4-Amino-2,6-dichlorophenol supplier

Name
4-Amino-2,6-dichlorophenol
EINECS 227-671-4
CAS No. 5930-28-9
Article Data24
CAS DataBase
Density 1.561 g/cm³
Solubility
Melting Point 164-168 °C
Formula C₆H₅Cl₂NO
Boiling Point 303.629 °C at 760 mmHg
Molecular Weight 178.018
Flash Point 137.431 °C
Transport Information
Appearance solid
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2,6-Dichloro-4-aminophenol;2,6-Dichloro-p-aminophenol;3,5-Dichloro-4-hydroxyaniline;4-Amino-2,6-dichlorophenol;4-Hydroxy-3,5-dichloroaniline;NSC 156835;
PSA 46.25000
LogP 2.86240

Synthetic route

: 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%

: 101-38-2
2,6-dichloroquinone-4-chloroimide

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

Conditions

Conditions	Yield
With ascorbic acid In water; acetone for 0.05h; Ambient temperature;	68%

: 92050-15-2
3,3',5,5'-tetrachloroazobenzene-4,4'-diol

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

Conditions

Conditions	Yield
With hydrogenchloride; tin(ll) chloride

: 7647-01-0
hydrogenchloride

: 92050-15-2
3,3',5,5'-tetrachloroazobenzene-4,4'-diol

tin (II)-chloride: tin (II)-chloride

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

...Expand

: 855836-85-0
2-chloro-4,4'-azo-di-phenol

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

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: hydrochloric acid; glacial acetic acid 2: diluted hydrochloric acid; glacial acetic acid 3: diluted hydrochloric acid; glacial acetic acid 4: tin (II)-chloride; hydrochloric acid View Scheme

: 200710-27-6
2,2'-dichloro-4,4'-azo-di-phenol

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

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: diluted hydrochloric acid; glacial acetic acid 2: diluted hydrochloric acid; glacial acetic acid 3: tin (II)-chloride; hydrochloric acid View Scheme

: 858853-84-6
2,6,2'-trichloro-4,4'-azo-di-phenol

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: diluted hydrochloric acid; glacial acetic acid 2: tin (II)-chloride; hydrochloric acid View Scheme

: 2050-16-0
4,4'-dihydroxyazobenzene

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

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: diluted hydrochloric acid; glacial acetic acid 2: hydrochloric acid; glacial acetic acid 3: diluted hydrochloric acid; glacial acetic acid 4: diluted hydrochloric acid; glacial acetic acid 5: tin (II)-chloride; hydrochloric acid View Scheme

: 100-02-7
4-nitro-phenol

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: water; chlorine 2: tin; hydrochloric acid View Scheme
Multi-step reaction with 2 steps 1: chlorine / 4 h / Reflux 2: hydrogen / 1 h View Scheme

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

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

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

Conditions

Conditions	Yield
With iron; acetic acid; platinum

: 3964-52-1
2-chloro 4-aminophenol

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

: 124219-30-3
4-amino-2,6-dichlorophenyl phosphate

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

Conditions

Conditions	Yield
With bovine serum albumine; Tris buffer; magnesium chloride at 20℃; pH=9.0; Enzyme kinetics; Further Variations:; pH-values; Solvents;

: 87-65-0
2,6-Dichlorophenol

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: nitric acid / water; 1,2-dichloro-ethane / 4 h / 30 - 35 °C 2: iron doped carbon; hydrogen / N,N-dimethyl-formamide / 60 - 80 °C / 7500.75 Torr View Scheme

: N-(3,5-dichloro-4-hydroxyphenyl)but-2-ynamide

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

B: 7,9-dichloro-4-methyl-1-azaspiro[4.5]deca-3,6,9-triene-2,8-dione

Conditions

Conditions	Yield
With (triphenylphosphine)gold(I) chloride; silver trifluoromethanesulfonate In 1,2-dichloro-ethane at 50℃; for 24h; Sealed tube;

: 100-01-6
4-nitro-aniline

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

Conditions

Conditions	Yield
Multi-step reaction with 3 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 3.1: 1% platinum on charcoal; hydrogen / toluene / 6 h / 90 - 100 °C / 7500.75 Torr / Sealed tube View Scheme

: 4363-93-3
quinoline-4-carboxaldehyde

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

: 4-(N-quinolin-4-ylmethylideneamino)-2,6-dichlorophenol

Conditions

Conditions	Yield
In ethanol for 3h; Heating;	95%

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

: 329-01-1
1-isocyanato-3-trifluoromethyl-benzene

: N-(3,5-dichloro-4-hydroxy-phenyl)-N'-(3-trifluoromethyl-phenyl)urea

Conditions

Conditions	Yield
In pyridine Inert atmosphere;	94%

: 872-85-5
pyridine-4-carbaldehyde

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

: 190844-71-4
N-(4-pyridylmethylidene)-4-amino-2,6-dichlorophenol

Conditions

Conditions	Yield
In ethanol Heating;	93%

: 24424-99-5
di-tert-butyl dicarbonate

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

: 155891-93-3
(3,5-Dichloro-4-hydroxy-phenyl)-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
In tetrahydrofuran for 2.5h; Heating / reflux;	93%
In tetrahydrofuran for 2.5h; Heating / reflux;	93%
In tetrahydrofuran at 80℃; for 2h;	75%

: 691-64-5
di-tert-butyl oxalate

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

: 155891-93-3
(3,5-Dichloro-4-hydroxy-phenyl)-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
In tetrahydrofuran for 2.5h; Reflux; Inert atmosphere;	93%

: 22065-57-2
ethyl 2-phenyldiazoacetate

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

: ethyl 2-((3,5-dichloro-4-hydroxyphenyl)amino)-2-phenylacetate

Conditions

Conditions	Yield
With C43H37Br2CuN3P2(1+)*ClO4(1-) In methanol at 0 - 20℃; for 4h; Inert atmosphere; Schlenk technique; chemoselective reaction;	93%

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

: 186792-10-9
4,5-Dibromo-2-(2-oxo-propyl)-2H-pyridazin-3-one

: 5-(4-Amino-2,6-dichloro-phenoxy)-4-bromo-2-(2-oxo-propyl)-2H-pyridazin-3-one

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 10h; Heating;	91%

: 22280-60-0
6-chloro-4-methyl-3-nitropyridine

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

: 3,5-dichloro-4-[(6-methyl-5-nitropyridin-2-yl)oxy]aniline

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃;	91%

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

: C6H3(2)H2Cl2NO

Conditions

Conditions	Yield
With water-d2; hydrogen chloride for 72h; Reflux; Inert atmosphere;	91%

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

: 51659-95-1
4,5-dichloro-2-propyl-pyridazin-3-one

: 4-(4-amino-2,6-dichlorophenoxy)-5-chloro-1-propylpyridazin-6-one

Conditions

Conditions	Yield
With potassium fluoride; potassium carbonate In acetonitrile for 8h; Heating;	90%

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

: 4513-25-1
N-phenylsulfonylbenzimidoyl chloride

: 314751-12-7, 408346-36-1
N-[1-(3,5-Dichloro-4-hydroxy-phenylamino)-1-phenyl-meth-(Z)-ylidene]-benzenesulfonamide

Conditions

Conditions	Yield
With sodium acetate In acetic acid; N,N-dimethyl-formamide for 0.5h;	90%

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

: 3,6-dichloro-4-methyl-5-(propan-2-yl)pyridazine

: C14H14Cl3N3O

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate In dimethyl sulfoxide at 90℃; Inert atmosphere;	90%

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

: 214470-55-0
4-chloro-6,7-dimethoxyquinoline-3-carbonitrile

: 4-(3,5-dichloro-4-hydroxy-phenylamino)-6,7-dimethoxy-quinoline-3-carbonitrile

Conditions

Conditions	Yield
In 2-ethoxy-ethanol for 3h; Substitution; Heating;	89%
With pyridine hydrochloride In 2-ethoxy-ethanol for 1h; Heating / reflux;	88.8%
With pyridine hydrochloride In 2-ethoxy-ethanol; ethyl acetate	346.7 mg (88.8%)
With pyridine hydrochloride In 2-ethoxy-ethanol	346.7 mg (88.8%)
With pyridine hydrochloride In 2-ethoxy-ethanol; ethyl acetate	346.7 mg (88.8 %)

: 705-21-5
3,5-dichlorobenzensulfonyl chloride

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

: 1044266-20-7
C12H7Cl4NO3S

Conditions

Conditions	Yield
With pyridine at 20℃;	89%

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

: 103977-71-5
4,5-dibromo-2-ethylpyridazin-3-(2H)-one

: 4-(4-amino-2,6-dichlorophenoxy)-5-bromo-1-ethylpyridazin-6-one

Conditions

Conditions	Yield
With potassium fluoride; potassium carbonate In acetonitrile for 8h; Heating;	86%

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

: (4,5-dibromo-6-oxo-6H-pyridazin-1-yl)-acetic acid methyl ester

: 4-(4-amino-2,6-dichlorophenoxy)-5-bromo-1-(methoxycarbonylmethyl)pyridazin-6-one

Conditions

Conditions	Yield
With potassium fluoride; potassium carbonate In acetonitrile for 3h; Heating;	86%

diaetyl-β-resorcyloyl chloride: diaetyl-β-resorcyloyl chloride

: diacetyl-β-resorcyloyl chloride

: diacetyl-β-resorcylic acid

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

: 55411-38-6
3',5'-dichloro-2,4,4'-trihydroxybenzanilide

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydroxide; thionyl chloride In N,N-dimethyl-aniline; acetone	84.8%

...Expand

: 698-63-5
5-nitrofurane-2-carboxaldehyde

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

: (E)-2,6-dichloro-4-(((5-nitrofuran-2-yl)methylene)amino) phenol

Conditions

Conditions	Yield
With acetic acid In ethanol at 85℃; for 1.5h; Molecular sieve;	84%

: 5600-21-5
2-amino-6-methyl-4-chloropyrimidine

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

: 4-((2-amino-6-methylpyrimidin-4-yl)amino)-2,6-dichlorophenol

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 140℃; for 1.5h; Microwave irradiation; Sealed tube;	82%

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

: 92050-15-2
3,3',5,5'-tetrachloroazobenzene-4,4'-diol

Conditions

Conditions	Yield
With KO2 In pyridine at 80℃; for 8h;	80%

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

: 33354-61-9
4-azido-2,6-dichlorophenol

Conditions

Conditions	Yield
With hydrogenchloride; sodium azide; acetic acid	80%
Stage #1: 4-amino-2,6-dichlorophenol With hydrogenchloride; sodium nitrite In water; acetic acid for 0.25h; Diazotization; ice cooling; Stage #2: With sodium azide In water; acetic acid Substitution;	80%
(i) aq. HCl, NaNO2, (ii) AcOH, (iii) NaN3; Multistep reaction;

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

: 122-51-0
orthoformic acid triethyl ester

: 762-04-9
phosphonic acid diethyl ester

: 1370709-85-5
tetraethyl (3,5-dichloro-4-hydroxyphenylamino)methylenebisphosphonate

Conditions

Conditions	Yield
With amberlyst-15 at 20℃; for 1.5h;	80%

...Expand

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

: C12H7F3N4O2S

: 1-(3,5-dichloro-4-hydroxyphenyl)-3-(6-(trifluoromethoxy)benzo[d]thiazol-2-yl)urea

Conditions

Conditions	Yield
In acetonitrile for 20h; Reflux;	80%

: 954222-10-7
4-chloro-6-isopropylpyrimidine

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

: C13H13Cl2N3O

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate In dimethyl sulfoxide at 90℃; for 16h; Inert atmosphere;	79%

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

: 51659-49-5
1-Butyl-4,5-dichlor-pyridazon

: 4-(4-amino-2,6-dichlorophenoxy)-5-chloro-1-butylpyridazin-6-one

Conditions

Conditions	Yield
With potassium fluoride; potassium carbonate In acetonitrile for 3h; Heating;	78%

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

: 50-78-2
aspirin

A 2N-sodium hydroxide: 2N-sodium hydroxide

B: 55411-56-8
3',5'-dichloro-2,4'-dihydroxybenzanilide

Conditions

Conditions	Yield
With pyridine In ethyl acetate; acetone	A n/a B 78%

...Expand

: 3,6-dichloro-4-cyclopentylpyridazine

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

: 3,5-dichloro-4-((6-chloro-5-cyclopentylpyridazin-3-yl)oxy)aniline

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl acetamide at 110℃; for 3h; Microwave irradiation;	78%

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

: C18H25ClN4O

: (R)-8-cyclopentyl-7-(cyclopentylmethyl)-2-((3,5-dichloro-4-hydroxyphenyl)amino)-5-methyl-7,8-dihydropteridin-6(5H)-one

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water Reflux;	77.1%

: 1254781-51-5
4-methyl-1,2,3-thiadiazole-5-yl-formyl isocyanate

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

: 1417340-72-7
1-(3,5-dichloro-4-hydroxyphenyl)-3-[(4-methyl-1,2,3-thiadiazol-5-yl)carbonyl]urea

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 20℃; for 8h;	77%
In 1,2-dichloro-ethane at 20℃; for 8.25h;	77%

4-Amino-2,6-dichlorophenol Chemical Properties

Molecular Structure of Phenol,4-amino-2,6-dichloro- (CAS No. 5930-28-9):

IUPAC Name: 4-Amino-2,6-dichlorophenol
Molecular Formula: C₆H₅Cl₂NO
Molecular Weight: 178.02
CAS Registry Number: 5930-28-9
EINECS: 227-671-4
Appearance: solid
Melting Point: 167-170 °C(lit.)
Index of Refraction: 1.661
Molar Refractivity: 42.16 cm³
Molar Volume: 114 cm³
Surface Tension: 61.8 dyne/cm
Density: 1.56 g/cm³
Flash Point: 137.4 °C
Enthalpy of Vaporization: 56.57 kJ/mol
Boiling Point: 303.6 °C at 760 mmHg
Vapour Pressure: 0.000511 mmHg at 25°C
BRN: 2361665
Stability: Stable. Incompatible with acids, acid chlorides, acid anhydrides, chloroformates, strong oxidizing agents.
Product Categories: Aromatic Phenols;Phenoles and thiophenoles;Organic Building Blocks;Oxygen Compounds;Phenols
Structure Descriptors of Phenol,4-amino-2,6-dichloro- (CAS No. 5930-28-9):
SMILES: Clc1cc(cc(Cl)c1O)N
InChI: InChI=1/C6H5Cl2NO/c7-4-1-3(9)2-5(8)6(4)10/h1-2,10H,9H2
InChIKey: KGEXISHTCZHGFT-UHFFFAOYAM
Std. InChI: InChI=1S/C6H5Cl2NO/c7-4-1-3(9)2-5(8)6(4)10/h1-2,10H,9H2
Std. InChIKey: KGEXISHTCZHGFT-UHFFFAOYSA-N

4-Amino-2,6-dichlorophenol Safety Profile

Safety Information of Phenol,4-amino-2,6-dichloro- (CAS No. 5930-28-9):
Hazard Codes: Xi Irritant
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3
RTECS: SJ5774500

4-Amino-2,6-dichlorophenol Specification

Phenol,4-amino-2,6-dichloro- with cas registry number of 5930-28-9 is also called 4-Amino-2,6-dichlorophenol ; 2,6-Dichloro-4-aminophenol ; 2,6-Dichloro-p-aminophenol ; 3,5-Dichloro-4-hydroxyaniline ; 4-Amino-2,6-dichlorophenol ; NSC 156835 .

Product Name

4-Amino-2,6-dichlorophenol

Synthetic route

4-Amino-2,6-dichlorophenol Chemical Properties

4-Amino-2,6-dichlorophenol Safety Profile

4-Amino-2,6-dichlorophenol Specification

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