Category: 2358-54-5

Muller, Norbert published the artcileFluorine chemical shifts and microheterogeneity in aqueous solutions of 2-(2,2,2-trifluoroethoxy)ethanol, Category: ethers-buliding-blocks, the publication is Journal of Physical Chemistry (1979), 83(15), 2041-4, database is CAplus.

The title compound was prepared in the expectation that its water solutions would show interesting structural effects similar to those suggested by a variety of measurements for aqueous tert-Bu alc. and aqueous 2-n-butoxyethanol and that the nature of these effects might be elucidated by following the fluorine chem. shift as a function of concentration and temperature The material is miscible with water above room temperature, but an upper critical solution temperature was found between 1 and 2°. Chem. shift-composition curves determined at five temperatures spanning the interval from 1 to 61° reveal a change in the nature of the solutions when the mole fraction of the nonaqueous component is about 0.18. It appears that in the dilute region the cosolvent mols. are preferentially solvated by water, especially at the lower temperatures, while the more concentrated solutions are microheterogeneous, with rapid exchange of the organic species between water-rich and cosolvent-rich domains. It is very likely that the properties of aqueous solutions of tert-Bu alc., 2-n-butoxyethanol, and 2-(2,2,2-trifluoroethoxy)ethanol indeed reflect essentially the same type of behavior.

Journal of Physical Chemistry published new progress about 2358-54-5. 2358-54-5 belongs to ethers-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-(2,2,2-Trifluoroethoxy)ethanol, and the molecular formula is C4H7F3O2, Category: ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Zhang, Shuxiang published the artcileSynthesis, characterization and properties of a novel fluorinated methacrylate polymer, Product Details of C4H7F3O2, the publication is Journal of Fluorine Chemistry (2011), 132(11), 915-919, database is CAplus.

A fluorinated monomer of 2-(2,2,2-trifluoroethoxy)ethyl methacrylate (FEMA) was prepared by a “one pot” process and then a novel fluorinated methacrylate polymer, poly[2-(2,2,2-trifluoroethoxy)ethyl methacrylate] (PFEMA), was successfully synthesized via miniemulsion polymerization using cetyltrimethyl ammonium bromide (CTAB) as emulsifier, hexadecane (HD) as co-stabilizer and 2,2′-azobisisobutyronitrile (AIBN) as initiator. The chem. structure of PFEMA was characterized by FT-IR, ¹H NMR and ¹⁹F NMR. GPC results show that the number average mol. weight (M_n) of PFEMA was as high as 8.5 × 10⁵ g/mol and the polydispersity index (PDI) was only 1.3. SEM and DLS characterizations showed that the morphol. of PFEMA latex was uniform spheres with the diameter of about 110-125 nm. It was also found that PFEMA has high thermo-stability (T_d > 200 °C), low glass transition temperature (T_g = 13.0 °C), and nice hydrophobicity (θ_water = 99.9°). Comparison studies on PFEMA and poly(2,2,2-trifluoroethyl methacrylate) show that an introduced functional group (-CH₂CH₂O-) has a significant effect on lowering T_g and improving hydrolysis resistance without impairing surface properties.

Journal of Fluorine Chemistry published new progress about 2358-54-5. 2358-54-5 belongs to ethers-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-(2,2,2-Trifluoroethoxy)ethanol, and the molecular formula is C9H22OSi, Product Details of C4H7F3O2.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Mei, Xinyi published the artcileSynthesis of new fluorine-containing room temperature ionic liquids and their physical and electrochemical properties, HPLC of Formula: 2358-54-5, the publication is Journal of Fluorine Chemistry (2018), 26-37, database is CAplus.

An improved synthesis of fluorine-containing room temperature ionic liquids (FRTILs) is described. Twelve FRTILs are synthesized, in which the fluorinated cations based on N-Me pyrrolidinium (MPy), 1-Me imidazolium (MIm) and diethylsulfide (DES) are associated with anions, such as dicyanamide (DCA) or bis(trifluoromethane sulfonyl)imide (TFSI). The mol. structures of these FRTILs were confirmed by FT-IR, ¹H-NMR, ¹³C-NMR and elemental anal. The FRTILs have been investigated for their potential as electrolyte solvents, especially for lithium-sulfur (Li-S) batteries. Thermal behaviors were also studied by thermogravimetric anal. (TGA) and differential scanning calorimetry (DSC) showing excellent thermal stability, exceeding 150°C, for all FRTILs. Some of their physicochem. properties were determined, including d., flammability, viscosity, and miscibility with polar and nonpolar solvents. Due to the high viscosity of FRTILs, two low viscosity ILs (co-solvent thinners), [MImEt] [DCA] and [MImEt] [TFSI], have been synthesized and used to dilute the FRTILs. The resulting ternary electrolyte systems, LiTFSI in 1:1wt.% FRTILs/thinner, were characterized by their ionic conductivity and electrochem. stability.

Journal of Fluorine Chemistry published new progress about 2358-54-5. 2358-54-5 belongs to ethers-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-(2,2,2-Trifluoroethoxy)ethanol, and the molecular formula is C4H7F3O2, HPLC of Formula: 2358-54-5.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Taguchi, Hiroyasu published the artcileSynthesis and Tautomerism of Curcumin Derivatives and Related Compounds, Safety of 2-(2,2,2-Trifluoroethoxy)ethanol, the publication is Australian Journal of Chemistry (2015), 68(2), 224-229, database is CAplus.

1,7-Bis(4′-hydroxy-3′-trifluoromethoxyphenyl)-1,6-heptadiene-3,5-dione, related to curcumin, and thirteen 4-substituted derivatives were prepared and their keto/enol ratio in DMSO[D6] was determined by 19F NMR because the enolic form of these related curcumins had been shown to bind to amyloid plaques in the Alzheimer brain. The parent compound and the 4-ethoxycarbonyl derivative were almost 100% in the enolic form that contains a conjugated hepta-1,4,6-trien-3-on-5-ol backbone. Enolisation decreased to varying amounts in the derivatives that had 4-substituted alkyl groups. Attempts to prepare the 4-hydroxypropyl derivative by hydrolysis of O-methoxymethyl or O-tetrahydropyranyloxy protected derivatives led to cyclised products. A related pyrimidine compound that mimicked a fixed enol form was also prepared

Australian Journal of Chemistry published new progress about 2358-54-5. 2358-54-5 belongs to ethers-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-(2,2,2-Trifluoroethoxy)ethanol, and the molecular formula is C5H5BrN2, Safety of 2-(2,2,2-Trifluoroethoxy)ethanol.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Brey, Mary L. published the artcilePreparation and properties of some vinyl and glycidyl fluoro ethers, SDS of cas: 2358-54-5, the publication is Journal of the American Chemical Society (1957), 6533-6, database is CAplus.

KOH (94 g.) in 500 cc. (CH₂OH)₂ in an autoclave chilled with Dry Ice-Me₂CO, treated with approx. 2.5 moles of the appropriate 1,1-difluoronolefin, rocked at room temperature overnight, poured into iced H₂O, and the organic layer washed, dried, and distilled yielded the corresponding glycol monoether; in this manner were prepared the following ROCH₂CH₂OH (R, % yield, b.p./mm., n²⁵_D, d₂₅, and MR_D given): CHClFCF₂, 54, 114-18°/100, 1.3795/21°, -, -; CHCl₂CF₂ (I), 30, 62-3°/2, 1.4245, 1.4905, 33.42; CF₃CHFCF₂, 25, 72-4°/40, 1.3192, 1.5227, 27.57. As a by-product of I was also obtained 18% (CHCl₂CH₂OCH₂)₂, b_2.2 90°, n²⁵_D5 1.4194, d₂₅ 1.5786, MR_D 52.50, hydrolyzed with concentrated H₂SO₄ to 31% (CHCl₂CO₂CH₂)₂, b₃ 148-50°, n²⁵_D 1.4840, d₂₅ 1.5386, MR_D 52.79. KOH (5.0 g.) in 1.5 moles of the appropriate fluoro alc. treated in an autoclave at -78° with 44 g. ethylene oxide, rocked 4 hrs. at 70°, and worked up gave the corresponding glycol monoether; in this manner were prepared the following ROCH₂CH₂OH (same data as above given): CF₃CH₂, 50, 84°/80, 1.3502, 1.2902, 24.04; C₂F₅CH₂, 32, 87°/84, 1.3370, 1.3806, 29.24; C₃F₇CH₂, 62, 91-2°/54, 1.3300/28°, 1.4965/28°, 33.90; CF₃CMe₂, 35, 92°/77, 1.3749/22°, 1.1931/22°, 33.02. The appropriate fluoroalkyl hydroxyethyl ether (about 0.25 mole) treated with stirring with 60 g. PCl₅ in portions, refluxed 20 min., cooled, poured into iced H₂O, washed, dried, and fractionated yielded the corresponding compounds RO(CH₂)₂Cl (II) consistently in 27% yield; when the reaction mixture was diluted with about 100 cc. CHCl₃ the yields were 45-67%. In this manner were prepared the following II (same data given): CHClFCF₂ (III), 27, 85°/100, 1.3882, 1.4471, -; CHCl₂CF₂ (IV), 27, 86-7°/33, 1.4270, 1.4833, 36.95; CF₃CHFCF₂, 27, 46°/37, 1.3349, 1.4749, 32.33; CF₃CH₂, 53, 114-15°/760, 1.3590/27°, 1.3034/27°, 27.46; C₃F₇CH₂, 67, 75°/80, 1.3381, 1.4673, 37.32; CF₃CMe₂, 45, 135°/760, 1.3784, 1.2102, 36.34; C₂F₅CH₂, 49, 120-1°/760, 1.3448/26°, 1.3792/26°, 32.72. Hydrolysis of III yielded 34% CH₂ClCH₂O₂CHClF, b₄₇ 106°, b₄₅ 105°, n²³_D 1.4369, d₂₅ 1.4256, MR_D 32.20; IV gave similarly 36% CHCl₂CO₂(CH₂)₂Cl, b₇₆₀ 207-11°, n²⁵_D 1.4716, d₂₅ 1.4544, MR_D 36.85. The appropriate II (0.20 mole) treated dropwise with stirring and heating with 18 g. KOH in 120 cc. PrOH, the distillate poured into H₂O, and the organic layer washed, dried, and distilled yielded the corresponding compounds ROCH:CH₂ (same data given): CHClFCF₂, 52, 71-3°/760, 1.3531, 1.2408, -; CF₃CH₂, 32, 42-8°/760, 1.3180/27°, 1.118/ 27°, -; C₂F₅CH₂, 21, 54-60°/760, 1.3131/27°, 1.227/27°, 27.92; C₃F₇CH₂, 18, 78-82°/760, 1.3118/26°, 1.343/26°, 31.08. The appropriate fluoro alc. (0.50 mole) and 46 g. epichlorohydrin added to 25 g. NaOH in 300 cc. cold H₂O kept at room temperature overnight, and the organic layer worked up gave mixtures of the epoxy ether and the diether. CF₃CH₂OH gave in this manner 31% CF₃CH₂OCH₂CH.CH₂.O, b₇₆₀ 132-5°, n²⁵_D 1.3560, d₂₅ 1.2666, MR_D 26.93, and 19% (CF₃CH₂OCH₂)₂CHOH, b₁₆ 86°, n²⁵_D 1.3528, d₂₅ 1.3890, MR_D 39.97. C₂F₅CH₂OH gave similarly 19% C₂F₅CH₂OCH₂CH.CH₂.O, b_86-84 81-79°, n²⁵_D 1.3419, d₂₅ 1.3534, MR_D 32.08. C₃F₇CH₂OH gave 23% C₃F₇CH₂OCH₂CH.CH₂.O, b₄₉ 79°, n²⁵_D 1.3350, d₂₅ 1.4429, and 24% (C₃F₇CH₂OCH₂)₂CHOH, b₁₅ 112-15°, n²⁵_D 1.3338, d₂₅ 1.5569, MR_D 60.40. CF₃CH₂OH (100 g.), 185 g. epichlorohydrin, and 2 cc. pyridine heated 12 hrs. with stirring at 80-90° gave 50% CF₃CH₂OCH₂CH(OH)CH₂Cl, b₁₉ 85-6°, n²⁵_D 1.3951, d₂₅ 1.3716, MR_D 1.3716.

Journal of the American Chemical Society published new progress about 2358-54-5. 2358-54-5 belongs to ethers-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-(2,2,2-Trifluoroethoxy)ethanol, and the molecular formula is C4H7F3O2, SDS of cas: 2358-54-5.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Sakakibara, Shunsaku published the artcileBiological activities of fluorinated nonionic surfactants, Recommanded Product: 2-(2,2,2-Trifluoroethoxy)ethanol, the publication is Nagoya Kogyo Gijutsu Shikensho Hokoku (1991), 40(1), 20-8, database is CAplus.

F(C₂F₄)₃CH₂O[C₂H₄O]_mH (m = 1-19), F(C₂F₄)_lCH₂CH₂O[C₂H₄O]_mH (l = 4, 5; m = 9, 10), H(C₂F₄)_lCH₂O[C₂H₄O]_mH (l = 2-4; m = 1-10), and F(C₂F₄)_lCONHCH₂CH₂NH_2-n[C₂H₄OH]_n (l = 2, 6; n = 0-2) were tested for their biocidal activities. Several surfactants had high insecticidal activity, especially against adult houseflies and carmine mites. These effective compounds showed low surface tension and high HLB values. Their effectiveness was ascribed to suffocation of insects by covering the insect cuticle. There was no relationship between the types of surfactants and insecticidal activity. Few compounds had low herbicidal and fungicidal activities.

Nagoya Kogyo Gijutsu Shikensho Hokoku published new progress about 2358-54-5. 2358-54-5 belongs to ethers-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-(2,2,2-Trifluoroethoxy)ethanol, and the molecular formula is C4H7F3O2, Recommanded Product: 2-(2,2,2-Trifluoroethoxy)ethanol.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Macsari, Istvan published the artcilePhenyl isoxazole voltage-gated sodium channel blockers: Structure and activity relationship, Recommanded Product: 2-(2,2,2-Trifluoroethoxy)ethanol, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(13), 3871-3876, database is CAplus and MEDLINE.

Blocking of certain sodium channels is considered to be an attractive mechanism to treat chronic pain conditions. Ph isoxazole carbamate (I) was identified as a potent and selective Na_V1.7 blocker. Structural analogs of I, both carbamates, ureas and amides, were proven to be useful in establishing the structure-activity relation and improving ADME related properties. Amide II showed a good overall in vitro profile, that translated well to rat in vivo PK.

Bioorganic & Medicinal Chemistry Letters published new progress about 2358-54-5. 2358-54-5 belongs to ethers-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-(2,2,2-Trifluoroethoxy)ethanol, and the molecular formula is C4H7F3O2, Recommanded Product: 2-(2,2,2-Trifluoroethoxy)ethanol.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Tatematsu, Ryoichi published the artcilePreparation and properties of some fluoroalcohol-ethylene oxide adducts, Application In Synthesis of 2358-54-5, the publication is Yukagaku (1977), 26(6), 367-71, database is CAplus.

Surfactants such as CF3CF2CH2O(C2H4O)3H (I) [63693-17-4] and CF3CH2OCH2CH2OH [2358-54-5] were prepared A mixture of 10 g CF3CF2CH2OH [422-05-9], 11.9 g ethylene oxide [75-21-8], and 0.3 mL 50% aqueous NaOH was heated at 80-5° for 2 h to prepare 32.8% I.

Yukagaku published new progress about 2358-54-5. 2358-54-5 belongs to ethers-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-(2,2,2-Trifluoroethoxy)ethanol, and the molecular formula is C40H35N7O8, Application In Synthesis of 2358-54-5.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Nambu, Noritoshi published the artcilePhysical and electrochemical properties of fluorinated dialkyl ethers, COA of Formula: C4H7F3O2, the publication is Electrochemistry (Tokyo, Japan) (2016), 84(10), 776-778, database is CAplus.

Dialkyl ethers show high relative permittivities and low viscosities as compared to the corresponding linear carbonates. We have synthesized 1-(2-fluoroethoxy)-2-(2,2,2-trifluoroethoxy)ethane (FETFEE). The relative permittivity and viscosity of FETFEE were higher than those of 1,2-diethoxyethane (DEE, ethylene glycol di-Et ether). The conductivity of 1 mol dm^-3 LiPF₆ solution in FETFEE was higher than that in 1-ethoxy-2-(2,2,2-trifluoroethoxy)ethane (ETFEE). The use of FETFEE as a co-solvent improved the discharge capacity of a Li ‘ LiCoO₂ coin cell.

Electrochemistry (Tokyo, Japan) published new progress about 2358-54-5. 2358-54-5 belongs to ethers-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-(2,2,2-Trifluoroethoxy)ethanol, and the molecular formula is C4H7F3O2, COA of Formula: C4H7F3O2.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Yue, Zheng published the artcileSynthesis and physical properties of new fluoroether sulfones, Safety of 2-(2,2,2-Trifluoroethoxy)ethanol, the publication is Journal of Fluorine Chemistry (2018), 118-123, database is CAplus.

Eight new strategically designed fluoroether sulfone solvents have been synthesized through different synthetic pathways for potential applications in lithium-sulfur battery electrolytes. The structures of these compounds have been confirmed by ¹H-NMR, ¹³C-NMR and elemental anal. Several 1,2-dimethoxyethane (DME)-based electrolyte formulations have been prepared with these solvents to derive an electrolyte with good ionic conductivity (>5 mS cm^-1 at 25 °C). The viscosity of these new additives has also been determined as it is directly related to the ionic conductivity Three of these solvents that contain a trifluoromethyl group displayed acceptable ionic conductivity

Journal of Fluorine Chemistry published new progress about 2358-54-5. 2358-54-5 belongs to ethers-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-(2,2,2-Trifluoroethoxy)ethanol, and the molecular formula is C10H10CoF6P, Safety of 2-(2,2,2-Trifluoroethoxy)ethanol.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem