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576-24-9 Usage

Chemical Properties

2,3-dichlorophenol appears as light brown crystalline solid. Soluble in ether, chloroform and hot ethanol, insoluble in water and benzene.

Uses

2,3-Dichlorophenol is a chemical reagent used in the synthesis of a small molecule IL-2 inhibitor.

Preparation

2,3-Dichlorophenol is obtained from 1,2,3-trichlorobenzene by sulfonation to salt and high pressure hydrolysis to 3,4-dichloro-2-hydroxybenzenesulfonic acid, then hydrolyzed by sulfuric acid to remove the sulfonic acid group.

General Description

Brown crystals (from ligroin, benzene). Taste threshold concentration 0.00004 mg/L. Odor threshold concentration 0.03 mg/L.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

2,3-Dichlorophenol is incompatible with acid chlorides, acid anhydrides and oxidizing agents.

Fire Hazard

Flash point data for 2,3-Dichlorophenol are not available. 2,3-Dichlorophenol is probably combustible.

Purification Methods

Crystallise it from ether. [Beilstein 6 IV 883.]

Check Digit Verification of cas no

The CAS Registry Mumber 576-24-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,7 and 6 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 576-24:
(5*5)+(4*7)+(3*6)+(2*2)+(1*4)=79
79 % 10 = 9
So 576-24-9 is a valid CAS Registry Number.
InChI:InChI=1/C6H4Cl2O/c7-4-2-1-3-5(9)6(4)8/h1-3,9H

576-24-9 Well-known Company Product Price

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  • Alfa Aesar

  • (B22943)  2,3-Dichlorophenol, 98+%   

  • 576-24-9

  • 25g

  • 305.0CNY

  • Detail
  • Alfa Aesar

  • (B22943)  2,3-Dichlorophenol, 98+%   

  • 576-24-9

  • 100g

  • 877.0CNY

  • Detail
  • Alfa Aesar

  • (B22943)  2,3-Dichlorophenol, 98+%   

  • 576-24-9

  • 500g

  • 3054.0CNY

  • Detail
  • Supelco

  • (442291-U)  2,3-Dichlorophenol  analytical standard

  • 576-24-9

  • 442291-U

  • 264.42CNY

  • Detail

576-24-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,3-Dichlorophenol

1.2 Other means of identification

Product number -
Other names Phenol, 2,3-dichloro-

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:576-24-9 SDS

576-24-9Synthetic route

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

1,2-dichloro-benzene

A

3,4-dichlorophenol
95-77-2

3,4-dichlorophenol

B

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Conditions
ConditionsYield
With wild-type cytochrome P450cam In ethanol at 30℃; for 0.0333333h; pH=7.4; Enzyme kinetics; Further Variations:; Reagents; Oxidation;A 10%
B 90%
With oxygen; titanium(IV) oxide In perchloric acid at 23℃; for 0.25h; pH=1; Kinetics; Further Variations:; Catalysts; reaction time; UV-irradiation;
With (difluoroboryl)dimethylglyoximatocobalt(II) bis(acetonitrile); water; 3-cyano-1-methylquinolinium perchlorate In acetonitrile at 20℃; for 5h; Inert atmosphere; Irradiation;
Stage #1: 1,2-dichloro-benzene With formic acid; CoO40W12(5-)*16H2O*5K(1+); lithium formate at 25℃; for 3h; Electrochemical reaction;
Stage #2: With perchloric acid In diethyl ether; water at 20℃; for 0.166667h; Reagent/catalyst;
2,3-dichlorobenzeneboronic acid
151169-74-3

2,3-dichlorobenzeneboronic acid

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Conditions
ConditionsYield
With 10-methylacridine-3(10H)-one; oxygen; N-ethyl-N,N-diisopropylamine In water at 20℃; for 42h; Irradiation; Green chemistry;88%
2,3-dichloroanisole
1984-59-4

2,3-dichloroanisole

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Conditions
ConditionsYield
With sodium methylate In N,N,N,N,N,N-hexamethylphosphoric triamide at 120℃;50%
3-monochlorophenol
108-43-0

3-monochlorophenol

A

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

B

3,4-dichlorophenol
95-77-2

3,4-dichlorophenol

C

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

D

1,7-dichlorodibenzofuran

1,7-dichlorodibenzofuran

Conditions
ConditionsYield
With oxygen; silica gel; copper dichloride at 350℃; Formation of xenobiotics; Further byproducts.;A 0.227%
B 0.027%
C 0.051%
D 0.115%
With oxygen; silica gel; copper dichloride at 375℃; Formation of xenobiotics; Further byproducts.;A 0.139%
B 0.019%
C 0.032%
D 0.2629%
3-monochlorophenol
108-43-0

3-monochlorophenol

A

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

B

3,4-dichlorophenol
95-77-2

3,4-dichlorophenol

C

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

D

2,4,5-trichlorophenol
95-95-4

2,4,5-trichlorophenol

Conditions
ConditionsYield
With oxygen; silica gel; copper dichloride at 300℃; Product distribution; Further Variations:; Temperatures;A 0.262%
B 0.044%
C 0.061%
D 0.021%
2-amino-3-chlorophenol
56962-00-6

2-amino-3-chlorophenol

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Conditions
ConditionsYield
With hydrogenchloride Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuCl2 und konz. wss. HCl;
2-chloro-3-aminophenol
56962-01-7

2-chloro-3-aminophenol

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Conditions
ConditionsYield
With hydrogenchloride Diazotization.Behandlung der Diazoniumsalz-Loesung mit Kupfer-Pulver und wss. HCl;
methanol
67-56-1

methanol

sodium methylate
124-41-4

sodium methylate

1,2,3-trichlorobenzene
87-61-6

1,2,3-trichlorobenzene

A

2,6-Dichlorophenol
87-65-0

2,6-Dichlorophenol

B

2,3-dichloroanisole
1984-59-4

2,3-dichloroanisole

C

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Conditions
ConditionsYield
at 180℃; im Rohr;
1,2,3-trichlorobenzene
87-61-6

1,2,3-trichlorobenzene

A

2,6-Dichlorophenol
87-65-0

2,6-Dichlorophenol

B

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Conditions
ConditionsYield
With methanol; sodium methylate at 180℃;
3-monochlorophenol
108-43-0

3-monochlorophenol

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Conditions
ConditionsYield
With N-chloro-3-methyl-2,6-diphenylpiperidin-4-one; hydrogen cation In ethanol; water at 30℃; Product distribution; Thermodynamic data; ΔH(excit.), ΔS(excit.);
With N-chloro-3-methyl-2,6-diphenylpiperidin-4-one; hydrogen cation In ethanol; water at 30℃;
5,6-Dichlorcyclohexan-3,5-dien-1,2-diol
79435-99-7

5,6-Dichlorcyclohexan-3,5-dien-1,2-diol

A

3,5-dichlorophenol
591-35-5

3,5-dichlorophenol

B

3,4-dichlorophenol
95-77-2

3,4-dichlorophenol

C

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Conditions
ConditionsYield
With hydrogenchloride at 23℃; for 24h; different reagent;
1,2-dichloro-benzene
95-50-1

1,2-dichloro-benzene

A

2,6-Dichlorophenol
87-65-0

2,6-Dichlorophenol

B

3,4-dichlorophenol
95-77-2

3,4-dichlorophenol

C

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Conditions
ConditionsYield
With Pseudomonas putida 50802 at 30℃; for 100h; Mechanism; different reagents;
5.6-dichloro-phenol-disulfonic acid-(2.4)

5.6-dichloro-phenol-disulfonic acid-(2.4)

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Conditions
ConditionsYield
With sulfuric acid Durchleiten von Wasserdampf;
diazotized 2.3-dichloro-aniline

diazotized 2.3-dichloro-aniline

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Conditions
ConditionsYield
With sulfuric acid
hydrogenchloride
7647-01-0

hydrogenchloride

2-chloro-3-nitrophenol
603-84-9

2-chloro-3-nitrophenol

iron

iron

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Conditions
ConditionsYield
Diazotierung des gebildeten Amins und Behandlung der Diazoniumsalz-Loesung mit Kupfer-Pulver und wss. HCl;
1H-imidazole
288-32-4

1H-imidazole

2,3-dichlorophenyl acetate
61925-85-7

2,3-dichlorophenyl acetate

A

N-Acetylimidazole
2466-76-4

N-Acetylimidazole

B

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Conditions
ConditionsYield
With sodium dodecyl-sulfate In water; acetonitrile at 25℃; pH=8.92; Kinetics; Acetylation;
3-monochlorophenol
108-43-0

3-monochlorophenol

A

2,5-dichlorophenol
583-78-8

2,5-dichlorophenol

B

3,4-dichlorophenol
95-77-2

3,4-dichlorophenol

C

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Conditions
ConditionsYield
With sodium hydroxide; sodium hypochlorite; sodium nitrate at 24.85℃; Kinetics;
With sodium hydroxide; tert-butylhypochlorite; sodium chloride at 24.85℃; Kinetics; Further Variations:; pH-values; conc.;
With 1,3-dichloro-5,5-dimethylhydantoin; diisopropylamine hydrochloride In toluene at 0℃; for 4h; Darkness; Overall yield = 59 %; regioselective reaction;
2,3,5,6-tetrachlorophenol
935-95-5

2,3,5,6-tetrachlorophenol

A

2,6-Dichlorophenol
87-65-0

2,6-Dichlorophenol

B

2,3,6-trichlorophenol
933-75-5

2,3,6-trichlorophenol

C

2-monochlorophenol
95-57-8

2-monochlorophenol

D

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Conditions
ConditionsYield
With tetraethylammonium bromide In methanol Electrolysis; Further byproducts given. Title compound not separated from byproducts;
sewage sludge

sewage sludge

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Conditions
ConditionsYield
With hydrogenchloride; air; sewage sludge ash at 400℃; Formation of xenobiotics;
2,3-dichlorophenyl acetate
61925-85-7

2,3-dichlorophenyl acetate

A

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

B

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
With potassium chloride; water at 25℃; pH=12.7; Kinetics;
Pentachlorophenol
87-86-5

Pentachlorophenol

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tetraethylmmonium bromide / methanol / Electrolysis
2: tetraethylmmonium bromide / methanol / Electrolysis
View Scheme
N-benzyl-N-ethylaniline
92-59-1

N-benzyl-N-ethylaniline

2,3-dichlorophenyl picolinate
1527472-72-5

2,3-dichlorophenyl picolinate

A

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

B

N-ethyl-N-phenylpicolinamide
1199382-83-6

N-ethyl-N-phenylpicolinamide

C

N-benzyl-N-phenylpicolinamide

N-benzyl-N-phenylpicolinamide

D

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
In chlorobenzene at 115℃; for 24h; Green chemistry;
2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

2,3-dichlorophenyl methoxymethyl ether
118166-34-0

2,3-dichlorophenyl methoxymethyl ether

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 50 - 60℃; for 0.666667h;100%
2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

2-methylbenzoic acid 2-pyridinyl ester
73686-46-1

2-methylbenzoic acid 2-pyridinyl ester

C14H10Cl2O2

C14H10Cl2O2

Conditions
ConditionsYield
With potassium carbonate In 1,4-dioxane at 60℃; for 48h; Green chemistry;100%
2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

dimethyl sulfate
77-78-1

dimethyl sulfate

2,3-dichloroanisole
1984-59-4

2,3-dichloroanisole

Conditions
ConditionsYield
Stage #1: 2,3-dichlorophenol With potassium carbonate In acetone for 0.5h;
Stage #2: dimethyl sulfate In acetone at 60℃; for 3h;
99.1%
Stage #1: 2,3-dichlorophenol With potassium hydroxide In toluene for 0.5h;
Stage #2: dimethyl sulfate In toluene at 100℃; for 5h;
Stage #3: With potassium hydroxide In toluene for 1h; Reflux;
96.6%
With alkali
2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

A

3-monochlorophenol
108-43-0

3-monochlorophenol

B

phenol
108-95-2

phenol

Conditions
ConditionsYield
With 9,10-dihydroanthracene; water at 356.85℃; for 3h; Kinetics;A 99%
B 0.3%
2-methyl-3-bromo-1-propene
1458-98-6

2-methyl-3-bromo-1-propene

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

1,2-dichloro-3-(2-methylallyloxy)benzene

1,2-dichloro-3-(2-methylallyloxy)benzene

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 25℃; for 18h;99%
2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

4,5-dichloro-2-nitroaniline
6641-64-1

4,5-dichloro-2-nitroaniline

4-chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline

4-chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline

Conditions
ConditionsYield
With potassium methanolate In N,N-dimethyl-formamide at 155℃; for 0.5h; Temperature; Reagent/catalyst; Microwave irradiation;98.5%
2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

ethyl bromoacetate
105-36-2

ethyl bromoacetate

(dichloro-2,3 phenoxy)acetate d'ethyle
37536-92-8

(dichloro-2,3 phenoxy)acetate d'ethyle

Conditions
ConditionsYield
With potassium carbonate In acetone at 50℃; for 3h;98%
With sodium ethanolate In ethanol for 2.5h; Heating;86%
Stage #1: 2,3-dichlorophenol With water; potassium carbonate for 0.2h; Metallation; Irradiation;
Stage #2: ethyl bromoacetate In benzene at 50℃; for 0.25h; Substitution; Irradiation;
82%
1-bromo-octane
111-83-1

1-bromo-octane

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

1,2-Dichloro-3-octyloxybenzene

1,2-Dichloro-3-octyloxybenzene

Conditions
ConditionsYield
With potassium carbonate In butanone for 24h; Heating;98%
2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

Carbonic acid 2,3-dichloro-phenyl ester ethyl ester
207238-21-9

Carbonic acid 2,3-dichloro-phenyl ester ethyl ester

Conditions
ConditionsYield
With sodium hydroxide In water for 1.5h; Ambient temperature;98%
2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

(2s)-(+)-glycidyl 3-nitrobenzenesulfonate
115314-14-2

(2s)-(+)-glycidyl 3-nitrobenzenesulfonate

(2S)-2-([(2,3-dichlorophenyl)oxy]methyl)oxirane
134598-06-4

(2S)-2-([(2,3-dichlorophenyl)oxy]methyl)oxirane

Conditions
ConditionsYield
Stage #1: 2,3-dichlorophenol With potassium carbonate In acetone for 0.5h; Reflux;
Stage #2: (2s)-(+)-glycidyl 3-nitrobenzenesulfonate Cooling; Reflux;
96%
2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

ethyl iodide
75-03-6

ethyl iodide

1,2-dichloro-3-ethoxybenzene
92514-07-3

1,2-dichloro-3-ethoxybenzene

Conditions
ConditionsYield
With potassium carbonate In acetone for 7h; Heating;95%
2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

4-Fluoronitrobenzene
350-46-9

4-Fluoronitrobenzene

1,2-dichloro-3-(4-nitrophenoxy)benzene
82239-20-1

1,2-dichloro-3-(4-nitrophenoxy)benzene

Conditions
ConditionsYield
With potassium carbonate In water; N,N-dimethyl-formamide at 110℃; for 5h;95%
iodobenzene
591-50-4

iodobenzene

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

2,3-dichlorodiphenyl ether
68486-28-2

2,3-dichlorodiphenyl ether

Conditions
ConditionsYield
With sodium hydroxide In neat (no solvent) at 90℃; for 6h; Green chemistry;95%
iodobenzene
591-50-4

iodobenzene

carbon monoxide
201230-82-2

carbon monoxide

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

2,3-dichlorophenyl benzoate

2,3-dichlorophenyl benzoate

Conditions
ConditionsYield
With N,N-dimethyl acetamide; triethylamine at 100℃; under 15001.5 Torr; for 4h; Autoclave;94%
2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Bromoacetaldehyde diethyl acetal
2032-35-1

Bromoacetaldehyde diethyl acetal

C12H16Cl2O3
1385058-09-2

C12H16Cl2O3

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 95℃; for 12h;93%
Stage #1: 2,3-dichlorophenol With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: Bromoacetaldehyde diethyl acetal In N,N-dimethyl-formamide for 72h; Reflux;
2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

(R)-glycidyl nosylate
115314-14-2, 115314-17-5

(R)-glycidyl nosylate

(2R)-2-([(2,3-dichlorophenyl)oxy]methyl)oxirane
198226-59-4

(2R)-2-([(2,3-dichlorophenyl)oxy]methyl)oxirane

Conditions
ConditionsYield
Stage #1: 2,3-dichlorophenol With potassium carbonate In acetone for 0.5h; Reflux;
Stage #2: (R)-glycidyl nosylate Cooling; Reflux;
92%
2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

chloroacetic acid ethyl ester
105-39-5

chloroacetic acid ethyl ester

2,3-dichlorophenoxyacetic acid
2976-74-1

2,3-dichlorophenoxyacetic acid

Conditions
ConditionsYield
Stage #1: 2,3-dichlorophenol; chloroacetic acid ethyl ester With potassium carbonate; potassium iodide In water; N,N-dimethyl-formamide at 100℃; for 0.0666667h; Microwave irradiation;
Stage #2: With sodium hydroxide for 0.0833333h; Microwave irradiation;
91%
2-Thiophenecarbonyl chloride
5271-67-0

2-Thiophenecarbonyl chloride

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Thiophen-2-carbonsaeure-(2,3-dichlor)-phenylester
55901-84-3

Thiophen-2-carbonsaeure-(2,3-dichlor)-phenylester

Conditions
ConditionsYield
With pyridine In tetrahydrofuran for 1h; Heating;90%
2-[2-(vinyloxy)ethoxymethyl]oxirane
16801-19-7

2-[2-(vinyloxy)ethoxymethyl]oxirane

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

2-{2-[1-(2,3-Dichloro-phenoxy)-ethoxy]-ethoxymethyl}-oxirane
98934-98-6

2-{2-[1-(2,3-Dichloro-phenoxy)-ethoxy]-ethoxymethyl}-oxirane

Conditions
ConditionsYield
With heptafluorobutyric Acid at 50 - 80℃;90%
tris(chloromethyl)phosphine oxide
4851-89-2

tris(chloromethyl)phosphine oxide

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

tris(2,3-dichlorophenoxymethyl)phosphine oxide

tris(2,3-dichlorophenoxymethyl)phosphine oxide

Conditions
ConditionsYield
With sodium In methanol for 7h; Heating;90%
2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

chloromethyl sodium sulfonate
10352-63-3

chloromethyl sodium sulfonate

sodium; (2,3-dichloro-phenoxy)-methanesulfonate

sodium; (2,3-dichloro-phenoxy)-methanesulfonate

Conditions
ConditionsYield
With sodium hydroxide; water for 0.00833333h; Condensation; Irradiation;90%
2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Ethyl 2-bromopropionate
535-11-5, 41978-69-2

Ethyl 2-bromopropionate

C11H12Cl2O3
142836-15-5

C11H12Cl2O3

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 3h; Inert atmosphere;90%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 5h; Inert atmosphere;
2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

phenol
108-95-2

phenol

Conditions
ConditionsYield
With borane-ammonia complex In water; isopropyl alcohol at 50℃; for 5h; Sealed tube;90%
In cyclohexane for 24h; UV-irradiation;9 %Chromat.
2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

Chloroacetamide
79-07-2

Chloroacetamide

8-chloro-3,4-dihydro-2H-1,4-benzoxazin-3-one
57245-31-5

8-chloro-3,4-dihydro-2H-1,4-benzoxazin-3-one

Conditions
ConditionsYield
With caesium carbonate at 130℃; Microwave irradiation;89%
2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

2-chloro-N-(2-(3,4-dimethoxyphenyl)ethyl)acetamide
14301-31-6

2-chloro-N-(2-(3,4-dimethoxyphenyl)ethyl)acetamide

2-(2,3-dichloro-phenoxy)-N-[2-(3,4-dimethoxy-phenyl)-ethyl]-acetamide
223686-69-9

2-(2,3-dichloro-phenoxy)-N-[2-(3,4-dimethoxy-phenyl)-ethyl]-acetamide

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 6h; Heating;88%
2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

N,N-diethylcarbamyl chloride
88-10-8

N,N-diethylcarbamyl chloride

2,3-dichlorophenyl N,N-diethyl O-carbamate
1225288-00-5

2,3-dichlorophenyl N,N-diethyl O-carbamate

Conditions
ConditionsYield
Stage #1: 2,3-dichlorophenol With potassium carbonate In acetonitrile for 0.5h;
Stage #2: N,N-diethylcarbamyl chloride In acetonitrile for 5h; Reflux;
87%
2-bromo-2-methylpropanamide
7462-74-0

2-bromo-2-methylpropanamide

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

2-(2,3-dichlorophenoxy)-2-methylpropanamide
1226261-49-9

2-(2,3-dichlorophenoxy)-2-methylpropanamide

Conditions
ConditionsYield
Stage #1: 2,3-dichlorophenol With sodium hydroxide In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere;
Stage #2: 2-bromo-2-methylpropanamide In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere;
87%
3-chloro-4-fluoronitrobenzene
350-30-1

3-chloro-4-fluoronitrobenzene

2,3-dichlorophenol
576-24-9

2,3-dichlorophenol

3.chloro-4-(2,3-dichlorophenoxy)phenylamine
317336-87-1

3.chloro-4-(2,3-dichlorophenoxy)phenylamine

Conditions
ConditionsYield
Stage #1: 3-chloro-4-fluoronitrobenzene; 2,3-dichlorophenol With potassium hydrogencarbonate In N,N-dimethyl-formamide at 100℃; for 1.5h;
Stage #2: With hydrogenchloride; iron In ethanol; water at 110℃; for 3h;
Stage #3: With sodium hydrogencarbonate In water
86%

576-24-9Relevant articles and documents

Investigation of the photocatalytic activity of TiO2-polyoxometalate systems

Ozer, Ruya R.,Ferry, John L.

, p. 3242 - 3246 (2001)

The present study reports the investigation of polyoxometalate catalyzed electron transfer from the conduction band of photoexcited TiO2 to molecular oxygen. The oxidation of 1,2-dichlorobenzene (DCB) was used as an index reaction for evaluating the photocatalyst systems TiO2-PW12O403-, TiO2-SiW12O40,4- and TiO2-W10O324- in oxygenated aqueous solution. Addition of these polyoxometalate (POM) anions to TiO2 suspensions resulted in significant rate enhancement for DCB oxidation. Photodegradation kinetics exhibited [POM] dependence, experiencing different maximum (k = 0.0318 min-1, 0.0108 min-1, and 0.0066 min-1) for each POM at different [POM] (0.1 mM PW12O403-, 0.07 mM SiW12O40,4- and 1 mM W10O32,4- respectively). The probability that the difference in the adsorption affinity of POMs on TiO2 surface could account for the observed ranking of photodegradation rates was ruled out by adsorption isotherm experiments that revealed similar binding constants for each POM (467 M-1, 459 M-1, and 417 M-1 for PW12O403-, SiW12O404-, and W10O324-, respectively). DCB degradation over TiO2 with O2 or POM+O2 systems can be modeled by the Langmuir-Hinshelwood (saturation kinetics) model. The concentration-independent rate constants (kL-H) for TiO2-O2, TiO2-W10O324-, TiO2-SiW12O404-, and TiO2-PW12O403- were 0.0818, 0.152, 0.421, and 0.638 min-1, respectively. An analysis of ΔG for electron transfer from the conduction band of TiO2 to POMs in this study shows that the electron transfer takes place even when it is endothermic.

Ammonium Salt-Catalyzed Highly Practical Ortho-Selective Monohalogenation and Phenylselenation of Phenols: Scope and Applications

Xiong, Xiaodong,Yeung, Ying-Yeung

, p. 4033 - 4043 (2018/05/22)

An ortho-selective ammonium chloride salt-catalyzed direct C-H monohalogenation of phenols and 1,1′-bi-2-naphthol (BINOL) with 1,3-dichloro-5,5-dimethylhydantoin (DCDMH) as the chlorinating agent has been developed. The catalyst loading was low (down to 0.01 mol %) and the reaction conditions were very mild. A wide range of substrates including BINOLs were compatible with this catalytic protocol. Chlorinated BINOLs are useful synthons for the synthesis of a wide range of unsymmetrical 3-aryl BINOLs that are not easily accessible. In addition, the same catalytic system can facilitate the ortho-selective selenylation of phenols.

N-Substituted 3(10H)-Acridones as Visible-Light, Water-Soluble Photocatalysts: Aerobic Oxidative Hydroxylation of Arylboronic Acids

Xie, Hong-Yan,Han, Li-Shuai,Huang, Shan,Lei, Xiantao,Cheng, Yong,Zhao, Wenfeng,Sun, Hongbin,Wen, Xiaoan,Xu, Qing-Long

, p. 5236 - 5241 (2017/05/24)

We disclosed a novel water-soluble photocatalyst that could promote aerobic oxidative hydroxylation of arylboronic acids to furnish phenols in excellent yields. This transformation uses visible-light irradiation under environmentally friendly conditions, that is, water-soluble catalyst, metal-free, green oxidant, room temperature.

Energy-efficient green catalysis: Supported gold nanoparticle-catalyzed aminolysis of esters with inert tertiary amines by C-O and C-N bond activations

Bao, Yong-Sheng,Baiyin, Menghe,Agula, Bao,Jia, Meilin,Zhaorigetu, Bao

supporting information, p. 6715 - 6719 (2014/08/05)

Catalyzed by supported gold nanoparticles, an aminolysis reaction between various aryl esters and inert tertiary amines by C-O and C-N bond activations has been developed for the selective synthesis of tertiary amides. Comparison studies indicated that the gold nanoparticles could perform energy-efficient green catalysis at room temperature, whereas Pd(OAc)2 could not.

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