158558-35-1

Basic information

• Product Name: (+/-)-α-hydroxy-4-(trifluoromethyl)propiophenone
• Synonyms: (+/-)-α-hydroxy-4-(trifluoromethyl)propiophenone
• CAS NO: 158558-35-1
• Molecular Weight: 218.175
• Mol File: 158558-35-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (+/-)-α-hydroxy-4-(trifluoromethyl)propiophenone(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-α-hydroxy-4-(trifluoromethyl)propiophenone(158558-35-1)
• EPA Substance Registry System: (+/-)-α-hydroxy-4-(trifluoromethyl)propiophenone(158558-35-1)

Safety Data

• Hazardous Substances Data: 158558-35-1(Hazardous Substances Data)

Upstream product

• 402-43-7 p-trifluoromethylphenyl bromide 
• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 75-07-0 acetaldehyde 
• 67081-98-5 (+/-)-1-<4-(trifluoromethyl)phenyl>-1-propanol 
• 711-33-1 4-trifluoromethyl propiophenone 
• 95728-57-7 2-bromo-1-(4-trifluoromethylphenyl)propan-1-one 

Downstream Products

• 158647-85-9 α-(tetrahydropyran-2-yloxy)-4-(trifluoromethyl)propiophenone 
• 150803-04-6 (+/-)-2-<1-(tetrahydropyran-2-yloxy)ethyl>-2-<4-(trifluoromethyl)phenyl>oxirane 

Relevant articles and documents

Green preparation method α - hydroxyketone

The invention relates to a green preparation method of alpha-hydroxyketone. The method comprises the following steps: adding ketone, iodine, 1,4-diazabicyclo[2.2.2]octane and methanol into a glass reaction bottle in sequence; then stirring and reacting for 14 to 30h at room temperature in an air atmosphere under the irradiation of a 23W compact type fluorescent lamp, so as to obtain a reaction mixture; carrying out silica gel column chromatographic separation to obtain the pure alpha-hydroxyketone. The green preparation method provided by the invention has the characteristics of greenness, high efficiency, simplicity in operation, moderate conditions, wide applicability and easiness for industrialization.

Switching regioselectivity in crossed acyloin condensations between aromatic aldehydes and acetaldehyde by altering n -heterocyclic carbene catalysts

An unprecedented high level of regioselectivities (up to 96%) in the intermolecular crossed acyloin condensations of various aromatic aldehydes with acetaldehyde was realized by an appropriate choice of N-heterocyclic carbene catalysts.(Figure Presented)

Synthesis and antifungal activity of new azole derivatives containing an N-acylmorpholine ring

A series of azole derivatives carrying an N-acylmorpholine ring are described. The compounds were chemically designed to simulate the lanosterol D ring, taking advantage of the conformational preferences of 2-alkyl-1- acylmorpholines. Three structural variables, the nature of the N-benzoyl group, the phenyl substituents, and the degree of oxidation at carbon 2 of the morpholine, were optimized for maximum activity. Only the (5R,6R) isomers showed antifungal activity. Cyclic hemiacetal (-)-39a (UR-9746) and cyclic ether (-)-41 (UR-9751) were selected for further development. In vitro, (-)- 41 was clearly more active than (-)-39a and somewhat less active than the acyclic counterpart (-)-7. In vivo activity was assessed by a systemic (mouse) and a vaginal (rat) candidosis model. In the former, (-)-39a, (-)- 41, and (-)-7 at 1 mg/kg given 1, 4, and 24 h postinfection displayed 90- 100% protection from mortality on day 9. Compound (-)-39a was slightly more potent than (-)-41 and similar in potency to (-)-7. The three compounds were superior in potency to fluconazole and similar in potency to SCH-42427 in this test. In the vaginal model, (-)-39a and (-)-41 given daily during 3 days after infection at 0.5 mg/kg showed high levels of protection on days 10 and 15. At 0.25 mg/kg, (-)-39a was slightly more potent than SCH-42427 and (-)-7 and superior in potency to (-)-41 and fluconazole in this model. Preliminary 28-day toxicity tests at 100 mg/kg/day po in rats indicated no or very mild adverse effects for the two UR compounds.