127223-93-2

Basic information

• Product Name: (E)-4-(diMethylaMino)-1,1,1-trifluorobut-3-en-2-one
• Synonyms: (E)-4-(diMethylaMino)-1,1,1-trifluorobut-3-en-2-one;(3E)-4-(Dimethylamino)-1,1,1-trifluorobut-3-en-2-one;OPFMBYIQGSJDOB-ONEGZZNKSA-N
• CAS NO: 127223-93-2
• Molecular Formula: C₆H₈F₃NO
• Molecular Weight: 167.1290296
• Mol File: 127223-93-2.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 103.4±40.0 °C(Predicted)
• Appearance: /
• Density: 1.177±0.06 g/cm3(Predicted)
• PKA: 3.43±0.70(Predicted)
• CAS DataBase Reference: (E)-4-(diMethylaMino)-1,1,1-trifluorobut-3-en-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-4-(diMethylaMino)-1,1,1-trifluorobut-3-en-2-one(127223-93-2)
• EPA Substance Registry System: (E)-4-(diMethylaMino)-1,1,1-trifluorobut-3-en-2-one(127223-93-2)

Safety Data

• Hazardous Substances Data: 127223-93-2(Hazardous Substances Data)

Usage

General Description

(E)-4-(dimethylamino)-1,1,1-trifluorobut-3-en-2-one, also known as DMADTFB, is a chemical compound commonly used as a reagent in organic synthesis. It is characterized by its unique structure containing a trifluoromethyl group, a dimethylamino group, and a double bond. DMADTFB is often used as a source of the trifluoromethyl group in various synthetic reactions, and it has been found to be particularly useful in the preparation of pharmaceuticals, agrochemicals, and materials with enhanced properties. Its reactivity and ability to introduce trifluoromethyl groups into organic molecules make it a valuable tool in the field of organic chemistry. However, it is important to handle and use DMADTFB with caution, as it is a potentially hazardous chemical.

Upstream product

• 124-40-3 dimethyl amine 
• 202074-35-9 1,1,1-trifluoro-4-(phenylsulfonyl)but-3-ene-2,2-diol 
• 329915-02-8 1,1,1-trifluoro-4-(methylsulfonyl)but-3-ene-2,2-diol 
• 239437-47-9 3,3,4,4,4-Pentafluoro-butyraldehyde 
• 59938-06-6 4-ethoxy-1,1,1-trifluoro-3-butene-2-one 
• 109-92-2 ethyl vinyl ether 
• 407-25-0 trifluoroacetic anhydride 
• 120417-45-0 4-amino-1,1,1-trifluoro-3-buten-2-one 
• 59938-06-6 (E)-4-Ethoxy-1,1,1-trifluoro-3-buten-2-one 

Downstream Products

• 177723-83-0 (E)-6-Phenyl-1,1,1-Trifluoro-3-hexen-5-yn-2-one 
• 3108-32-5 (E)-1,1,1-trifluoro-4-phenyl-3-buten-2-one 
• 96107-02-7 (E)-4-(4-methoxyphenyl)-1,1,1-trifluorobut-3-en-2-one 
• 306769-09-5 (E)-1,1,1-trifluoro-4-(3-methylphenyl)but-3-en-2-one 
• 312615-59-1 2-oxo-6-trifluoromethyl-2H-pyran-3-yl-N-benzamide 
• 168211-22-1 (E)-6-phenyl-1,1,1-trifluoro-3,5-hexadien-2-one 
• 1280223-24-6 (2E)-2-(dimethylamino)-5,5,5-trifluoro-1-phenylpent-2-ene-1,4-dione 
• 1166995-12-5 2-benzyl-3-(3-methoxyphenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine 
• 1007105-55-6 1,1,1-trifluoro-4-(2,5-dimethoxyphenyl)but-3-en-2-one 

Relevant articles and documents

The conformational analysis of push-pull enaminones using Fourier transform IR and NMR spectroscopy, and quantum chemical calculations. V. α-Methyl-, fluorine-β-N,N-dimethylaminovinyl trifluoromethyl ketones

IR Fourier spectra of two enaminoketones with general formula F 3CCOCRCHN(CH3)2, R = F (DMTFBN); R = CH 3, (DMTMBN) were studied in various pure solvents. For comparison results of earlier investigated enaminoketone R = H (DMTBN) was also presented. On the basis of NMR and IR spectra it was shown that enaminoketones DMTBN, DMTFBN and DMTMBN presented in solutions as equilibrium of two conformers, (E-s-Z) (E-s-E) (for DMTFBN these conformers are denoted as (Z-s-Z) and (Z-s-E), respectively). DFT calculations were carried out to evaluate relative energy and dipole moment of each spatial form. It was shown that 'closed-ring' complex formation between (E-s-Z) and (E-s-E) conformers of DMTBN accounts for discrepancies between DFT calculations of conformer relative energies and experimentally evaluated enthalpies of (E-s-Z) (E-s-E) equilibrium. In α-substituted DMTFBN and DMTMBN, where formation of 'closed-ring' complex was impossible we did not observe such discrepancies. For both (E-s-Z) and (E-s-E) conformers of the DMTBN and DMTMBN the main influence on the ν (CO) vibrations has the solvent's hydrogen bond donor (HBD) acidity, whereas for the DMTFBN an influence of the solvent's polarity/polarizability dominated.

A novel synthesis of trifluoromethyl enones and enediones

Reactions of trifluoromethyl enamino ketones, (E)-4(dimethylamino)- 1,1,1-trifluorobut-3-en-2-one (2) and 3-(dimethylaminomethylene)- 1,1,1,5,5,5-hexafluoropentane-2,4-dione (3), with various types of lithium derivatives of aromatic or heteroaromatic comp

Uncommon fluorination of enones with xenon difluoride

Readily available β-alkoxyvinylpolyfluoroalkyl ketones react with XeF2 to give the products of addition of two Fluorine atoms to the C[dbnd]C double bond - vic-difluoro ketones, which can be easily converted to α-F enones. We demonstrated chemical evaluation of these compounds by formation of new fluorocontaining enaminones and pyrazoles. In order to obtain new precursors for bioactive compounds we performed [4 + 2] hetero Diels-Alder reaction and obtained dihydropyranes which are perspective starting materials for fluorinated carbohydrates.

Tetracyclic pyrimidinone compound, preparation method, composition and application thereof

A tetracyclic pyrimidinone compound represented by a formula (I) or a pharmaceutically acceptable salt thereof has a structure represented by a formula (I), is a brand new Lp-PLA2 inhibitor, and can be used for treating neurodegenerative related diseases such as Alzheimer's disease (AD), glaucoma, age-related macular degeneration (AMD), or cardiovascular diseases including atherosclerosis and thelike.