (u) and viscosities (η) have been measured for the binary mixtures containing 3-chloroaniline with substituted ethanol such as 2-phenylethanol, 2-chloroethanol and 2-aminoethanol at T = (303.15 to 318.15) K. These experimental data have been used to calculate exc...detailed

Studies of physical properties on molecular interactions in binary liquid mixtures of 3-Chloroaniline (cas 108-42-9) with isomeric butanols at different temperatures08/20/2019

The thermophysical parameters, viz. excess molar volume (VE), viscosity (η), speed of sound (u) and spectroscopic parameter (FTIR) have been measured for binary mixtures of 3-chloroaniline with isomeric butanols (1-butanol, 2-butanol and 2-methyl-2-propanol) over the entire range of mole fracti...detailed

Thermodynamic properties of binary liquid systems of ethanoic acid, propanoic acid, and butanoic acid with 3-Chloroaniline (cas 108-42-9) as a function of various temperatures08/19/2019

The densities (ρ) and viscosities (η) are reported for binary mixtures of 3-chloroaniline with carboxylic acids such as ethanoic acid, propionic acid and butanoic acid over the entire range of mole fractions at T = (303.15–318.15) K and at constant atmospheric pressure. The excess properties ...detailed

108-42-9Relevant articles and documents

Nickel nanoparticles as efficient catalyst for electron transfer reactions

Rathore, Puran Singh,Patidar, Rajesh,Rathore, Sonika,Thakore, Sonal

, p. 439 - 446 (2014)

The catalytic efficiency of nickel nanoparticles was investigated in some electron transfer reactions. The nanoparticles brought about rapid roomtemperature reduction of a number of nitro aromatics in an aqueous medium with high chemoselectivity and also helped to speed up redox reaction of Fe(CN)-36and S2O-23. In addition, interesting results were obtained for microwave assisted decolourization of azo dye. The reactions were monitored through UV-Vis spectroscopy. The present study has additional advantages of reusability of catalysts and aqueous medium. The ultimate goal was to assess the suitability of low cost nanocatalyst for electron transfer reactions under aqueous conditions. Springer Science+Business Media New York 2013.

STUDY OF THE CATALYTIC ACTIVITY OF METAL COMPLEXES ATTACHED TO A SOLID SUPPORT. 6. REDUCTION OF NITROBENZENE AND ITS HALOGENATED DERIVATIVES BY CHEMICALLY BOUND HYDROGEN IN THE PRESENCE OF IMMOBILIZED Rh COMPLEXES.

Sharf, V. Z.,Dovganyuk, V. F.,Isaeva, V. I.,Maksimov, B. I.

, p. 468 - 472 (1989)

Rh complexes attached to modified silica gels catalyze the reaction of hydrogen transfer from 2-propanol (P-2) to cyclohexanone, styrene, allylbenzene, and cyclohexene-2-one.It was previously found that triphenylphosphine complexes of Rh and Ru are active in the reaction of reduction of nitrobenzene (NB) by 2-propanol.It is known that complex hydrides, NaBH4 in particular, are also used for reduction of NB on metal complexes.The catalytic properties of Rh complexes immobilized on silica gels containing amino groups and aminophosphine groups in reduction of NB and different halonitrobenzenes by transfer of hydrogen from P-2 and NaBH4 were investigated in the present study.

A suitable modified palladium immobilized on imidazolium supported ionic liquid catalysed transfer hydrogenation of nitroarenes

Atheeswari, Alagudurai,Kanimozhi, Nallusamy,Karthikeyan, Parasuraman,Shanmugapriya, Ramasamy

, (2021)

The first well-defined modified palladium immobilized on imidazolium supported ionic liquid catalyst has been developed for the transfer hydrogenation of nitroarenes to anilines in good to excellent yields with formic acid as reducing agent. This methodology applies eco-friendly a reducing agent which is non-toxic, water soluble, more stable and simpler to handle. Particularly, the process constitutes a rare model of base-free transfer hydrogenations. The catalyst was reused up to nine consecutive cycles without any significance loss in its activity.

MIL-53 (Al) derived single-atom Rh catalyst for the selective hydrogenation of m-chloronitrobenzene into m-chloroaniline

Cao, Wenxiu,Chen, Shaohua,Chen, Tiehong,Li, Zhi,Lin, Lu,Luo, Wenhao,Qi, Haifeng,Song, Weiyu,Tang, Nanfang,Wang, Aiqin,Wang, Weiyin,Zou, Xiaoxuan

, p. 824 - 834 (2021)

The catalytic hydrogenation of halonitroarenes to haloanilines is a green and sustainable process for the production of key nitrogen-containing intermediates in fine chemical industry. Chemoselective hydrogenation poses a significant challenge, which requ

Catalytic transfer hydrogenation of aromatic nitro compounds by employing ammonium formate and 5% platinum on carbon

Gowda,Mahesh

, p. 3639 - 3644 (2000)

Aromatic nitro compounds were reduced to respective amines in high yields by using 5% platinum on carbon with ammonium formate or formic acid as hydrogen donor. It was observed that the former was mote efficient donor than the later. Further we have found that reduction of nitro groups occurs without hydrogenolysis of halogens and the reducible substituents which remains unchanged under the reaction conditions.

Bio-synthesis and structural characterization of highly stable silver nanoparticles decorated on a sustainable bio-composite for catalytic reduction of nitroarenes

Baran, Talat

, p. 213 - 218 (2019)

Bio-polymers are the most significant natural alternative stabilizers compared to their synthetic counterparts for fabrication of noble metal nanoparticles because of their higher thermal stability, renewability, low cost, eco-friendliness, strong mechanical capacity, and biodegradability properties. Therefore, a new bio-composite (CMC-Pct-AG), which is consisted of sodium carboxymethyl cellulose, agar, and pectin natural biopolymers, was fabricated as an immobilizing agent in this study. Then, highly stable silver nanoparticles (Ag NPs@CMC-AG-Pct) were successfully decorated on the surface of designed CMC-Pct-AG without the use of any hazardous reducing agents, and their chemical structures were illuminated with Uv–Vis, FT-IR, TG/DTG, SEM, EDS, XRD, and ICP-OES analyses. Subsequently, the catalytic performance of Ag NPs@CMC-AG-Pct was studied in the reduction of various nitroarenes in the presence of NaBH4 at room temperature. These tests indicate that Ag NPs@CMC-AG-Pct is an efficient catalyst which converts nitroarenes to desired amines with good yields and short reaction times. Reproducibility of the catalyst was also investigated, and it is found that Ag NPs@CMC-AG-Pct served several times as a retrievable and reusable catalyst for catalytic reduction of nitroarenes.

Ultrasonic and photochemical degradation of chlorpropham and 3-chloroaniline in aqueous solution

David,Lhote,Faure,Boule

, p. 2451 - 2461 (1998)

Sonolysis and photolysis are compared for the transformation of chlorpropham, a systemic herbicide belonging to the carbamate group, and 3-chloroaniline, the main intermediate often observed in the degradation of chlorpropham. In both cases the ultrasonic degradation is much more efficient at 482 kHz than at 20 kHz. The main identified sonoproducts formed in the degradation of chlorpropham are 3-chloroaniline, formic acid, carbon monoxide and dioxide and chloride ions. The degradation of 3-chloroaniline also leads to Cl-, CO and CO2 but chlorohydroquine was also detected as an intermediate. Two different mechanisms are involved in the ultrasonic transformation: pyrolysis resulting from the implosion of cavitation microbubbles and oxidation by hydroxyl radicals formed by sonolysis of water. Photolysis is more specific: 3-chloroaniline is initially quantitatively transformed into 3-aminophenol. A heterolytic mechanism is suggested. Resorcinol and some unidentified photoproducts are formed in a second stage. The same type of reaction is involved in the photo-transformation of chlorpropham, but the reaction is not so specific. In both cases the photolysis at 254 nm leads to a complete disappearance of phenolic and quinonic compounds. Sonolysis and photolysis are compared for the transformation of chlorpropham, a systemic herbicide belonging to the carbamate group, and 3-chloroaniline, the main intermediate often observed in the degradation of chlorpropham. In both cases the ultrasonic degradation is much more efficient at 482 kHz than at 20 kHz. The main identified sonoproducts formed in the degradation of chlorpropham are 3-chloroaniline, formic acid, carbon monoxide and dioxide and chloride ions. The degradation of 3-chloroaniline also leads to Cl-, CO and CO2 but chlorohydroquine was also detected as an intermediate. Two different mechanisms are involved in the ultrasonic transformation: pyrolysis resulting from the implosion of cavitation microbubbles and oxidation by hydroxyl radicals formed by sonolysis of water. Photolysis is more specific: 3-chloroaniline is initially quantitatively transformed into 3-amino-phenol. A heterolytic mechanism is suggested. Resorcinol and some unidentified photoproducts are formed in a second stage. The same type of reaction is involved in the photo-transformation of chlorpropham, but the reaction is not so specific. In both cases the photolysis at 254 nm leads to a complete disappearance of phenolic and quinonic compounds.

Solvent dispersible nanoplatinum-carbon nanotube hybrids for application in homogeneous catalysis

Chen, Yuhong,Zhang, Xueyan,Mitra, Somenath

, p. 1652 - 1654 (2010)

Solvent-dispersible carbon nanotubes/nanoplatinum hybrid structures are presented, which show excellent catalytic activity under both heterogeneous and homogeneous conditions.

The Bamberger reaction in hydrogen fluoride: the use of mild reductive metals for the preparation of fluoroaromatic amines

Tordeux, Marc,Wakselman, Claude

, p. 251 - 254 (1995)

The reduction of nitroaromatic compounds by various metals (tin, lead, bismuth) in liquid hydrogen fluoride under an inert atmosphere leads to fluoroaromatic amines, in accord with the Bamberger reaction.Generally, a co-solvent such as pentane or methylene chloride is used.Some non-fluorinated arylamines are also formed by a competitive direct reduction of the N-arylhydroxylamine intermediate.Of the mild reductive metals studied, bismuth was the most selective. - Keywords: Bamberger reaction; Hydrogen fluoride; Mild reductive metals; Fluoroaromatic amines; NMR spectroscopy

Regio- and chemoselective reduction of nitroarenes and carbonyl compounds over recyclable magnetic ferrite-nickel nanoparticles (Fe3O 4-Ni) by using glycerol as a hydrogen source

Gawande, Manoj B.,Rathi, Anuj K.,Branco, Paula S.,Nogueira, Isabel D.,Velhinho, Alexandre,Shrikhande, Janhavi J.,Indulkar, Utkarsha U.,Jayaram, Radha V.,Ghumman, C. Amjad A.,Bundaleski, Nenad,Teodoro, Orlando M. N. D.

, p. 12628 - 12632 (2012)

Reduction by magnetic nano-Fe3O4-Ni: A facile, simple and environmentally friendly hydrogen-transfer reaction that takes place over recyclable ferrite-nickel magnetic nanoparticles (Fe3O 4-Ni) by using glycerol as hydrogen source allows aromatic amines and alcohols to be synthesized from the precursor nitroarenes and carbonyl compounds (see figure). Copyright

Selective reduction of nitro-compounds to primary amines by tetrapyridinoporphyrazinato zinc (II) supported on DFNS

Hosseiny, Malihesadat,Khosroyar, Susan,Kiani, Zahra,Motavalizadehkakhky, Alireza,Zhiani, Rahele

, (2021)

Here, we created and synthesized a heterogeneous catalyst from porphyrazinatozinc (tmtppa-Zn) supported on DFNS (tmtppa-Zn/DFNS). This is a simple method for hydrogenation of nitro-compounds and their conversion to primary amines without producing toxic by-products. These reactions take place under mild reaction situations. The catalyst system was comfortably retrieved and reutilized in at least ten runs without the reduction of catalytic activity.

Transition metal based ionic liquid (bulk and nanofiber composites) used as catalyst for reduction of aromatic nitro compounds under mild conditions

Chinnappan, Amutha,Kim, Hern

, p. 3399 - 3406 (2013)

Ionic liquid (1,1′-hexane-1,6-diylbis (3-methylpyridinium) tetrachloronickelate (II)) and PVDF-IL ([C6(mpy)2] [NiCl4]2-) nanofiber composites are synthesized and used as catalysts for the reduction of nitroarenes with NaBH4/H 2O system at ambient temperature. Ionic liquid containing nickel halide anion well dispersed on the PVDF nanofibers. It efficiently catalyzes the reduction of functionalized nitroarenes to the corresponding substituted anilines, avoiding the need for inert atmosphere, and additional base or other additives. The catalytic system gives good yields with other functional groups remaining intact.

Solvent-Free Hydrogenation of Nitrobenzene Catalyzed by Magnetically Recoverable Pt Deposited on Multiwalled Carbon Nanotubes

Fan, Guang-Yin,Huang, Wen-Jun

, p. 1819 - 1825 (2015)

The hydrogenation of nitrobenzene was investigated over magnetically recoverable Pt deposited on multiwalled carbon nanotubes. Under optimal reaction conditions (333 K, 4 MPa), high yield of aniline (>99%) was observed in solvent-free conditions. The Pt/MWCNTs catalyst cannot be reused while the Pt/MWCNTs-Fe3O4 can be recycled four times without any loss of activity. The results of characterization showed the existence of interaction between MWCNTs and Fe3O4, which can effectively stabilize the Pt nanoparticles. Moreover, the magnetic nanocomposites can be readily isolated from the reaction system by a magnet.

Room-temperature copper-catalyzed electrophilic amination of arylcadmium iodides with ketoximes

Korkmaz, Adem

, p. 3119 - 3125 (2021/05/10)

We started our study by preparation two ketoximes. Later, there were studies to reveal these ketoximes' effects in the electrophilic amination reaction with organocadmium reagents. Primarily, it was observed that arylcadmium iodides could not be reacted with ketoximes at room temperature in the absence of a catalyst. CuCN was a suitable catalyst for this electrophilic amination reaction of arylcadmium iodides and allowed the preparation of functionalized aniline derivatives in good yields under mild reaction conditions. We obtained the results indicated that the yield of primary arylamines was strongly dependent on the steric and electronic effects of organocadmium reagent and amination agent. In the case of both amination reagents, meta-substituted arylamines were obtained in higher yields than para-substituted arylamines. We observed that acetone O-(4-chlorophenylsulfonyl)oxime, 1, as an aminating agent, was more successful than acetone O-(2-Naphthylsulfonyl)oxime, 2, in the synthesis of functionalized arylamines by electrophilic amination of corresponding aryl cadmium iodides. In this method, there is no cadmium release to the environment.

Rhodium nanoparticles supported on 2-(aminomethyl)phenols-modified Fe3O4 spheres as a magnetically recoverable catalyst for reduction of nitroarenes and the degradation of dyes in water

Chen, Tian,Chen, Zhangpei,Hu, Jianshe,Lv, Kexin,Reheman, Aikebaier,Wang, Gongshu

, (2021/06/18)

A magnetic nanostructured catalyst (Fe3O4@SiO2-Amp-Rh) modified with 2-(aminomethyl)phenols (Amp) was designed and prepared, which is used to catalyze the reduction of aromatic nitro compounds into corresponding amines and the degradation of dyes. The 2-aminomethylphenol motif plays a vital role in the immobilization of rhodium nanoparticles to offer extraordinary stability, which has been characterized by using various techniques, including transmission electron microscopy (TEM), thermal gravimetric analyzer (TGA), X-Ray Diffraction (XRD), and X-ray photoelectron spectroscopy (XPS). A variety of nitroaromatic derivatives have been reduced to the corresponding anilines in water with up to yields of 99% within 1?h at room temperature. In addition, the catalyst system is effective in catalyzing the reduction of toxic pollutant 4-nitrophenol and the degradation of MO, MB and RhB dyes. Importantly, this catalyst Fe3O4@SiO2-Amp-Rh can be easily recovered by an external magnetic field because of the presence of magnetic core of Fe3O4, and the activity of Fe3O4@SiO2-Amp-Rh does not decrease significantly after 7 times’ recycling, which indicates that the catalyst performed high reactivity as well as stability. Graphical abstract: [Figure not available: see fulltext.]

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