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95-76-1

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95-76-1 Usage

Chemical Properties

brown solid

Uses

Different sources of media describe the Uses of 95-76-1 differently. You can refer to the following data:
1. 3,4-Dichloroaniline is used in the preparation of the herbicide propanil (P760840).
2. 3,4-Dichloroaniline may be employed as derivatization reagent for the HPLC analysis of perfluorooctanoic acid (PFOA).
3. 3,4-Dichloroaniline is used as an intermediate for pesticides and dyes.

Preparation

3,4-Dichloroaniline is produced by catalytic hydrogenation of 3,4-dichloronitrobenzene with noble metal catalysts under pressure. Various types of additives prevent dehalogenation during production and reactors must be fabricated with special steel alloys to inhibit corrosion.

Definition

ChEBI: A dichloroaniline having the two chloro-substituents at the 3- and 4-positions.

General Description

Light tan to dark gray crystals or brown solid. Melting point 71-72°C.

Air & Water Reactions

Sensitive to prolonged exposure to heat, light and air. Darkens in storage. Insoluble in water.

Reactivity Profile

3,4-Dichloroaniline is incompatible with oxidizing agetns, acids, acid chlorides and acid anhydrides. 3,4-Dichloroaniline can decompose at low pH. Hydrochloric acid accelerates decomposition. Reacts at temperatures above 356°F in the presence of ferric chloride .

Fire Hazard

3,4-Dichloroaniline is combustible.

Metabolic pathway

The basidiomycete Filoboletus sp. TA9054 metabolizes 3,4-dichloroaniline and forms several condensation products on solid media and in liquid culture, and no oligomers are produced. Six metabolites are identified as 3,3'-4,4'- tetrachloroazobenzene, 4-(3,4-dichloroanilino)-3,3',4' - trichloroazobenzene, 4-[(3,4-dichloroanilino)-4-(3,4- dichloroanilino)]-3,3'4'-trichloroazobenzene, 2-(3,4- dichloroanilino)-N-(3,4-dichlorophenyl)-4- (chlorophenylene), 6-(3,4-dichloroanilino)-N-(3,4- dichlorophenyl)-4-(chlorophenylene), and 3,5-bis(3,4- dichloroanilino)-1,4-chlorobenzoquinone.

Purification Methods

Crystallise the aniline from MeOH. [Beilstein 12 IV 1257.]

Check Digit Verification of cas no

The CAS Registry Mumber 95-76-1 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 5 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 95-76:
(4*9)+(3*5)+(2*7)+(1*6)=71
71 % 10 = 1
So 95-76-1 is a valid CAS Registry Number.
InChI:InChI:1S/C6H5Cl2N/c7-5-2-1-4(9)3-6(5)8/h1-3H,9H2

95-76-1 Well-known Company Product Price

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  • Alfa Aesar

  • (A15199)  3,4-Dichloroaniline, 98%   

  • 95-76-1

  • 50g

  • 257.0CNY

  • Detail
  • Alfa Aesar

  • (A15199)  3,4-Dichloroaniline, 98%   

  • 95-76-1

  • 250g

  • 420.0CNY

  • Detail
  • Alfa Aesar

  • (A15199)  3,4-Dichloroaniline, 98%   

  • 95-76-1

  • 500g

  • 560.0CNY

  • Detail
  • Alfa Aesar

  • (A15199)  3,4-Dichloroaniline, 98%   

  • 95-76-1

  • 2500g

  • 1652.0CNY

  • Detail

95-76-1SDS

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 3,4-Dichloroaniline

1.2 Other means of identification

Product number -
Other names 3,4-DICHLORO ANILINE

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:95-76-1 SDS

95-76-1Synthetic route

3,4-dichloronitrobenzene
99-54-7

3,4-dichloronitrobenzene

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With hydrogen In ethanol; water at 25℃; under 760.051 Torr; for 3h; Autoclave;99.9%
With iron(III)-acetylacetonate; hydrazine hydrate In methanol at 150℃; Microwave irradiation; Green chemistry;99%
With iron(III)-acetylacetonate; hydrazine hydrate In methanol at 150℃; for 0.0333333h; Microwave irradiation; chemoselective reaction;99%
DCMU
330-54-1

DCMU

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With 3-azapentane-1,5-diamine at 140℃; for 24h; Sealed tube;96%
With Arthrobacter sp. N2 In various solvent(s) pH=6.6; Kinetics;
With phosphate buffer at 70℃; pH=7.2; Kinetics; Activation energy; Further Variations:; Reagents; pH-values; Temperatures; various reaction time;
With dihydrogen peroxide In water Irradiation;
(3,4-Dichloro-phenyl)-carbamic acid benzyl ester
70875-62-6

(3,4-Dichloro-phenyl)-carbamic acid benzyl ester

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate at 20℃; for 0.25h; chemoselective reaction;89%
3,3',4,4'-tetrachloroazobenzene
14047-09-7

3,3',4,4'-tetrachloroazobenzene

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With ethanol; iron; calcium chloride at 60℃; for 0.416667h;87%
With ammonium bromide; aluminium In methanol for 0.333333h; sonication;85%
3,4-dichlophenylboronic acid
151169-75-4

3,4-dichlophenylboronic acid

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With N-Bromosuccinimide; CYANAMID; bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 20℃; for 1h; chemoselective reaction;85%
With N-Bromosuccinimide; N-methoxylamine hydrochloride; bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 20℃;84%
N-(3,4-dichlorophenyl)acetamide
2150-93-8

N-(3,4-dichlorophenyl)acetamide

A

3,4-dichloro-N-ethylaniline
17847-40-4

3,4-dichloro-N-ethylaniline

B

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
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 75%
1-chloro-4-nitroso-benzene
932-98-9

1-chloro-4-nitroso-benzene

C11H13Cl2NO2
116278-64-9

C11H13Cl2NO2

A

3,3',4,4'-Tetrachloroazoxybenzene
21232-47-3, 125322-31-8

3,3',4,4'-Tetrachloroazoxybenzene

B

3,4,4'-Trichloroazoxybenzene
126614-96-8

3,4,4'-Trichloroazoxybenzene

C

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With diethylamine In methanol at 25℃;A 16.5%
B 74%
C 7%
(3,4-dichlorophenyl)zinc(II) iodide

(3,4-dichlorophenyl)zinc(II) iodide

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
Stage #1: (3,4-dichlorophenyl)zinc(II) iodide With CuCl*2LiCl In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;
Stage #2: With 3,3’-di-tert-butyl oxaziridine In tetrahydrofuran at -78℃; for 0.166667h; Inert atmosphere;
65%
C11H13Cl2NO2
116278-64-9

C11H13Cl2NO2

A

3,3',4,4'-Tetrachloroazoxybenzene
21232-47-3, 125322-31-8

3,3',4,4'-Tetrachloroazoxybenzene

B

3,4,4'-Trichloroazoxybenzene
126614-96-8

3,4,4'-Trichloroazoxybenzene

C

3',4',4-Trichloroazoxybenzene
126614-95-7

3',4',4-Trichloroazoxybenzene

D

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With diethylamine; N-(4-chlorophenyl)hydroxylamine In methanol at 25℃;A 6.8%
B 10.9%
C 7.7%
D 55%
3,4-dichloro-N-methylaniline
40750-59-2

3,4-dichloro-N-methylaniline

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With piperidine; dichloro(dimethylglyoxime)(dimethylglyoximato)cobalt(III); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate In acetonitrile at -78℃; for 40h; Sealed tube; Inert atmosphere; Irradiation;45%
4-bromo-1,2-dichlorobenzene
18282-59-2

4-bromo-1,2-dichlorobenzene

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With copper(I) oxide; ammonia; water
triethanolamine
102-71-6

triethanolamine

3,4-dichloronitrobenzene
99-54-7

3,4-dichloronitrobenzene

A

2-chloro-4-nitrophenol
619-08-9

2-chloro-4-nitrophenol

B

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

C

3,3',4,4'-tetrachloroazobenzene
14047-09-7

3,3',4,4'-tetrachloroazobenzene

3-Chloronitrobenzene
121-73-3

3-Chloronitrobenzene

A

3-chloro-aniline
108-42-9

3-chloro-aniline

B

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With hydrogenchloride; tin
3-Chloroacetanilide
588-07-8

3-Chloroacetanilide

A

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

B

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With acetic acid Durch Chlorieren und Destillation des Reaktionsproduktes mit Natronlauge;
With acetic acid Durch Chlorieren;
6-amino-2,3-dichlorobenzoic acid
20776-60-7

6-amino-2,3-dichlorobenzoic acid

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
beim Erhitzen ueber den Schmelzpunkt;
N-chloro-m-chloroacetanilide
29551-86-8

N-chloro-m-chloroacetanilide

A

2,5 dichloroaniline
95-82-9

2,5 dichloroaniline

B

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With acetic acid Verseifen des Reaktionsproduktes;
With acetic acid und Verseifung des Reaktionsproduktes;
1,2-dichloro-3-iodo-5-nitro-benzene
861547-81-1

1,2-dichloro-3-iodo-5-nitro-benzene

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With ammonium sulfide; ethanol
3,4-dichloronitrobenzene
99-54-7

3,4-dichloronitrobenzene

2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

A

2-chloro-4-nitrophenol
619-08-9

2-chloro-4-nitrophenol

B

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

C

3,3',4,4'-tetrachloroazobenzene
14047-09-7

3,3',4,4'-tetrachloroazobenzene

1,2,4-Trichlorobenzene
120-82-1

1,2,4-Trichlorobenzene

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With lithium amide; ammonia at -50℃;
With ammonia; sodium amide at -50℃;
3,4-dichloronitrobenzene
99-54-7

3,4-dichloronitrobenzene

sodium n-propoxide
6819-41-6

sodium n-propoxide

benzene
71-43-2

benzene

A

3,3',4,4'-Tetrachloroazoxybenzene
21232-47-3, 125322-31-8

3,3',4,4'-Tetrachloroazoxybenzene

B

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

3,4-dichloronitrobenzene
99-54-7

3,4-dichloronitrobenzene

sodium ethanolate
141-52-6

sodium ethanolate

benzene
71-43-2

benzene

A

3,3',4,4'-Tetrachloroazoxybenzene
21232-47-3, 125322-31-8

3,3',4,4'-Tetrachloroazoxybenzene

B

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

N-3,4-dichlorophenylalanine
22212-57-3

N-3,4-dichlorophenylalanine

A

carbon dioxide
124-38-9

carbon dioxide

B

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

C

1,4--2,5-dimethyl-3,6-diketopiperazine
63349-35-9

1,4--2,5-dimethyl-3,6-diketopiperazine

Conditions
ConditionsYield
at 120℃; for 8h; Product distribution; sealed ampul; different reaction times and temperature;
1,3-bis(3,4-dichlorophenyl)urea
4300-43-0

1,3-bis(3,4-dichlorophenyl)urea

A

phenyl isocyanate
103-71-9

phenyl isocyanate

B

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
at 150 - 220℃; Thermodynamic data; ΔH; heat of dissociation;
3,4,4'-trichlorocarbanilide
101-20-2

3,4,4'-trichlorocarbanilide

A

4-chloro-aniline
106-47-8

4-chloro-aniline

B

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 83℃; for 24h; Irradiation; further reagents, further conditions;
C11H13Cl2NO2
116278-64-9

C11H13Cl2NO2

A

3,3',4,4'-Tetrachloroazoxybenzene
21232-47-3, 125322-31-8

3,3',4,4'-Tetrachloroazoxybenzene

B

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

C

3,3',4,4'-tetrachloroazobenzene
14047-09-7

3,3',4,4'-tetrachloroazobenzene

Conditions
ConditionsYield
With diethylamine In methanol at 25℃; for 48h; Product distribution; Rate constant; Mechanism; other reagent: NEt3;
C11H13Cl2NO2
116278-64-9

C11H13Cl2NO2

A

3,3',4,4'-Tetrachloroazoxybenzene
21232-47-3, 125322-31-8

3,3',4,4'-Tetrachloroazoxybenzene

B

N-(3,4-dichlorophenyl)-hydroxylamine
33175-34-7

N-(3,4-dichlorophenyl)-hydroxylamine

C

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

D

3,3',4,4'-tetrachloroazobenzene
14047-09-7

3,3',4,4'-tetrachloroazobenzene

Conditions
ConditionsYield
With diethylamine In methanol at 25℃; Yields of byproduct given;
n-propyl-3,4-dichlorophenyltriazene
85013-25-8

n-propyl-3,4-dichlorophenyltriazene

A

Propane-1-diazonium
103322-03-8

Propane-1-diazonium

B

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With potassium chloride; tris hydrochloride In acetonitrile at 25℃; different pH-s, other reagents;
β-D-galactopyranosylmethyl 3,4-dichlorophenyltriazene
85011-64-9

β-D-galactopyranosylmethyl 3,4-dichlorophenyltriazene

A

2,6-anhydro-L-glycero-L-galacto-heptitol
13964-15-3

2,6-anhydro-L-glycero-L-galacto-heptitol

B

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With Mg(2+)-free lacZ-β-galactosidase; sodium EDTA buffer at 25℃; Rate constant;
(3,4-Dichloranilino)phenyl-acetonitril
71144-20-2

(3,4-Dichloranilino)phenyl-acetonitril

A

hydrogen cyanide
74-90-8

hydrogen cyanide

B

benzaldehyde
100-52-7

benzaldehyde

C

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With sodium hydroxide In methanol for 1h; Product distribution; Heating; further reagents: 1.) H2O/MeOH, reflux, 2.) 0.1 mol/l H2SO4 in MeOH, reflux, 3.) pepsin reagent solution, 37 deg C, 4.) pancreatin-NaHCO3 reagent solution, 37 deg C;
With water In methanol at 20℃; Rate constant; Kinetics; Thermodynamic data; other temperatures: 40 deg C, 60 deg C;
chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

C18H14Cl2NP

C18H14Cl2NP

Conditions
ConditionsYield
100%
m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

3-chloro-aniline
108-42-9

3-chloro-aniline

Conditions
ConditionsYield
100%
methyl vinyl ketone
78-94-4

methyl vinyl ketone

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

C14H17Cl2NO2
1148152-34-4

C14H17Cl2NO2

Conditions
ConditionsYield
With silica-supported aluminum chloride at 60℃; for 8h; Michael addition; Neat (no solvent);100%
3-aminobutyric acid
2835-82-7

3-aminobutyric acid

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

3-(3,4-dichloroanilino) butyric acid
34129-52-7

3-(3,4-dichloroanilino) butyric acid

Conditions
ConditionsYield
With potassium phosphate; copper(I) bromide In N,N-dimethyl-formamide at 40 - 50℃; Ullmann Condensation;100%
hexakis[(4-formyl-2-methoxy)phenoxy]cyclotriphosphazene
1146953-82-3

hexakis[(4-formyl-2-methoxy)phenoxy]cyclotriphosphazene

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

hexa[2-methoxy-4-(3,4-bischloropheyliminomethyl)phenoxy]cyclotriphosphazene

hexa[2-methoxy-4-(3,4-bischloropheyliminomethyl)phenoxy]cyclotriphosphazene

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 24h;100%
m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

N-(3,4-dichlorophenyl)-4-nitrobenzenesulfonamide
330221-06-2

N-(3,4-dichlorophenyl)-4-nitrobenzenesulfonamide

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; Inert atmosphere;99.6%
With pyridine In dichloromethane at 20℃; Inert atmosphere;99.6%
With sodium hydroxide
chloroacetyl chloride
79-04-9

chloroacetyl chloride

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

2-chloro-N-(3,4-dichlorophenyl)acetamide
20149-84-2

2-chloro-N-(3,4-dichlorophenyl)acetamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;99%
With sodium hydrogencarbonate In 1,4-dioxane for 0.5h;98%
With sodium hydroxide In benzene for 1h;89%
formic acid
64-18-6

formic acid

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

N-(3,4-dichlorophenyl)formamide
5470-15-5

N-(3,4-dichlorophenyl)formamide

Conditions
ConditionsYield
at 90℃; for 1h;99%
for 0.5h; Heating;98%
With mesoporous silica SBA-15 functionalized with acidic [HNMP]ZnCl3 based deep eutectic solvent In neat (no solvent) at 20℃;98%
acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

methyl 2-bromo-3-(3,4-dichlorophenyl)propanoate
115706-16-6

methyl 2-bromo-3-(3,4-dichlorophenyl)propanoate

Conditions
ConditionsYield
With hydrogen bromide; copper(I) bromide; sodium nitrite In acetone 1.) -5 deg C, 0.5 h, 2.) 25 deg C, 0.5 h;99%
Stage #1: m,p-dichloroaniline With hydrogen bromide; sodium nitrite In water; acetone at -5℃; for 0.5h;
Stage #2: acrylic acid methyl ester With copper(I) bromide In water; acetone at -5 - 20℃; for 0.5h;
14.2 g
methylphosphinyl chloride
78089-65-3

methylphosphinyl chloride

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

N-(3,4-Dichlorophenyl)-P-(α-chloro-2-tolyl)-P-methylphosphinamide
78089-69-7

N-(3,4-Dichlorophenyl)-P-(α-chloro-2-tolyl)-P-methylphosphinamide

Conditions
ConditionsYield
In diethyl ether99%
m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

1,3-bis-(3,4-dichloro-phenyl)-triazene
14581-48-7

1,3-bis-(3,4-dichloro-phenyl)-triazene

Conditions
ConditionsYield
With SHNC In water for 16h; Ambient temperature;99%
benzyl chloroformate
501-53-1

benzyl chloroformate

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

(3,4-Dichloro-phenyl)-carbamic acid benzyl ester
70875-62-6

(3,4-Dichloro-phenyl)-carbamic acid benzyl ester

Conditions
ConditionsYield
With sodium hydrogencarbonate In water at 0 - 20℃; for 16h;99%
(6S)-4-methoxy-6-[(2,2,2-trifluoroacetyl)amino]-5,6,7,8-tetrahydronaphthalene-1-sulfonyl chloride
916222-26-9

(6S)-4-methoxy-6-[(2,2,2-trifluoroacetyl)amino]-5,6,7,8-tetrahydronaphthalene-1-sulfonyl chloride

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

(6S)-6-amino-N-(3,4-dichlorophenyl)-4-methoxy-5,6,7,8-tetrahydronaphthalene-1-sulfonamide

(6S)-6-amino-N-(3,4-dichlorophenyl)-4-methoxy-5,6,7,8-tetrahydronaphthalene-1-sulfonamide

Conditions
ConditionsYield
Stage #1: (6S)-4-methoxy-6-[(2,2,2-trifluoroacetyl)amino]-5,6,7,8-tetrahydronaphthalene-1-sulfonyl chloride; m,p-dichloroaniline With pyridine In tetrahydrofuran; dichloromethane for 2h;
Stage #2: With sodium hydroxide In tetrahydrofuran; dichloromethane; water for 10h;
Stage #3: With ammonium chloride In tetrahydrofuran; dichloromethane; water pH=~ 9;
99%
2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

2-bromo-N-(3,4-dichloro-phenyl)-acetamide
22303-31-7

2-bromo-N-(3,4-dichloro-phenyl)-acetamide

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃;99%
With triethylamine In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;75%
With triethylamine In dichloromethane at 20℃; for 3h;
4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

N-(3,4-dichlorophenyl)-4-methylbenzamide
86886-82-0

N-(3,4-dichlorophenyl)-4-methylbenzamide

Conditions
ConditionsYield
With pyridine Reflux;99%
glycolamide
598-42-5

glycolamide

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

6-amino-2H-1,4-benzoxazin-3(4H)-one
89976-75-0

6-amino-2H-1,4-benzoxazin-3(4H)-one

Conditions
ConditionsYield
With copper acetylacetonate; sodium hydroxide; N,N`-dimethylethylenediamine In dichloromethane; N,N-dimethyl-formamide at 50℃; for 5h; Reagent/catalyst;98.1%
potassium cyanide
151-50-8

potassium cyanide

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

(3,4-Dichloro-phenylamino)-(4-hydroxy-phenyl)-acetonitrile
88486-10-6

(3,4-Dichloro-phenylamino)-(4-hydroxy-phenyl)-acetonitrile

Conditions
ConditionsYield
With acetic acid In water Heating;98%
acetic anhydride
108-24-7

acetic anhydride

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

N-(3,4-dichlorophenyl)acetamide
2150-93-8

N-(3,4-dichlorophenyl)acetamide

Conditions
ConditionsYield
for 0.00277778h; Green chemistry;98%
Ethoxycarbonyl isothiocyanate
16182-04-0

Ethoxycarbonyl isothiocyanate

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

ethyl 3-(3,4-dichlorophenyl)thioureidocarboxylate

ethyl 3-(3,4-dichlorophenyl)thioureidocarboxylate

Conditions
ConditionsYield
In acetone at 20 - 40℃; for 12.33h;98%
4-Methoxycarbonylbenzoyl chloride
7377-26-6

4-Methoxycarbonylbenzoyl chloride

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

N-(3,4-Dichloro-phenyl)-terephthalamic acid methyl ester
10278-42-9

N-(3,4-Dichloro-phenyl)-terephthalamic acid methyl ester

Conditions
ConditionsYield
With sodium hydrogencarbonate; triethylamine In tetrahydrofuran at 10 - 40℃; Cooling with ice; Inert atmosphere;97.5%
With sodium hydrogencarbonate; triethylamine In tetrahydrofuran at 10 - 40℃; Inert atmosphere;97.5%
With sodium hydrogencarbonate; triethylamine In tetrahydrofuran at 10 - 40℃; Cooling with ice; Inert atmosphere;23.87 g
methyl chloroformate
79-22-1

methyl chloroformate

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

methyl N-(3,4-dichlorophenyl)carbamate
1918-18-9

methyl N-(3,4-dichlorophenyl)carbamate

Conditions
ConditionsYield
With N,N-dimethyl acetamide at 5 - 20℃; for 0.75h;97%
With pyridine In ethyl acetate at 20℃; for 2h;88%
maleic anhydride
108-31-6

maleic anhydride

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

N-(3,4-dichloro-phenyl)-maleamic acid
21395-61-9

N-(3,4-dichloro-phenyl)-maleamic acid

Conditions
ConditionsYield
In chloroform for 7h;97%
In diethyl ether at 20℃; for 16.0833h;87%
In chloroform at 20℃;
ethyl bromoacetate
105-36-2

ethyl bromoacetate

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

ethyl 2-((3,4-dichlorophenyl)amino)acetate
14108-81-7

ethyl 2-((3,4-dichlorophenyl)amino)acetate

Conditions
ConditionsYield
Stage #1: ethyl bromoacetate; m,p-dichloroaniline With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 20 - 90℃; for 19h;
Stage #2: With sodium carbonate In 1-methyl-pyrrolidin-2-one; water at 20℃; for 0.166667h;
97%
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 90℃;97%
With 1-methyl-pyrrolidin-2-one; N-ethyl-N,N-diisopropylamine at 90℃; for 12h;74%
With potassium carbonate Reflux;
methyl 2-diazo-2-(2-ethynylphenyl)acetate
1011458-25-5

methyl 2-diazo-2-(2-ethynylphenyl)acetate

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

methyl 2-(3,4-dichlorophenyl)-3-methyl-2H-isoindole-1-carboxylate
1000774-83-3

methyl 2-(3,4-dichlorophenyl)-3-methyl-2H-isoindole-1-carboxylate

Conditions
ConditionsYield
With tetrakis(actonitrile)copper(I) hexafluorophosphate In dichloromethane at 20℃; for 0.166667h;97%
4-chloro-2-(isopropylamino)-6-phenylpyrimidine
1262287-07-9

4-chloro-2-(isopropylamino)-6-phenylpyrimidine

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

4-(3,4-dichlorophenylamino)-2-(isopropylamino)-6-phenylpyrimidine hydrochloride

4-(3,4-dichlorophenylamino)-2-(isopropylamino)-6-phenylpyrimidine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water; isopropyl alcohol at 100℃;97%
9-chloro-3,4-dimethylacridine
6514-58-5

9-chloro-3,4-dimethylacridine

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

C21H16Cl2N2
930804-91-4

C21H16Cl2N2

Conditions
ConditionsYield
In ethanol for 0.5h;97%
In ethanol at 20℃;
[Rh(2-(CH2-PtBu2)-6-(CH2-NEt2)C5H2N)N2]
1377604-94-8

[Rh(2-(CH2-PtBu2)-6-(CH2-NEt2)C5H2N)N2]

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

[Rh(2-(CH2-PtBu2)-6-(CH2-NEt2)C5H3N)(Cl)]

[Rh(2-(CH2-PtBu2)-6-(CH2-NEt2)C5H3N)(Cl)]

[Rh(2-(CH2-PtBu2)-6-(CH2-NEt2)C5H3N)(m-Cl-p-Cl-NHC6H3)]
1377605-00-9

[Rh(2-(CH2-PtBu2)-6-(CH2-NEt2)C5H3N)(m-Cl-p-Cl-NHC6H3)]

Conditions
ConditionsYield
(under N2, Schlenk); Rh-complex placed in NMR tube, benzene-d6 or THF soln. of m,p-dichloroaniline added, heated at 60°C for 3 h; elem. anal.;A n/a
B 97%
formaldehyd
50-00-0

formaldehyd

dimedone
126-81-8

dimedone

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

15-(3,4-dichlorophenyl)-3,3,11,11-tetramethyl-15-azadispiro[5.1.5.3]hexadecane-1,5,9,13-tetrone

15-(3,4-dichlorophenyl)-3,3,11,11-tetramethyl-15-azadispiro[5.1.5.3]hexadecane-1,5,9,13-tetrone

Conditions
ConditionsYield
With acetic acid at 25 - 30℃; for 6h; Green chemistry;97%
With nano-CuFe2O4-chitosan In ethanol at 20℃; for 2h; Green chemistry;85%
formaldehyd
50-00-0

formaldehyd

Sesamol
533-31-3

Sesamol

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

7-(3,4-dichlorophenyl)-7,8-dihydro-6H-[1,3]dioxolo[4',5':4,5]benzo[1,2-e][1,3]oxazine

7-(3,4-dichlorophenyl)-7,8-dihydro-6H-[1,3]dioxolo[4',5':4,5]benzo[1,2-e][1,3]oxazine

Conditions
ConditionsYield
With reduced graphene oxide In water at 80℃; for 0.0833333h; Green chemistry;97%
In acetic acid at 70℃; for 0.333333h;91%

95-76-1Relevant articles and documents

Lanthanum ion doped nano TiO2 encapsulated in zeozyme and impregnated in a polystyrene film as a photocatalyst for the degradation of diuron in an aquatic ecosystem

Saranya,Sathiyanarayanan,Maheswari

, p. 110970 - 110975 (2016)

The occurrence of chlorinated herbicide diuron in water bodies is considered serious pollution and a major health hazard to flora, fauna and mankind. In the present investigation, we studied the photocatalytic degradation of diuron in an aquatic ecosystem using lanthanum ion doped nano TiO2 (Lnp) encapsulated in NaY zeolite pores (1 : 10) and impregnated in polystyrene film (ZLT). The hydrophobic nature of the polystyrene support resulted in an efficient and highly recoverable heterogeneous system. Catalyst characterization was carried out by FT-IR, XRD, DRS-UV, fluorescence, BET, SEM-EDAX and XPS. BET results revealed the successful loading of lanthanum ion doped TiO2 (Lnp) inside the NaY zeolite pores via a decrease in surface area for the zeolite encapsulated Lnp (ZLnp) as compared to NaY zeolite alone. DRS UV supported the impregnation of ZLnp in the polystyrene films; the bathochromic shift (Δλ) was 4 nm and the hypochromic shift decreased in intensity 10 fold. The photocatalytic reaction was carried out at a concentration of 20 mg L-1 of diuron, with 0.01 M H2O2 and a catalytic amount of 500 mg L-1 ZLT under unstirred conditions. Degradation of diuron by ZLT reached 40% after 2 hours. Noteworthy features are the good results under optimized conditions and that the same film models were used successfully in the presence of zebra fish (Danio rerio). The present investigation also demonstrated successful re-use of the photocatalytic film six times without any appreciable loss in catalytic activity. From the abovementioned results, it was proven that ZLT is an efficient and ecofriendly catalyst.

Kinetics of the chemical degradation of diuron.

Salvestrini, Stefano,Di Cerbo, Paola,Capasso, Sante

, p. 69 - 73 (2002)

The influence of pH and buffer concentration on the chemical degradation of diuron in water has been analysed over a wide temperature range. The process irreversibly gives 3,4-dichloroaniline as the only product containing the phenyl ring. H+, OH- and phosphate buffer are efficient catalysts of the reaction. The rate constant first increases rapidly at low buffer concentrations and then gradually levels off at higher ones. At 40 degrees C and high phosphate concentration (>0.01 M), or in the extreme pH regions, the half-life is approximately 4 months and the activation energy is 127 +/- 2 kJmol(-1).

Indirect reduction of CO2and recycling of polymers by manganese-catalyzed transfer hydrogenation of amides, carbamates, urea derivatives, and polyurethanes

Liu, Xin,Werner, Thomas

, p. 10590 - 10597 (2021/08/20)

The reduction of polar bonds, in particular carbonyl groups, is of fundamental importance in organic chemistry and biology. Herein, we report a manganese pincer complex as a versatile catalyst for the transfer hydrogenation of amides, carbamates, urea derivatives, and even polyurethanes leading to the corresponding alcohols, amines, and methanol as products. Since these compound classes can be prepared using CO2as a C1 building block the reported reaction represents an approach to the indirect reduction of CO2. Notably, these are the first examples on the reduction of carbamates and urea derivatives as well as on the C-N bond cleavage in amides by transfer hydrogenation. The general applicability of this methodology is highlighted by the successful reduction of 12 urea derivatives, 26 carbamates and 11 amides. The corresponding amines, alcohols and methanol were obtained in good to excellent yields up to 97%. Furthermore, polyurethanes were successfully converted which represents a viable strategy towards a circular economy. Based on control experiments and the observed intermediates a feasible mechanism is proposed.

Synthesis of CoFe2O4@Pd/Activated carbon nanocomposite as a recoverable catalyst for the reduction of nitroarenes in water

Hamadi, Hosein,Kazeminezhad, Iraj,Mohammadian, Sara

, (2021/07/06)

Efficient reduction of nitro compounds into amines is an important industrial transformation. So, it is a great deal to design new catalysts for efficient reduction of the nitro compounds especially in water. In this work, a new magnetic Pd/activated carbon nanocomposite (CoFe2O4@Pd/AC) was synthesized via metal-impregnation-pyrolysis method. The CoFe2O4@Pd/AC was fully characterized by FT-IR, PXRD, FESEM, TEM, VSM, EDX-mapping and BET techniques. The results showed that CoFe2O4@Pd/AC is a highly reactive and easily recoverable magnetic catalyst for the reduction of the nitro compounds by using NaBH4 in water. For instance, aniline was obtained in high yield (99%) after 75 ?min at 25 ?C by using just 6 ?mg of the catalyst. In addition, CoFe2O4@Pd/AC was recovered by a simple magnetic decantation and it exhibits stable activity and remains intact during the catalytic process with no significant loss in activity (8 cycles).

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