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| | 4'-Hydroxypropiophenone Basic information |
| | 4'-Hydroxypropiophenone Chemical Properties |
| 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 | | Toxicity | LD50 orally in Rabbit: 11800 mg/kg |
| | 4'-Hydroxypropiophenone Usage And Synthesis |
| Chemical Properties | white powder | | Uses | Intermediates of Liquid Crystals | | Uses | p-Hydroxypropiophenone is a 4-hydroxyphenyl ketone used in the preparation of potential antitumor agents. p-Hydroxypropiophenone is a lignin degrradation product. | | Uses | gonadotropic hormone inhibitor | | Preparation | Preparation by Fries rearrangement of phenyl propionate
with 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%). | | Definition | ChEBI: P-Hydroxypropiophenone is a member of acetophenones. | | Synthesis Reference(s) | The Journal of Organic Chemistry, 30, p. 2491, 1965 DOI: 10.1021/jo01018a528 | | Safety Profile | Poison 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. | | target | Estrogen receptor | | Purification Methods | 4'-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.] |
| | 4'-Hydroxypropiophenone Preparation Products And Raw materials |
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