70-70-2 Usage
Description
4'-Hydroxypropiophenone, also known as p-Hydroxypropiophenone, is a 4-hydroxyphenyl ketone that is a lignin degradation product. It is a versatile organic compound with various applications in different industries.
Uses
Used in Pharmaceutical Industry:
4'-Hydroxypropiophenone is used as a gonadotropic hormone inhibitor for regulating hormone levels in the body.
Used in Oncology Research:
4'-Hydroxypropiophenone is used as a potential antitumor agent in the development of cancer treatments. Its chemical properties make it a promising candidate for further research and development in this field.
Used in Chemical Industry:
4'-Hydroxypropiophenone is used as an intermediate in the synthesis of liquid crystals, which are essential components in various electronic devices such as displays and sensors.
Preparation
Preparation 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 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.]
Check Digit Verification of cas no
The CAS Registry Mumber 70-70-2 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 0 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 70-70:
(4*7)+(3*0)+(2*7)+(1*0)=42
42 % 10 = 2
So 70-70-2 is a valid CAS Registry Number.
70-70-2Relevant articles and documents
Men'shova,Maksimov
, (1972)
BETA-HYDROXYETHYLAMINES FOR USE IN THE TREATMENT OR PREVENTION OF NON-ALCOHOLIC FATTY LIVER DISEASES
-
Page/Page column 51, (2019/04/11)
There is herein provided a compound of formula (I) or a pharmaceutically acceptable salt thereof, for use in the treatment of a non-alcoholic fatty liver disease (NAFLD), such as non-alcoholic steatohepatitis (NASH), wherein X, R1, R2, R3 and n have meanings as provided in the description.
Solvent free, light induced 1,2-bromine shift reaction of α-bromo ketones
An, Sejin,Moon, Da Yoon,Park, Bong Ser
, p. 6922 - 6928 (2018/10/24)
Photolysis of α-bromopropiophenones in acetonitrile results in formation of β-bromopropiophenones with good product selectivity, which can be coined as 1,2-Br shift reaction. The product selectivity increases when the reaction is done in neat or solid state, where only the 1,2-Br shift product is formed in some cases. The reaction is suggested to proceed by C–Br bond homolysis to give a radical pair, followed by disproportionation and conjugate addition of HBr to the α,β-unsaturated ketone intermediate. When the unsaturated intermediate is stabilized by an extra conjugation, the reaction stops at the stage, in which the unsaturated ketone becomes a major product. The synthetic method described in this research fits in a category of eco-friendly organic synthesis nicely since the reaction does not use volatile organic solvents and any other additives such as acid, base or metal catalysts, etc. Besides, the method fits into perfect atom economy, which does not give any side products. The synthetic method should find much advantage over other alternative methods to obtain β-bromo carbonyl compounds.