1,2,3,4-Tetrahydroquinolin-6-ol

Base Information

• Chemical Name: 1,2,3,4-Tetrahydroquinolin-6-ol
• CAS No.: 3373-00-0
• Molecular Formula: C9H11NO
• Molecular Weight: 149.192
• Hs Code.: 2933499090
• European Community (EC) Number: 222-153-4
• DSSTox Substance ID: DTXSID40187405
• Nikkaji Number: J205.458B
• Wikidata: Q72506913
• Mol file: 3373-00-0.mol

Synonyms:3373-00-0;1,2,3,4-Tetrahydroquinolin-6-ol;6-Hydroxy-1,2,3,4-tetrahydroquinoline;1,2,3,4-tetrahydro-quinolin-6-ol;1,2,3,4-Tetrahydro-quinoline-6-ol;6-Quinolinol, 1,2,3,4-tetrahydro-;1,2,3,4-Tetrahydro-6-quinolinol;EINECS 222-153-4;MFCD00800243;SCHEMBL532839;DTXSID40187405;AMY23153;BBL103709;STL557519;6-hydroxy-3,4-dihydro-2h-quinoline;AKOS006280345;AC-9585;CS-W002691;SB36683;6-Hydroxy-1,2,3,4-tetrahydro quinoline;DS-10560;SY021158;6-HYDROXY-1234-TETRAHYDROQUINOLINE;FT-0645212;A26283;EN300-1697101;J-019304;J-518771

Chemical Property of 1,2,3,4-Tetrahydroquinolin-6-ol

Chemical Property:

• Appearance/Colour: Off-white solid
• Vapor Pressure: 5.35E-05mmHg at 25°C
• Melting Point: 160 °C
• Refractive Index: 1.582
• Boiling Point: 337.5 °C at 760 mmHg
• PKA: 11.48±0.20(Predicted)
• Flash Point: 189.3 °C
• PSA: 32.26000
• Density: 1.141 g/cm³
• LogP: 1.88830
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Methanol
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 149.084063974
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

1,2,3,4-Tetrahydro-quinoline-6-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=CC(=C2)O)NC1
• Uses: A potential amoebicide.

Technology Process of 1,2,3,4-Tetrahydroquinolin-6-ol

There total 11 articles about 1,2,3,4-Tetrahydroquinolin-6-ol 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: 97.0%

6-hydroxyquinoline (580-16-5) → 6-hydroxy-1,2,3,4-tetrahydroquinoline (3373-00-0)

Guidance literature:

With tetrahydroxyborate; water; at 80 ℃; for 0.166667h;

DOI:10.1002/chem.201604503

Reference yield: 73.0%

1,2,3,4-tetrahydroisoquinoline (635-46-1) → quinoline (91-22-5) + 6-hydroxy-1,2,3,4-tetrahydroquinoline (3373-00-0)

Guidance literature:

With glucose dehydrogenase; D-glucose; cytochrome P₄₅₀ enzyme CYP₁₀₂A₁ R₄₇L/Y₅₁F/H₁₇₁L/I₂₆₃G/Q₃₀₇H/N₃₁₉Y/A₃₂₈L mutant; C₂₁H₂₅N₇O₁₇P₃^(3-)*2H⁽¹⁺⁾*Na⁽¹⁺⁾; In aq. phosphate buffer; ethanol; at 20 ℃; for 8h; pH=8.4; Reagent/catalyst; Catalytic behavior; Enzymatic reaction;

DOI:10.1002/anie.201904157

Reference yield: 71.11%

6-methoxy-1,2,3,4-tetrahydroquinoline (120-15-0) → 6-hydroxy-1,2,3,4-tetrahydroquinoline (3373-00-0)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 - 15 ℃; for 2h;

upstream raw materials:

6-hydroxyquinoline

sulfuric acid

water

6-methoxy-1,2,3,4-tetrahydroquinoline

Downstream raw materials:

1-benzoyl-1,2,3,4-tetrahydro-quinolin-6-ol

1-benzenesulfonyl-6-(3-piperidin-1-yl-propoxy)-1,2,3,4-tetrahydro-quinoline

1-cyclohexylmethyl-6-(3-piperidin-1-yl-propoxy)-1,2,3,4-tetrahydro-quinoline

1-cyclohexanecarbonyl-1,2,3,4-tetrahydro-quinolin-6-ol