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HomeProduct name list4'-Hydroxypropiophenone

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: 2024-11-11 17:44:06
4'-Hydroxypropiophenone Structural

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)
ghs
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.

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