431-40-3

Basic information

• Product Name: 1,1,1-TRIFLUOROACETONE OXIME
• Synonyms: 1,1,1-TRIFLUOROACETONE OXIME;1,1,1-Trifluoroacetoneoxime97%
• CAS NO: 431-40-3
• Molecular Formula: C₃H₄F₃NO
• Molecular Weight: 127.07
• Mol File: 431-40-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 96.3°Cat760mmHg
• Flash Point: 12°C
• Appearance: /
• Density: 1.32g/cm³
• Vapor Pressure: 31.3mmHg at 25°C
• Refractive Index: 1.343
• CAS DataBase Reference: 1,1,1-TRIFLUOROACETONE OXIME(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,1-TRIFLUOROACETONE OXIME(431-40-3)
• EPA Substance Registry System: 1,1,1-TRIFLUOROACETONE OXIME(431-40-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 431-40-3(Hazardous Substances Data)

Usage

General Description

1,1,1-Trifluoroacetone oxime is a chemical compound with the formula CF3C(NOH)CH3. It is a colorless, odorless solid that is used in organic synthesis to synthesize a variety of compounds. It is also used as a reagent for the conversion of carbonyl compounds to oximes, which serves as a protective group in the preparation of aldehydes and ketones. Additionally, 1,1,1-trifluoroacetone oxime has been studied for its potential use in the pharmaceutical industry, as it may have applications in the development of new drugs. However, it is important to handle this compound with care, as it can be hazardous if not handled properly.

InChI:InChI=1/C3H4F3NO/c1-2(7-8)3(4,5)6/h8H,1H3/b7-2+

Upstream product

• 421-50-1 1,1,1-trifluoro-2-propanone 

Downstream Products

• 40618-85-7 C₁₀H₁₀F₃NO₃S 
• 421-49-8 2,2,2-Trifluoro-1-methylethanamine 

Relevant articles and documents

Synthesis and spin-trapping properties of a trifluoromethyl analogue of DMPO: 5-methyl-5-trifluoromethyl-1-pyrroline N-Oxide (5-TFDMPO)

The 5-diethoxyphosphonyl-5-methyl-1-pyrroline N-oxide superoxide spin adduct (DEPMPO-OOH) is much more persistent (about 15 times) than the 5,5-dimethyl-1-pyrroline N-oxide superoxide spin adduct (DMPO-OOH). The diethoxyphosphonyl group is bulkier than the methyl group and its electron-withdrawing effect is much stronger. These two factors could play a role in explaining the different half-lifetimes of DMPO-OOH and DEPMPO-OOH. The trifluoromethyl and the diethoxyphosphonyl groups show similar electron-withdrawing effects but have different sizes. We have thus synthesized and studied 5-methyl-5-trifluoromethyl-1-pyrroline N-oxide (5-TFDMPO), a new trifluoromethyl analogue of DMPO, to compare its spin-trapping performance with those of DMPO and DEPMPO. 5-TFDMPO was prepared in a five-step sequence by means of the Zn/AcOH reductive cyclization of 5,5,5-trifluoro-4-methyl-4- nitropentanal, and the geometry of the molecule was estimated by using DFT calculations. The spin-trapping properties were investigated both in toluene and in aqueous buffer solutions for oxygen-, sulfur-, and carbon-centered radicals. All the spin adducts exhibit slightly different fluorine hyperfine coupling constants, thereby suggesting a hindered rotation of the trifluoromethyl group, which was confirmed by variable-temperature EPR studies and DFT calculations. In phosphate buffer at pH-7.4, the half-life of 5-TFDMPO-OOH is about three times shorter than for DEPMPO-OOH and five times longer than for DMPO-OOH. Our results suggest that the stabilization of the superoxide adducts comes from a delicate balance between steric, electronic, and hydrogen-bonding effects that involve the β group, the hydroperoxyl moiety, and the nitroxide. New pieces to the puzzle! A new fluorinated 5,5-dimethyl-1-pyrroline N-oxide (DMPO)-based spin trap (5-TFDMPO; see figure) was synthesized and studied by EPR/spin-trapping techniques. The properties of the new spin trap are reported for various radicals. The role of the trifluoromethyl group on the spin-trapping properties of the superoxide radical is discussed on the basis of a comparison with other spin traps.