382-03-6

Basic information

• Product Name: 1,1,1-trifluoro-3-methyl-butan-2-one
• Synonyms: NSC 42735
• CAS NO: 382-03-6
• Molecular Formula: C₅H₇F₃O
• Molecular Weight: 140.11
• Mol File: 382-03-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 58 °C
• Boiling Point: 69.4°Cat760mmHg
• Flash Point: -19℃
• Appearance: /
• Density: 1.080 g/mL at 25 °C
• Vapor Pressure: 134mmHg at 25°C
• Refractive Index: n20/D1.320
• CAS DataBase Reference: 1,1,1-trifluoro-3-methyl-butan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,1-trifluoro-3-methyl-butan-2-one(382-03-6)
• EPA Substance Registry System: 1,1,1-trifluoro-3-methyl-butan-2-one(382-03-6)

Safety Data

• Hazard Codes: F,Xn
• Statements: 11-22
• RIDADR: UN 1993BF 3 / PGII
• WGK Germany: 3
• Hazardous Substances Data: 382-03-6(Hazardous Substances Data)

Usage

General Description

1,1,1-trifluoro-3-methyl-butan-2-one, also known as trifluoromethylacetone, is a chemical compound with the molecular formula C5H7F3O. It is a colorless, volatile liquid with a fruity odor, primarily used as a solvent in various industrial processes. 1,1,1-trifluoro-3-methyl-butan-2-one is also used in the production of pharmaceuticals, agrochemicals, and fragrances. It has low water solubility and is highly flammable, making it necessary to handle with caution. Additionally, 1,1,1-trifluoro-3-methyl-butan-2-one has been found to have potential applications in the field of organic chemistry, particularly in the synthesis of complex organic molecules. Due to its unique properties and versatility, it is a valuable chemical in various industries.

InChI:InChI=1/C5H7F3O/c1-3(2)4(9)5(6,7)8/h3H,1-2H3

Upstream product

• 920-39-8 isopropylmagnesium bromide 
• 76-05-1 trifluoroacetic acid 
• 104863-67-4 N-methoxy-N-methyltrifluoroacetamide 

Downstream Products

• 1601477-01-3 4-methyl-N'-(1,1,1-trifluoro-3-methylbutan-2-ylidene)benzenesulfonohydrazide 
• 1589570-36-4 C₁₂H₁₄F₃N 

Relevant articles and documents

(Z) -Trifluoromethyl-Trisubstituted Alkenes or Isoxazolines: Divergent Pathways from the Same Allene

Because of a charge-dipole interaction involving nonbonding electron pairs on fluorine, protonation of trifluoromethyl allenes leads to tri- or tetrasubstituted alkenes with high (Z)-selectivity. Treatment of the same allenes with catalytic Au(I) initiates a reaction cascade that produces isoxazolines in high yield.

Chemoenzymatic dynamic kinetic resolution of α-trifluoromethylated amines: Influence of substitutions on the reversed stereoselectivity

Enzymatic resolution of α-trifluoromethylated amines via kinetic resolution (KR), dynamic kinetic resolution (DKR) employing CALB-Pd/Al 2O3, and a one-pot sequential process of KR/DKR/KR was investigated comparatively for the first time. Although CALB-catalyzed KR of α-trifluoromethylated amines with substituents of methyl (1a), isopropyl (1c), phenyl (1d) and benzyl group (1e) can provide good stereoselectivity factors E from 31 to >200 respectively, DKR and sequential process of KR/DKR/KR possess better practical application potential because of the higher conversion (62%-84%) and the similar enantiomeric excesses (90%-99%). The enantiopreference and inversion for the α-trifluoromethylated amines displayed by CALB were observed and explained by docking modes. Namely, for 1,1,1-trifluoro-2-propylamine (1a), the product amide with R-configuration was obtained, and the enantiopreference was converted to S for the amines (1b-1e) with substituents larger than methyl group. The catalysts recycle, and scale-up experiments were demonstrated successfully. All these results indicated the high efficiency and green feature of this enzymatic process, and its application significance.