2,6-Dichloro-4-nitrophenol supplier

Name
2,6-Dichloro-4-nitrophenol
EINECS 210-563-6
CAS No. 618-80-4
Article Data40
CAS DataBase
Density 1.682 g/cm³
Solubility
Melting Point 123-126 °C (dec.)
Formula C₆H₃Cl₂NO₃
Boiling Point 285.2 °C at 760 mmHg
Molecular Weight 208.001
Flash Point 126.3 °C
Transport Information UN 2811 6.1/PG 1
Appearance yellow crystalline powder
Safety 26-36-36/37/39
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms 4-Nitro-2,6-dichlorophenol;NSC 4123;phenol, 2,6-dichloro-4-nitro-;
PSA 66.05000
LogP 3.13040

Synthetic route

: 87-65-0
2,6-Dichlorophenol

: 618-80-4
2,6-dichloro-4-nitrophenol

Conditions

Conditions	Yield
With Zn(NO3)2*2N2O4 In dichloromethane at 20℃; for 0.0833333h;	98%
With tetra(n-butyl)ammonium dichromate(VI); sodium nitrite In dichloromethane for 23h; Reflux; chemoselective reaction;	98%
With Tetraethylene glycol; silica gel; dinitrogen tetraoxide In dichloromethane at 20℃; for 0.0833333h;	97%

: 100-02-7
4-nitro-phenol

: 618-80-4
2,6-dichloro-4-nitrophenol

Conditions

Conditions	Yield
With hydrogenchloride; chlorine In water at 10℃; for 3.5h; Solvent; Temperature;	93%
With sodium periodate; sulfuric acid; sodium dodecyl-sulfate; acetic acid; sodium chloride In water at 40℃; for 2h;	93%
With trichloroisocyanuric acid; brilliant green carbocation In acetonitrile at 20℃; for 0.25h; Irradiation; regioselective reaction;	58%

: 1620783-12-1
2-(2,6-dichloro-4-nitrophenoxy)pyridine

: 618-80-4
2,6-dichloro-4-nitrophenol

Conditions

Conditions	Yield
Stage #1: 2-(2,6-dichloro-4-nitrophenoxy)pyridine With methyl trifluoromethanesulfonate In toluene at 100℃; for 2h; Inert atmosphere; Schlenk technique; Stage #2: With sodium In methanol at 80℃; for 0.5h; Inert atmosphere; Schlenk technique;	77%

: 100-02-7
4-nitro-phenol

: 36942-09-3
N,N-dichlorourea

: 618-80-4
2,6-dichloro-4-nitrophenol

Conditions

Conditions	Yield
With hydrogenchloride

: 3217-15-0
4-bromo-2,6-dichloro-phenol

: 618-80-4
2,6-dichloro-4-nitrophenol

Conditions

Conditions	Yield
With acetic acid; sodium nitrite

: 616-59-1
2-hydroxyl-5-nitrobenzenesulfonic acid

: 618-80-4
2,6-dichloro-4-nitrophenol

Conditions

Conditions	Yield
With water; chlorine

: 25319-98-6
3,5-dichloro-4-hydroxybenzene sulfonic acid

: 618-80-4
2,6-dichloro-4-nitrophenol

Conditions

Conditions	Yield
beim Nitrieren;

: 381-73-7
Difluoroacetic acid

: 46063-82-5
2,6-dichloro-4-nitro-phenolate

A: 618-80-4
2,6-dichloro-4-nitrophenol

B: 83193-04-8
2,2-difluoroacetate

Conditions

Conditions	Yield
In dimethyl sulfoxide at 20℃; Equilibrium constant; Rate constant;

...Expand

: 46063-82-5
2,6-dichloro-4-nitro-phenolate

: 18716-27-3
tribenzylamine; protonated form

A: 618-80-4
2,6-dichloro-4-nitrophenol

B: 620-40-6
tribenzylamine

Conditions

Conditions	Yield
In dimethyl sulfoxide at 20℃; Equilibrium constant; Rate constant;

...Expand

: 2,6-Dichloro-4-nitrophenyl picolinate

A: 98-98-6
2-Picolinic acid

B: 618-80-4
2,6-dichloro-4-nitrophenol

Conditions

Conditions	Yield
With water; copper(II) ion at 25℃; Rate constant; MES buffer - pH 6.3;

: 58107-26-9
3,5-dibromo-4-fluorophenol

: NO2C6Cl2H2OSn(C6H5)3

A: 618-80-4
2,6-dichloro-4-nitrophenol

B: C24H17Br2FOSn

Conditions

Conditions	Yield
In chloroform at 20℃; Equilibrium constant;

...Expand

: 67-56-1
methanol

3.5-dichloro-1-nitro-1-methyl-cyclohexadien-(2.5)-one-(4): 3.5-dichloro-1-nitro-1-methyl-cyclohexadien-(2.5)-one-(4)

: 618-80-4
2,6-dichloro-4-nitrophenol

: 64-17-5
ethanol

3.5-dichloro-1-nitro-1-methyl-cyclohexadien-(2.5)-one-(4): 3.5-dichloro-1-nitro-1-methyl-cyclohexadien-(2.5)-one-(4)

: 618-80-4
2,6-dichloro-4-nitrophenol

: 100-02-7
4-nitro-phenol

chlorogas: chlorogas

: 618-80-4
2,6-dichloro-4-nitrophenol

: 100-02-7
4-nitro-phenol

: 7782-50-5
chlorine

KOH-solution: KOH-solution

: 618-80-4
2,6-dichloro-4-nitrophenol

...Expand

: 100-02-7
4-nitro-phenol

: 7782-50-5
chlorine

A: 618-80-4
2,6-dichloro-4-nitrophenol

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

...Expand

: 7647-01-0
hydrogenchloride

: 100-02-7
4-nitro-phenol

potassium chlorate: potassium chlorate

A: 618-80-4
2,6-dichloro-4-nitrophenol

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

C: 118-75-2
chloranil

...Expand

: 616-59-1
2-hydroxyl-5-nitrobenzenesulfonic acid

: 7732-18-5
water

: 7782-50-5
chlorine

: 618-80-4
2,6-dichloro-4-nitrophenol

...Expand

: 3217-15-0
4-bromo-2,6-dichloro-phenol

: 7697-37-2
nitric acid

: 64-19-7
acetic acid

A: 618-80-4
2,6-dichloro-4-nitrophenol

B: 946-31-6
2-chloro-4,6-dinitro-phenol

...Expand

: 25319-98-6
3,5-dichloro-4-hydroxybenzene sulfonic acid

: 7697-37-2
nitric acid

: 618-80-4
2,6-dichloro-4-nitrophenol

Conditions

Conditions	Yield
Reaktion des Kaliumsalzes; entsteht zunaechst;

: 17277-19-9
2,6-dichloro-4-nitroso-phenol

: 7697-37-2
nitric acid

: 618-80-4
2,6-dichloro-4-nitrophenol

: 67-56-1
methanol

: 104678-53-7
2,6-dichloro-4-methyl-4-nitrocyclohexa-2,5-dienone

A: 618-80-4
2,6-dichloro-4-nitrophenol

B: 624-91-9
methyl nitrite

C: 79817-03-1
3,5-dichloro-4-hydroxybenzyl methyl ether

D 5-chloro-3-methoxy-3-<2.6-dichloro-4-methyl-phenoxy>-1-methyl-cyclohexadien-(1.5)-one-(4): 5-chloro-3-methoxy-3-<2.6-dichloro-4-methyl-phenoxy>-1-methyl-cyclohexadien-(1.5)-one-(4)

...Expand

: 3336-41-2
3,5-dichloro-4-hydroxybenzoic acid

: 618-80-4
2,6-dichloro-4-nitrophenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: lime/chalk/ 2: beim Nitrieren View Scheme

: 99-96-7
4-hydroxy-benzoic acid

: 618-80-4
2,6-dichloro-4-nitrophenol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: KOH; chlorine 2: lime/chalk/ 3: beim Nitrieren View Scheme

: 20098-48-0
3,4,5-trichloronitrobenzen

: 618-80-4
2,6-dichloro-4-nitrophenol

Conditions

Conditions	Yield
In diethylene glycol
With potassium phenolate In diethylene glycol at 160℃; for 15h;
With potassium phenolate In diethylene glycol at 160℃; for 15h;

: 4783-81-7
2-<(4-nitrophenyl)oxy>pyridine

: 618-80-4
2,6-dichloro-4-nitrophenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: N-chloro-succinimide; palladium diacetate; toluene-4-sulfonic acid / ethyl acetate / 6 h / Inert atmosphere; Schlenk technique; Heating 2.1: methyl trifluoromethanesulfonate / toluene / 2 h / 100 °C / Inert atmosphere; Schlenk technique 2.2: 0.5 h / 80 °C / Inert atmosphere; Schlenk technique View Scheme

: 100-01-6
4-nitro-aniline

: 618-80-4
2,6-dichloro-4-nitrophenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: chlorine / methanol / 55 - 60 °C 2.1: sulfuric acid; nitrosylsulfuric acid / toluene / 1 h / 5 - 15 °C 2.2: 7 h / Reflux View Scheme

: 99-30-9
4-nitro-2,6-dichloroaniline

: 618-80-4
2,6-dichloro-4-nitrophenol

Conditions

Conditions	Yield
Stage #1: 4-nitro-2,6-dichloroaniline With nitrosylsulfuric acid; sulfuric acid In toluene at 5 - 15℃; for 1h; Stage #2: With sulfuric acid; water; copper(II) sulfate In toluene for 7h; Reflux;

: 618-80-4
2,6-dichloro-4-nitrophenol

: 358-23-6
trifluoromethylsulfonic anhydride

: 525584-77-4
trifluoro-methanesulfonic acid 2,6-dichloro-4-nitrophenyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -40 - -10℃;	99%

: 618-80-4
2,6-dichloro-4-nitrophenol

: 5930-28-9
4-amino-2,6-dichlorophenol

Conditions

Conditions	Yield
With hydrazine hydrate In water at 110℃; Sealed tube; Green chemistry;	98%
With sodium tetrahydroborate In tetrahydrofuran; water at 20℃; for 3h;	98%
With palladium 10% on activated carbon; hydrogen In methanol at 50℃; under 7500.75 Torr; for 2h; Reagent/catalyst; Pressure; Solvent; Autoclave;	96.21%

: 618-80-4
2,6-dichloro-4-nitrophenol

: 51356-03-7
4,5-dichloro-2-chloromethyl-pyridazin-3(2H)-one

: C11H5Cl4N3O4

Conditions

Conditions	Yield
With potassium carbonate In methanol for 20h; Reflux; regioselective reaction;	95%

: 618-80-4
2,6-dichloro-4-nitrophenol

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 30361-06-9
2',6'-Dichloro-4'-nitrophenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

Conditions

Conditions	Yield
With silver(l) oxide In acetonitrile at 40℃;	93.9%

: 504-24-5
4-aminopyridine

: 618-80-4
2,6-dichloro-4-nitrophenol

: C6H3Cl2NO3*2C5H6N2

Conditions

Conditions	Yield
In acetonitrile at 20℃;	93.5%

: 103-82-2
phenylacetic acid

: 618-80-4
2,6-dichloro-4-nitrophenol

: 2,6-dichloro-4-nitrophenyl 2-phenylacetate

Conditions

Conditions	Yield
Stage #1: phenylacetic acid With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide for 1h; Inert atmosphere; Stage #2: 2,6-dichloro-4-nitrophenol With N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;	89%

: 618-80-4
2,6-dichloro-4-nitrophenol

: 3068-32-4
1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

: (2,6-dichloro-4-nitrophenyl) 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

Conditions

Conditions	Yield
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane at 35℃; for 48h;	86%

: 618-80-4
2,6-dichloro-4-nitrophenol

: 16420-13-6
N,N-Dimethylthiocarbamoyl chloride

: 74875-14-2
O-(2,6-dichloro-4-nitrophenyl) dimethylcarbamothioate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 25℃; for 18h;	75%
With sodium hydride 1.) DMF, 40 min, 2.) DMF, from 5 to 70 deg C, 40 min; Yield given. Multistep reaction;
Stage #1: 2,6-dichloro-4-nitrophenol With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: N,N-Dimethylthiocarbamoyl chloride In N,N-dimethyl-formamide at 20℃; for 16h;
With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 25℃; for 18h;

: 618-80-4
2,6-dichloro-4-nitrophenol

: 106-89-8
epichlorohydrin

: 95646-29-0
1-<2',6'-dichloro-4'-nitrophenoxy->-2,3-epoxy propane

Conditions

Conditions	Yield
With pyridine at 90 - 95℃; for 1h;	75%

: 618-80-4
2,6-dichloro-4-nitrophenol

: 141-78-6
ethyl acetate

: 109384-19-2
t-butyl 4-hydroxy piperidine-1-carboxylate

: 1972-28-7
diethylazodicarboxylate

: 337520-58-8
4-(1-t-Butoxycarbonylpiperidin-4-yloxy)-3,5-dichloronitrobenzene

Conditions

Conditions	Yield
With triphenylphosphine In hexane; dichloromethane	72%

...Expand

: 618-80-4
2,6-dichloro-4-nitrophenol

: 538-60-3
dibenzyl hydrogen phosphite

: (4-nitro-2,6-dichlorophenyl)-dibenzyl phosphate

Conditions

Conditions	Yield
With dmap; diisopropylamine In tetrachloromethane; acetonitrile at -10℃; for 2h;	71%

: 618-80-4
2,6-dichloro-4-nitrophenol

: 106-95-6
allyl bromide

: 95646-26-7
2,6-dichloro-4-nitro-(2-allyl)-oxybenzene

Conditions

Conditions	Yield
With sodium carbonate In N,N-dimethyl-formamide at 80℃; for 3h;	66%

: 98-98-6
2-Picolinic acid

: 618-80-4
2,6-dichloro-4-nitrophenol

: 2,6-Dichloro-4-nitrophenyl picolinate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 48h; Ambient temperature;	63%

: 618-80-4
2,6-dichloro-4-nitrophenol

: dysprosium(III) chloride hexahydrate

: 791-28-6
Triphenylphosphine oxide

: C72H51Cl6DyN3O12P3

Conditions

Conditions	Yield
Stage #1: dysprosium(III) chloride hexahydrate; Triphenylphosphine oxide In ethanol for 0.166667h; Stage #2: 2,6-dichloro-4-nitrophenol With triethylamine In acetonitrile for 0.0833333h;	61.8%

...Expand

: 618-80-4
2,6-dichloro-4-nitrophenol

: dysprosium(III) chloride hexahydrate

: 16858-01-8
tris[(2-pyridylmethyl)amine]

: C36H24Cl6DyN7O9

Conditions

Conditions	Yield
Stage #1: dysprosium(III) chloride hexahydrate; tris[(2-pyridylmethyl)amine] In ethanol for 0.166667h; Stage #2: 2,6-dichloro-4-nitrophenol With triethylamine In ethanol; acetonitrile Solvent;	58.4%

...Expand

: 618-80-4
2,6-dichloro-4-nitrophenol

: yttrium(III) chloride hexahydrate

: 2847-14-5
N,N'-(bis(pyridin-2-yl)formylidene)-1,2-ethanediamine

: C26H18Cl5N6O6Y

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 80℃; under 760.051 Torr; for 72h; Autoclave;	53%

...Expand

: 618-80-4
2,6-dichloro-4-nitrophenol

: 62921-74-8
2-(2-(2-methoxyethoxy)ethoxy)ethyl p-toluenesulfonate

: 1-(2-(2-(2-methoxy)ethoxy)ethoxy)ethoxy-2,6-dichloro-4-nitrobenzene

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 60℃; for 144h;	53%

: 618-80-4
2,6-dichloro-4-nitrophenol

: 100-39-0
benzyl bromide

: 848133-03-9
2-(benzyloxy)-1,3-dichloro-5-nitrobenzene

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 20℃;	52%

: 618-80-4
2,6-dichloro-4-nitrophenol

: 2847-14-5
N,N'-(bis(pyridin-2-yl)formylidene)-1,2-ethanediamine

: yttrium(III) trifluoromethanesulfonate

: C32H20Cl6N7O9Y

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 80℃; under 760.051 Torr; for 72h; Autoclave;	52%

...Expand

: 618-80-4
2,6-dichloro-4-nitrophenol

: 32527-15-4
1,6-bis(p-toluenesulfonyloxy)-2,4-hexadiyne

: 114464-05-0
C18H8Cl4N2O6

Conditions

Conditions	Yield
With potassium carbonate In acetone for 41h; Ambient temperature;	50%

: 618-80-4
2,6-dichloro-4-nitrophenol

: 2,4-hexadiyne-1,6-diolbis (p-toluenesulfonate)

: 114464-05-0
C18H8Cl4N2O6

Conditions

Conditions	Yield
With potassium carbonate In acetone	50%

: 618-80-4
2,6-dichloro-4-nitrophenol

: dysprosium(III) chloride hexahydrate

: 2847-14-5
N,N'-(bis(pyridin-2-yl)formylidene)-1,2-ethanediamine

: [Dy(N,N'-bis(2-methylenepyridinyl)ethylenediamine)Cl(OPhCl2NO2)2]

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 80℃; under 760.051 Torr; for 72h; Autoclave;	48%

...Expand

: 618-80-4
2,6-dichloro-4-nitrophenol

: 2847-14-5
N,N'-(bis(pyridin-2-yl)formylidene)-1,2-ethanediamine

: dysprosium(III) trifluoromethanesulfonate

: [Dy(N,N'-bis(2-methylenepyridinyl)ethylenediamine)(OPhCl2NO2)3]

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 80℃; under 760.051 Torr; for 72h; Autoclave;	48%

...Expand

: 618-80-4
2,6-dichloro-4-nitrophenol

: 109384-19-2
t-butyl 4-hydroxy piperidine-1-carboxylate

: 337520-58-8
4-(1-t-Butoxycarbonylpiperidin-4-yloxy)-3,5-dichloronitrobenzene

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In dichloromethane at 20℃; for 18h; Mitsunobu reaction;	46%

: 618-80-4
2,6-dichloro-4-nitrophenol

: 74-88-4
methyl iodide

: 17742-69-7
2,6-dichloro-4-nitro-anisole

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 0 - 60℃; for 6h;	39%
With potassium carbonate
With potassium carbonate In acetone for 6h; Heating;
With potassium carbonate In N,N-dimethyl-formamide at 0 - 60℃; for 1.5h;

: 618-80-4
2,6-dichloro-4-nitrophenol

: 75-09-2
dichloromethane

: dysprosium(III) chloride hexahydrate

: 16858-01-8
tris[(2-pyridylmethyl)amine]

: 0.5CH2Cl2*C36H24Cl6DyN7O9

Conditions

Conditions	Yield
Stage #1: 2,6-dichloro-4-nitrophenol With triethylamine In acetonitrile for 0.0833333h; Stage #2: dysprosium(III) chloride hexahydrate; tris[(2-pyridylmethyl)amine] In methanol; acetonitrile Stage #3: dichloromethane	37%

...Expand

: 618-80-4
2,6-dichloro-4-nitrophenol

: dysprosium(III) chloride hexahydrate

: 791-28-6
Triphenylphosphine oxide

: C72H51Cl6DyN3O12P3

Conditions

Conditions	Yield
With triethylamine In ethanol; acetonitrile	36%

...Expand

2,6-Dichloro-4-nitrophenol Specification

The systematic name of this chemical is 2,6-Dichloro-4-nitrophenol. With the CAS registry number 618-80-4 and EINECS registry number 210-563-6, it is also named as 4-Nitro-2,6-dichlorophenol. And the molecular formula of this chemical is C₆H₃Cl₂NO₃. It is a kind of yellow crystalline powder, and belongs to the product categories: Organic Building Blocks; Oxygen Compounds; Phenols.

The physical properties of 2,6-Dichloro-4-nitrophenol are as following: (1)ACD/LogP: 2.88; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.2; (4)ACD/LogD (pH 7.4): -0.13; (5)ACD/BCF (pH 5.5): 1.88; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 18.14; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 55.05 Å²; (13)Index of Refraction: 1.638; (14)Molar Refractivity: 44.47 cm³; (15)Molar Volume: 123.6 cm³; (16)Polarizability: 17.62×10^-24cm³; (17)Surface Tension: 63.9 dyne/cm; (18)Density: 1.682 g/cm³; (19)Flash Point: 126.3 °C; (20)Enthalpy of Vaporization: 54.53 kJ/mol; (21)Boiling Point: 285.2 °C at 760 mmHg; (22)Vapour Pressure: 0.00165 mmHg at 25°C.

Uses of 2,6-Dichloro-4-nitrophenol: It can react with pyridine-2-carboxylic acid to produce pyridine-2-carboxylic acid 2,6-dichloro-4-nitro-phenyl ester. This reaction will need reagents 1,3-dicyclohexylcarbodiimide and 4-(dimethylamino)pyridine, and the solvent CH₂Cl₂. The reaction time is 48 hours with ambient temperature, and the yield is about 63%.

2,6-Dichloro-4-nitrophenol can react with pyridine-2-carboxylic acid to produce pyridine-2-carboxylic acid 2,6-dichloro-4-nitro-phenyl ester

You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin, and it is also harmful by inhalation, in contact with skin and if swallowed. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1cc(cc(Cl)c1O)[N+]([O-])=O
(2)InChI: InChI=1/C6H3Cl2NO3/c7-4-1-3(9(11)12)2-5(8)6(4)10/h1-2,10H
(3)InChIKey: PXSGFTWBZNPNIC-UHFFFAOYAC

Product Name

2,6-Dichloro-4-nitrophenol

Synthetic route

2,6-Dichloro-4-nitrophenol Specification

Related Products

Hot Products