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  • 571-57-3 Structure
  • Basic information

    1. Product Name: 4-BROMO-L-NAPHTHOL
    2. Synonyms: 4-BROMO-L-NAPHTHOL;4-Bromo-1-naphthol;4-Bromonaphthalene-1-ol;4-Bromo-1-naphthalenol;4-Bromo-alpha-naphthol;1-Naphthalenol,4-broMo-;4-BroMonaphthol;1-Bromo-4-hydroxynaphthalene
    3. CAS NO:571-57-3
    4. Molecular Formula: C10H7BrO
    5. Molecular Weight: 223.08
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 571-57-3.mol
  • Chemical Properties

    1. Melting Point: 128-133°C
    2. Boiling Point: 346.4±15.0 °C(Predicted)
    3. Flash Point: 125℃
    4. Appearance: /
    5. Density: 1.614
    6. Refractive Index: N/A
    7. Storage Temp.: Sealed in dry,Room Temperature
    8. Solubility: N/A
    9. PKA: 8.95±0.40(Predicted)
    10. CAS DataBase Reference: 4-BROMO-L-NAPHTHOL(CAS DataBase Reference)
    11. NIST Chemistry Reference: 4-BROMO-L-NAPHTHOL(571-57-3)
    12. EPA Substance Registry System: 4-BROMO-L-NAPHTHOL(571-57-3)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 21/22-37/38-41
    3. Safety Statements: 26-39
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 571-57-3(Hazardous Substances Data)

571-57-3 Usage

Chemical Properties

off-white powder

Synthesis Reference(s)

Canadian Journal of Chemistry, 67, p. 2061, 1989 DOI: 10.1139/v89-320Synthesis, p. 487, 1980 DOI: 10.1055/s-1980-29067

Check Digit Verification of cas no

The CAS Registry Mumber 571-57-3 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 1 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 571-57:
(5*5)+(4*7)+(3*1)+(2*5)+(1*7)=73
73 % 10 = 3
So 571-57-3 is a valid CAS Registry Number.
InChI:InChI=1S/C10H7BrO/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6,12H

571-57-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-bromonaphthalen-1-ol

1.2 Other means of identification

Product number -
Other names 4-bromo-1-hydroxynaphthalene

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:571-57-3 SDS

571-57-3Synthetic route

α-naphthol
90-15-3

α-naphthol

A

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

4-bromo-1-naphthol

B

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

2,4-dibromo-1-naphthol

Conditions
ConditionsYield
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%
α-naphthol
90-15-3

α-naphthol

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

4-bromo-1-naphthol

Conditions
ConditionsYield
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%
α-naphthol
90-15-3

α-naphthol

A

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

4-bromo-1-naphthol

B

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

2-bromo-1-naphthol

Conditions
ConditionsYield
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

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

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

4-bromo-1-naphthol

Conditions
ConditionsYield
at 20℃; for 336000h;90%
α-naphthol
90-15-3

α-naphthol

A

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

4-bromo-1-naphthol

B

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

2,4-dibromo-1-naphthol

C

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

2-bromo-1-naphthol

Conditions
ConditionsYield
With 4-(tribromomethyl)quinazoline; trifluoroacetic acid In benzene Heating;A 6%
B 10%
C 80%
bis-trimethylsilanyl peroxide
5796-98-5

bis-trimethylsilanyl peroxide

1,4-dibromonaphthalene
83-53-4

1,4-dibromonaphthalene

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

4-bromo-1-naphthol

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane54%
α-naphthol
90-15-3

α-naphthol

2-nitrobenzenesulfenyl bromide
22024-99-3

2-nitrobenzenesulfenyl bromide

A

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

4-bromo-1-naphthol

B

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

1-hydroxy-4-(2-nitrophenylthio)naphthalene

Conditions
ConditionsYield
In nitrobenzene at 50℃; for 48h;A 21%
B 48%
α-naphthol
90-15-3

α-naphthol

A

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

4-bromo-1-naphthol

B

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

1-hydroxy-4-(2-nitrophenylthio)naphthalene

Conditions
ConditionsYield
With 2-nitrobenzenesulfenyl bromide In nitrobenzene at 50℃; for 48h;A 21%
B 48%
α-naphthol
90-15-3

α-naphthol

2,4-dinitrobenzenesulfenyl bromide
5857-73-8

2,4-dinitrobenzenesulfenyl bromide

A

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

4-bromo-1-naphthol

B

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

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

Conditions
ConditionsYield
In nitrobenzeneA n/a
B 27%
t-butyl bromide
507-19-7

t-butyl bromide

α-naphthol
90-15-3

α-naphthol

A

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

4-bromo-1-naphthol

B

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

2-bromo-1-naphthol

Conditions
ConditionsYield
With dimethyl sulfoxide
1-bromo-4-methoxynaphthalene
5467-58-3

1-bromo-4-methoxynaphthalene

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

4-bromo-1-naphthol

Conditions
ConditionsYield
With pyridine hydrochloride
4-hydroxy-1-naphthoic acid
7474-97-7

4-hydroxy-1-naphthoic acid

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

4-bromo-1-naphthol

Conditions
ConditionsYield
With chloroform; bromine
4-Bromo-1-naphthylamine
2298-07-9

4-Bromo-1-naphthylamine

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

4-bromo-1-naphthol

Conditions
ConditionsYield
Diazotization;
benzoic acid-(4-bromo-[1]naphthyl ester)

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

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

4-bromo-1-naphthol

Conditions
ConditionsYield
beim Verseifen;
benzo-4-bromo-2,5-cyclohexadienone
111399-23-6

benzo-4-bromo-2,5-cyclohexadienone

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

4-bromo-1-naphthol

Conditions
ConditionsYield
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;
4-bromonaphthalen-1-yl acetate
203204-53-9

4-bromonaphthalen-1-yl acetate

A

acetamide
60-35-5

acetamide

B

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

4-bromo-1-naphthol

Conditions
ConditionsYield
With ammonia; ammonium chloride In water at 20℃; pH=9.21; Kinetics; Further Variations:; Temperatures; ammonolysis;
4-bromonaphthalen-1-yl acetate
203204-53-9

4-bromonaphthalen-1-yl acetate

A

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

4-bromo-1-naphthol

B

potassium acetate
127-08-2

potassium acetate

Conditions
ConditionsYield
With potassium hydroxide; potassium chloride at 20℃; Kinetics; Further Variations:; Temperatures; Hydrolysis;
α-naphthol
90-15-3

α-naphthol

acetic acid
64-19-7

acetic acid

IBr

IBr

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

4-bromo-1-naphthol

chloroform
67-66-3

chloroform

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

4-hydroxy-1-naphthoic acid

bromine
7726-95-6

bromine

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

4-bromo-1-naphthol

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

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

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

4-bromo-1-naphthol

Conditions
ConditionsYield
With potassium hydroxide
magnesium compound of 1.4-dibromo-naphthalene

magnesium compound of 1.4-dibromo-naphthalene

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

4-bromo-1-naphthol

Conditions
ConditionsYield
With diethyl ether; oxygen
4-bromo-1-naphthylmagnesium bromide

4-bromo-1-naphthylmagnesium bromide

oxygen

oxygen

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

4-bromo-1-naphthol

naphthalene
91-20-3

naphthalene

nickel Al2O3

nickel Al2O3

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

4-bromo-1-naphthol

Conditions
ConditionsYield
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

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

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

4-bromo-1-naphthol

Conditions
ConditionsYield
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
α-naphthol
90-15-3

α-naphthol

1,2-benzo-carbazole

1,2-benzo-carbazole

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

4-bromo-1-naphthol

Conditions
ConditionsYield
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
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

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

4-bromo-1-(methoxymethoxy)naphthalene

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran 0 deg C, 2 h; rt, 24 h;98%
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

methyl iodide
74-88-4

methyl iodide

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

1-bromo-4-methoxynaphthalene

Conditions
ConditionsYield
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%
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

pivaloyl chloride
3282-30-2

pivaloyl chloride

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

4-bromonaphthalen-1-yl pivalate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;98%
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

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

(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

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
ConditionsYield
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%
diazodimedone
1807-68-7

diazodimedone

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

4-bromo-1-naphthol

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

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

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; acetic acid In 1,4-dioxane at 100℃; for 12h; Inert atmosphere; Schlenk technique;98%
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

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

2-diazo-5-methylcyclohexane-1,3-dione

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

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

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; acetic acid In 1,4-dioxane at 100℃; for 12h; Inert atmosphere; Schlenk technique;97%
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

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

2-diazo-5-phenylcyclohexane-1,3-dione

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

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

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; acetic acid In 1,4-dioxane at 100℃; for 12h; Inert atmosphere; Schlenk technique;97%
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

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

3-mercapto-1,2,4-triazole

C12H9N3OS

C12H9N3OS

Conditions
ConditionsYield
With sodium hydroxide In ethanol at 30℃; for 3h; Reagent/catalyst;96.3%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

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

4-bromo-1-naphthol

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

1‐tetrahydropyran‐2’‐yloxy‐4‐bromonaphthalene

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 0.25h;96%
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

4-bromonaphthalen-1-yl 4-nitrobenzenesulfonate

4-bromonaphthalen-1-yl 4-nitrobenzenesulfonate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h; Inert atmosphere;96%
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

C16H15NO2

C16H15NO2

C26H20BrNO2

C26H20BrNO2

Conditions
ConditionsYield
With iron(III) chloride In dichloromethane at 40℃; for 1h; Friedel-Crafts Alkylation;95%
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

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

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

A

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

(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

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

Conditions
ConditionsYield
With C31H26F6N4O2 In dichloromethane at 50℃; for 16h; Friedel-Crafts Alkylation; enantioselective reaction;A 95%
B n/a
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

Methyl phenyldiazoacetate
22979-35-7

Methyl phenyldiazoacetate

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

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

Conditions
ConditionsYield
With copper dichloride In dichloromethane at 20℃; Schlenk technique; chemoselective reaction;95%
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

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

(4-bromonaphthalen-1-yloxy)(tert-butyl)dimethylsilane

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 2h;94%
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

benzyl chloride
100-44-7

benzyl chloride

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

1-(benzyloxy)-4-bromonaphthalene

Conditions
ConditionsYield
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%
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

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

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

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

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; triphenylphosphine In 1,4-dioxane at 110℃; for 16h; Reagent/catalyst; Glovebox; Sealed tube; Inert atmosphere;94%
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

acetyl chloride
75-36-5

acetyl chloride

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

4-bromonaphthalen-1-yl acetate

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃;94%
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

benzyl bromide
100-39-0

benzyl bromide

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

1-(benzyloxy)-4-bromonaphthalene

Conditions
ConditionsYield
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℃;
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

[1,4]naphthoquinone
130-15-4

[1,4]naphthoquinone

Conditions
ConditionsYield
With water; potassium bromide In chloroform at 25℃; pH=9; Electrochemical reaction;93%
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

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

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

Conditions
ConditionsYield
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%
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

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

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

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

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; triphenylphosphine In 1,4-dioxane at 110℃; for 16h; Glovebox; Sealed tube; Inert atmosphere;93%
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

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

1-bromo-2-(triisopropylsilyl)acetylene

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

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

Conditions
ConditionsYield
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%
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

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

2,4-dibromo-1-naphthol

Conditions
ConditionsYield
With aluminum tri-bromide; [bis(acetoxy)iodo]benzene In acetonitrile at 23℃;92%
With bromine; acetic acid
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

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

(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

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

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; triphenylphosphine In 1,4-dioxane at 110℃; for 16h; Glovebox; Sealed tube; Inert atmosphere;92%
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

1-iodo-propane
107-08-4

1-iodo-propane

4-bromo-1-propoxynaphthalene

4-bromo-1-propoxynaphthalene

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20 - 60℃;91%
4-bromo-1-naphthol
571-57-3

4-bromo-1-naphthol

C15H16O

C15H16O

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

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

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

571-57-3Relevant articles and documents

New procedure for the highly regioselective aerobic bromination of aromatic compounds using copper-based nanocatalyst

Albadi, Jalal,Jalali, Mehdi

, p. 234 - 239 (2020/02/29)

A new procedure for the highly regioselective aerobic bromination of aromatic compounds in the presence of copper-based nanoparticles (CuO/ZnO nanocatalyst) under reflux condition is described. Mechanistic parameters are discussed and the plausible mechanism is proposed. Recyclability of the CuO/ZnO nanocatalyst has also been explored upon aerobic bromination of aromatic compounds.

Mechanistic Analysis of Solid-State Colorimetric Switching: Monoalkoxynaphthalene-Naphthalimide Donor-Acceptor Dyads

Wight, Christopher D.,Xiao, Qifan,Wagner, Holden R.,Hernandez, Eduardo A.,Lynch, Vincent M.,Iverson, Brent L.

supporting information, p. 17630 - 17643 (2020/11/12)

There is growing interest in creating solids that are responsive to various stimuli. Herein we report the first molecular-level mechanistic picture of the thermochromic polymorphic transition in a series of MAN-NI dyad crystals that turn from orange to yellow upon heating with minimal changes to the microscopic morphology following the transition. Detailed structural analyses revealed that the dyads assemble to create an alternating bilayer type structure, with horizontal alternating alkyl and stacked aromatic layers in both the orange and yellow forms. The observed dynamic behavior in the solid state moves as a yellow wavefront through the orange crystal. The overall process is critically dependent on a complex interplay between the layered structure of the starting crystal, the thermodynamics of the two differently colored forms, and similar densities of the two polymorphs. Upon heating, the orange form alkyl chain layers become disordered, allowing for some lateral diffusion of dyads within their own layer. Moving to either adjacent stack in the same layer allows a dyad to exchange a head-to-head stacking geometry (orange) for a head-to-tail stacking geometry (yellow). This transition is unique in that it involves a nucleation and growth mechanism that converts to a faster cooperative wavefront mechanism during the transition. The fastest moving of the wavefronts have an approximately 38° angle with respect to the long axis of the crystal, corresponding to a nonconventional C-H···O hydrogen bond network of dyad molecules in adjacent stacks that enables a transition with cooperative character to proceed within layers of orange crystals. The orange-to-yellow transition is triggered at a temperature that is very close to the temperature at which the orange and yellow forms exchange as the more stable, while being lower than the melting temperature of the original orange, or final yellow, solids.

COMPOUNDS FOR THE INHIBITION OF UNREGULATED CELL GROWTH

-

Page/Page column 28-29; 40, (2020/07/14)

The present invention discloses compounds for inhibition of uncontrolled cell proliferation particularly cancer stem cells. Particularly, the invention relates to compounds of Formula I to XXII for the treatment of cancer.

PROTEIN KINASE C AGONISTS

-

Paragraph 0315, (2020/09/12)

The present disclosure relates generally to certain diacylglycerol lactone compounds, pharmaceutical compositions comprising said compounds, and methods of making and using said compounds and pharmaceutical compositions. The compounds and compositions disclosed herein may be used for the treatment or prevention of diseases, disorders, or infections modifiable by protein kinase C (PKC) agonists, such as HIV.

Method for preparing bromo reagent by oxidative bromination reaction and method for further preparing bromine-containing compound

-

Paragraph 0028-0029, (2020/03/17)

The invention relates to a method, and for preparing a bromine-containing compound through a reaction, of a :electron-substituted furan compound.rich electron-substituted furan compound, rich in an electron-rich substituted thiophene compound: The substituent of,rich electron-substituted furan compound containing, of an electron-rich substituted furan compound . The method for preparing the bromine-containing compound by the reaction of the present invention comprises the following steps. preparing an electron-rich substituted furan), compound (by). reacting with a bromine, containing substituted phenyl group, (.rich, electron-substituted furan compound and an aromatic or unsaturated bond-containing compound with an electron-rich substituted furan compound containing an electron-rich substituted furan compound.

Mild and Regioselective Bromination of Phenols with TMSBr

Ma, Xiantao,Yu, Jing,Jiang, Mengyuan,Wang, Mengyu,Tang, Lin,Wei, Mengmeng,Zhou, Qiuju

supporting information, p. 4593 - 4596 (2019/07/05)

In this work, an unexpected promoting effect of by-product thioether was observed, leading to a mild and regioselective bromination of phenols with TMSBr. This method can tolerate a series of functional groups such as the reactive methoxyl, amide, fluoro, chloro, bromo, aldehyde, ketone and ester groups, and has the potential to recycle the by-product thioether and isolate the desired product under column chromatography-free conditions. Mechanism studies revealed that O–H···S hydrogen bond may be formed between phenol and by-product thioether. Possibly owing to the steric hindrance effect from by-product thioether, the electrophilic bromination at para-position of phenols is much favorable.

Regioselective bromination of arenes mediated by triphosgene-oxidized bromide

Xu, Yingzhou,Hu, Dufen,Zheng, Hui,Mei, David,Gao, Zhaobo

supporting information, (2019/08/30)

This article first time describes triphosgene (BTC) as an oxidant while the non-toxic and easy-to-handle potassium bromide (KBr) as the source of bromine to the bromination reaction of aromatic substrates. The novel brominating protocol gives excellent para-regioselectivity of the alkoxyl/hydroxyl arenes and high yield, offering good potential of commercial scale applications. The mechanism of “Triphosgene oxidize bromide” was proposed.

aromatic compound having fused cyclic substituent in aromatic ring and organic light-emitting diode including the same

-

Paragraph 0345-0347, (2019/01/06)

The present invention relates to a compound having a cyclic substituent fused with a cyclic ring and an organic light emitting diode including the same, and more particularly, to a compound for an organic light emitting diode represented by chemical formula A and an organic light emitting diode including the same. In chemical formula A, X is a substituent having structural formula X, Y is a substituent of structural formula Y1, n is an integer from 1 to 4, and structural formulas X and Y1 are the same as described in detailed description of the present invention.

ANTICANCER COMPOUNDS

-

Page/Page column 36; 37, (2018/11/22)

The present invention discloses compounds for inhibition of uncontrolled cell proliferation particularly in cancer stem cells. Particularly, the invention relates to compounds of Formula III to XIV for the treatment of cancer, such as breast and prostate cancer.

aromatic compound having fused cyclic substituent in aromatic ring and organic light-emitting diode including the same

-

Paragraph 0357; 0358, (2016/10/10)

The present invention refers to to the aromatic ring-fused ring withdrawing substituent and a compound having an same relates to organic light emitting device including, more specifically a represented by [formula A] an alkali-soluble polymer resin compound for an organic light-emitting device including organic light emitting device is characterized in that the. [Formula A] In said [formula A], X has a dementia drug; and shows strong X having substituted group, Y has a dementia drug; and shows strong formula selected from the group consisting Y1 to Y5 having one of substituted group, the n being integers, of 4 to 1, the Y5 formula to Y1 formula and X formula detailed description of the invention is described. (by machine translation)

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