• Name

  5-Hydroxy-1-tetralone

• EINECS 248-958-0
• CAS No. 28315-93-7
• Article Data21
• CAS DataBase
• Density 1.236 g/cm³
• Solubility
• Melting Point 206-209 °C(lit.)
• Formula C₁₀H₁₀O₂
• Boiling Point 325.3 °C at 760 mmHg
• Molecular Weight 162.188
• Flash Point 138.1 °C
• Transport Information
• Appearance yellowish crystalline powder
• Safety 22-24/25-37/39-26
• Risk Codes 36/37/38
• Molecular Structure
• Hazard Symbols Xi
• Synonyms 1,2,3,4-Tetrahydro-1-oxo-5-hydroxynaphthalene;3,4-Dihydro-5-hydroxy-1(2H)-naphthalenone;5-Hydroxy-3,4-dihydro-1(2H)-naphthalenone;5-Hydroxy-a-tetralone;5-Hydroxytetralone;5-Hydroxy-1-tetralone;
• PSA 37.30000
• LogP 1.91120

Synthetic route

40771-26-4

1,2,3,4-tetrahydro-1,5-dihydroxy-naphthalene

28315-93-7

5-Hydroxy-1-tetralone

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; zircornium(IV) n-propoxide In dichloromethane at 20℃; for 18h;	96%

83-56-7

1,5-dihydroxynaphthalene

28315-93-7

5-Hydroxy-1-tetralone

Conditions

Conditions	Yield
With aluminum tri-bromide; cyclohexane In various solvent(s) at 25℃; for 48h;	88%
With palladium on activated charcoal; ammonium formate In water; butan-1-ol at 120℃; for 3h; Temperature; Solvent; Reagent/catalyst; Further stages;	83.3%
Stage #1: 1,5-dihydroxynaphthalene With hydrogen; sodium hydroxide; palladium 10% on activated carbon In water; isopropyl alcohol at 20 - 80℃; under 5171.62 Torr; Autoclave; Stage #2: With hydrogenchloride In water pH=~ 2;	60%
Stage #1: 1,5-dihydroxynaphthalene With hydrogen; sodium hydroxide; palladium 10% on activated carbon In water; isopropyl alcohol at 80℃; under 5171.62 Torr; for 20h; Autoclave; Stage #2: With hydrogenchloride In water pH=~ 2;	60%
With palladium 10% on activated carbon; hydrogen; sodium hydroxide In water; isopropyl alcohol at 80℃; under 8250.83 Torr; for 24h; Autoclave;	53%

33892-75-0

5-Methoxy-1-tetralone

28315-93-7

5-Hydroxy-1-tetralone

Conditions

Conditions	Yield
With hydrogen bromide; acetic acid for 0.75h; Heating;	85%
With 1-N-ferrocenylmethyl benzimidazole tagged polymer In N,N-dimethyl-formamide Reflux;	82%
With hydrogen bromide In acetic acid for 24h; Heating;

3041-17-6

4,5-dihydro-3H-benzo[b]oxepin-2-one

A

35387-19-0

2-hydroxybenzenebutanoic acid

B

28315-93-7

5-Hydroxy-1-tetralone

Conditions

Conditions	Yield
With PPA at 80℃; for 3h;	A 55% B 7%

79950-42-8

2-allyl-3-hydroxy-benzaldehyde

A

28315-93-7

5-Hydroxy-1-tetralone

B

99678-01-0

4-hydroxy-2-methyl-2,3-dihydro-1H-inden-1-one

Conditions

Conditions	Yield
With acetic acid; L-proline at 120℃; for 24h; Green chemistry;	A 40% B 42%

529-34-0

3,4-dihydronaphthalene-1(2H)-one

A

22009-38-7

7-hydroxy-1-tetralone

B

28315-93-7

5-Hydroxy-1-tetralone

C

1077-69-6

5,8-dihydroxy-1-tetralone

Conditions

Conditions	Yield
With dihydrogen peroxide; hydrogen fluoride; antimony pentafluoride at -40℃; for 0.5h; Mechanism; Product distribution;	A 30% B 34% C 5%
With dihydrogen peroxide; hydrogen fluoride; antimony pentafluoride at -40℃; for 0.5h;	A 30% B 34% C 5%

...Expand

91028-13-6

5,6,7,8-tetrahydronaphthalen-1-yl acetate

28315-93-7

5-Hydroxy-1-tetralone

Conditions

Conditions	Yield
With chromium(VI) oxide; acetic anhydride; acetic acid at 40℃; und Erhitzen des erhaltenen 5-Acetoxy-1-oxo-tetralins C12H12O3 mit wss.-aethanol.NaOH unter Wasserstoff; substances of mp: about 210 degree;

13913-82-1, 42245-84-1, 42245-85-2, 89448-15-7, 89448-20-4

(4aSR,8aSR)-octahydronaphthalene-1,5-dione

(+-)-1.5-dioxo-trans-decalin

(+-)-1.5-dioxo-trans-decalin

28315-93-7

5-Hydroxy-1-tetralone

Conditions

Conditions	Yield
With potassium hydroxide substances of mp: 157 degree;

5-amino-1-oxo-tetralin

5-amino-1-oxo-tetralin

28315-93-7

5-Hydroxy-1-tetralone

Conditions

Conditions	Yield
With sulfuric acid Diazotization; substances of mp: about 210 degree;

naphthlindiol-(1.5)

naphthlindiol-(1.5)

28315-93-7

5-Hydroxy-1-tetralone

Conditions

Conditions	Yield
With kieselguhr; tetralin; nickel at 120 - 180℃; under 7355.08 - 14710.2 Torr; Hydrogenation; substances of mp: 157 degree;

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2SO4 / 20 °C 2: acetic acid; acetic acid anhydride; CrO3 / 40 °C / und Erhitzen des erhaltenen 5-Acetoxy-1-oxo-tetralins C12H12O3 mit wss.-aethanol.NaOH unter Wasserstoff View Scheme

28315-93-7

5-Hydroxy-1-tetralone

6-bromo-5-hydroxy-3,4-dihydronaphthalen-1(2H)-one

Conditions

Conditions	Yield
With N-Bromosuccinimide; diisopropylamine In dichloromethane at 25℃; for 4h; Inert atmosphere;	89%

28315-93-7

5-Hydroxy-1-tetralone

100-52-7

benzaldehyde

42022-29-7

(2E)-2-benzylidene-5-hydroxy-3,4-dihydronaphthalen-1(2H)-one

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water Claisen-Schmidt Condensation; Reflux;	88%

28315-93-7

5-Hydroxy-1-tetralone

45720-12-5

tert-butyl({[(2S)-oxiran-2-yl]methyl})amine

levobutanolol; (S)-(-)-5-[3-[(1,1-dimethylethyl)amino]-2-hydroxypropoxy]-3.4-dihydro-1(2H)-naphtalenone monohydrochloride

Conditions

Conditions	Yield
With sodium ethanolate In methanol; water at 50℃; for 5h; Solvent; Reagent/catalyst; Temperature;	87.3%

103997-60-0

1-(3-chloropropyl)-4-(2-ethoxyphenyl)-piperazine

28315-93-7

5-Hydroxy-1-tetralone

5-{3-[4-(2-ethoxy-phenyl)-piperazin-1-yl]-propoxy}-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
	86%

28315-93-7

5-Hydroxy-1-tetralone

107-30-2

chloromethyl methyl ether

5-(methoxymethoxy)tetralin-1-one

Conditions

Conditions	Yield
Stage #1: 5-Hydroxy-1-tetralone With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: chloromethyl methyl ether In tetrahydrofuran at 20℃; for 2h;	85%

21279-79-8

1-(3-Chloropropyl)-4-(p-methoxyphenyl)piperazine

28315-93-7

5-Hydroxy-1-tetralone

5-{3-[4-(4-methoxy-phenyl)-piperazin-1-yl]-propoxy}-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
	84.5%

28315-93-7

5-Hydroxy-1-tetralone

124-63-0

methanesulfonyl chloride

methanesulfonic acid 5-oxo-5,6,7,8-tetrahydronaphthalen-1-yl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -10 - 20℃; for 18h;	80%
With triethylamine In dichloromethane at 10℃;
With triethylamine In dichloromethane at -10℃;
With triethylamine at -10℃;

28315-93-7

5-Hydroxy-1-tetralone

21279-77-6

1-(2-methoxyphenyl)-4-(3-chloropropyl)piperazine

5-{3-[4-(2-methoxy-phenyl)-piperazin-1-yl]-propoxy}-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
	78.8%

52536-36-4

1-(2-chlorophenyl)-4-(3-chloropropyl)-piperazine

28315-93-7

5-Hydroxy-1-tetralone

5-{3-[4-(2-chloro-phenyl)-piperazin-1-yl]-propoxy}-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
	78%

28315-93-7

5-Hydroxy-1-tetralone

7051-34-5

cyclopropylcarbinyl bromide

1480018-37-8

5-(cyclopropylmethoxy)-3,4-dihydronaphthalen-1(2H)-one

Conditions

Conditions	Yield
With potassium carbonate In butanone at 80℃;	78%

28315-93-7

5-Hydroxy-1-tetralone

6287-38-3

3,4-dichlorobenzaldehyde

(2E)-2-(3',4'-dichlorobenzylidene)-5-hydroxy-3,4-dihydronaphthalen-1(2H)-one

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water Claisen-Schmidt Condensation; Reflux;	78%

28315-93-7

5-Hydroxy-1-tetralone

(+/-)-2-fluoro-5-hydroxy-3,4-dihydro-1(2H)-naphthalenone

Conditions

Conditions	Yield
With 1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2,2,2]octane-1,4-bis(tetrafluoroborate) In methanol for 0.5h; Heating;	77%

6323-15-5

3-[4-(2-methylphenyl)-piperazino]-propyl chloride

28315-93-7

5-Hydroxy-1-tetralone

5-[3-(4-o-tolyl-piperazin-1-yl)-propoxy]-3,4-dihydro-2H-naphthalen-1-one

Conditions

Conditions	Yield
	73.4%

5-Hydroxy-1-Tetralone Analytical Methods

5-Hydroxy-1-Tetralone Specification