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3'-Hydroxyacetophenone

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3'-Hydroxyacetophenone Basic information
Product Name:3'-Hydroxyacetophenone
Synonyms:m-Acetylphenol;Ethanone, 1-(3-hydroxyphenyl)-;m-Hydroxyacetophenonel;3'-Hydroxyacetophenone 3-Acetylphenol m-Acetylphenol;3'-HYDROXYACETOPHENONE, 99+%;3-Hydroxyacetophenon;3-Hydroxyacetophenone98%;META-HYDROXYACETOPHENONE
CAS:121-71-1
MF:C8H8O2
MW:136.15
EINECS:204-494-0
Product Categories:Building Blocks;C7 to C8;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;Drug, phenylephrine intermediates;Aromatic Acetophenones & Derivatives (substituted);Chemical;Carbonyl Compounds;AcetophenoneCarbonyl Compounds;C7 to C8;Ketones;Organic Photoinitiators;Polymerization Initiators;121-71-1;john's
Mol File:121-71-1.mol
3'-Hydroxyacetophenone Structure
3'-Hydroxyacetophenone Chemical Properties
Melting point 90-95 °C(lit.)
Boiling point 296 °C(lit.)
density 1.1 g/mL at 25 °C(lit.)
vapor pressure 0.022Pa at 25℃
refractive index 1,534
Fp 296°C
storage temp. Inert atmosphere,Room Temperature
solubility 22g/l
form Crystalline Powder
pka9.19(at 25℃)
color Beige-brown
Water Solubility Soluble in alcohol. Insoluble in water.
BRN 2040676
InChIKeyLUJMEECXHPYQOF-UHFFFAOYSA-N
LogP1.144 at 25℃
CAS DataBase Reference121-71-1(CAS DataBase Reference)
NIST Chemistry ReferenceEthanone, 1-(3-hydroxyphenyl)-(121-71-1)
EPA Substance Registry SystemEthanone, 1-(3-hydroxyphenyl)- (121-71-1)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-36/37/38
Safety Statements 22-24/25-37/39-26-36
WGK Germany 3
Hazard Note Harmful/Irritant
TSCA TSCA listed
HS Code 29143990
MSDS Information
ProviderLanguage
m-Hydroxyacetophenone English
SigmaAldrich English
ACROS English
ALFA English
3'-Hydroxyacetophenone Usage And Synthesis
Description3’-Hydroxyacetophenone is a chemical compound and it is a component of castoreum, the exudate from the castor sacs of the mature beaver. It is used in the synthesis and preparation of chalcones and flavonoids as anti-tuberculosis agents, as well as antileishmanial chaocones.
Chemical Propertiesbeige-brown crystalline powder
Uses3’Hydroxyacetophenone is a chemical reagent used in the synthesis and preparation of chalcones and flavonoids as anti-tuberculosis agents, as well as antileishmanial chaocones.
UsesUseful in the preparation of chalcones, flavonoids, and phenylephrine. It is an active component of castoreum, which is used as a tincture in some perfumes and as a food additive.
Uses3?Hydroxyacetophenone is used in the preparation of chalcones and flavonoids, which finds application as an anti-tuberculosis agent and antileishmanial chaocones. It is also involved in the preparation of phenylephrine. Further, it is an active component of castoreum, which is used as a tincture in some perfumes and as a food additive.
PreparationPreparation by diazotization of 3-aminoacetophenone, followed by hydrolysis of the obtained diazonium salt (78–82%).
General Description3′-Hydroxyacetophenone is an hydroxy-substituted alkyl phenyl ketone.
Flammability and ExplosibilityNon flammable
Synthesis
3'-IODOACETOPHENONE

14452-30-3

3'-Hydroxyacetophenone

121-71-1

General procedure for the synthesis of 3-hydroxyacetophenone from 3-iodoacetophenone: 3-iodoacetophenone (1.0 mmol), CuCl? (13.4 mg, 0.1 mmol), KOH (336 mg, 6.0 mmol), ethylene glycol (12 μL, 0.2 mmol), and a solvent mixture of DMSO/H?O were sequentially added to the test tube fitted with a magnetic stirrer ( 1.0 mL/0.5 mL). The reaction mixture was placed in a preheated 120 °C oil bath under argon protection and stirred for 24 hours. After completion of the reaction, it was cooled to room temperature and the reaction mixture was extracted by partitioning with 5% HCl aqueous solution and ethyl acetate. The organic phase was washed sequentially with water and saturated saline, dried over anhydrous MgSO? and concentrated under reduced pressure to remove the solvent. The crude product was further purified by column chromatography (eluent: EtOAc/hexane) to afford the target product 3-hydroxyacetophenone.

References[1] Journal of the American Chemical Society, 2016, vol. 138, # 41, p. 13493 - 13496
[2] Bulletin of the Korean Chemical Society, 2015, vol. 36, # 12, p. 2833 - 2840
[3] European Journal of Organic Chemistry, 2014, vol. 2014, # 2, p. 315 - 318
[4] European Journal of Organic Chemistry, 2014, vol. 2014, # 2, p. 315 - 318
[5] Synlett, 2016, vol. 27, # 12, p. 1814 - 1819
Tag:3'-Hydroxyacetophenone(121-71-1) Related Product Information
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