1630-78-0

Basic information

• Product Name: (E)-1,2-difluoroethylene
• Synonyms: (E)-1,2-difluoroethylene;TRANS-1,2-DIFLUOROETHENE;(E)-1,2-Difluoroethene;Einecs 216-629-0;Ethene, 1,2-difluoro-, (E)-;trans-1,2-Difluoroethylene
• CAS NO: 1630-78-0
• Molecular Formula: C₂H₂F₂
• Molecular Weight: 64.0340864
• EINECS: 216-629-0
• Mol File: 1630-78-0.mol

Chemical Properties

• Melting Point: -165.25°C
• Boiling Point: -86.6°C (estimate)
• Flash Point: °C
• Appearance: /
• Density: 1.0230
• Refractive Index: 1.3326 (estimate)
• CAS DataBase Reference: (E)-1,2-difluoroethylene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1,2-difluoroethylene(1630-78-0)
• EPA Substance Registry System: (E)-1,2-difluoroethylene(1630-78-0)

Safety Data

• Hazardous Substances Data: 1630-78-0(Hazardous Substances Data)

Usage

Uses

Used in Polymer Production:
(E)-1,2-difluoroethylene is used as a monomer for the production of fluorinated polymers due to its reactive double bond structure, which allows for the formation of polymers with unique properties such as heat resistance and chemical stability.
Used in Refrigerant Manufacturing:
(E)-1,2-difluoroethylene is utilized as a raw material in the production of refrigerants, where its chemical properties contribute to the creation of refrigerants with desirable characteristics for cooling applications.
Used in Organic Synthesis as a Solvent:
(E)-1,2-difluoroethylene serves as a solvent in organic synthesis, facilitating various chemical reactions due to its ability to dissolve a wide range of substances and its compatibility with different reaction conditions.
Used in Research:
Due to its structural features and reactivity, (E)-1,2-difluoroethylene is used as a subject of study in research aimed at understanding the dynamics of chemical reactions, which can lead to advancements in the field of chemistry and material science.

InChI:InChI=1S/C2H2F2/c3-1-2-4/h1-2H/b2-1+

Upstream product

• 431-06-1 1,2-difluoro-1,2-dichloroethene 
• 421-50-1 1,1,1-trifluoro-2-propanone 
• 1630-77-9 (Z)-1,2-difluoro-ethene 
• 359-11-5 1,1,2-trifluoroethylene 
• 74960-16-0 r-2-pentafluoroethyl-c-3,t-4-difluoro-oxetan 
• 74960-18-2 r-2-heptafluoro-n-propyl-c-3,t-4-difluoro-oxetan 
• 75-38-7 Vinylidene fluoride 
• 430-66-0 1,1,2-Trifluoroethan 
• 1187-93-5 trifluoromethyl trifluorovinyl ether 
• 598-73-2 1-bromo-1,2,2-trifluoroethene 
• 79-38-9 Chlorotrifluoroethylene 
• 7446-09-5 sulfur dioxide 
• 76293-22-6 cis-2,3-difluoro-5,6-bis(trifluoromethyl)-2,3-dihydro-p-dioxin 
• 75995-77-6 cis-2,2-bis(chlorodifluoromethyl)-3,4-difluoro-oxetan 

Downstream Products

• 75995-85-6 1,1,1,2,2,3,4-heptafluorobutane 
• 74960-16-0 r-2-pentafluoroethyl-t-3,t-4-difluoro-oxetan 
• 74960-16-0 r-2-pentafluoroethyl-t-3,c-4-difluoro-oxetan 
• 74960-16-0 r-2-pentafluoroethyl-c-3,t-4-difluoro-oxetan 
• 1630-77-9 (Z)-1,2-difluoro-ethene 
• 75995-83-4 r-2-trifluoromethyl-2-methyl-t-3,t-4-difluoro-oxetan 
• 75995-83-4 r-2-trifluoromethyl-2-methyl-t-3,c-4-difluoro-oxetan 
• 75995-83-4 r-2-trifluoromethyl-2-methyl-c-3,t-4-difluoro-oxetan 
• 50-00-0 formaldehyd 
• 64-18-6 formic acid 
• 2154-59-8 difluoro-methylene 
• 353-50-4 Carbonyl fluoride 
• 76-16-4 Hexafluoroethane 
• 75995-72-1 1,1,1,2,3,4,4,4-octafluorobutane 

Relevant articles and documents

METHOD FOR MANUFACTURING 1-HALO-2-FLUOROETHYLENE

A method for efficiently obtaining trans-1-halo-2-fluoroethylene (E-isomer) and/or cis-1-halo-2-fluoroethylene (Z-isomer) is provided. The method for producing trans-1-halo-2-fluoroethylene (E-isomer) and/or cis-1-halo-2-fluoroethylene (Z-isomer) includes supplying a composition containing trans-1-halo-2-fluoroethylene (E-isomer) and/or cis-1-halo-2-fluoroethylene (Z-isomer) to a reactor to perform isomerization between the trans-1-halo-2-fluoroethylene (E-isomer) and the cis-1-halo-2-fluoroethylene (Z-isomer) in a liquid phase by performing light irradiation in the presence of a photosensitizer.

FLUOROOLEFIN PRODUCTION METHOD

The present disclosure provides a method for producing fluoroolefin represented by formula (1): CX1X2═CX3X4, wherein X1, X2, X3, and X4 are the same or different, and represent a hydrogen atom or a fluorine atom, with high selectivity. Specifically, the present disclosure is a method for producing fluoroolefin represented by formula (1), wherein the method includes the step of performing dehydrofluorination by bringing a fluorocarbon represented by formula (2): CX1X2FCX3X4H, wherein X1, X2, X3, and X4 are as defined above, into contact with a base, and the dehydrofluorination step is performed in the liquid phase at a temperature of ?70° C. or higher to less than 120° C.

Selective Copper Complex-Catalyzed Hydrodefluorination of Fluoroalkenes and Allyl Fluorides: A Tale of Two Mechanisms

The transition to more economically friendly small-chain fluorinated groups is leading to a resurgence in the synthesis and reactivity of fluoroalkenes. One versatile method to obtain a variety of commercially relevant hydrofluoroalkenes involves the catalytic hydrodefluorination (HDF) of fluoroalkenes using silanes. In this work it is shown that copper hydride complexes of tertiary phosphorus ligands (L) can be tuned to achieve selective multiple HDF of fluoroalkenes. In one example, HDF of the hexafluoropropene dimer affords a single isomer of heptafluoro-2-methylpentene in which five fluorines have been selectively replaced with hydrogens. DFT computational studies suggest a distinct HDF mechanisms for L2CuH (bidentate or bulky monodentate phosphines) and L3CuH (small cone angle monodentate phosphines) catalysts, allowing for stereocontrol of the HDF of trifluoroethylene.

Organocatalytic C?F Bond Activation with Alanes

Hydrodefluorination reactions (HDF) of per- and polyfluorinated olefins and arenes by cheap aluminum alkyl hydrides in non-coordinating solvents can be catalyzed by O and N donors. TONs with respect to the organocatalysts of up to 87 have been observed. Depending on substrate and concentration, high selectivities can be achieved. For the prototypical hexafluoropropene, however, low selectivities are observed (E/Z≈2). DFT studies show that the preferred HDF mechanism for this substrate in the presence of donor solvents proceeds from the dimer Me4Al2(μ-H)2?THF by nucleophilic vinylic substitution (SNV)-like transition states with low selectivity and without formation of an intermediate, not via hydrometallation or σ-bond metathesis. In the absence of donor solvents, hydrometallation is preferred but this is associated with inaccessibly high activation barriers at low temperatures. Donor solvents activate the aluminum hydride bond, lower the barrier for HDF significantly, and switch the product preference from Z to E. The exact nature of the donor has only a minimal influence on the selectivity at low concentrations, as the donor is located far away from the active center in the transition states. The mechanism changes at higher donor concentrations and proceeds from Me2AlH?THF via SNV and formation of a stable intermediate, from which elimination is unselective, which results in a loss of selectivity.

Rare Earth Metal Catalyzed C–F Bond Activation

Cp3Ln (Ln = Ce, Nd, Sm, Er, Yb) are applied as precatalysts in the presence of LiAlH4 for the C–F bond activation of hexafluoropropene, 1,1,3,3,3-pentafluoropropene, trifluoropropene, chlorotrifluoroethene, and octafluorotoluene. 100 % conversion and TONs up to 155 could be observed for the hydrodefluorination reaction (HDF). For chlorotrifluoroethene hydrodefluorination occurs with high chemoselectivity favoring the C–F bond activation versus C–Cl bond activation.

High-resolution FTIR study of the v2 fundamental of cis-CHF=CHF

The high-resolution FTIR spectrum at room temperature of cis-1,2-difluoroethylene has been analyzed in the v2 fundamental region from 1670 to 1760 cm-1. This vibration of A1 symmetry, corresponding to the C=C stretching, gives rise to a strong b-type band approximately centered at 1719 cm-1. The rovibrational analysis led to the assignment of many transitions in the P, Q and R branches with J′ ≤ 70, Ka′ ≤ 30, Kc′ ≤ 69. From a simultaneous fit of the ground state combination differences coming from the present work and the previously analyzed v4 and v10 fundamentals, together with a few literature microwave data, a set of ground state parameters, including all the quartic and four new sextic centrifugal distortion coefficients, was derived. Using the Watson's A-reduction Hamiltonian in the Ir representation, from the final fit of about 3600 assigned transitions, accurate rovibrational constants for the upper state were obtained with a standard deviation of about 8 × 10-4 cm-1.

Stereoselective preparation of (Z)-α,β-difluorostyrenes

Substituted aromatic iodides couple with (E)-HFC = CFZnI, under mild conditions, in the presence of catalytic Pd(PPh3)4 in DMF to give the title compounds in good yield.

Process for the purification of chlorofluorohydrocarbons

The invention relates to a process for removing olefinic impurities from hydrogen-containing chlorofluorohydrocarbons (HCFCs) in which the contaminated HCFCs are passed in the gas phase at 200° to 400° C. over a zeolite.

Pulse-Duration Effects on Competitive Reactions in Infrared Multiple-Photon Decomposition of CH2ClCHClF and CHClFCHClF

Vibrationally excited 1,2-dichlorofluoroethane and 1,2-dichloro-1,2-difluoroethane have been observed to dissociate competitively via two channels to form vibrationally excited HCl and HF.The fluence dependences of the branching ratio have been measured for both "short"-pulse (80-ns fwhm) and "long"-pulse (80-ns fwhm with 1-μs-fwhm tail) irradiations.The branching ratio shows not only fluence dependence but also pulse-duration dependence, that is, intensity dependence.When the reactant pressure is 1.0 Torr, collisional deactivation is expected to occur to a considerable extent under long-pulse irradiation while it can be ignored under short-pulse irradiation.The experimental results are interpreted by using the exact stochastic method based on the energy-grained master equations, which take into account collisional deactivation.

Vacuum Ultraviolet Photochemistry of Fluoroethene and 1,1-Difluoroethene

Products from the broad-band vacuum ultraviolet photolysis of CH2CHF and CH2CF2 were collected by using a novel gas collection technique and analyzed by using gas chromatography.The primary route of decay for both parents is through α-β elimination of HF.Primary branching ratios for HF elimination, F atom ejection, and HH elimination from CH2CHF were determined: 0.82, 0.13, and 0.05, respectively.The technique does not permit detection of single H atom ejection.The ratio of (C2F2H3) stabilization by He vs. decomposition, formed by the addition of F to CH2CHF, is 0.029 +/- 0.004 torr-1.The lifetime of the excited complex is approximately a factor of 5 longer relative to other related systems.A less detailed study of excited-CH2CF2 decay indicates similar trends.