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5-Hydroxyquinoline

5-Hydroxyquinoline structure

CAS No:
578-67-6
Formula:
C9H7NO
Chemical Name:
5-Hydroxyquinoline
Synonyms:
5-Quinolinol;5-Hydroxyquinoline;NSC 405729
Categories:
Pharmaceutical Intermediates > Antineoplastics

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Description

White to beige crystalline powder

5-Hydroxyquinoline Basic Attributes

Molecular Weight：

145.16

Exact Mass：

145.16

EC Number：

209-428-4

HScode：

2933499090

Characteristics

PSA：

29.1

XLogP3：

1.4

Appearance：

Colorless to yellow, may darken during storage Solution May Darken During Storage

Density：

1.3±0.1 g/cm3

Melting Point：

226 °C (decomp)

Boiling Point：

312.9°C at 760 mmHg

Flash Point：

143.1±20.4 °C

Refractive Index：

1.691

Water Solubility：

416.5mg/L(20 ºC)

Storage Conditions：

Refrigerator

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36

RTECS Number：

VC4100000

Marks：

Hazard note：

Irritant

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

5-Hydroxyquinoline Use and Manufacturing

5-(2, 2, 2-Trifluoroethoxy)quinoline (I-E)5-aminoquinoline (15.0 g, 104.0 mmol) was dissolved in a solvent of acetic acid / water / sulfuric acid (8: 1: 1, v / v / v, 130 mL) under an argon atmosphere, and a solution of sodium nitrite (8.6 g, 124.8 mmol) dissolved therein. After the reaction mixture was stirred at 0 °C for 30 minutes, 10percent sulfuric acid solution (780 mL) was boiled, slowly added to the reaction solution, The mixture was refluxed for 5 hours, The completion of the reaction was confirmed by TLC (hexane: ethyl acetate = 2: 1). The reaction mixture was cooled to room temperature, and a saturated solution of sodium hydrogencarbonate (250 mL) was added thereto, followed by extraction with ethyl acetate (10 X 400 mL). The organic solvent layer was washed with a saturated solution of sodium chloride (100 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to remove the solvent. The concentrate was separated and purified by column chromatography (hexane: ethyl acetate = 2: 1) to obtain the desired compound (8.5 g, 56percent yield).

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