6-Hydroxy-1-tetralone

Base Information

• Chemical Name: 6-Hydroxy-1-tetralone
• CAS No.: 3470-50-6
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• Hs Code.: 29145090
• European Community (EC) Number: 623-619-3
• ChEMBL ID: CHEMBL3288306
• DSSTox Substance ID: DTXSID30405488
• Nikkaji Number: J68.590I
• Wikidata: Q72481936
• Mol file: 3470-50-6.mol

Synonyms:6-Hydroxy-1-tetralone;3470-50-6;6-Hydroxy-3,4-dihydronaphthalen-1(2H)-one;6-Hydroxy-3,4-dihydro-1(2H)-naphthalenone;6-hydroxy-3,4-dihydro-2H-naphthalen-1-one;6-hydroxy-1,2,3,4-tetrahydronaphthalen-1-one;6-hydroxytetralone;MFCD00156670;CHEMBL3288306;1(2H)-NAPHTHALENONE, 3,4-DIHYDRO-6-HYDROXY-;1-Tetralon-6-ol;6-hydroxy tetralone;6-hydroxy-1-teralone;6-hydroxy-2,3,4-trihydronaphthalen-1-one;SCHEMBL228128;DTXSID30405488;FNSQPQKPPGALFA-UHFFFAOYSA-N;BDBM50017515;AKOS005258189;AC-1123;CS-W004882;HY-W004882;MB00784;MS-2425;SY003653;6-hydroxy-1,2,3,4-tetrahydronaphtalenone;3,4-dihydro-6-hydroxy-2H-naphthalen-1-one;AM20040236;FT-0648908;H1335;EN300-58857;A15506;F10489;6-Hydroxy-3,4-dihydro-1(2H)-naphthalenone, 98%;J-019722;J-518793;Z877546758

Chemical Property of 6-Hydroxy-1-tetralone

Chemical Property:

• Vapor Pressure: 1.27E-05mmHg at 25°C
• Melting Point: 154-157 °C(lit.)
• Refractive Index: 1.602
• Boiling Point: 358 °C at 760 mmHg
• PKA: 8.22±0.20(Predicted)
• Flash Point: 152.6 °C
• PSA: 37.30000
• Density: 1.236 g/cm³
• LogP: 1.91120
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

98%, ^*data from raw suppliers

6-Hydroxy-1-tetralone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=CC(=C2)O)C(=O)C1
• Uses: 6-Hydroxy-1-tetralone is used as a starting material for a one-pot conversion of phenols to anilines. 6-Hydroxy-3,4-dihydro-1(2H)-naphthalenone (6-Hydroxy-1-tetralone) may be used in the synthesis of:5-chloromethyl-6-hydroxy-3,4-dihydro-1(2H)-naphthalenone6-(4-(3-(piperidin-1-yl)propoxy)benzyloxy)-1-tetralone6-(3-(piperidin-1-yl)propoxy)-1-tetralone

Technology Process of 6-Hydroxy-1-tetralone

There total 7 articles about 6-Hydroxy-1-tetralone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-bromo-benzoic acid 5,6,7,8-tetrahydro-naphthalen-2-yl ester → 6-Hydroxy-1-tetralone (3470-50-6) + 7-hydroxy-1-tetralone (22009-38-7)

Guidance literature:

2-bromo-benzoic acid 5,6,7,8-tetrahydro-naphthalen-2-yl ester; With iodosylbenzene; methyl 2-[3,4-bis(picolinamide)phenyl]benzoate*Mn(II); In acetonitrile;

With sodium hydroxide; In methanol;

DOI:10.1002/(SICI)1521-3773(20000502)39:9<1618::AID-ANIE1618>3.0.CO;2-M

Reference yield:

6-(benzyloxy)-1,2,3,4-tetrahydro-1-oxonaphthalen-2-yl acetate (1382490-73-4) → 2,3-dihydro-5-hydroxy-1H-inden-1-carboxylic acid + 6-Hydroxy-1-tetralone (3470-50-6) + 3,4-dihydro-2,6-dihydroxynaphthalen-1(2H)-one (1382490-99-4) + 2,3-dihydro-1H-indene-1,5-diol (38005-82-2)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 20 °C

2: [D₃]acetonitrile; water-d2 / Photolysis

With palladium 10% on activated carbon; hydrogen; In [D₃]acetonitrile; water-d2; ethyl acetate;

DOI:10.1021/jo300850a

Reference yield:

2-bromo-3,4-dihydro-6-hydroxynaphthalen-1(2H)-one (1093227-38-3) → 2,3-dihydro-5-hydroxy-1H-inden-1-carboxylic acid + 6-Hydroxy-1-tetralone (3470-50-6) + 3,4-dihydro-2,6-dihydroxynaphthalen-1(2H)-one (1382490-99-4) + 2,3-dihydro-1H-indene-1,5-diol (38005-82-2)

Guidance literature:

Multi-step reaction with 2 steps

1: silver(l) oxide / acetonitrile / 60 °C

2: [D₃]acetonitrile; water-d2 / Photolysis

With silver(l) oxide; In [D₃]acetonitrile; water-d2; acetonitrile;

DOI:10.1021/jo300850a

upstream raw materials:

cyclohexylpiperazine

6-[(2-Pyrimidinyl)oxy]-tetralone

6-(benzyloxy)-1,2,3,4-tetrahydro-1-oxonaphthalen-2-yl acetate

1,2,3,4-tetrahydro-6-hydroxy-1-oxonaphthalen-2-yl acetate

Downstream raw materials:

ethyl [(5-oxo-5,6,7,8-tetrahydronaphthalen-2-yl)oxy]acetate

6-methoxy-3,4-dihydro-1(2H)-naphthalenone

benzoic acid 5-oxo-5,6,7,8-tetrahydro-naphthalen-2-yl ester

Refernces

• 1、 Moreira, Rayane F.,Wehn, Paul M.,Sames, Dalibor. "Highly regioselective oxygenation of C-H bonds: Diamidomanganese constructs with attached substrates as catalyst models". . p. X1618-1621. Retrieved 2007/10/03.