Product Name

  • Name

    2-Naphthyl benzoate

  • EINECS 202-247-1
  • CAS No. 93-44-7
  • Article Data86
  • CAS DataBase
  • Density 1.199 g/cm3
  • Solubility insoluble in water
  • Melting Point 105-109 °C
  • Formula C17H12O2
  • Boiling Point 413.5 °C at 760 mmHg
  • Molecular Weight 248.281
  • Flash Point 174.6 °C
  • Transport Information
  • Appearance light brown crystalline powder
  • Safety 24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 93-44-7 (2-Naphthyl benzoate)
  • Hazard Symbols
  • Synonyms 2-Naphthalenol,benzoate (9CI);2-Naphthol, benzoate (6CI,7CI,8CI);2-Benzoyloxynaphthalene;Benzonaphthol;Betabenzon;NSC 5537;Naphthalen-2-ylbenzoate;b-Naphthyl benzoate;2-Naphthalenol,2-benzoate;
  • PSA 26.30000
  • LogP 4.05900

Synthetic route

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%
benzoyl chloride
98-88-4

benzoyl chloride

β-naphthol
135-19-3

β-naphthol

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
zirconium(IV) oxychloride In dichloromethane at 20℃; for 21h;98%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 4h; Inert atmosphere; Schlenk technique;98%
at 60℃; for 2h;97%
benzoic acid anhydride
93-97-0

benzoic acid anhydride

β-naphthol
135-19-3

β-naphthol

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
Stage #1: benzoic acid anhydride With molybdenium(VI) dioxodichloride In dichloromethane at 20℃; for 0.5h;
Stage #2: β-naphthol In dichloromethane at 20℃; for 70h;
98%
With bismuth(lll) trifluoromethanesulfonate In acetonitrile for 0.75h; Heating;95%
With bismuth oxide perchlorate In dichloromethane at 20℃; for 1h;92%
vinyl benzoate
769-78-8

vinyl benzoate

β-naphthol
135-19-3

β-naphthol

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In neat (no solvent) at 70 - 140℃; for 0.183333h; Microwave irradiation;98%
benzoyl cyanide
613-90-1

benzoyl cyanide

β-naphthol
135-19-3

β-naphthol

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With dmap; 1-ethylene glycol monomethyl ether-3-methylimidazolium methanesulfonate at 25 - 35℃;97%
2-naphthyl trimethylsilyl ether
18081-08-8

2-naphthyl trimethylsilyl ether

benzoic acid anhydride
93-97-0

benzoic acid anhydride

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
bismuth(lll) trifluoromethanesulfonate In acetonitrile for 1.5h; Heating;95%
mono-O-benzoyl maleic hydrazide
2797-52-6

mono-O-benzoyl maleic hydrazide

β-naphthol
135-19-3

β-naphthol

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 70 - 80℃; for 5h;95%
benzaldehyde
100-52-7

benzaldehyde

β-naphthol
135-19-3

β-naphthol

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With bis(2,6-diisopropylphenyl)-3,4,5,6-tetrahydropyrimidin-1-ium chloride; palladium diacetate; sodium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 100℃; for 24h; Sealed tube;94%
With sodium cyanide; copper(l) iodide; sodium hydroxide In neat (no solvent) at 120℃; for 23h;89%
With iron(II) triflate; potassium tert-butylate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride In 1,4-dioxane at 90℃; for 24h;83%
naphthalene-2-boronic acid
32316-92-0

naphthalene-2-boronic acid

benzaldehyde
100-52-7

benzaldehyde

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With iron(II) triflate; potassium tert-butylate; oxygen; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride In 1,4-dioxane at 90℃; for 6h;92%
naphthalene-2-boronic acid
32316-92-0

naphthalene-2-boronic acid

benzoyl chloride
98-88-4

benzoyl chloride

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With oxygen; cesium fluoride; bis[2-(diphenylphosphino)phenyl] ether; bis(dibenzylideneacetone)-palladium(0) In 5,5-dimethyl-1,3-cyclohexadiene at 60℃; under 760.051 Torr; for 12h;92%
naphthalene-2-boronic acid
32316-92-0

naphthalene-2-boronic acid

benzoic acid anhydride
93-97-0

benzoic acid anhydride

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With potassium fluoride; oxygen; palladium dichloride In acetonitrile at 60℃; for 5h;92%
β-naphthol
135-19-3

β-naphthol

benzyl alcohol
100-51-6

benzyl alcohol

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With [RhCl2(p-cymene)]2; oxygen; caesium carbonate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride In 5,5-dimethyl-1,3-cyclohexadiene at 130℃; for 24h;90%
With oxygen; palladium diacetate; sodium carbonate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride In 5,5-dimethyl-1,3-cyclohexadiene at 130℃; for 36h;88%
β-naphthol
135-19-3

β-naphthol

3,6-dibenzoyloxy-1,2-pyridazine
848417-68-5

3,6-dibenzoyloxy-1,2-pyridazine

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 75 - 80℃; for 6h;89%
2-naphthyl tetrahydro-2H-pyran-2-yl ether
30784-04-4

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

benzoic acid anhydride
93-97-0

benzoic acid anhydride

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
bismuth(lll) trifluoromethanesulfonate In acetonitrile for 2h; Heating;85%
iodobenzene
591-50-4

iodobenzene

chloroform
67-66-3

chloroform

β-naphthol
135-19-3

β-naphthol

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With palladium diacetate; triphenylphosphine; potassium hydroxide In water at 80℃; for 12h; Suzuki Coupling; Inert atmosphere;84%
iodobenzene
591-50-4

iodobenzene

chromium(0) hexacarbonyl
199620-14-9, 13007-92-6

chromium(0) hexacarbonyl

β-naphthol
135-19-3

β-naphthol

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With triethylamine; nickel dichloride In N,N-dimethyl-formamide at 100℃; for 3.7h;83%
carbon monoxide
201230-82-2

carbon monoxide

phenylhydrazine hydrochloride
59-88-1

phenylhydrazine hydrochloride

β-naphthol
135-19-3

β-naphthol

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With bis(diphenylphosphino)propanepalladium(II) dichloride; oxygen; sodium hydroxide at 100℃; under 760.051 Torr; for 12h; Schlenk technique; Molecular sieve; Green chemistry;82%
2-naphthyl pivalate
1503-86-2

2-naphthyl pivalate

benzamide
55-21-0

benzamide

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With potassium carbonate In toluene at 120℃; for 12h; Sealed tube;81%
p-nitrophenylbenzoate
959-22-8

p-nitrophenylbenzoate

β-naphthol
135-19-3

β-naphthol

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With potassium carbonate In 1,4-dioxane at 120℃; for 48h; Green chemistry;79%
naphthalene-2-boronic acid
32316-92-0

naphthalene-2-boronic acid

N,N-phenyl-p-toluenesulfonylbenzamide
74542-54-4

N,N-phenyl-p-toluenesulfonylbenzamide

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With allylchloro[1,3-bis(2,6-di-isopropylphenyl)imidazol-2-ylidine]palladium(II); oxygen; cesium fluoride In 5,5-dimethyl-1,3-cyclohexadiene at 65℃; for 15h;77%
With dmap; potassium phosphate In 1,2-dimethoxyethane at 40℃; for 24h; Schlenk technique; Irradiation;75%
N-benzyl-N-(tert-butoxycarbonyl)-benzamide
85909-02-0

N-benzyl-N-(tert-butoxycarbonyl)-benzamide

β-naphthol
135-19-3

β-naphthol

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With sodium t-butanolate In toluene at 150℃; for 24h; Sealed tube;77%
iodobenzene
591-50-4

iodobenzene

β-naphthol
135-19-3

β-naphthol

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With triethylamine In toluene at 100℃; for 15h; Catalytic behavior;73%
5,6,7,8-tetrahydronaphthalen-2-yl benzoate
3574-36-5

5,6,7,8-tetrahydronaphthalen-2-yl benzoate

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With Ni(NTf2)2·xH2O; 4-mercapto-4-oxide-dinaphtho<2,1-d:1',2'-f><1,3,2>dioxaphosphepin; 9-(2-mesityl)-10-methylacridinium perchlorate In dichloromethane at 20℃; for 48h; Inert atmosphere; Irradiation;65%
O-(2-naphthyl) O-phenyl thiocarbonate
500312-07-2

O-(2-naphthyl) O-phenyl thiocarbonate

A

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

B

phenyl naphthalene-2-carboxylate
82408-29-5

phenyl naphthalene-2-carboxylate

Conditions
ConditionsYield
With triethylsilane; di-tert-butyl peroxide In benzene at 135℃; for 5h; Inert atmosphere; Sealed tube; regioselective reaction;A 15%
B 61%
phenylacetonitrile
140-29-4

phenylacetonitrile

β-naphthol
135-19-3

β-naphthol

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With oxygen; copper diacetate In acetonitrile at 20 - 120℃; for 24h; Schlenk technique; Sealed tube;60%
1-benzoyloxy-5-chloro-3,6-diethyl-1,2-dihydro-2-oxopyrazine
111730-61-1

1-benzoyloxy-5-chloro-3,6-diethyl-1,2-dihydro-2-oxopyrazine

cyclohexanol
108-93-0

cyclohexanol

A

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

B

5-chloro-3,6-diethyl-2-hydroxypyrazine-1-oxide
72876-06-3

5-chloro-3,6-diethyl-2-hydroxypyrazine-1-oxide

Conditions
ConditionsYield
With triethylamine In benzene for 3h; Heating;A 38%
B n/a
benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

β-naphthol
135-19-3

β-naphthol

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With iron(III)-acetylacetonate In n-heptane at 105℃; for 24h; Inert atmosphere;32%
Benzotrichlorid
98-07-7

Benzotrichlorid

β-naphthol
135-19-3

β-naphthol

A

1-benzoyl-2-naphthol
6333-07-9

1-benzoyl-2-naphthol

B

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With iron(III) chloride on silica at 70 - 72℃;A 27.41%
B n/a
4-chlorophenyl benzoate
2005-08-5

4-chlorophenyl benzoate

β-naphthol
135-19-3

β-naphthol

2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

Conditions
ConditionsYield
With potassium carbonate In 1,4-dioxane at 120℃; for 48h; Green chemistry;20%
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 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;
2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

4-methoxy-phenol
150-76-5

4-methoxy-phenol

4-methoxyphenyl benzoate
1523-19-9

4-methoxyphenyl benzoate

Conditions
ConditionsYield
With potassium carbonate In 1,4-dioxane at 120℃; for 48h; Green chemistry;100%
2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

1-nitonaphthalen-2-yl benzoate
72771-44-9

1-nitonaphthalen-2-yl benzoate

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In acetic acid at 70 - 80℃; for 0.5h;95%
2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

1-benzoyl-2-naphthol
6333-07-9

1-benzoyl-2-naphthol

Conditions
ConditionsYield
for 0.116667h; Rearrangement; microwave irradiation;92%
With sodium dodecyl-sulfate for 7h; Irradiation;75%
With aluminium trichloride In chlorobenzene at 110℃; under 760 Torr; for 0.0833333h; Irradiation; microwave oven;72%
2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

thiophenol
108-98-5

thiophenol

A

phenyl thiobenzoate
884-09-3

phenyl thiobenzoate

B

diphenyldisulfane
882-33-7

diphenyldisulfane

C

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; potassium carbonate for 0.5h; Hydrolysis; debenzoylation; oxidation; substitution; Heating;A n/a
B n/a
C 90%
2-naphthyl benzoate
93-44-7

2-naphthyl benzoate

phenol
108-95-2

phenol

benzoic acid phenyl ester
93-99-2

benzoic acid phenyl ester

Conditions
ConditionsYield
With potassium carbonate In 1,4-dioxane at 120℃; for 48h; Green chemistry;89%

2-Naphthyl Benzoate Chemical Properties

IUPAC Name: Naphthalen-2-yl Benzoate
CAS:93-44-7
EINECS:202-247-1
Product Categories: Pharmaceutical Raw Materials ; Aromatic Ester ; Functional Materials ; Liquid Crystals & Related Compounds ; Phenyl Esters (Liquid Crystals).
Following is the Molecular Structure of 2-Naphthyl Benzoate (93-44-7):

SMILES: O=C(Oc2ccc1c(cccc1)c2)c3ccccc3
InChI: InChI=1/C17H12O2/c18-17(14-7-2-1-3-8-14)19-16-11-10-13-6-4-5-9-15?(13)12-16/h1-12H
InChIKey: DWJIJRSTYFPKGD-UHFFFAOYAH
Std. InChI: InChI=1S/C17H12O2/c18-17(14-7-2-1-3-8-14)19-16-11-10-13-6-4-5-9-1?5(13)12-16/h1-12H Std. InChIKey: DWJIJRSTYFPKGD-UHFFFAOYSA-N
Molecular Formula:C17H12O2
Molar Volume: 206.9cm3
Melting Point: 105-109℃
Boiling Point: 413.5℃ at 760mmHg
Flash Point: 174.6℃
Density: 1.199g/cm3
Molar Refractivity: 75.74cm3
Polarizability: 30.02 10-24cm3
Enthalpy of Vaporization: 66.63kJ/mol
Vapour Pressure: 4.77E-07mmHg at 25℃

2-Naphthyl Benzoate Uses

 2-Naphthyl Benzoate (93-44-7) can be used as hardening agent for paraffin.

2-Naphthyl Benzoate Safety Profile

Safety Description: S22 S24/25.
S22 Do not breathe dust.
S24 Avoid contact with skin.
S25 Avoid contact with eyes.
Ingestion: May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation: May cause respiratory tract irritation.
Skin: May cause skin irritation.
Eyes: May cause eye irritation.

2-Naphthyl Benzoate Specification

 2-Naphthyl Benzoate (93-44-7),which also can be called for Benzoic Acid 2-Naphthyl Ester ; Benzonaphthol ; Beta-Naphthyl Benzoate ; Beta-Naphthyl Benzoate ; 2 Benzoxynaphthalene ; 2-Naphthol Bezoate ; 2-Naphthyl Benzoate ; 2-Benzoyloxy Naphthalene . 2-Naphthyl Benzoate (93-44-7) is a kind of light brown crystalline powder. This chemical is stable under normal temperatures and pressures.After decomposition it turned into Carbon Monoxide and Carbon Dioxide . 2-Naphthyl Benzoate (93-44-7) should be stored in a tightly closed container of cool,dry places. When you are handling this chemical,take care of avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. 

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