8-Hydroxyquinoline

• CAS: 148-24-3
• Catalog Number: ACM148243
• Category: Quinolines
• Molecular Weight: 145.16g/mol
• Molecular Formula: C18H12CuN2O2;C9H7NO;C9H7NO
• Description: 8-hydroxyquinoline appears as white to off-white or faintly yellow crystalline powder. Phenolic odor. (NTP, 1992);GREEN-TO-YELLOW CRYSTALLINE POWDER.
• IUPAC Name: quinolin-8-ol
• Canonical SMILES: C1=CC2=C(C(=C1)O)N=CC=C2
• InChI: InChI=1S/C9H7NO/c11-8-5-1-3-7-4-2-6-10-9(7)8/h1-6,11H
• InChI Key: MCJGNVYPOGVAJF-UHFFFAOYSA-N
• Boiling Point: 513 °F at 760 mm Hg (NTP, 1992);267.0 °C;Approx 267 °C
• Melting Point: 169 °F (NTP, 1992);75.5 °C;73-75 °C
• Density: 1.034 at 408 °F (NTP, 1992);1.034 @ 20 °C;Relative density (water = 1): 1.63
• Solubility: less than 1 mg/mL at 61° F (NTP, 1992);Insoluble;0.00 M;Soluble in alcohol, acetone, chloroform, benzene, and in formic, acetic, hydrochloric, and sulfuric acids and alkalies.;1 part in 1500 parts water;In water, 556 mg/l @ 20 °C;Solubility in water: none
• Appearance: Powder or crystals or Crystalline chunk
• Color/Form: White crystals or white crystalline powder
• Complexity: 138
• Covalently-Bonded Unit Count: 1
• Decomposition: WHEN HEATED TO DECOMP EMITS HIGHLY TOXIC FUMES OF /NITROGEN OXIDES/.;270 °C
• EC Number: 205-711-1;233-841-9
• Exact Mass: 145.052764g/mol
• Formal Charge: 0
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Heavy Atom Count: 11
• ICSC Number: 0756
• LogP: 2.02 (LogP);log Kow = 2.02;2.46
• Monoisotopic Mass: 145.052764g/mol
• NSC Number: 615011;402623;285166;2039
• Odor: Phenolic odor
• Other Experimental: Readily forms stable metal chelates;Usually tan /Technical grade/;Pale yellow, crystalline powder; slight saffron odor; burning taste; MP: 175-178 °C; freely sol in water; insol in ether; sol in about 100 parts glycerol; slightly sol in alcohol /8-Hydroxyquinoline sulfate/;Darkens when exposed to light
• Rotatable Bond Count: 0
• RTECS Number: VC5250000
• Stability: DARKENS WHEN EXPOSED TO LIGHT.
• UNII: 5UTX5635HP
• UN Number: 2811;3077
• Vapor Pressure: 0.00 mmHg;1.66X10-3 mm Hg @ 25 °C
• XLogP3: 2

Custom Q&A

What is the molecular formula of 8-hydroxyquinoline?

The molecular formula of 8-hydroxyquinoline is C9H7NO.

What is the molecular weight of 8-hydroxyquinoline?

The molecular weight of 8-hydroxyquinoline is 145.16 g/mol.

What are some synonyms for 8-hydroxyquinoline?

Some synonyms for 8-hydroxyquinoline are quinolin-8-ol, 8-quinolinol, and oxyquinoline.

What is the IUPAC Name of 8-hydroxyquinoline?

The IUPAC Name of 8-hydroxyquinoline is quinolin-8-ol.

What is the InChIKey of 8-hydroxyquinoline?

The InChIKey of 8-hydroxyquinoline is MCJGNVYPOGVAJF-UHFFFAOYSA-N.

What are some other identifiers for 8-hydroxyquinoline?

Some other identifiers for 8-hydroxyquinoline include CAS number 148-24-3, UNII 5UTX5635HP, and KEGG ID D05321.

What are some properties of 8-hydroxyquinoline?

Some properties of 8-hydroxyquinoline include a molecular weight of 145.16 g/mol, XLogP3 value of 2, and one hydrogen bond donor count.

What is the role of 8-hydroxyquinoline in agriculture?

8-hydroxyquinoline is used for the control of grey mould on vines and tomatoes due to its fungicidal properties.

How is 8-hydroxyquinoline used in cosmetic products?

8-hydroxyquinoline is sometimes added to cosmetic products as a stabilizer for hydrogen peroxide.

What is the Phenolic odor description of 8-hydroxyquinoline?

8-hydroxyquinoline appears as white to off-white or faintly yellow crystalline powder with a phenolic odor.

Synthetic Use

Downstream Synthesis Route 1

• 148-24-3

• 521-74-4
• 13019-32-4

Reference: [1] Letters in Drug Design and Discovery, 2017, vol. 14, # 12, p. 1415 - 1424

Downstream Synthesis Route 2

• 148-24-3

• 13019-32-4

Reference: [1] Patent: US2005/10048, 2005, A1, . Location in patent: Page/Page column 40 - 41

Downstream Synthesis Route 3

• 148-24-3
• 10218-87-8

• 13019-32-4

Reference: [1] Journal fuer Praktische Chemie (Leipzig), 1985, vol. 327, # 6, p. 998 - 1006

Downstream Synthesis Route 4

• 79-21-0
• 148-24-3

• 1127-45-3

Reference: [1]Transactions of the Kentucky Academy of Science,1956,vol. 17,p. 135,137
[2]Zhurnal Obshchei Khimii,1958,vol. 28,p. 2355,2358; engl. Ausg. S. 2393, 2395

Downstream Synthesis Route 5

• 148-24-3
• 93-59-4

• 1127-45-3

Reference: [1]Zhurnal Obshchei Khimii,1958,vol. 28,p. 2355,2358; engl. Ausg. S. 2393, 2395

Downstream Synthesis Route 6

• 148-24-3
• 2311-91-3

• 1127-45-3

Reference: [1]Nippon Kagaku Zasshi,1954,vol. 75,p. 1180,1181
Chem.Abstr.,1955,p. 10785
[2]Journal of the Chemical Society,1954,p. 570,572

* For details of the synthesis route, please refer to the original source to ensure accuracy.