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529-34-0

Basic Information
CAS No.: 529-34-0
Name: 1-Tetralone
Article Data: 604
Molecular Structure:
Molecular Structure of 529-34-0 (1-Tetralone)
Formula: C10H10O
Molecular Weight: 146.189
Synonyms: 3,4-Dihydro-1(2H)-naphthalenone;1,2,3,4-Tetrahydro-1-naphthalenone;alpha-Tetralone;1-Tetralone;
EINECS: 208-460-6
Density: 1.101 g/cm3
Melting Point: 2-7 °C(lit.)
Boiling Point: 255.8 °C at 760 mmHg
Flash Point: 104.6 °C
Solubility: insoluble
Appearance: Clear amber to brown oily liquid
Hazard Symbols: HarmfulXn
Risk Codes: 22-20/22-20/21/22
Safety: 23-24/25-36
PSA: 17.07000
LogP: 2.20560
Synthetic route
119-64-2

tetralin

529-34-0

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

Conditions
ConditionsYield
With water; iron(III) chloride In acetone at 0℃; for 5h; Irradiation;100%
With water; iron(III) chloride In acetone at 0℃; for 5h; Product distribution; Irradiation; also other reactant (indan, diphenylmethane, toluene, ethylbenzene and isochromane), and also other reaction times;100%
With Iron(III) nitrate nonahydrate; 1-hydroxy-pyrrolidine-2,5-dione; oxygen In benzonitrile at 90℃; for 28h;99%
771-29-9

1,2,3,4-tetrahydro-1-naphthyl hydroperoxide

529-34-0

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

Conditions
ConditionsYield
With Amberlyst A-26 In chlorobenzene at 110℃; for 1h;100%
With iron(II) sulfate
With lead(IV) acetate; acetic acid at 30℃;
529-33-9

1,2,3,4-Tetrahydro-1-naphthol

529-34-0

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

Conditions
ConditionsYield
With n-butyltriphenylphosphonium permanganate In acetonitrile at 20℃; for 0.25h;100%
With butyltriphenylphosphonium chlorochromate In acetonitrile for 0.583333h; Heating;100%
With air; potassium carbonate In water at 26.84℃; for 1h;100%
1821-12-1

4-Phenylbutyric acid

529-34-0

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

Conditions
ConditionsYield
With tetrachlorosilane; 4-(trifluoromethyl)benzoic anhydride; silver perchlorate In dichloromethane for 24h; Ambient temperature;100%
With tetrachlorosilane; 4-(trifluoromethyl)benzoic anhydride; silver perchlorate In dichloromethane for 24h; Ambient temperature;100%
With trifluorormethanesulfonic acid at 5 - 20℃; for 2h; Cyclization; acylation;98%
56685-73-5

1-tetralone 1,3-dithiane

529-34-0

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

Conditions
ConditionsYield
With dihydrogen peroxide; tantalum pentachloride; sodium iodide In water; ethyl acetate at 20℃; for 0.3h;100%
With dihydrogen peroxide; tantalum pentachloride; sodium iodide In water; ethyl acetate at 20℃; for 0.3h;100%
With aluminium trichloride; benzyltriphenylphosphonium peroxymonosulfate at 20℃; for 0.166667h;97%
17336-59-3

1-tetralone tosylhydrazone

529-34-0

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

Conditions
ConditionsYield
With tert.-butylhydroperoxide In acetone for 8h; Heating;100%
With 1-methyl-1H-imidazole; oxygen; pivalaldehyde; (NMe4)2[Ni(Me2opba)]*4H2O In fluorobenzene at 20℃; for 6h; Oxidation;80%
1056246-70-8

2-bromo-1-tetralone

529-34-0

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

Conditions
ConditionsYield
With potassium carbonate; butan-1-ol; palladium diacetate; triphenylphosphine at 100℃;99%
With sodium hydrogen telluride In ethyl acetate for 1h; Ambient temperature;96%
With water; 1-methyl-3-pentyl-1H-imidazolium tetrafluoroborate at 125℃; under 2585.74 Torr; for 0.0666667h; microwave irradiation;95%
529-34-0

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

Conditions
ConditionsYield
With ammonium peroxydisulfate; Montmorillonite K10; silver nitrate In hexane at 50℃; for 2.5h;99%
With Glyoxilic acid In water at 20℃; for 1h;94%
With bismuth(III) chloride; benzyltriphenylphosphonium peroxymonosulfate In acetonitrile for 0.833333h; Heating;93%
58980-10-2

1',2',3',4'-tetrahydro-spiro(1.3-dioxolane-2,1'-naphthalene)

529-34-0

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

Conditions
ConditionsYield
With aluminium trichloride; benzyltriphenylphosphonium peroxymonosulfate at 20℃; for 0.0833333h;99%
With Oxone In methanol for 1h; Heating;98%
With aluminium trichloride; tetramethylammonium chlorochromate In acetonitrile for 0.75h; Heating;98%
73258-08-9

1,2-diphenylcyclopentene ozonide

A

39755-03-8

4-hydroxy-1-phenyl-butan-1-one

B

495-40-9

butyrophenone

C

529-34-0

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

D

65-85-0

benzoic acid

Conditions
ConditionsYield
With iron(II) sulfate In tetrahydrofuran; water at 20℃; for 16h; Product distribution; Mechanism; other ozonides; 18O-tracer exp. with ethereal oxygen labeled; reduction also in presence of 18O-labeled H2O or D2O;A 7%
B 33%
C 19%
D 98%
With iron(II) sulfate In tetrahydrofuran; water at 20℃; for 16h;A 7%
B 33%
C 19%
D 98%
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Consensus Reports

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CONTENT: 98.0% min

Specification

1.Introduction of 1-Tetralone

The 1-Tetralone, with its CAS registry number 529-34-0, has the IUPAC name of 3,4-dihydro-2H-naphthalen-1-one. For being a kind of clear amber to brown oily liquid with no odour, it is easily soluble in water and ethanol while insoluble in chloroform. And its product categories are including pharmaceutical intermediates.

2.Properties of 1-Tetralone

(1)ACD/LogP: 2.61; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.61; (4)ACD/LogD (pH 7.4): 2.61; (5)ACD/BCF (pH 5.5): 56.95; (6)ACD/BCF (pH 7.4): 56.95; (7)ACD/KOC (pH 5.5): 628.32; (8)ACD/KOC (pH 7.4): 628.32; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 17.07; (13)Index of Refraction: 1.563; (14)Molar Refractivity: 43.16 cm3; (15)Molar Volume: 132.7 cm3; (16)Polarizability: 17.11×10-24 cm3; (17)Surface Tension: 41.8 dyne/cm; (18)Density: 1.101 g/cm3; (19)Flash Point: 104.6 °C; (20)Enthalpy of Vaporization: 49.33 kJ/mol; (21)Boiling Point: 255.8 °C at 760 mmHg; (22)Vapour Pressure: 0.016 mmHg at 25°C; (23)Exact Mass: 146.073165; (24)MonoIsotopic Mass: 146.073165; (25)Topological Polar Surface Area: 17.1; (26)Heavy Atom Count: 11; (27)Complexity: 162.

3.The Structure descriptors of 1-Tetralone

(1)Canonical SMILES: C1CC2=CC=CC=C2C(=O)C1
(2)InChI: InChI=1S/C10H10O/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-2,4,6H,3,5,7H2
(3)InChIKey: XHLHPRDBBAGVEG-UHFFFAOYSA-N
 

4.Production method of 1-Tetralone

 1,2,3,4-tetrahydro-naphthalene could react to produce 1-Tetralone. This reaction could happen in the presence of the reagent of N-hydroxyphthalimide and the solvent of pyridine in the condition of anodic oxidation. 

5.Uses of 1-Tetralone

1-Tetralone could react with indole-2,3-dione to produce 5,6-dihydro-benz[c]acridine-7-carboxylic acid. This reaction could happen in the presence of the reagent of aqueous-alcoholic alkali.

As to its usage, it is widely applied in many ways. It could be used as the intermediate of pharmaceutics, such as being the intermediate of prophylactic 18-methylnorethindrone and also the Benayzepril; It could also be used as the solvent and plastic softener; Beside, it could be used as the intermediate in rodenticide.

6.Safety information of 1-Tetralone

For being a kind of harmful chemical which may cause damage to health, it is dangerous to our body if by inhalation, in contact with skin and if swallowed. Therefore, you should wear suitable protective clothing and then avoid contacting with skin and eyes. Besides, do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer). 

7.Toxicity information of 1-Tetralone


Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin > 2mL/kg (2mL/kg)   Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974.
 
rat LD50 oral 810uL/kg (0.81mL/kg)   American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.
 

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