371-96-0

Basic information

• Product Name: (Z)-3,3,3-trifluoro-1-nitro-prop-1-ene
• Synonyms: (Z)-3,3,3-trifluoro-1-nitro-prop-1-ene
• CAS NO: 371-96-0
• Molecular Formula: C₃H₂F₃NO₂
• Molecular Weight: 141.05
• Mol File: 371-96-0.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 156.1°Cat760mmHg
• Flash Point: 48.2°C
• Appearance: /
• Density: 1.398g/cm³
• Vapor Pressure: 3.79mmHg at 25°C
• Refractive Index: 1.364
• CAS DataBase Reference: (Z)-3,3,3-trifluoro-1-nitro-prop-1-ene(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-3,3,3-trifluoro-1-nitro-prop-1-ene(371-96-0)
• EPA Substance Registry System: (Z)-3,3,3-trifluoro-1-nitro-prop-1-ene(371-96-0)

Safety Data

• Hazardous Substances Data: 371-96-0(Hazardous Substances Data)

Usage

General Description

(Z)-3,3,3-trifluoro-1-nitro-prop-1-ene, also known as 3,3,3-trifluoro-1-nitropropene, is a chemical compound with the molecular formula C3H2F3NO2. It is a colorless liquid with a pungent odor, and it is mainly used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. (Z)-3,3,3-trifluoro-1-nitro-prop-1-ene is classified as an α,β-unsaturated nitro compound, which makes it a versatile building block for the preparation of complex organic molecules. Its trifluoro substituents enhance its reactivity and stability, making it an important reagent in organic synthesis. Additionally, its nitro group provides opportunities for further derivatization, making it a valuable starting material for the production of a wide range of chemical products.

InChI:InChI=1/C3H2F3NO2/c4-3(5,6)1-2-7(8)9/h1-2H/b2-1-

Upstream product

• 453-35-0 1,1,1-trifluoro-3-nitro-2-propanol 
• 75-52-5 nitromethane 
• 421-53-4 2,2,2-trifluoro-1,1-ethanediol 
• 6214-30-8 β-carboxynitroethylene 
• 75-90-1 2,2,2-Trifluoroacetaldehyde 

Downstream Products

• 928779-90-2 3-nitro-2-(3-trifluoromethylphenyl)amino-1,1,1-trifluoropropane 
• 890095-37-1 3-nitro-2-(trifluoromethyl)-2H-chromene 
• 1247246-89-4 2-[(2,5-dimethylphenyl)amino]-1,1,1-trifluoro-3-nitropropane 
• 1247246-90-7 1,1,1-trifluoro-2-[(2-methoxyphenyl)amino]-3-nitropropane 
• 1247246-88-3 2-[(3,4-dimethylphenyl)amino]-1,1,1-trifluoro-3-nitropropane 
• 1247246-91-8 2-[(2-chlorophenyl)amino]-1,1,1-trifluoro-3-nitropropane 
• 1247246-87-2 1,1,1-trifluoro-2-[(3-methylphenyl)amino]-3-nitropropane 
• 1247246-86-1 1,1,1-trifluoro-2-(N-methyl-N-phenylamino)-3-nitropropane 
• 1609114-18-2 tert-butyl (R)-2-oxo-3-phenyl-3-[(2'R)-1,1,1-trifluoro-3-nitropropan-2-yl]indoline-1-carboxylate 
• 1609114-36-4 (R)-3-phenyl-3-[(2'R)-1,1,1-trifluoro-3-nitropropan-2-yl]indolin-2-one 
• 1609114-37-5 (R)-1-methyl-3-phenyl-3-[(2'R)-1,1,1-trifluoro-3-nitropropan-2-yl]indolin-2-one 
• 1609114-38-6 (R)-1-benzyl-3-phenyl-3-[(2'R)-1,1,1-trifluoro-3-nitropropan-2-yl]indolin-2-one 

Relevant articles and documents

3,3,3-Trifluoro-1-nitropropene as a Novel Trifluoromethyl-Containing Building Block

Additions of various carbanion nucleophiles to 3,3,3-trifluoro-1-nitropropene (1) proceeded regiospecifically at the C-2 position of 1 to give the corresponding adducts.The nitro group of the adducts, derived from the reactions with acetylacetone and ethyl acetoacetate, was reduced to the corresponding amines, which were cyclized in situ to the 3-(trifluoromethyl)pyrrole derivatives.

Highly regio- and stereoselective 1,3-dipolar cycloaddition of stabilised azomethine ylides to 3,3,3-trihalogeno-1-nitropropenes: synthesis of trihalomethylated spiro[indoline-3,2′-pyrrolidin]-2-ones and spiro[indoline-3,3′-pyrrolizin]-2-ones

Reactions of 3,3,3-trihalogen-1-nitropropenes with N-alkyl-α-amino acids (sarcosine, proline) and isatins proceed regio- and diastereoselectively to give a wide range of trihalomethylated spiro[indoline-3,2′-pyrrolidin]-2-ones and spiro[indoline-3,3′-pyrrolizin]-2-ones in good yields as a result of a 1,3-dipolar cycloaddition of the intermediate stabilised azomethine ylide at the double bond of the nitroalkenes.

Catalytic Asymmetric Construction of Tertiary Carbon Centers Featuring an α-Difluoromethyl Group with CF2H-CH2-NH2as the "building Block"

We report here for the first time a novel difluoromethylated ketimine building block condensed by thioisatin and difluoroethylamine, offering efficient access to a broad range of enantioenriched products bearing difluoroethylamine units (27 examples, ≤98% yield, >99% ee) in the presence of quinine-derived squaramide. Further transformation of the intermediate would generate a variety of versatile functional blocks like α-difluoromethyl amines, β-amino acid, and β-diamine with retention of the enantiomeric excess at the difluoromethyl-bound carbon.

The asymmetric Friedel-Crafts reaction of indoles with fluoroalkylated nitroalkenes catalyzed by chiral phosphoric acid

The enantioselective Friedel-Crafts fluoroalkylation of indoles with fluoroalkylated nitroalkenes, catalyzed by chiral phosphoric acid is described. The regioselectivity of fluoroalkylated nitroalkenes is a problem worth discussing, and it was found that the carbon atom adjacent to the fluoroalkyl group is more reactive than that adjacent to NO2 group.