10-Hydroxybenzo[h]quinoline

Base Information

• Chemical Name: 10-Hydroxybenzo[h]quinoline
• CAS No.: 33155-90-7
• Molecular Formula: C13H9NO
• Molecular Weight: 195.221
• Hs Code.: 29334900
• European Community (EC) Number: 679-961-9
• DSSTox Substance ID: DTXSID40954770
• Nikkaji Number: J256.570F,J1.758.464B
• Wikidata: Q72483274,Q69755188
• Mol file: 33155-90-7.mol

Synonyms:4-hydroxy-5-azaphenanthrene

Chemical Property of 10-Hydroxybenzo[h]quinoline

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 103-105°C
• Refractive Index: 1.768
• Boiling Point: 420.621 °C at 760 mmHg
• PKA: 8.03±0.30(Predicted)
• Flash Point: 208.184 °C
• PSA: 33.12000
• Density: 1.307 g/cm³
• LogP: 3.09360
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Soluble in acetone, chloroform and ethyl acetate.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 195.068413911
• Heavy Atom Count: 15
• Complexity: 525

Purity/Quality:

99% ^*data from raw suppliers

5-Hydroxy-4-azaphenanthrene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=O)C2=C3C(=CC=CN3)C=CC2=C1
• Uses: 5-Hydroxy-4-azaphenanthrene is used to detect boronic acids in reactions and boron containing compounds on solid support. 5-Hydroxy-4-azaphenanthrene is also used as a proton transfer-fluoresence probe to be applied to human serum albumin and beaver apomyoglobin.

Technology Process of 10-Hydroxybenzo[h]quinoline

There total 3 articles about 10-Hydroxybenzo[h]quinoline 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: 70.0%

ortho-methylbenzoic acid (118-90-1) + 10-bromobenzoquinoline (152583-10-3) → benzo[h]quinolin-10-ol (33155-90-7) + benzo[h]quinolin-10-yl 2-methylbenzoate

Guidance literature:

With potassium fluoride; silver carbonate; In para-xylene; at 120 ℃; Solvent;

DOI:10.1016/j.tetlet.2016.01.022

Reference yield: 65.0%

C13H9NO (865836-98-2) → benzo[h]quinolin-10-ol (33155-90-7) + 7-hydroxy-benzoquinoline (87707-11-7)

Guidance literature:

With hydrogenchloride; In ethanol; water; Heating;

DOI:10.1016/j.tetlet.2005.03.164

Reference yield:

C13H9NO (865836-98-2) → 7,8-benzoquinoline (230-27-3) + benzo[h]quinolin-10-ol (33155-90-7)

Guidance literature:

With trimethylsilyl iodide; In acetonitrile; at 20 ℃;

DOI:10.1016/j.tetlet.2005.03.164

upstream raw materials:

C₁₃H₉NO

ortho-methylbenzoic acid

10-bromobenzoquinoline

Downstream raw materials:

10-hydroxybenzo[h]quinolinatediphenylboron

bis(10-hydroxybenzo[h]quinolinato) beryllium

Refernces

• 1、 Collis, Gavin E.,Burrell, Anthony K.. "Studies into the generation and Diels-Alder reactions of 7,8-quinolyne with furan dienes". . p. 3653 - 3656. Retrieved 2007/10/03.