4'-Hydroxypropiophenone

4'-Hydroxypropiophenone
  • CAS No.:70-70-2
Other grades of this product :
4'-Hydroxypropiophenone Basic information
Product Name:4'-Hydroxypropiophenone
Synonyms:PARA-ETHYLKETOPHENOL;PARA-PROPIONYLPHENOL;4-HYDROXYPROPIOPHENONE / PAROXYPROPIONE;1-(4-hydroxyphenyl)propan-1-one;4''-HYDROXYPROPRIOPHENONE;4′-Hydroxypropiophen;P-acetone;4'-Hydroxypropiophenone, 97+%
CAS:70-70-2
MF:C9H10O2
MW:150.17
EINECS:200-743-2
Product Categories:C9;Carbonyl Compounds;Acetophenone Series;Aromatic Propiophenones (substituted);Ketones;PROFENONE;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;70-70-2
Mol File:70-70-2.mol
4'-Hydroxypropiophenone Chemical Properties
Melting point 36-38 °C(lit.)
Boiling point 152-154 °C26 mm Hg(lit.)
density 1.09 g/cm3 (20℃)
refractive index 1.5360 (estimate)
FEMA 2005 | ACETANISOLE
Fp >230 °F
storage temp. Store below +30°C.
solubility methanol: 0.1 g/mL, clear
pka8.87±0.26(Predicted)
form Solid
color White
Water Solubility 0.34 g/l (15 ºC)
Merck 14,7044
BRN 907511
CAS DataBase Reference70-70-2(CAS DataBase Reference)
NIST Chemistry Reference1-Propanone, 1-(4-hydroxyphenyl)-(70-70-2)
EPA Substance Registry System1-Propanone, 1-(4-hydroxyphenyl)- (70-70-2)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 36/37/38
Safety Statements 37-24/25-36-26
WGK Germany 3
RTECS UH1925000
TSCA Yes
HS Code 29145000
ToxicityLD50 orally in Rabbit: 11800 mg/kg
MSDS Information
ProviderLanguage
4'-Hydroxypropiophenone English
SigmaAldrich English
ACROS English
ALFA English
4'-Hydroxypropiophenone Usage And Synthesis
Chemical Propertieswhite powder
Usesgonadotropic hormone inhibitor
Usesp-Hydroxypropiophenone is a 4-hydroxyphenyl ketone used in the preparation of potential antitumor agents. p-Hydroxypropiophenone is a lignin degrradation product.
UsesIntermediates of Liquid Crystals
PreparationPreparation by Fries rearrangement of phenyl propionatewith aluminium chloride in refluxing carbon disulfide ? then at 130–150° for 2–3 h after solvent elimination (45–50%)with aluminium chloride in nitrobenzene at 50° for 18 h (72%) or at ? 20° for 48 h (60%) with aluminium chloride in nitromethane at 20° for 7–8 days (80%) with aluminium chloride in chlorobenzene using microwave irradiation for ? 3 min at 106° (62%) with aluminium chloride in ethylene dichloride at 95° for 5 h or in heptane at ? 80–90° for 7 h (36%), in benzene or in tetrachloroethane at 80°; with aluminium chloride in the presence of propionyl chloride at 50–60° for ? 6 h (49%)with aluminium chloride without solvent at 50° for 10 h with titanium tetrachloride in nitromethane at 20° for 7 days (56%) or ? without solvent at 50° for 10 h (39%) with polyphosphoric acid at 100° (61%) with boron trifluoride at 50° for 3 h (46%) with stannic chloride at 50° for 3 h (10%).
Synthesis Reference(s)The Journal of Organic Chemistry, 30, p. 2491, 1965 DOI: 10.1021/jo01018a528
Safety ProfilePoison by intraperitoneal, subcutaneous, and parenteral routes. An experimental teratogen. Other experimental reproductive effects. A flammable liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also KETONES.
Purification Methods4'-Hydroxypropiophenone [70-70-2] M 150.2, m 149o, b 140-145o/0.5mm, 8.05. Crystallise the phenone from H2O (m 149.8-150.2o) or EtOH (m 147o). The benzoyl derivative has m 117o, and the semicarbazone has m 183o (EtOH). [Beilstein 8 H 102, 8 II 104, 8 III 379.]

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