4-Bromo-l-naphthol supplier

Name
4-BROMO-L-NAPHTHOL
EINECS
CAS No. 571-57-3
Article Data55
CAS DataBase
Density 1.614
Solubility
Melting Point 128-133°C
Formula C10H7 Br O
Boiling Point 346.4±15.0 °C(Predicted)
Molecular Weight 223.069
Flash Point 125℃
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1-Naphthol,4-bromo- (7CI,8CI); 4-Bromo-1-naphthol; 4-Bromo-a-naphthol; 4-Bromonaphthalen-1-ol
PSA 20.23000
LogP 3.30790

Synthetic route

: 90-15-3
α-naphthol

A: 571-57-3
4-bromo-1-naphthol

B: 2050-49-9
2,4-dibromo-1-naphthol

Conditions

Conditions	Yield
With bis(trichloromethyl) carbonate; tetrabutylammomium bromide; potassium bromide In 1,2-dichloro-ethane at 40℃;	A 99% B n/a
With Diethyl 2-bromomalonate at 100℃; for 48h; Product distribution; Further Variations:; Reagents;	A 48% B 51%

: 90-15-3
α-naphthol

: 571-57-3
4-bromo-1-naphthol

Conditions

Conditions	Yield
With N-Bromosuccinimide In acetonitrile at 20℃; for 3.5h;	96%
With N-Bromosuccinimide In acetonitrile at 20℃; for 4h;	96%
With tetra-N-butylammonium tribromide In chloroform for 0.0333333h;	95%

: 90-15-3
α-naphthol

A: 571-57-3
4-bromo-1-naphthol

B: 771-15-3
2-bromo-1-naphthol

Conditions

Conditions	Yield
With N-Bromosuccinimide In acetonitrile for 1h; Ambient temperature;	A 94% B 3%
With N-Bromosuccinimide In carbon disulfide for 1h; Ambient temperature;	A 9% B 86%
With N-Bromosuccinimide In acetonitrile at 25℃; for 1h;	A 52% B 24%

: trans,trans,trans-2,3,4-tribromo-1-hydroxytetralin

: 571-57-3
4-bromo-1-naphthol

Conditions

Conditions	Yield
at 20℃; for 336000h;	90%

: 90-15-3
α-naphthol

A: 571-57-3
4-bromo-1-naphthol

B: 2050-49-9
2,4-dibromo-1-naphthol

C: 771-15-3
2-bromo-1-naphthol

Conditions

Conditions	Yield
With 4-(tribromomethyl)quinazoline; trifluoroacetic acid In benzene Heating;	A 6% B 10% C 80%

...Expand

: 5796-98-5
bis-trimethylsilanyl peroxide

: 83-53-4
1,4-dibromonaphthalene

: 571-57-3
4-bromo-1-naphthol

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane	54%

: 90-15-3
α-naphthol

: 22024-99-3
2-nitrobenzenesulfenyl bromide

A: 571-57-3
4-bromo-1-naphthol

B: 78315-86-3
1-hydroxy-4-(2-nitrophenylthio)naphthalene

Conditions

Conditions	Yield
In nitrobenzene at 50℃; for 48h;	A 21% B 48%

...Expand

: 90-15-3
α-naphthol

A: 571-57-3
4-bromo-1-naphthol

B: 78315-86-3
1-hydroxy-4-(2-nitrophenylthio)naphthalene

Conditions

Conditions	Yield
With 2-nitrobenzenesulfenyl bromide In nitrobenzene at 50℃; for 48h;	A 21% B 48%

: 90-15-3
α-naphthol

: 5857-73-8
2,4-dinitrobenzenesulfenyl bromide

A: 571-57-3
4-bromo-1-naphthol

B: 1-hydroxy-4-(2,4-dinitrophenylthio)naphthalene

Conditions

Conditions	Yield
In nitrobenzene	A n/a B 27%

...Expand

: 507-19-7
t-butyl bromide

: 90-15-3
α-naphthol

A: 571-57-3
4-bromo-1-naphthol

B: 771-15-3
2-bromo-1-naphthol

Conditions

Conditions	Yield
With dimethyl sulfoxide

...Expand

: 5467-58-3
1-bromo-4-methoxynaphthalene

: 571-57-3
4-bromo-1-naphthol

Conditions

Conditions	Yield
With pyridine hydrochloride

: 7474-97-7
4-hydroxy-1-naphthoic acid

: 571-57-3
4-bromo-1-naphthol

Conditions

Conditions	Yield
With chloroform; bromine

: 2298-07-9
4-Bromo-1-naphthylamine

: 571-57-3
4-bromo-1-naphthol

Conditions

Conditions	Yield
Diazotization;

: benzoic acid-(4-bromo-[1]naphthyl ester)

: 571-57-3
4-bromo-1-naphthol

Conditions

Conditions	Yield
beim Verseifen;

: 111399-23-6
benzo-4-bromo-2,5-cyclohexadienone

: 571-57-3
4-bromo-1-naphthol

Conditions

Conditions	Yield
In acetonitrile Irradiation; Yield given;
With sodium chloride; acetic acid at 25℃; Rate constant; catalytic constants with different acids for the enolization; pH-rate profile investigated;

: 203204-53-9
4-bromonaphthalen-1-yl acetate

A: 60-35-5
acetamide

B: 571-57-3
4-bromo-1-naphthol

Conditions

Conditions	Yield
With ammonia; ammonium chloride In water at 20℃; pH=9.21; Kinetics; Further Variations:; Temperatures; ammonolysis;

: 203204-53-9
4-bromonaphthalen-1-yl acetate

A: 571-57-3
4-bromo-1-naphthol

B: 127-08-2
potassium acetate

Conditions

Conditions	Yield
With potassium hydroxide; potassium chloride at 20℃; Kinetics; Further Variations:; Temperatures; Hydrolysis;

: 90-15-3
α-naphthol

: 64-19-7
acetic acid

IBr: IBr

: 571-57-3
4-bromo-1-naphthol

...Expand

: 67-66-3
chloroform

: 7474-97-7
4-hydroxy-1-naphthoic acid

: 7726-95-6
bromine

: 571-57-3
4-bromo-1-naphthol

...Expand

carbonic acid bis-<4-bromo-<1>naphthyl ester: carbonic acid bis-<4-bromo-<1>naphthyl ester

: 571-57-3
4-bromo-1-naphthol

Conditions

Conditions	Yield
With potassium hydroxide

magnesium compound of 1.4-dibromo-naphthalene: magnesium compound of 1.4-dibromo-naphthalene

: 571-57-3
4-bromo-1-naphthol

Conditions

Conditions	Yield
With diethyl ether; oxygen

: 4-bromo-1-naphthylmagnesium bromide

oxygen: oxygen

: 571-57-3
4-bromo-1-naphthol

: 91-20-3
naphthalene

nickel Al2O3: nickel Al2O3

: 571-57-3
4-bromo-1-naphthol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 96 percent / Br2 / CCl4 / 0.33 h / 0 °C / UV-irradiation 2: 18 percent / aq. AgClO4 / acetone / 24 h / 20 °C 3: 90 percent / 336000 h / 20 °C View Scheme

: 1,2,3,4-tetrabromo-1,2,3,4-tetrahydronaphthalene

: 571-57-3
4-bromo-1-naphthol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 18 percent / aq. AgClO4 / acetone / 24 h / 20 °C 2: 90 percent / 336000 h / 20 °C View Scheme

: 90-15-3
α-naphthol

1,2-benzo-carbazole: 1,2-benzo-carbazole

: 571-57-3
4-bromo-1-naphthol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Br2 / H2O 2: 1.0 M NaCl / acetic acid / 25 °C / catalytic constants with different acids for the enolization; pH-rate profile investigated View Scheme

: 571-57-3
4-bromo-1-naphthol

: 107-30-2
chloromethyl methyl ether

: 70654-66-9
4-bromo-1-(methoxymethoxy)naphthalene

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran 0 deg C, 2 h; rt, 24 h;	98%

: 571-57-3
4-bromo-1-naphthol

: 74-88-4
methyl iodide

: 5467-58-3
1-bromo-4-methoxynaphthalene

Conditions

Conditions	Yield
Stage #1: 4-bromo-1-naphthol With sodium hydride In N,N-dimethyl-formamide; mineral oil Inert atmosphere; Stage #2: methyl iodide In N,N-dimethyl-formamide; mineral oil at 20℃; for 3h;	98%
With potassium carbonate In acetonitrile at 20 - 60℃;	91%
With sodium hydride In 1,4-dioxane Reflux;	89%
With potassium carbonate In acetonitrile Reflux;	88%
With potassium carbonate In acetonitrile Reflux;	67.4%

: 571-57-3
4-bromo-1-naphthol

: 3282-30-2
pivaloyl chloride

: 1072840-86-8
4-bromonaphthalen-1-yl pivalate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	98%

: 571-57-3
4-bromo-1-naphthol

: (Z)-tert-butyl (3-methyl-5-oxo-1-phenyl-1H-pyrazol-4(5H)-ylidene) carbamate

: tert-butyl (S)-(4-(4-bromo-1-hydroxynaphthalen-2-yl)-3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-yl)carbamate

Conditions

Conditions	Yield
With 3-((3,5-bis(trifluoromethyl)benzyl)amino)-4-(((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)amino)cyclobut-3-ene-1,2-dione In dichloromethane at 20℃; for 1h; enantioselective reaction;	98%

: 1807-68-7
diazodimedone

: 571-57-3
4-bromo-1-naphthol

: 4-bromo-9,9-dimethyl-9,10-dihydrobenzo[kl]xanthen-11(8H)-one

Conditions

Conditions	Yield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; acetic acid In 1,4-dioxane at 100℃; for 12h; Inert atmosphere; Schlenk technique;	98%

: 571-57-3
4-bromo-1-naphthol

: 158836-48-7
2-diazo-5-methylcyclohexane-1,3-dione

: 4-bromo-9-methyl-9,10-dihydrobenzo[kl]xanthen-11(8H)-one

Conditions

Conditions	Yield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; acetic acid In 1,4-dioxane at 100℃; for 12h; Inert atmosphere; Schlenk technique;	97%

: 571-57-3
4-bromo-1-naphthol

: 68427-48-5
2-diazo-5-phenylcyclohexane-1,3-dione

: 4-bromo-9-phenyl-9,10-dihydrobenzo[kl]xanthen-11(8H)-one

Conditions

Conditions	Yield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; acetic acid In 1,4-dioxane at 100℃; for 12h; Inert atmosphere; Schlenk technique;	97%

: 571-57-3
4-bromo-1-naphthol

: 3179-31-5
3-mercapto-1,2,4-triazole

: C12H9N3OS

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at 30℃; for 3h; Reagent/catalyst;	96.3%

: 110-87-2
3,4-dihydro-2H-pyran

: 571-57-3
4-bromo-1-naphthol

: 70654-65-8
1‐tetrahydropyran‐2’‐yloxy‐4‐bromonaphthalene

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In dichloromethane for 0.25h;	96%

: 571-57-3
4-bromo-1-naphthol

: 98-74-8
4-Nitrobenzenesulfonyl chloride

: 4-bromonaphthalen-1-yl 4-nitrobenzenesulfonate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h; Inert atmosphere;	96%

: 571-57-3
4-bromo-1-naphthol

: C16H15NO2

: C26H20BrNO2

Conditions

Conditions	Yield
With iron(III) chloride In dichloromethane at 40℃; for 1h; Friedel-Crafts Alkylation;	95%

: 571-57-3
4-bromo-1-naphthol

: 2-benzylidene-N-tosylbenzofuran-3(2H)-imine

A: (R)-N-(2-((4-bromo-1-hydroxynaphthalen-2-yl)(phenyl)methyl)benzofuran-3-yl)-4-methylbenzenesulfonamide

B: (S)-N-(2-((4-bromo-1-hydroxynaphthalen-2-yl)(phenyl)methyl)benzofuran-3-yl)-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
With C31H26F6N4O2 In dichloromethane at 50℃; for 16h; Friedel-Crafts Alkylation; enantioselective reaction;	A 95% B n/a

...Expand

: 571-57-3
4-bromo-1-naphthol

: 22979-35-7
Methyl phenyldiazoacetate

: methyl 2-(4-bromo-1-hydroxynaphthalen-2-yl)-2-phenylacetate

Conditions

Conditions	Yield
With copper dichloride In dichloromethane at 20℃; Schlenk technique; chemoselective reaction;	95%

: 571-57-3
4-bromo-1-naphthol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 70654-63-6
(4-bromonaphthalen-1-yloxy)(tert-butyl)dimethylsilane

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 2h;	94%

: 571-57-3
4-bromo-1-naphthol

: 100-44-7
benzyl chloride

: 138865-41-5
1-(benzyloxy)-4-bromonaphthalene

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 3h;	94%
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 3h;	94%

: 571-57-3
4-bromo-1-naphthol

: 1-(But-2-yn-1-yloxy)-2-(phenylethynyl)benzene

: 3-methyl-1-phenyl-1'H,4H-spiro[cyclopenta[c]chromene-2,4'-naphthalen]-1'-one

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; triphenylphosphine In 1,4-dioxane at 110℃; for 16h; Reagent/catalyst; Glovebox; Sealed tube; Inert atmosphere;	94%

: 571-57-3
4-bromo-1-naphthol

: 75-36-5
acetyl chloride

: 203204-53-9
4-bromonaphthalen-1-yl acetate

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 20℃;	94%

: 571-57-3
4-bromo-1-naphthol

: 100-39-0
benzyl bromide

: 138865-41-5
1-(benzyloxy)-4-bromonaphthalene

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 14h; Heating;	93%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h;	71.2%
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 2h;
With potassium carbonate In N,N-dimethyl-formamide at 20℃;
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃;

: 571-57-3
4-bromo-1-naphthol

: 130-15-4
[1,4]naphthoquinone

Conditions

Conditions	Yield
With water; potassium bromide In chloroform at 25℃; pH=9; Electrochemical reaction;	93%

: 571-57-3
4-bromo-1-naphthol

: 1673543-00-4
tert-butyl (1-benzyl-5,7-dimethyl-2-oxoindolin-3-ylidene)carbamate

: (+)-(R)-tert-butyl (1-benzyl-3-(4-bromo-1-hydroxynaphthalen-2-yl)-5,7-dimethyl-2-oxoindolin-3-yl)carbamate

Conditions

Conditions	Yield
With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-(6-methoxyquinolin-4-yl)((2S,4S,8R)-8-vinylquinuclidin-2-yl)methyl)thiourea In toluene at 20℃; for 12h; Friedel-Crafts Alkylation; Inert atmosphere; enantioselective reaction;	93%

: 571-57-3
4-bromo-1-naphthol

: 2,2-di-pent-2-ynyl-malonic acid dimethyl ester

: dimethyl 1',3'-diethyl-4-oxo-4H,4'H-spiro[naphthalene-1,2'-pentalene]-5',5'(6'H)-dicarboxylate

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; triphenylphosphine In 1,4-dioxane at 110℃; for 16h; Glovebox; Sealed tube; Inert atmosphere;	93%

: 571-57-3
4-bromo-1-naphthol

: 111409-79-1
1-bromo-2-(triisopropylsilyl)acetylene

: 4-bromo-8-((triisopropylsilyl)ethynyl)naphthalen-1-ol

Conditions

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; sodium acetate; potassium carbonate In 1,2-dichloro-ethane at 40℃; for 14h;	93%

: 571-57-3
4-bromo-1-naphthol

: 2050-49-9
2,4-dibromo-1-naphthol

Conditions

Conditions	Yield
With aluminum tri-bromide; [bis(acetoxy)iodo]benzene In acetonitrile at 23℃;	92%
With bromine; acetic acid

: 571-57-3
4-bromo-1-naphthol

: (4-(but-2-yn-1-yloxy)but-1-yn-1-yl)benzene

: 7-methyl-5-phenyl-3,4-dihydro-1H,4'H-spiro[cyclopenta[c]pyran-6,1'-naphthalen]-4'-one

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; triphenylphosphine In 1,4-dioxane at 110℃; for 16h; Glovebox; Sealed tube; Inert atmosphere;	92%

: 571-57-3
4-bromo-1-naphthol

: 107-08-4
1-iodo-propane

: 4-bromo-1-propoxynaphthalene

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20 - 60℃;	91%

: 571-57-3
4-bromo-1-naphthol

: C15H16O

: 6-methyl-8-phenyl-1,2,3,5-tetrahydro-1'H-spiro[cyclopenta[c]oxepine-7,4'-naphthalen]-1'-one

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; triphenylphosphine In 1,4-dioxane at 110℃; for 16h; Glovebox; Sealed tube; Inert atmosphere;	91%

4-Bromo-l-naphthol Chemical Properties

IUPAC Name: 4-Bromonaphthalen-1-ol
Molecular Formula: C₁₀H₇BrO
Molecular Weight: 223.066 g/mol
Canonical SMILES: Brc2ccc(O)c1ccccc12
InChI: InChI=1/C10H7BrO/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6,12H
Mol File: 571-57-3.mol
XLogP3: 4
Heavy Atom Count: 12
Complexity: 160
H bond acceptors: 1
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 9.23
Index of Refraction: 1.704
Molar Refractivity: 53.66 cm³
Molar Volume: 138.1 cm³
Polarizability: 21.27×10^-24 cm³
Surface Tension: 55.2 dyne/cm
Density: 1.614 g/cm³
Flash Point: 163.3 °C
Enthalpy of Vaporization: 61.39 kJ/mol
Boiling Point: 346.4 °C at 760 mmHg
Vapour Pressure of 4-Bromo-l-naphthol (CAS NO.571-57-3): 2.89E-05 mmHg at 25 °C

4-Bromo-l-naphthol Specification

4-Bromo-l-naphthol (CAS NO.571-57-3), its Synonyms are 4-Bromo-1-naphthol ; 4-Bromonaphthalene-1-ol ; 4-Bromo-1-naphthalenol .

Product Name

4-BROMO-L-NAPHTHOL

Synthetic route

4-Bromo-l-naphthol Chemical Properties

4-Bromo-l-naphthol Specification

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