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

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

LogP

2.030

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

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

MSDS

• Language:English Provider:4'-Hydroxypropiophenone
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
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4'-Hydroxypropiophenone Usage And Synthesis

Chemical Properties

white powder

Uses

gonadotropic hormone inhibitor

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.

Definition

ChEBI: P-Hydroxypropiophenone is a member of acetophenones.

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%).

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(70-70-2)Related Product Information

• 3-(4-Hydroxyphenyl)propionic acid
• 2-(4-HYDROXYPHENYL)PROPIONIC ACID
• α-Acetylamino-hydroxy-p-nitropriophenone
• 4-Hydroxybenzaldehyde
• 4'-Hydroxyacetophenone
• 4-Methoxyphenol
• 4'-Hydroxyvalerophenone
• Methylparaben
• Methyl 3-(4-hydroxyphenyl)propionate
• 4,4'-Oxydiphenol
• 4-Hydroxyphenethyl alcohol
• Sodium 4-hydroxybenzenesulfonate
• 4-Hydroxyphenylacetic acid
• Tyramine
• 4-CHLORO-4'-HYDROXYBUTYROPHENONE
• Methyl 4-hydroxyphenylacetate
• 4-Hydroxybenzyl alcohol
• 4-Hydroxyphenylpyruvic acid
• Para Methoxy Acetophenone