2-Bromo-7-hydroxynaphthalene supplier

Name
2-Bromo-7-hydroxynaphthalene
EINECS 628-835-1
CAS No. 116230-30-9
Article Data16
CAS DataBase
Density 1.614 g/cm³
Solubility
Melting Point 133-138 °C
Formula C₁₀H₇BrO
Boiling Point 353.8 °C at 760 mmHg
Molecular Weight 223.069
Flash Point 167.8 °C
Transport Information
Appearance
Safety 26-39
Risk Codes Xi:;
Molecular Structure
Hazard Symbols Xi
Synonyms 7-Bromo-2-naphthalenol;7-Bromonaphth-2-ol;
PSA 20.23000
LogP 3.30790

Synthetic route

: 582-17-2
2,7-Dihydroxynaphthalene

: 116230-30-9
7-bromonaphthalen-2-ol

Conditions

Conditions	Yield
With bromine; triphenylphosphine In acetonitrile at 70 - 250℃; for 1.25h;	84%
With bromine; triphenylphosphine In acetonitrile at 0 - 250℃; for 1.5h;	84%
With bromine; triphenylphosphine In acetonitrile at 70℃; for 1h; Schlenk technique;	66%

: 5060-82-2
7-methoxy-2-naphthol

: 116230-30-9
7-bromonaphthalen-2-ol

Conditions

Conditions	Yield
Stage #1: 7-methoxy-2-naphthol With bromine; triphenylphosphine In acetonitrile for 2h; Reflux; Stage #2: at 250℃; Sealed tube;	19%

: 709667-62-9
3,7-dibromo-[2]naphthol

: 116230-30-9
7-bromonaphthalen-2-ol

Conditions

Conditions	Yield
With sodium amalgam

: 861072-57-3
7-Hydrazino-[2]naphthol

: 116230-30-9
7-bromonaphthalen-2-ol

Conditions

Conditions	Yield
With hydrogen bromide; copper(ll) bromide

: 861072-57-3
7-Hydrazino-[2]naphthol

diluted hydrobromic acid: diluted hydrobromic acid

copper (II)-bromide: copper (II)-bromide

: 116230-30-9
7-bromonaphthalen-2-ol

...Expand

: 709667-62-9
3,7-dibromo-[2]naphthol

sodium amalgam: sodium amalgam

: 116230-30-9
7-bromonaphthalen-2-ol

: 116230-30-9
7-bromonaphthalen-2-ol

: C10H6Br2O

Conditions

Conditions	Yield
With N-Bromosuccinimide In acetonitrile at 20℃; for 3h;	100%
With pyridinium perbromide hydrobromide In acetonitrile at 0℃;

: 116230-30-9
7-bromonaphthalen-2-ol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1314130-89-6
2-bromo-7-[[(1,1-dimethylethyl)dimethylsilyl]oxy]naphthalene

Conditions

Conditions	Yield
With 1H-imidazole; dmap In N,N-dimethyl-formamide at 20℃; for 0.5h;	99%
With 1H-imidazole In dichloromethane at 20℃; for 4h;	88%
With 1H-imidazole In dichloromethane at 0 - 20℃;
With 1H-imidazole In dichloromethane at 0 - 20℃;

: 116230-30-9
7-bromonaphthalen-2-ol

: 75-16-1
methylmagnesium bromide

: 26593-50-0
7-methylnaphthalen-2-ol

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran at 90℃; Inert atmosphere;	99%

: (E)-2-oxo-3-(2,2,2-trifluoroethylidene)indoline-1-carboxylic acid tert-butyl ester

: 116230-30-9
7-bromonaphthalen-2-ol

: tert-butyl (2-((1S,2R)-9-bromo-3-oxo-1-(trifluoromethyl)-2,3-dihydro-1H-benzo[f]chromen-2-yl)phenyl)carbamate

Conditions

Conditions	Yield
With C33H36N4O5 In dichloromethane at -30℃; for 18h; Molecular sieve; stereoselective reaction;	98%

: 116230-30-9
7-bromonaphthalen-2-ol

: 88-10-8
N,N-diethylcarbamyl chloride

: 7-bromonaphthalen-2-yl diethylcarbamate

Conditions

Conditions	Yield
Stage #1: 7-bromonaphthalen-2-ol With sodium hydride In 1,2-dimethoxyethane; mineral oil at 0 - 20℃; for 0.166667h; Stage #2: N,N-diethylcarbamyl chloride With dmap In 1,2-dimethoxyethane; mineral oil at 20℃; for 2h;	98%

: 116230-30-9
7-bromonaphthalen-2-ol

: 77-78-1
dimethyl sulfate

: 2-bromo-7-methoxy-naphthalene

Conditions

Conditions	Yield
With sodium hydroxide In water at 20℃; for 24h;	98%

: 116230-30-9
7-bromonaphthalen-2-ol

: 196081-12-6, 196406-40-3, 196406-43-6
(rac)‐7,7'‐dibromo‐[1,1'‐binaphthalene]‐2,2'‐diol

Conditions

Conditions	Yield
With iron(III) chloride In water at 100℃; for 3h;	97%
With air In dichloromethane for 12h;	96%
With tert-butylamine; copper dichloride In methanol at 20℃; for 24h; Dimerization; Oxidation;	94%

: 18315-81-6
(Z)-2-bromo-2-nitro-1-phenylethene

: 116230-30-9
7-bromonaphthalen-2-ol

: 8-bromo-2-nitro-1-phenyl-1,2-dihydronaphtho[2,1-b]furan

Conditions

Conditions	Yield
With potassium carbonate In water at 5℃; for 72h; Reagent/catalyst; Solvent; Temperature; Green chemistry;	97%

: 116230-30-9
7-bromonaphthalen-2-ol

: N-(4-(1-hydroxy-1,3-diphenylprop-2-yn-1-yl)phenyl)pivalamide

: C36H30BrNO2

Conditions

Conditions	Yield
With 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate In dichloromethane at 20℃; for 3h;	97%

: 116230-30-9
7-bromonaphthalen-2-ol

: 74-88-4
methyl iodide

: 2-bromo-7-methoxy-naphthalene

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 72h;	96%
Stage #1: 7-bromonaphthalen-2-ol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Inert atmosphere; Cooling with ice; Stage #2: methyl iodide In N,N-dimethyl-formamide; mineral oil at 20℃; Cooling with ice;	95.4%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 3h;	95%

: 116230-30-9
7-bromonaphthalen-2-ol

isopropyl magnesium halide: isopropyl magnesium halide

: 760179-65-5
7-isopropylnaphthalen-2-ol

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In tetrahydrofuran at 0℃; for 3h; Kumada Cross-Coupling; Reflux;	96%

: 116230-30-9
7-bromonaphthalen-2-ol

: 382136-90-5
6-bromo-1,1-difluoro-2(1H)-naphthalenone

Conditions

Conditions	Yield
With 1-Chloromethyl-4-methyl-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) In acetonitrile at 20℃; for 72h;	96%

: C12H9BrN2O2

: 116230-30-9
7-bromonaphthalen-2-ol

: C22H16Br2N2O3

Conditions

Conditions	Yield
With nickel(II) triflate; C43H46N2O2; sodium hydrogencarbonate In chloroform at 15℃; for 6h; Green chemistry; enantioselective reaction;	96%

: 13922-41-3
1-Naphthylboronic acid

: 116230-30-9
7-bromonaphthalen-2-ol

: [1,2'-binaphthalen]-7'-ol

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 6h; Reflux;	96%

: 1099592-76-3
2-phenyl-3-(phenyl(tosyl)methyl)-1H-indole

: 116230-30-9
7-bromonaphthalen-2-ol

: 1443383-19-4
C31H22BrNO

Conditions

Conditions	Yield
With potassium phosphate; 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1S)-(6-methoxyquinolin-4-yl)(5-vinylquinuclidin-2-yl)methyl)thiourea In toluene at 30℃; for 24h; Michael Addition; enantioselective reaction;	95%

: 91-01-0
1,1-Diphenylmethanol

: 116230-30-9
7-bromonaphthalen-2-ol

: 1-benzhydryl-7-bromonaphthalen-2-ol

Conditions

Conditions	Yield
With phosphomolybdic acid In acetonitrile at 20℃; for 0.5h;	95%
With stannic bromide In dichloromethane at 20℃; for 24h; Friedel-Crafts Alkylation; Inert atmosphere;	90%

: 116230-30-9
7-bromonaphthalen-2-ol

: 340732-72-1
o-hydroxy-α-(p-anisyl)benzyl alcohol

: (R)-7-bromo-1-((2-hydroxyphenyl)(4-methoxyphenyl)methyl)naphthalen-2-ol

Conditions

Conditions	Yield
With C45H47O3P In dichloromethane at 20℃; Friedel-Crafts Alkylation; Inert atmosphere; enantioselective reaction;	94%

: 5720-07-0
4-methoxyphenylboronic acid

: 116230-30-9
7-bromonaphthalen-2-ol

: 7-(4-methoxyphenyl)naphthalen-2-ol

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 6h; Reflux;	94%

: 116230-30-9
7-bromonaphthalen-2-ol

: 89-98-5
2-chloro-benzaldehyde

: 109-77-3
malononitrile

: 3-amino-9-bromo-1-(2-chlorophenyl)-1H-benzo[f]chromene-2-carbonitrile

Conditions

Conditions	Yield
With piperidine In ethanol at 140℃; for 0.0333333h; Microwave irradiation;	94%

...Expand

: 694-28-0
2-chlorocyclopentanone

: 116230-30-9
7-bromonaphthalen-2-ol

: 1574664-87-1
2-bromo-8,9,10,10a-tetrahydro-7aH-cyclopenta[b]naphtha[1,2-d]furan-7a-ol

Conditions

Conditions	Yield
With sodium carbonate In 2,2,2-trifluoroethanol at 20℃; chemoselective reaction;	93%

: C22H22O3

: 116230-30-9
7-bromonaphthalen-2-ol

: 7-bromo-1-[(R)-{2-[(S)-2-methoxy-1-phenylethoxy]phenyl}-(phenyl)methyl]naphthalen-2-ol

Conditions

Conditions	Yield
With stannic bromide In nitromethane at 20℃; for 2h; Friedel-Crafts Alkylation; Inert atmosphere; diastereoselective reaction;	93%

: 90-97-1
4,4'-dichlorobenzophenone

: 116230-30-9
7-bromonaphthalen-2-ol

: C23H15BrCl2O

Conditions

Conditions	Yield
With phosphomolybdic acid In acetonitrile at 20℃; for 0.5h;	93%

: 116230-30-9
7-bromonaphthalen-2-ol

: 104-88-1
4-chlorobenzaldehyde

: 109-77-3
malononitrile

: 3-amino-9-bromo-1-(4-chlorophenyl)-1H-benzo[f]chromene-2-carbonitrile

Conditions

Conditions	Yield
With piperidine In ethanol at 140℃; for 0.0333333h; Microwave irradiation;	93%

...Expand

: 358-23-6
trifluoromethylsulfonic anhydride

: 945-51-7
1,1'-sulfinylbisbenzene

: 116230-30-9
7-bromonaphthalen-2-ol

: C22H16BrOS(1+)*CF3O3S(1-)

Conditions

Conditions	Yield
In acetonitrile at 0℃; for 3h; Green chemistry;	92%

...Expand

: 116230-30-9
7-bromonaphthalen-2-ol

: 1122-91-4
4-bromo-benzaldehyde

: 109-77-3
malononitrile

: 3-amino-9-bromo-1-(4-bromophenyl)-1H-benzo[f]chromene-2-carbonitrile

Conditions

Conditions	Yield
With piperidine In ethanol at 140℃; for 0.0333333h; Microwave irradiation;	92%

...Expand

: 1443382-87-3
C27H22N2O2S

: 116230-30-9
7-bromonaphthalen-2-ol

: 1443383-32-1
C30H21BrN2O

Conditions

Conditions	Yield
With potassium phosphate; 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1S)-(6-methoxyquinolin-4-yl)(5-vinylquinuclidin-2-yl)methyl)thiourea In toluene at 30℃; for 24h; Michael Addition; enantioselective reaction;	91%

: 5472-13-9
2-methylbenzhydrol

: 116230-30-9
7-bromonaphthalen-2-ol

: C24H19BrO

Conditions

Conditions	Yield
With phosphomolybdic acid In acetonitrile at 20℃; for 0.5h;	91%

: 116230-30-9
7-bromonaphthalen-2-ol

: 113893-08-6
benzo[b]thiophen-3-yl-3-boronic acid

: 7-(benzo[b]thiophen-3-yl)naphthalen-2-ol

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 6h; Reflux;	91%

: 116230-30-9
7-bromonaphthalen-2-ol

: 459-57-4
4-fluorobenzaldehyde

: 109-77-3
malononitrile

: 3-amino-9-bromo-1-(4-fluorophenyl)-1H-benzo[f]chromene-2-carbonitrile

Conditions

Conditions	Yield
With piperidine In ethanol at 140℃; for 0.0333333h; Microwave irradiation;	91%

...Expand

: 116230-30-9
7-bromonaphthalen-2-ol

: 587-04-2
3-Chlorobenzaldehyde

: 109-77-3
malononitrile

: 3-amino-9-bromo-1-(3-chlorophenyl)-1H-benzo[f]chromene-2-carbonitrile

Conditions

Conditions	Yield
With piperidine In ethanol at 140℃; for 0.0333333h; Microwave irradiation;	91%

...Expand

2-Bromo-7-hydroxynaphthalene Specification

The IUPAC name of 2-Naphthalenol,7-bromo- is 7-bromonaphthalen-2-ol. With the CAS registry number 116230-30-9, it is also named as 2-Bromo-7-hydroxynaphthalene. The product's categories are Organic Building Blocks; Oxygen Compounds; Phenols. In addition, its molecular formula is C₁₀H₇BrO and molecular weight is 223.07.

The other characteristics of 2-Naphthalenol,7-bromo- can be summarized as: (1)ACD/LogP: 3.48; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.48; (4)ACD/LogD (pH 7.4): 3.48; (5)ACD/BCF (pH 5.5): 261.84; (6)ACD/BCF (pH 7.4): 257.48; (7)ACD/KOC (pH 5.5): 1872.43; (8)ACD/KOC (pH 7.4): 1841.28; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 9.23 Å²; (13)Index of Refraction: 1.704; (14)Molar Refractivity: 53.66 cm³; (15)Molar Volume: 138.1 cm³; (16)Polarizability: 21.27×10^-24cm³; (17)Surface Tension: 55.2 dyne/cm; (18)Density: 1.614 g/cm³; (19)Flash Point: 167.8 °C; (20)Enthalpy of Vaporization: 62.24 kJ/mol; (21)Boiling Point: 353.8 °C at 760 mmHg; (22)Vapour Pressure: 1.71E-05 mmHg at 25 °C; (23)Melting point: 133-138 °C.

People can use the following data to convert to the molecule structure.
(1)SMILES: Brc2ccc1c(cc(O)cc1)c2
(2)InChI: InChI=1/C10H7BrO/c11-9-3-1-7-2-4-10(12)6-8(7)5-9/h1-6,12H
(3)InChIKey: VWSBGGRCEQOTNU-UHFFFAOYAS
(4)Std. InChI: InChI=1S/C10H7BrO/c11-9-3-1-7-2-4-10(12)6-8(7)5-9/h1-6,12H
(5)Std. InChIKey: VWSBGGRCEQOTNU-UHFFFAOYSA-N

Product Name

2-Bromo-7-hydroxynaphthalene

Synthetic route

2-Bromo-7-hydroxynaphthalene Specification

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