Product Name

  • Name

    2-Naphthalenol

  • EINECS 205-182-7
  • CAS No. 135-19-3
  • Article Data645
  • CAS DataBase
  • Density 1.182 g/cm3
  • Solubility Very slightly soluble in water: 1 g/L (20 °C)
  • Melting Point 120-122 °C(lit.)
  • Formula C10H8O
  • Boiling Point 285.499 °C at 760 mmHg
  • Molecular Weight 144.173
  • Flash Point 144.002 °C
  • Transport Information UN 3077 9/PG 3
  • Appearance broken white shiny flakes or white powder
  • Safety 24/25-61
  • Risk Codes 20/22-50
  • Molecular Structure Molecular Structure of 135-19-3 (2-Naphthalenol)
  • Hazard Symbols HarmfulXn,DangerousN
  • Synonyms 2-Naphthol(8CI);2-Hydroxynaphthalene;Azogen Developer A;Betanaphthol;C.I. 37500;C.I. Developer 5;Developer AMS;Developer BN;Isonaphthol;NSC 2044;Naphthol B;b-Hydroxynaphthalene;b-Naphthol;b-Naphthyl alcohol;
  • PSA 20.23000
  • LogP 2.54540

Synthetic route

naphthalen-2-yl acetate
1523-11-1

naphthalen-2-yl acetate

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With lipase of Pseudomonas sp; water In various solvent(s) at 25℃; for 5h; Hydrolysis; deacetylation;100%
With sodium hydrogen telluride; acetic acid In ethanol for 0.5h; Heating;98%
With 2,2-dibutyl-1,3,2-dioxastannane; cesium fluoride In N,N-dimethyl-formamide at 20℃; for 0.5h;98%
ethyl (naphthalene-2-yl)carbonate
91902-97-5

ethyl (naphthalene-2-yl)carbonate

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With sodium hydrogen telluride In ethanol for 0.5h; Quantum yield; Heating; buffer: deoxygen. acetic acid;100%
With potassium tert-butylate; hydrogen; C16H18BrCoINO2 In dibutyl ether at 160℃; under 45004.5 Torr; for 20h; Sealed tube; Autoclave;75%
2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

A

2-Phenylbenzothiazole
883-93-2

2-Phenylbenzothiazole

B

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; potassium carbonate at 100℃; for 0.75h; Hydrolysis; cyclization; debenzoylation;A n/a
B 100%
2-naphthyl pivalate
1503-86-2

2-naphthyl pivalate

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

A

2-(tert-butyl)benzo[d]thiazole
17626-88-9

2-(tert-butyl)benzo[d]thiazole

B

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; potassium carbonate at 100℃; for 2h; Hydrolysis; cyclization;A n/a
B 100%
2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With potassium carbonate In 1-methyl-pyrrolidin-2-one for 0.5h; Heating;100%
With potassium fluoride; thiophenol In 1-methyl-pyrrolidin-2-one for 0.5h; Heating;92%
With HEPES buffer; human liver microsomal carboxylesterase 1 In dimethyl sulfoxide pH=7.4; Enzyme kinetics; Further Variations:; Reagents;
6-bromo-naphthalen-2-ol
15231-91-1

6-bromo-naphthalen-2-ol

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With triethylamine In isopropyl alcohol UV-irradiation;100%
2-naphthyl tetrahydro-2H-pyran-2-yl ether
30784-04-4

2-naphthyl tetrahydro-2H-pyran-2-yl ether

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
poly(4-vinylpyridinium) p-toluenesulfonate In tetrahydrofuran; ethanol at 75℃; for 20h; Hydrolysis;99%
silica-supported prop-1-ylsulfonic acid In methanol99.4%
With methanol; zirconium(IV) chloride at 20℃; for 6h;96%
2-bromonaphthalene
580-13-2

2-bromonaphthalene

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With copper(I) oxide; tetra(n-butyl)ammonium hydroxide; 1,10-phenanthroline-4,7-diol In water at 110℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube; Green chemistry;99%
With copper(l) iodide; potassium hydroxide In water at 120℃; for 12h; Inert atmosphere;96%
With tris(6,6'-diamino-2,2'-bipyridine); 4,4-diphenyl-1,3,5,7,8-pentamethyl-2,6-diethyl-4-bora-3a,4a-diaza-s-indacene; Br2Ni*3H2O; water; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide; acetonitrile at 20℃; for 24h; Glovebox; Irradiation; Inert atmosphere;92%
2-(allyloxy)naphthalene
3698-15-5

2-(allyloxy)naphthalene

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With chloro-trimethyl-silane; Ti(OiPr)[{(O-2,4-Me2C6H2)-6-CH2}3N]; magnesium In tetrahydrofuran at 40 - 50℃; for 12h; Inert atmosphere; regioselective reaction;99%
With chloro-trimethyl-silane; sodium iodide In acetonitrile for 0.0333333h;98%
With chloro-trimethyl-silane; sodium cyanoborohydride In acetonitrile at 20℃; for 0.25h; ether cleavage;98%

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate In methanol at 20℃; for 0.0333333h;99%
montmorillonite K-10 for 0.0833333h; Solid phase reaction; desilylation; microwave irradiation;98%
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.15h; Green chemistry;98%
C26H18O3

C26H18O3

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With (triphenylphosphine)gold(I) chloride; silver trifluoromethanesulfonate In ethanol; benzene at 20℃; for 0.5h;99%
naphthalene-2-boronic acid
32316-92-0

naphthalene-2-boronic acid

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With 1,3-dimethyl-5-ethyl-4a-hydroperoxyalloxazine; oxygen; hydrazine hydrate In methanol; 2,2,2-trifluoroethanol at 20℃; under 760.051 Torr; for 1h;99%
With oxygen; triethylamine In acetonitrile at 20℃; under 760.051 Torr; for 4h; Kinetics; Catalytic behavior; Reagent/catalyst; Irradiation;99%
With dihydrogen peroxide at 30℃; for 5h; Green chemistry;98%
naphth-2-yloxymethylacetylene
20009-28-3

naphth-2-yloxymethylacetylene

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With chloro-trimethyl-silane; Ti(OiPr)[{(O-2,4-Me2C6H2)-6-CH2}3N]; magnesium In tetrahydrofuran at 40 - 50℃; for 12h; Inert atmosphere; regioselective reaction;99%
With palladium on activated charcoal; ethanolamine In water at 80℃; Inert atmosphere;73%
2-iodonaphthalene
612-55-5

2-iodonaphthalene

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With copper(I) oxide; 2-(N,N-dimethylamino)ethanol; water; potassium hydroxide In dimethyl sulfoxide at 100℃; for 24h; Reagent/catalyst; Temperature; Inert atmosphere;99%
With glycolic Acid; copper hydroxide; sodium hydroxide In water; dimethyl sulfoxide at 120℃; for 6h; Inert atmosphere; Schlenk technique;94%
With basolite C300; potassium hydroxide In water; dimethyl sulfoxide at 125℃; for 12h;90%
2-benzyloxynaphthalene
613-62-7

2-benzyloxynaphthalene

A

toluene
108-88-3

toluene

B

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With 0.5%Pd/TiO2; isopropyl alcohol In water at 24.84℃; for 2h; Inert atmosphere; Sealed tube; Irradiation;A 99%
B 97%
2-vinyloxynaphthalene
7309-03-7

2-vinyloxynaphthalene

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With 1-Methylpyrrolidine; lithium aluminium tetrahydride; zirconocene dichloride In 2-methyltetrahydrofuran at 70℃; for 4h; Inert atmosphere; Schlenk technique;99%
With acetic acid In water for 0.166667h; Reflux;95%
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With L-Selectride In tetrahydrofuran at 67℃; for 48h;98%
With dimethylboron bromide In 1,2-dichloro-ethane at 70℃; for 36h;96%
With boron trichloride; tetra-(n-butyl)ammonium iodide In dichloromethane at -78 - 0℃; for 1h; dealkylation;96%
2-(dimethyl-1,1’-dimethylethylsilyloxy)naphthalene
62790-91-4

2-(dimethyl-1,1’-dimethylethylsilyloxy)naphthalene

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With carbonochloridic acid 1-chloro-ethyl ester In methanol at 20℃; for 20h;98%
With potassium fluoride; Tetraethylene glycol at 20℃; for 0.5h;98%
With SO3H silica gel In n-heptane at 50℃; for 0.5h;98%
4-(2-naphthoxy)-butanoic acid
16563-48-7

4-(2-naphthoxy)-butanoic acid

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With PPA at 100℃;98%
2-(tert-butoxycarbonyloxy)naphthalene
115311-03-0

2-(tert-butoxycarbonyloxy)naphthalene

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With 3-butyl-1-methylimidazolium acetate In water for 3h; Reflux;98%
With methanol; carbon tetrabromide; triphenylphosphine for 2h; Reflux;92%
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; 1,3-bis(adamantan-2-yl)imidazolin-2-yliden chloride; 5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane; sodium t-butanolate In toluene at 130℃; for 20h; Sealed tube; Inert atmosphere;
2-(tri(1-methylethyl)-silyloxy)naphthalene
213339-62-9

2-(tri(1-methylethyl)-silyloxy)naphthalene

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With potassium fluoride In Tetraethylene glycol at 20℃; for 0.25h; Inert atmosphere;98%
With potassium fluoride; Tetraethylene glycol at 20℃; for 0.25h;98%
(3-hydroxynaphthalen-2-yl) boronic acid
849404-37-1

(3-hydroxynaphthalen-2-yl) boronic acid

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
In dimethyl sulfoxide at 120℃; for 18h;98%
In dimethyl sulfoxide at 120℃;98%
1-iodo-2-hydroxynaphthalene
2033-42-3

1-iodo-2-hydroxynaphthalene

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With Hβ-zeolite; sodium sulfite In methanol for 48h; Heating;97%
With pyridine for 5.5h; Heating;93%
With pyridine; palladium diacetate In N,N-dimethyl-formamide at 120℃; under 760 Torr; for 24h;82%
2-naphthyl diethylcarbamate
61912-14-9

2-naphthyl diethylcarbamate

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With zirconocene dichloride In tetrahydrofuran at 20℃; Inert atmosphere;97%
With zirconocene dichloride; lithium tri-t-butoxyaluminum hydride In tetrahydrofuran at 0 - 20℃; Product distribution / selectivity;95%
potassium 2-naphthyltrifluoroborate

potassium 2-naphthyltrifluoroborate

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With Oxone; water In acetone at 20℃; for 0.0333333h;97%
With caesium carbonate; 1-acetyl-2-phenylhydrazine at 100℃; for 15h;90%
naphthalene-2-boronic acid
32316-92-0

naphthalene-2-boronic acid

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With ammonium bicarbonate In water at 20℃; for 2h; Schlenk technique;97%
C26H26OSi
929709-34-2

C26H26OSi

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With potassium fluoride; Tetraethylene glycol at 20℃; for 0.5h;96%
2-benzyloxynaphthalene
613-62-7

2-benzyloxynaphthalene

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With triethylammonium formate; palladium on activated charcoal for 0.166667h; Ambient temperature;95%
With biphenyl; lithium In tetrahydrofuran; methanol at -78℃; for 40h;71%
With hydrogen; palladium diacetate; pyrographite In tetrahydrofuran; methanol at 25℃; under 760.051 Torr; for 12h;66%
2-(methoxymethoxy)naphthalene
831-28-7

2-(methoxymethoxy)naphthalene

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
H6P2W18O62; silica gel In tetrahydrofuran; methanol at 65℃; for 1h;95%
With trimethylsilyl bromide; 4 A molecular sieve In dichloromethane at -30℃; for 7h;80%
With bismuth(III) chloride In water; acetonitrile at 50℃; for 3h;80%
propionyl chloride
79-03-8

propionyl chloride

β-naphthol
135-19-3

β-naphthol

2-naphthyl propionate
13080-43-8

2-naphthyl propionate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
acetic anhydride
108-24-7

acetic anhydride

β-naphthol
135-19-3

β-naphthol

naphthalen-2-yl acetate
1523-11-1

naphthalen-2-yl acetate

Conditions
ConditionsYield
zeolite HSZ-360 In neat (no solvent) at 60℃; for 1.5h;100%
With magnesium(II) perchlorate at 20℃; for 0.33h;100%
With SBA-15-Ph-Pr-SO3H at 20℃; for 1.16667h;100%
cinnamoyl chloride
102-92-1

cinnamoyl chloride

β-naphthol
135-19-3

β-naphthol

2-naphthylcinnamate
76339-56-5

2-naphthylcinnamate

Conditions
ConditionsYield
In chlorobenzene at 20℃; for 1h;100%
acetic acid
64-19-7

acetic acid

β-naphthol
135-19-3

β-naphthol

naphthalen-2-yl acetate
1523-11-1

naphthalen-2-yl acetate

Conditions
ConditionsYield
Stage #1: acetic acid With trifluoroacetic anhydride; indium(III) chloride at 20℃;
Stage #2: β-naphthol at 20℃; for 0.166667h;
100%
With bismuth(III) chloride for 1.66667h; Heating;98%
With phosphoric acid; trifluoroacetic anhydride at 20℃; for 0.0833333h;96%
propionic acid anhydride
123-62-6

propionic acid anhydride

β-naphthol
135-19-3

β-naphthol

2-naphthyl propionate
13080-43-8

2-naphthyl propionate

Conditions
ConditionsYield
With magnesium bis(trifluoromethane solfonyl)imide at 20℃; for 1h;100%
With magnesium(II) perchlorate at 20℃; for 1h;97%
With Cl(1-)*C5H14NO(1+)*3ZnCl2 In neat (no solvent) at 20℃; for 1.66667h; Green chemistry;92%
butyryl chloride
141-75-3

butyryl chloride

β-naphthol
135-19-3

β-naphthol

β-naphthyl butyrate
5856-33-7

β-naphthyl butyrate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

β-naphthol
135-19-3

β-naphthol

naphthalen-2-yl tosylate
7385-85-5

naphthalen-2-yl tosylate

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water at 0 - 20℃; for 2h; Green chemistry;100%
With dmap; triethylamine In dichloromethane for 2.25h; Inert atmosphere;99%
With 1,4-diaza-bicyclo[2.2.2]octane In dichloromethane at 0 - 20℃; Inert atmosphere;96%
benzoic acid
65-85-0

benzoic acid

β-naphthol
135-19-3

β-naphthol

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With TiO(acac)2 In xylene for 36h; Heating;100%
Stage #1: benzoic acid With trifluoroacetic anhydride; indium(III) chloride at 20℃;
Stage #2: β-naphthol at 20℃; for 0.166667h;
98%
With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine In dichloromethane for 1h; Ambient temperature;91%
methylamine
74-89-5

methylamine

β-naphthol
135-19-3

β-naphthol

2-N-methylaminonaphthalene
2216-67-3

2-N-methylaminonaphthalene

Conditions
ConditionsYield
With ammonium chloride In ethanol at 200℃; for 20h;100%
With water at 200 - 220℃; unter Druck;
With sodium hydrogensulfite In water Bucherer reaction; Autoclave;
β-naphthol
135-19-3

β-naphthol

1-deuterio-naphthalen-2-ol
68251-85-4

1-deuterio-naphthalen-2-ol

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate; water-d2 In 1,2-dichloro-ethane at 80℃; for 24h; Inert atmosphere;100%
With water-d2 Behandeln des Reaktionsprodukts mit wss. NaOH;
With water-d2; toluene-4-sulfonic acid at 60℃; for 24h; Inert atmosphere;
β-naphthol
135-19-3

β-naphthol

1-iodo-2-hydroxynaphthalene
2033-42-3

1-iodo-2-hydroxynaphthalene

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide; potassium iodide In methanol at 20℃; regioselective reaction;100%
Stage #1: β-naphthol With ammonium iodide In methanol for 0.0333333h;
Stage #2: In methanol
98%
With tert-butylhypochlorite; sodium iodide In water; acetonitrile at 0℃; for 0.166667h;95%
β-naphthol
135-19-3

β-naphthol

1,1'-bi-2-naphthol
602-09-5

1,1'-bi-2-naphthol

Conditions
ConditionsYield
With C24H13Cu2F9N4O7; oxygen In isopropyl alcohol at 90℃; under 760.051 Torr; for 24h;100%
With manganese (IV) dioxide In acetonitrile at 25℃; under 760.051 Torr;99.3%
With 2,6-dimethylpyridine; sodium perchlorate In acetonitrile electrolysis;98.6%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

β-naphthol
135-19-3

β-naphthol

1-(4-methoxyphenylazo)naphthalen-2-ol
13411-91-1

1-(4-methoxyphenylazo)naphthalen-2-ol

Conditions
ConditionsYield
With potassium hydrogensulfate; water; sodium nitrite Diazotization; coupling; microwave irradiation;100%
Stage #1: 4-methoxy-aniline With ferric hydrogen sulphate; silica gel; sodium nitrite In water Green chemistry;
Stage #2: β-naphthol In water at 20℃; for 0.05h; Green chemistry; regioselective reaction;
97%
Stage #1: 4-methoxy-aniline With water; sodium nitrite In neat (no solvent) at 20℃;
Stage #2: β-naphthol In neat (no solvent) at 20℃; for 0.25h;
94%
4-nitro-aniline
100-01-6

4-nitro-aniline

β-naphthol
135-19-3

β-naphthol

para red
6410-10-2

para red

Conditions
ConditionsYield
With potassium hydrogensulfate; water; sodium nitrite for 0.0333333h; Diazotization; coupling; microwave irradiation;100%
With hydrogenchloride; sodium nitrite In water at 20℃; for 1h; Time;99%
With hydrogenchloride; sodium nitrite In water at 20℃; for 0.0833333h; Reagent/catalyst; Temperature; Green chemistry;99%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

β-naphthol
135-19-3

β-naphthol

2-naphthyl tetrahydro-2H-pyran-2-yl ether
30784-04-4

2-naphthyl tetrahydro-2H-pyran-2-yl ether

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 1h; Ambient temperature;100%
With H6P2W18O62 In toluene at 20℃; for 2h;100%
silica-supported prop-1-ylsulfonic acid In acetonitrile for 0.166667h;99.6%
trifluoroacetic acid
76-05-1

trifluoroacetic acid

β-naphthol
135-19-3

β-naphthol

2-trifluoroacetoxynaphthalene
398-49-2

2-trifluoroacetoxynaphthalene

Conditions
ConditionsYield
for 24h; Heating;100%
iodomethane-d3
865-50-9

iodomethane-d3

β-naphthol
135-19-3

β-naphthol

2-(methoxy-d3)naphthalene
97073-37-5

2-(methoxy-d3)naphthalene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 8h; Inert atmosphere;100%
With potassium carbonate In tetrahydrofuran at 20℃; for 8h;94%
With sodium hydride In N,N-dimethyl-formamide for 3h; Ambient temperature;70%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

β-naphthol
135-19-3

β-naphthol

2-naphthyl triflate
3857-83-8

2-naphthyl triflate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;100%
With pyridine In dichloromethane at 25℃; for 16h; Inert atmosphere;99%
With pyridine In dichloromethane at 0 - 20℃;99%
β-naphthol
135-19-3

β-naphthol

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In methanol; hexane; acetonitrile for 15h; Ambient temperature;100%
N-<α-(benzotriazol-1-yl)benzyl>-3-pyridinecarboxamide
138768-28-2

N-<α-(benzotriazol-1-yl)benzyl>-3-pyridinecarboxamide

β-naphthol
135-19-3

β-naphthol

N-[(2-Hydroxy-naphthalen-1-yl)-phenyl-methyl]-nicotinamide
138768-36-2

N-[(2-Hydroxy-naphthalen-1-yl)-phenyl-methyl]-nicotinamide

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane for 4h; Heating;100%
1,3-diphenyltetrazolium tetrafluoroborate

1,3-diphenyltetrazolium tetrafluoroborate

β-naphthol
135-19-3

β-naphthol

sudan I
40339-35-3

sudan I

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane for 0.5h; Ambient temperature;100%
β-naphthol
135-19-3

β-naphthol

1-fluoronaphthalen-2-ol
51417-63-1

1-fluoronaphthalen-2-ol

Conditions
ConditionsYield
With N-4-fluorobis(phenylsulfonyl)amine In acetonitrile Ambient temperature;100%
Stage #1: β-naphthol With N,N'-difluoro-2,2'-bipyridinium bis(triflate) In carbon dioxide at 20℃; for 12h;
Stage #2: With hydrogen; palladium on activated charcoal In ethanol at 20℃; for 8h;
99%
With N-fluorobis(benzenesulfon)imide; zirconium(IV) chloride In dichloromethane at 0 - 20℃; for 18h;51%
para-nitrophenyl bromide
586-78-7

para-nitrophenyl bromide

β-naphthol
135-19-3

β-naphthol

4-nitrophenyl 2-naphthyl ether
71311-82-5

4-nitrophenyl 2-naphthyl ether

Conditions
ConditionsYield
With caesium carbonate; copper(I) bromide; 1,1'-azobis(1-cyanocyclohexanenitrile) In N,N-dimethyl-formamide at 100℃; for 0.5h; Microwave irradiation; Green chemistry;100%
With copper(l) iodide; 2-carbomethoxy-3-hydroxyquinoxaline-di-N-oxide; caesium carbonate In N,N-dimethyl-formamide at 100℃; for 12h; Schlenk technique; Inert atmosphere;93%
With potassium carbonate In dimethyl sulfoxide at 80℃; for 12h; Catalytic behavior; Ullmann Condensation; Sealed tube; Schlenk technique;91%
para-nitrophenyl triflate
17763-80-3

para-nitrophenyl triflate

β-naphthol
135-19-3

β-naphthol

2-naphthyl triflate
3857-83-8

2-naphthyl triflate

Conditions
ConditionsYield
With 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene on polystyrene.HL In acetonitrile at 80℃; Esterification;100%
With potassium carbonate In N,N-dimethyl-formamide for 1h; Ambient temperature;92%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; Substitution;92%
β-naphthol
135-19-3

β-naphthol

(E)-o-carboxycinnamic acid
18454-53-0

(E)-o-carboxycinnamic acid

Conditions
ConditionsYield
With bis(o-nitrophenyl) diselenide; dihydrogen peroxide In tert-butyl alcohol at 55℃; for 6h;100%
With poly(bis-1,2-diphenylene) diselenide; dihydrogen peroxide In tetrahydrofuran; water for 20h; Heating;98%
With oxone In water; acetonitrile at 20℃; for 10h;80%
β-naphthol
135-19-3

β-naphthol

3-methyl-1-(morpholin-4-ylcarbonyl)-1H-imidazol-3-ium iodide

3-methyl-1-(morpholin-4-ylcarbonyl)-1H-imidazol-3-ium iodide

2-naphthyl morpholine-4-carboxylate

2-naphthyl morpholine-4-carboxylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 16h;100%
With triethylamine In acetonitrile Substitution; Heating;93%
With triethylamine In acetonitrile for 18h; Heating;93%
β-naphthol
135-19-3

β-naphthol

1-(1,4-dioxa-8-azaspiro[4.5]dec-8-ylcarbonyl)-3-methyl-1H-imidazol-3-ium iodide

1-(1,4-dioxa-8-azaspiro[4.5]dec-8-ylcarbonyl)-3-methyl-1H-imidazol-3-ium iodide

1,4-dioxa-8-aza-spiro[4.5]decane-8-carboxylic acid naphthalen-2-yl ester

1,4-dioxa-8-aza-spiro[4.5]decane-8-carboxylic acid naphthalen-2-yl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 16h;100%
With triethylamine In acetonitrile Substitution; Heating;99%

2-Naphthol Uses

 2-Naphthol (CAS NO.135-19-3) is an intermediate of naphthalene acid which is a plant growth regulator. 
 2-Naphthol is used as a feed preservative and analytical reagent.
 2-Naphthol is an important organic raw material and dyes intermediate, for the manufacture of Tobias acid, butyric acid, β-naphthol-3-carboxylic acid, and used to manufacture antioxidant, Antioxidant DNP, and other antioxidant, organic pigments and fungicides.

2-Naphthol Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

2-Naphthol Specification

The 2-Naphthol, with the CAS registry number 135-19-3,is also known as 2-Hydroxynaphthalene; 2-Naphthalenol; beta-Hydroxynaphthalene. It belongs to the product categories of Organic Building Blocks;Oxygen Compounds;Particles and Stains.Its EINECS number is 205-182-7. This chemical's molecular formula is C10H8O and molecular weight is 144.17. What's more,Its systematic name is 2-Naphthalenol.It is a white or off-white powder with a slight which is stable, Combustible,dust may form explosive mixture with air,incompatible with strong oxidizing agents,phenol.It is an important organic raw material and dyes intermediate, for the manufacture of Tobias acid, butyric acid, β-naphthol-3-carboxylic acid, and used to manufacture antioxidant, Antioxidant DNP, and other antioxidant, organic pigments and fungicides.

Physical properties about 2-Naphthol are:
(1)ACD/LogP:  2.724; (2)# of Rule of 5 Violations:  0; (3)ACD/LogD (pH 5.5):  2.72; (4)ACD/LogD (pH 7.4):  2.72; (5)ACD/BCF (pH 5.5):  69.26; (6)ACD/BCF (pH 7.4):  68.80; (7)ACD/KOC (pH 5.5):  722.79; (8)ACD/KOC (pH 7.4):  718.00; (9)#H bond acceptors:  1; (10)#H bond donors:  1; (11)#Freely Rotating Bonds:  1; (12)Index of Refraction:  1.678; (13)Molar Refractivity:  45.977 cm3; (14)Molar Volume:  121.979 cm3; (15)Surface Tension:  51.0940017700195 dyne/cm; (16)Density:  1.182 g/cm3; (17)Flash Point:  144.002 °C; (18)Enthalpy of Vaporization:  54.56 kJ/mol; (19)Boiling Point:  285.499 °C at 760 mmHg; (20)Vapour Pressure:  0.0020000000949949 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:c1ccc2cc(ccc2c1)O;
(2)Std. InChI:InChI=1S/C10H8O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11H;
(3)Std. InChIKey:JWAZRIHNYRIHIV-UHFFFAOYSA-N.

The toxicity data of 2-Naphthol are as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo oral 100mg/kg (100mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
guinea pig LD50 oral 1335mg/kg (1335mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 30(9), Pg. 22, 1965.
guinea pig LDLo subcutaneous 2670mg/kg (2670mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 186, Pg. 195, 1937.
mouse LD50 intraperitoneal 97500mg/kg (97500mg/kg)   European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 13, Pg. 381, 1978.
mouse LDLo oral 100mg/kg (100mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
mouse LDLo subcutaneous 100mg/kg (100mg/kg)   Zeitschrift fuer Hygiene und Infektionskrankheiten. Vol. 64, Pg. 113, 1909.
rabbit LD50 skin > 10gm/kg (10000mg/kg)   BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 26-4/1973,
rabbit LDLo oral 3800mg/kg (3800mg/kg)   Yakkyoku. Pharmacy. Vol. 31, Pg. 1499, 1980.
rabbit LDLo subcutaneous 3gm/kg (3000mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
rabbit LDLo unreported 3800mg/kg (3800mg/kg)   Yakkyoku. Pharmacy. Vol. 32, Pg. 605, 1981.
rat LC50 inhalation > 770mg/m3/1H (770mg/m3) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 26-4/1973,
rat LD50 oral 1960mg/kg (1960mg/kg)   Gigiena Truda i Professional'naya Patologiya v Estonskoi SSR. Labor Hygiene and Occupational Pathology in the Estonian SSR. Vol. 8, Pg. 145, 1972.
rat LDLo subcutaneous 2940mg/kg (2940mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SLEEP

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 186, Pg. 195, 1937.

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