4'-Hydroxypropiophenone
Synonym(s):4′-Hydroxypropiophenone
- CAS NO.:70-70-2
- Empirical Formula: C9H10O2
- Molecular Weight: 150.17
- MDL number: MFCD00008745
- EINECS: 200-743-2
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-08-04 20:11:12
What is 4'-Hydroxypropiophenone?
Chemical properties
white powder
The Uses of 4'-Hydroxypropiophenone
Intermediates of Liquid Crystals
The Uses of 4'-Hydroxypropiophenone
gonadotropic hormone inhibitor
The Uses of 4'-Hydroxypropiophenone
p-Hydroxypropiophenone is a 4-hydroxyphenyl ketone used in the preparation of potential antitumor agents. p-Hydroxypropiophenone is a lignin degrradation product.
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.
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.]
Properties of 4'-Hydroxypropiophenone
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 |
Flash point: | >230 °F |
storage temp. | Store below +30°C. |
solubility | methanol: 0.1 g/mL, clear |
pka | 8.87±0.26(Predicted) |
form | Solid |
color | White |
Water Solubility | 0.34 g/l (15 ºC) |
Merck | 14,7044 |
BRN | 907511 |
CAS DataBase Reference | 70-70-2(CAS DataBase Reference) |
NIST Chemistry Reference | 1-Propanone, 1-(4-hydroxyphenyl)-(70-70-2) |
EPA Substance Registry System | 1-Propanone, 1-(4-hydroxyphenyl)- (70-70-2) |
Safety information for 4'-Hydroxypropiophenone
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for 4'-Hydroxypropiophenone
Abamectin manufacturer
SHYAMAL LIFE SCIENCE PVT LTD
Clarion Drugs Ltd
Swadev Chemicals
S D Fine Chem Limited
Earthchem Laboratories P Ltd
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