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[ CAS No. 377-38-8 ] {[proInfo.proName]}

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Product Details of [ 377-38-8 ]

CAS No. :377-38-8 MDL No. :MFCD00042430
Formula : C4H2F4O4 Boiling Point : -
Linear Structure Formula :- InChI Key :YUDUFRYTKFGQCL-UHFFFAOYSA-N
M.W : 190.05 Pubchem ID :67833
Synonyms :

Safety of [ 377-38-8 ]

Signal Word:Danger Class:8
Precautionary Statements:P280-P301+P330+P331-P305+P351+P338-P310-P303+P361+P353 UN#:3261
Hazard Statements:H314 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 377-38-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 377-38-8 ]

[ 377-38-8 ] Synthesis Path-Downstream   1~61

  • 1
  • [ 908094-01-9 ]
  • [ 377-38-8 ]
  • [ 356-36-5 ]
YieldReaction ConditionsOperation in experiment
With diethyl ether
  • 2
  • [ 67-56-1 ]
  • [ 377-38-8 ]
  • [ 356-36-5 ]
YieldReaction ConditionsOperation in experiment
With fluorosulphonic acid
  • 3
  • [ 381-73-7 ]
  • [ 377-38-8 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; dinitrogen monoxide; <i>tert</i>-butyl alcohol In water at 22℃; γ-Irradiation;
With diacetyl peroxide at 85 - 95℃;
  • 4
  • [ 60-29-7 ]
  • [ 377-38-8 ]
  • [ 75-16-1 ]
  • [ 4459-68-1 ]
  • 5
  • [ 64-17-5 ]
  • [ 377-38-8 ]
  • [ 377-71-9 ]
YieldReaction ConditionsOperation in experiment
With toluene-4-sulfonic acid; benzene unter Entfernen des Reaktionswasser;
With sulfuric acid; benzene
  • 6
  • [ 377-38-8 ]
  • [ 75-16-1 ]
  • [ 4459-68-1 ]
YieldReaction ConditionsOperation in experiment
With diethyl ether
  • 7
  • [ 377-38-8 ]
  • [ 699-30-9 ]
YieldReaction ConditionsOperation in experiment
With phosphorus pentoxide at 185℃;
With trichlorophosphate at 215℃;
  • 8
  • [ 377-38-8 ]
  • [ 356-15-0 ]
YieldReaction ConditionsOperation in experiment
With thionyl chloride; potassium chloride Heating;
With 4-methylisopropylbenzene; phosphorus trichloride
  • 9
  • [ 377-93-5 ]
  • [ 377-38-8 ]
YieldReaction ConditionsOperation in experiment
84.1% With potassium permanganate; tetrabutylammomium bromide In water; acetone at 10 - 20℃; for 0.5h; 5 Example 5 800g potassium permanganate, 10g tetrabutylammonium bromide, 400g acetone and 1200g water were put into a 5L four-necked flask with mechanical stirring, constant pressure dropping funnel, ice water reflux device and thermometer conduit.805 g (3.81 mol) of 1,2-dichlorotetrafluorocyclobutene with a content of 92.3% was dropped under stirring, and the internal temperature was controlled at 10-20°C.After the addition, the stirring was continued at 20° C. for 0.5 h, and 1 g of sodium thiosulfate was added to remove the purple color and the reaction was terminated.The product was filtered and distilled to obtain 1482 g of recovered solvent.The filter residue was washed twice with water (200ml×2), the distillation residue was dissolved in 600ml of water, and the 1000ml solution was combined to obtain 621g of tetrafluorosuccinic acid with a purity of 98.5% and a yield of 84.1%.
84.1% With potassium permanganate; tetrabutylammomium bromide In water; acetone at 10 - 20℃; for 0.5h; Reflux; 5; 1-2 Example 6: Combine 983g potassium permanganate, 7g methyl trioctyl ammonium chloride,1450g of the solvent recovered in Example 1 was added with mechanical stirring, air duct,Low-temperature condensing reflux device (approximately -15°C) and a 5L four-necked flask with thermometer conduit.The content of 94% perfluorocyclobutene gas (boiling point 5-6°C) is bubbled into the reaction flask, stirring and controlling the internal temperature at 3-8°C,728g (4.22mol) of perfluorocyclobutene was continuously introduced.After the addition was completed, the stirring was continued at 10°C for 1 h, and 2 g of sodium thiosulfate was added to remove the purple color and the reaction was terminated.The product is purified by post-treatment651 g of tetrafluorosuccinic acid with a purity of 98.4% was obtained, and the yield was 78.8%.
With potassium permanganate; acetone
With potassium hydroxide; potassium permanganate
With potassium hydroxide; potassium permanganate

  • 10
  • [ 697-11-0 ]
  • [ 377-38-8 ]
YieldReaction ConditionsOperation in experiment
78.8% With potassium permanganate; Aliquat 336 In water; acetone at -15 - 10℃; for 1h; 6 Example 6 Add 983 g of potassium permanganate, 7 g of methyl trioctyl ammonium chloride, and 1450 g of the solvent recovered in Example 1 into a 5L four with mechanical stirring, air duct, low-temperature reflux device (about -15°C) and thermometer duct. Mouth flask.The content of 94% perfluorocyclobutene gas (boiling point 56) was bubbled into the reaction flask, stirred and the internal temperature was controlled at 38, and 728g perfluorocyclobutene was continuously introduced ( 4.22mol).After the feeding is finished, the stirring is continued at 10°C for 1 hour, and 2 g of sodium thiosulfate is added to remove the purple color and the reaction is ended.The product was purified by post-treatment to obtain 651 g of tetrafluorosuccinic acid with a purity of 98.4%, with a yield of 78.8%.
78.8% With potassium permanganate; Aliquat 336 at -15 - 10℃; for 1h; Reflux; 6 Example 6: Combine 983g potassium permanganate, 7g methyl trioctyl ammonium chloride,1450g of the solvent recovered in Example 1 was added with mechanical stirring, air duct,Low-temperature condensing reflux device (approximately -15°C) and a 5L four-necked flask with thermometer conduit.The content of 94% perfluorocyclobutene gas (boiling point 5-6°C) is bubbled into the reaction flask, stirring and controlling the internal temperature at 3-8°C,728g (4.22mol) of perfluorocyclobutene was continuously introduced.After the feeding is finished, keep at 10 and continue to stir and react for 1h,Add 2g of sodium thiosulfate to remove the purple color and end the reaction.The product is purified by post-treatment651 g of tetrafluorosuccinic acid with a purity of 98.4% was obtained,The yield was 78.8%.
With potassium permanganate; sodium hydrogencarbonate; acetone
With potassium hydroxide; potassium permanganate in geschlossenem Gefaess;
With potassium hydroxide; potassium permanganate in geschlossenem Gefaess;

  • 11
  • [ 377-38-8 ]
  • [ 107-18-6 ]
  • [ 755-71-5 ]
YieldReaction ConditionsOperation in experiment
With toluene-4-sulfonic acid; benzene
  • 12
  • [ 377-38-8 ]
  • [ 513-42-8 ]
  • tetrafluoro-succinic acid dimethallyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
With benzene
  • 13
  • [ 359-98-8 ]
  • [ 377-38-8 ]
YieldReaction ConditionsOperation in experiment
With potassium permanganate In acetone
  • 14
  • [ 711-40-0 ]
  • [ 377-38-8 ]
YieldReaction ConditionsOperation in experiment
With potassium permanganate In acetone
  • 15
  • [ 780-87-0 ]
  • [ 377-38-8 ]
YieldReaction ConditionsOperation in experiment
(i) aq. KOH, (ii) H2SO4; Multistep reaction;
  • 16
  • [ 2344-10-7 ]
  • [ 377-38-8 ]
YieldReaction ConditionsOperation in experiment
1.1 g With sulfuric acid at 265℃; for 72h;
  • 17
  • [ 19190-61-5 ]
  • [ 67-56-1 ]
  • [ 377-38-8 ]
  • [ 356-36-5 ]
  • [ 73727-54-5 ]
YieldReaction ConditionsOperation in experiment
With Sodium tripolyphosphate; potassium peroxomonosulphate; perfluorooctanonic acid ammonium salt at 60℃; for 6.5h; var. time;
  • 18
  • [ 86145-85-9 ]
  • [ 377-38-8 ]
YieldReaction ConditionsOperation in experiment
51% With potassium permanganate In acetic acid for 2h; Heating;
  • 19
  • perfluoro-(2,4-dimethyl-1,3-diazacyclohepta-1,3-diene) [ No CAS ]
  • [ 75-46-7 ]
  • [ 359-35-3 ]
  • [ 377-38-8 ]
  • [ 76-05-1 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide at 60℃;
  • 20
  • [ 377-38-8 ]
  • [ 106-37-6 ]
  • [ 24838-63-9 ]
YieldReaction ConditionsOperation in experiment
(i) Mg, (ii) /BRN= 1790197/; Multistep reaction;
  • 22
  • [ 377-38-8 ]
  • [ 2757-23-5 ]
  • [ 699-30-9 ]
YieldReaction ConditionsOperation in experiment
100% With pyridine In diethyl ether at 25℃;
YieldReaction ConditionsOperation in experiment
Rkt. mit Grignardverb.;
Radiolyse: ESR;
γ-Radiolyse -> Radikale: ESR-Sp.;
In methanol at 25℃;

YieldReaction ConditionsOperation in experiment
1,2-Dichlortetrafluorcyclobuten, KMnO4 nach Buroon et al., J Chem.Soc. <1965> 2382;
3H-Heptafluorcyclopenten, sd. wss. KMnO4 (88h);
Hexafluorocyclobutane, KMnO4;
Perfluor-(1-methyl-pyrrolidon-(2)), wss.NaOH (identifiziert als Bis-(S-benzyl-isothiouronium-salz);
2,3,3,4,4-Pentafluor-cyclobut-1-en (Dampf), wss. KMnO4 (50-60grad, 1h; 70-80grad, 6h);
1 A. The residue was stirred at 25° for one day with a mixture of 300 ml of water and 110 ml of conc. H2 SO4. Continuous extraction with ether for 30 hr. and evaporation of the ether extract gave a residue of crude tetrafluorosuccinic acid which was refluxed with 500 ml of absolute ethanol and 2 ml of conc. HCl for 18 hr.

  • 27
  • [ 697-11-0 ]
  • [ 377-38-8 ]
YieldReaction ConditionsOperation in experiment
Druck;
Druck;
  • 28
  • N-pentafluorosulfanylperfluorosuccinimide [ No CAS ]
  • [ 377-38-8 ]
  • C4H2F9NO3S [ No CAS ]
YieldReaction ConditionsOperation in experiment
With water In dimethylsulfoxide-d6 other solvent;
  • 29
  • [ 377-38-8 ]
  • [ 95-54-5 ]
  • [ 2232-07-7 ]
YieldReaction ConditionsOperation in experiment
With PPA 3 Synthesis of 1,2-bis(1-butylbenzimidazol-2-yl)-1,1,2,2-tetrafluoroethane (DiBu-(C2F4)-BBIM) EXAMPLE 3 Synthesis of 1,2-bis(1-butylbenzimidazol-2-yl)-1,1,2,2-tetrafluoroethane (DiBu-(C2F4)-BBIM) In a 250 mL 35/25 ball joint flask, 1,2-phenylenediamine (5.92 g, 54.7 mmol) was combined with tetrafluorosuccinic acid (5.2 g, 27.36 mmol). Polyphosphoric acid (83 g) was added directly to the solid mixture. The flask was fitted with an air-driven mechanical stirring shaft and heated to 160° C. under a nitrogen purge maintained with a septum and needle. The molten mixture was stirred for 7 hours and subsequently poured slowly into a large (1 L) excess of cold water. A Waring blender was used to grind the solid product/water slurry. The water was then neutralized to a pH of ~8 with ammonium hydroxide. The brown particulate product, 1,2-bis(benzimidazol-2-yl)-1,1,2,2-tetrafluoroethane, was isolated by filtration, dried in a vacuum oven, ground to a fine powder with a mortar and pestle, and once again slurried in ca. 1 L water which was then neutralized to pH 8 with ammonium hydroxide. The solid was again collected by filtration and dried under diffusion pump vacuum at 110° C. for several days (7.96 g, 87%; C16H10F4N4, FW=334.27). A small amount of water was still present by 1H NMR (br s, 3.35 ppm). 1H NMR (d6-DMSO): δ 13.66 (br s, 2H, N), 7.67 and 7.34 (each br s, 4H, aryl C-. 13C{1H} NMR (solid state): δ 142.2, 135.5 (-N), 124.2, 120.2, 114.4 (aryl) (=N and F2 not observed). 19F NMR (d6-DMSO, vs. CFCl3): δ-110.61. IR (KBr pellet, cm-1): 3063 (m), 3011 (m), 2947 (m), 2864 (s), 2749 (s), 2699 (sh), 2647 (s), 2546 (m), 2527 (m), 1942 (w), 1903 (w), 1778 (w), 1622 (w), 1591 (m), 1537 (w), 1492 (m), 1456 (s), 1441 (s), 1389 (w), 1317 (m), 1279 (m), 1231 (m), 1202 (w), 1161 (vs), 1140 (vs), 1030 (m), 1014 (m), 999 (m), 941 (m), 909 (m), 887 (m), 789 (w), 766 (w), 739 (s), 675 (w), 619 (w), 590 (m), 545 (w), 434 (m). Elemental analysis calculated for C16H10F4N4: C, 57.49; H, 3.02; F, 22.73; N, 16.76. Found: C, 56.74; H, 2.82; F, 21.95; N, 16.70. FD-MS m/z (%): 334 (M+, 100), 167 (C8H5F2N2, 6). Melting point (DSC, maximum): 383° C.
  • 30
  • [ 80-73-9 ]
  • [ 116-14-3 ]
  • conc. H2 SO4 [ No CAS ]
  • [ 7732-18-5 ]
  • [ 377-38-8 ]
YieldReaction ConditionsOperation in experiment
With potassium cyanide; CO2 1 B. 3-Cyanotetrafluoropropionate in N,N'-Dimethylethyleneurea and Tetrafluorosuccinic Acid and Esters A 400 ml metal tube charged with 26.0 g (0.40 mole) of KCN, 150 ml of N,N'-dimethylethylene-urea, 50 g (1.1 mole) of CO2, and 50 g of (0.50 mole) of tetrafluoroethylene was shaken at 50° for 4 hr. and then at 100° for 4 hr. Solvent, bp 40°-43° (0.1 mm, 1.3*10-2 kPa), was distilled from the dark reaction mixture, and a partially crystalline residue of potassium 3-cyanotetrafluoropropionate was extracted twice with ether. The residue was stirred at 60° for 3 days with 300 ml of H2 O and 200 ml of conc. H2 SO4. Continuous extraction of the resulting mixture with ether and evaporation of the extracts afforded crude tetrafluorosuccinic acid, which was refluxed for a day with 600 ml of absolute ethanol and 2 ml of conc. HCl.
  • 31
  • [ 116-14-3 ]
  • [ 13435-20-6 ]
  • [ 377-38-8 ]
YieldReaction ConditionsOperation in experiment
With CO2 In acetonitrile 2 Tetraethylammonium 3-Cyanotetrafluoropropionate in Acetonitrile and Tetrafluorosuccinic Acid and Esters EXAMPLE 2 Tetraethylammonium 3-Cyanotetrafluoropropionate in Acetonitrile and Tetrafluorosuccinic Acid and Esters A 400 ml tube charged with 52.1 g (0.33 mole) of tetraethylammonium cyanide, 150 ml of acetonitrile, 50 g (1.1 mole) of CO2, and 50 g (0.50 mole) of tetrafluoroethylene was agitated at 50° for 4 hr. and then at 100° for 4 hr. The liquid reaction mixture was evaporated to give 96 g of residual viscous oil and solid tetraethylammonium 3-cyanotetrafluoropropionate.
  • 32
  • [ 78522-73-3 ]
  • [ 377-38-8 ]
YieldReaction ConditionsOperation in experiment
With water In water
With H2O In water
  • 33
  • [ 377-38-8 ]
  • [ 1633-22-3 ]
  • [ 2966-50-9 ]
  • [Ag4([2.2]paracyclophane)(tetrafluorosuccinate)2] [ No CAS ]
YieldReaction ConditionsOperation in experiment
82.6% In tetrahydrofuran under Ar; C2F4(CO2H)2 and Ag salt dissolved in THF; reacted at room temp. for 30 min; paracyclophane added; stirred at room temp. for 30 min; layered with tetradecane for 1 wk; crystals obtained; elem. anal.;
  • 34
  • [ 22337-78-6 ]
  • [ 377-38-8 ]
  • [ 7732-18-5 ]
  • [Ru(μ-tetrafluorosuccinato)(CO)(H2O)(PPh3)3]2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
64% In toluene byproducts: H2, P(C6H5)3; (Ar); refluxing a mixt. of ruthenium complex and ligand in toluene for 1h; evapn., dissolving in CH2Cl2, addn. of water, drying over MgSO4, evapn.,crystn. (CHCl2/pentane); elem. anal.;
  • 35
  • [ 110-86-1 ]
  • [ 377-38-8 ]
  • R-[cis-Rh2(C6H4PPh2)2(CH3CN)6](BF4)2 [ No CAS ]
  • RR-[cis-Rh2(C6H4PPh2)2(py)2O2C(CF2)2CO2]2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% In methanol; dichloromethane soln. Rh complex and HOOC(CF2)2COOH in CH2Cl2-MeOH and 5 drops pyridine was layered with MeOH, 2 weeks; elem. anal.;
  • 36
  • [ 66-71-7 ]
  • terbium(III) chloride hexahydrate [ No CAS ]
  • [ 377-38-8 ]
  • [ 7732-18-5 ]
  • tetrakis(1,10-phenanthroline)tirs(tetrafluorosuccinate)diaquaditerbium(III) [ No CAS ]
YieldReaction ConditionsOperation in experiment
51% With sodium hydroxide In water High Pressure; Ln:acid:phen=2:3:4 molar ratio, heated at 110°C for 5 d; slowly cooled to room temp.; elem. anal., TGA;
  • 37
  • [ 66-71-7 ]
  • europium(III) chloride hexahydrate [ No CAS ]
  • [ 377-38-8 ]
  • bis(1,10-phenanthroline)tirs(tetrafluorosuccinate)dieuropium(III) [ No CAS ]
YieldReaction ConditionsOperation in experiment
48% With sodium hydroxide In water High Pressure; Ln:acid:phen=2:3:4 molar ratio, heated at 110°C for 5 d; slowly cooled to room temp.; elem. anal., TGA;
  • 38
  • [ 377-38-8 ]
  • [ 6147-53-1 ]
  • [ 65039-08-9 ]
  • [ 174899-82-2 ]
  • [1-ethyl-3-methylimidazolium]2[Co(H2O)2(tetrafluorosuccinate)2] [ No CAS ]
  • 39
  • [ 66-71-7 ]
  • [ 65415-70-5 ]
  • [ 377-38-8 ]
  • [Nd2(tetrafluorosuccinic acid(2-))3(1,10-phenanthroline)2]n [ No CAS ]
YieldReaction ConditionsOperation in experiment
58% With NaOH In water High Pressure; mixt. of NdCl3*H2O, tetrafluorosuccinic acid, 1,10-phenanthroline, H2O and NaOH placed in autoclave, heated at 110°C for 5 d, slowly cooled to room temp.; filtered, washed with H2O; elem. anal.;
  • 40
  • [ 66-71-7 ]
  • samarium(III) chloride hexahydrate [ No CAS ]
  • [ 377-38-8 ]
  • [Sm(tetrafluorosuccinic acid(2-))(1,10-phenanthroline)(H2O)4]*0.5(tetrafluorosuccinic acid(2-))*2(1,10-phenanthroline)*H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
43% With NaOH In water High Pressure; mixt. of SmCl3*6H2O, tetrafluorosuccinic acid, 1,10-phenanthroline, H2O and NaOH placed in autoclave, heated at 110°C for 5 d, slowly cooled to room temp.; filtered, washed with H2O; elem. anal.;
  • 41
  • [ 66-71-7 ]
  • [ 114364-39-5 ]
  • [ 377-38-8 ]
  • [Dy(tetrafluorosuccinic acid(2-))(1,10-phenanthroline)(H2O)4]*0.5(tetrafluorosuccinic acid(2-))*2(1,10-phenanthroline)*H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
48.3% With NaOH In water High Pressure; mixt. of DyCl3*H2O, tetrafluorosuccinic acid, 1,10-phenanthroline, H2O and NaOH placed in autoclave, heated at 110°C for 5 d, slowly cooled to room temp.; filtered, washed with H2O; elem. anal.;
  • 42
  • [ 553-26-4 ]
  • [ 377-38-8 ]
  • [ 6147-53-1 ]
  • Co(4,4'-bipyridine)(tetrafluorosuccinate)(H2O)2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In water High Pressure; hydrothermal synthesis; Co(OAc)2, 4,4'-bipyridine, tetrafluorosuccinic acid, H2O heated in a sealed Teflon-lined stainless steel autoclave at 100°C for 24 h; filtered; washed with H2O, acetone; air dried; elem. anal.;
  • 43
  • [ 66-71-7 ]
  • lead(II) nitrate [ No CAS ]
  • [ 377-38-8 ]
  • [ 1217128-90-9 ]
YieldReaction ConditionsOperation in experiment
68% With NaOH In water High Pressure; mixt. of Pb(NO3)2, tetrafluorosuccinic acid, 1,10-phenanthroline, H2O and aq. NaOH heated at 150°C in Teflon-lined stainless steel autoclave for 3 d; cooling to room temp., filtration, crystn.; elem. anal.;
  • 44
  • [ 24949-35-7 ]
  • [ 377-38-8 ]
  • silver carbonate [ No CAS ]
  • [Ag(1,3-bis(methylthio)propane)(tetrafluorosuccinate)0.5].infin. [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% In diethyl ether; acetone stirring mixt. of silver compd. and perfluorosuccinic acid in acetone atroom temp. for 3 h, filtration, mixing with ethereal soln. of sulfide d eriv. at room temp.; isolation of ppt., recrystn. by addn. of petroleum ether to acetone soln. and keeping for several ds, elem. anal.;
  • 45
  • [ 58-08-2 ]
  • [ 377-38-8 ]
  • [ 1277190-37-0 ]
YieldReaction ConditionsOperation in experiment
In nitromethane at 20℃; for 48h;
  • 46
  • [ 377-38-8 ]
  • [ 484-47-9 ]
  • 2C21H16N2*C4H2F4O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In chloroform; water Milling;
  • 47
  • [ 110-15-6 ]
  • [ 377-38-8 ]
  • {Li2(succinato)0.8(tetrafluorosuccinato)0.2}n [ No CAS ]
YieldReaction ConditionsOperation in experiment
With lithium oxide for 0.5h; Milling;
  • 48
  • [ 110-15-6 ]
  • [ 377-38-8 ]
  • {Li2(succinato)0.6(tetrafluorosuccinato)0.4}n [ No CAS ]
YieldReaction ConditionsOperation in experiment
With lithium oxide for 0.5h; Milling;
  • 49
  • [ 110-15-6 ]
  • [ 377-38-8 ]
  • {Li2(succinato)0.4(tetrafluorosuccinato)0.6}n [ No CAS ]
YieldReaction ConditionsOperation in experiment
With lithium oxide for 0.5h; Milling;
  • 50
  • [ 110-15-6 ]
  • [ 377-38-8 ]
  • {Li2(succinato)0.2(tetrafluorosuccinato)0.8}n [ No CAS ]
YieldReaction ConditionsOperation in experiment
With lithium oxide for 0.5h; Milling;
  • 51
  • [ 110-15-6 ]
  • [ 377-38-8 ]
  • {Li2(succinato)0.5(tetrafluorosuccinato)0.5}n [ No CAS ]
YieldReaction ConditionsOperation in experiment
With lithium oxide for 0.5h; Milling;
  • 52
  • [ 377-38-8 ]
  • {Li2(tetrafluorosuccinato)}n [ No CAS ]
YieldReaction ConditionsOperation in experiment
81% With lithium hydroxide monohydrate In water at 70℃; for 288h;
  • 53
  • [ 377-38-8 ]
  • [ 702-98-7 ]
  • C26H34F4O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
45% With dmap; dicyclohexyl-carbodiimide In chloroform at 20℃; for 3h; 2 Example 2 A chloroform solution prepared by mixing tetraflurosuccinic acid (0.25 g; 1.3 mmol) with chloroform (2.38 g) was stirred at room temperature, and a solution prepared by dissolving 2-methyl-2-adamantanol (0.44 g; 2.6 mmol) and 4-dimethylaminopyridine (0.32 g; 2.6 mmol) in chloroform (8 g) was added in the form of drops to the chloroform solution. Dicyclohexyl carbodiimide (0.54 g; 2.6 mmol) was added over a period of 5 minutes at room temperature to the resultant solution. (0090) The resultant solution was stirred for 3 hours at room temperature. The reaction solution was concentrated at reduced pressure. The obtained residue was diluted with ethyl acetate, and mixed with 5% hydrochloric acid. The organic layer was separated and was washed with ion-exchanged water. The organic layer was dried over magnesium sulfate and then concentrated to give a crude product (1.3 g). (0091) The crude product (1.3 g) was purified by silica gel chromatography (chloroform development) to give a compound represented by the above-mentioned formula (a) (0.29 g; yield 45.0%). This obtained compound has NMR spectrum corresponding to that of the compound A1.
  • 54
  • [ 377-38-8 ]
  • [ 107-30-2 ]
  • [ 1214274-90-4 ]
YieldReaction ConditionsOperation in experiment
45.1% With dmap; triethylamine In tetrahydrofuran at 4 - 27℃; for 4h; Cooling with ice; 3 Example 3 Tetraflurosuccinic acid (5.0 g; 26.3 mmol) was dissolved in anhydrous THF (40 g). Chloromethyl methyl ether (8.5 g, 105.5 mmol) was poured into this solution and the resultant solution was stirred under ice cooling. A solution prepared by dissolving triethylamine (10.6 g; 104.8 mmol), and 4-dimethylaminopyridine (0.6 g; 4.9 mmol) in anhydrous THF (20 g) was added in the form of drops at 4° C. to 27° C. to the above solution. (0094) The resultant solution was stirred for 4 hours at room temperature. The reaction solution was extracted with 2% solution of sodium bicarbonate (300 g) and chloroform. The organic layer was separated and was washed with ion-exchanged water. The organic layer was dried over magnesium sulfate and then concentrated to give a compound represented by the above-mentioned formula (b) (3.3 g, yield 45.1%). This compound is designated A2. (0095) 1H-NMR(CDCl3): δ=3.55 (6H, s), 5.48 (4H, s) (0096) 19F-NMR(CDCl3): δ=-116.5 (0097) 13C-NMR(CDCl3): δ=158.97 (t), 107.92 (m), 93.83, 58.40 (0098) FD-MS: 301 (M+Na)+
  • 55
  • [ 377-38-8 ]
  • [ 1940-18-7 ]
  • [ 530-62-1 ]
  • [ 1214274-91-5 ]
YieldReaction ConditionsOperation in experiment
56.6% Stage #1: tetrafluorosuccinic acid; 1,1'-carbonyldiimidazole In tetrahydrofuran at 23 - 30℃; for 3h; Stage #2: 1-ethylcyclohexanol With dmap In tetrahydrofuran for 23h; Reflux; 6 Example 6 1,1′-Carbonyldiimidazole (24.36 g, 150.0 mmol) was dissolved in anhydrous THF (120 ml). A solution prepared by dissolving tetrafluorosuccinic acid (14.25 g; 75.0 mmol) in anhydrous THF (75 ml) was added in the form of drops to the above solution at 23° C. to 30° C. over a period of 10 minutes. (0112) The resultant solution was stirred for 3 hours at room temperature. A solution prepared by dissolving 1-ethylcyclohexanol (18.54 g, 144.6 mmol) in anhydrous THF (20 ml) was added in the form of drops to the above solution at room temperature over a period of 5 minutes. To the resultant solution, 4-dimethylaminopilidine (20.16 g, 165.0 mmol) was added, and the resultant solution was heated to reflux for 23 hours. After being cooled, the reaction solution was distilled with pure water, and extracted with ethyl acetate. The organic layer was washed with saturated saline, and was dried over anhydrous sodium sulfate and then concentrated. The obtained residue was purified by silica gel chromatography (eluent: hexane/ethyl acetate) to give a compound represented by the above-mentioned formula (c) (33.6 g; yield 56.6%). (0113) 1H-NMR(CDCl3): δ=2.29-2.26 (4H), 1.98 (4H, q, J=7.6 Hz), 1.66-1.22 (16H), 0.88 (6H, t, J=7.6 Hz) (0114) 13C-NMR(CDCl3): δ=158.72, 110.53-105.80, 91.35, 33.73, 30.14, 25.21, 21.44, 7.05 (0115) 19F-NMR(CDCl3): δ=-114.5 (0116) LC-MS: 433.1 ([M+Na]+, Exact Mass=410.21)
  • 56
  • [ 377-38-8 ]
  • [ 1462-96-0 ]
  • [ 530-62-1 ]
  • [ 1214274-92-6 ]
YieldReaction ConditionsOperation in experiment
15% Stage #1: tetrafluorosuccinic acid; 1,1'-carbonyldiimidazole In tetrahydrofuran at 23 - 32℃; for 3h; Stage #2: 1-ethylcyclopentanol In tetrahydrofuran at 20℃; for 14h; Reflux; 5 Example 5 1,1′-Carbonyldiimidazole (27.19 g, 167.7 mmol) was dissolved in anhydrous THF (200 ml). A solution prepared by dissolving tetrafluorosuccinic acid (15.94 g; 83.9 mmol) in anhydrous THF (140 ml) was added in the form of drops to the above solution at 23° C. to 32° C. over a period of 10 minutes. (0106) The resultant solution was stirred for 3 hours at room temperature. A solution prepared by dissolving 1-ethylcyclopentanol (16.56 g, 146.8 mmol) in anhydrous THF (16 ml) was added in the form of drops to the above solution at room temperature over a period of 5 minutes. The resultant solution was heated to reflux for 14 hours. After being cooled, the reaction solution was concentrated and residue was purified by alumina chromatography (hexane/ethyl acetate development) to give a compound represented by the above-mentioned formula (d) (8.42 g; yield 15.0%). This compound is designated A4. (0107) 1H-NMR(CDCl3): δ=2.23-2.18 (4H), 2.05 (4H, q, J=7.7 Hz), 1.80-1.62 (12H), 0.92 (6H, t, J=7.7 Hz) (0108) 13C-NMR(CDCl3): δ=158.32, 110.41-105.69, 100.06, 36, 73, 29.45, 8.39 (0109) 19F-NMR(CDCl3): δ=-115.5
  • 57
  • [ 87-68-3 ]
  • [ 377-38-8 ]
  • [ 866-16-0 ]
  • [ 377-34-4 ]
YieldReaction ConditionsOperation in experiment
Stage #1: Hexachlorobutadiene With hydrogen fluoride at 350℃; for 0.00336111h; Gas phase; Stage #2: With potassium permanganate at 5℃; for 4h; Gas phase; 1.2 Example 1 (1) Preparation of Cyclofluorination Catalyst: Coprecipitation method is used. The procedure is as follows. CrCl3, Cu(NO3)2, Zn(NO3)2 The solution is mixed at a molar ratio of 85:10:5 to form a mixture. Then, 30% by weight of ammonia in the mixture was added to the above mixture. The pH of the mixture was adjusted to 9.0, and after 24 hours precipitation, The precipitate was filtered, washed with deionized water, dried and pressed to obtain a Cr-Cu-Zn catalyst. Drying process of Cr-Cu-Zn catalyst: 20 ml of Cr-Cu-Zn catalyst is loaded into a fixed bed reactor and then used Open tube heating furnace heating fixed bed reactor. The Cr-Cu-Zn catalyst is protected under nitrogen at 50ml/min, The temperature is raised to 400°C at 10°C/min and dried for 10 hours. Then, the temperature was lowered to 200° C., thereby completing the drying process of the Cr-Cu-Zn catalyst. The activation process of Cr-Cu-Zn catalyst: Heat the fixed bed reactor to 200°C,First catalytic activation with 100ml/min nitrogen and 20ml/min hydrogen fluoride for 4 hours; then using 100ml/min nitrogen and 50ml/min hydrogen fluoride Activated catalytic for 4 hours;After activation with 50ml/min nitrogen and 100ml/min hydrogen fluoride for 4 hours; Then use 100ml/min pure hydrogen fluoride for catalytic activation for 4 hours; Increase the temperature to 400 °C,The last use 100ml/min pure hydrogen fluoride Activated catalysis was carried out for 4 hours, thereby completing the activation process of the Cr-Cu-Zn catalyst. The above-mentioned cyclofluorination catalyst participates in the reaction process: Heat the fixed bed reactor to 350°C,The 0.1 g/min hexachlorobutadiene was introduced into the mixing chamber together with 34.4 ml/min of hydrogen fluoride and mixed well. After that, through a fixed bed reactor up to buffer bottles, wash bottles, concentrated alkali absorbers, The collector is cooled. The contact time between the gas phase and the catalyst in the reactor is 12.1s.At the end of the experiment, the product was mainly distributed in the cooling trap. The product in the cooled collector was collected and analyzed by GC. GC results show that The collected product contains 40% tetrafluorodichlorocyclobutene (Cyclo-CF2-CF2-CCl=CCl-), 30% trifluorotrichlorocyclobutene (Cyclo-CF2-CFCl-CCl=CCl-), 10% dichlorodichlorocyclobutene (Cyclo-CFCl-CFCl-CCl=CCl-), 18% Hexachlorobutadiene. After collection and separation distillation, 300 g of product was finally collected. The composition of the product It is 51% tetrafluorodichlorocyclobutene (Cyclo-CF2-CF2-CCl=CCl-), 37% trifluorotrichlorocyclobutene (Cyclo-CF2-CFCl-CCl=CCl-), 8% difluorodichlorocyclobutene (Cyclo-CFCl-CFCl-CCl=CCl-). (2) In a 150 ml three-necked flask, 42 g of KMnO4 was added.The ethanol liquid nitrogen mixture was used to control the reaction temperature at about 5°C.The rotation speed of the flask was 30 r/min. After 4 hours of reaction, a small amount of white solid was dissolved with acetone. GC analysis results show that Of which 48% tetrafluoro dichlorosuccinic acid (HOOC-CF2-CF2-COOH), 32% trifluorotrichloro succinic acid (HOOC-CF2-CFCl-COOH), 5% difluorodichlorosuccinic acid (HOOC-CFCl-CFCl-COOH).
  • 58
  • [ 699-30-9 ]
  • [ 356-15-0 ]
  • [ 377-38-8 ]
YieldReaction ConditionsOperation in experiment
83.6% With water at 30℃; for 2.5h; 3; 3 Add 1000ml of deionized water into a 2L three-necked flask with mechanical stirring, constant pressure dropping funnel and thermometer catheter,Add the above acyl chloride product dropwise within 2h under stirring, keep the internal temperature below 30°C, continue stirring for 0.5h after the dropwise addition, and absorb the tail gas with lye.The hydrolyzed product was dried under reduced pressure with a rotary evaporator to obtain 1236 g of dry tetrafluorosuccinic acid with a purity of 98.5% and a total yield of 83.6%.
  • 59
  • [ 377-38-8 ]
  • [ 679-13-0 ]
YieldReaction ConditionsOperation in experiment
87.6% With N-(2-chloro-1,1,2-trifluoroethyl)diethylamine; aluminum (III) chloride; boron trifluoride diethyl etherate In diethyl ether at 20 - 25℃; for 1h; 6; 7; 2 Example 6 Weigh 193g (1mol) of tetrafluorosuccinic acid with a purity of 98.1% and add it to a 1L three-necked flask with mechanical stirring, constant pressure feeding funnel and thermometer tube,Heat and vacuum (1-3mmHg) in a 70°C water bath for 3h. After drying, add 200ml of dry ether under the protection of nitrogen.Turn on the water bath to heat, and add the fluorinating reagent CHFClCF2NEt2 (prepared from the equimolar reaction of trifluorochloroethylene and diethylamine) with a GC content of 95% after being purified by 500g (2.5mol) under stirring.A mixed solution composed of 5g of 46% boron trifluoride ether solution and 200ml ether.During the dripping, maintain the internal temperature at 20-25°C. After the dripping is completed, continue to react for 1h, and then the water bath will be heated to 40°C and 60°C for 0.5h to steam out the materials.An ice-water cold trap was used to collect materials to obtain 215.7 g of tetrafluorosuccinyl fluoride with a content of 78.8%, with a yield of 87.6%.
87.6% With N-(2-chloro-1,1,2-trifluoroethyl)diethylamine; boron trifluoride diethyl etherate In diethyl ether at 20 - 70℃; for 1h; Inert atmosphere; 1.B; 15; 17; 2 B. Preparation of fluorine-containing dibasic acid fluoride: Weigh 193g (1mol) of tetrafluorosuccinic acid prepared in Example 6 above,Put it into a 1L three-necked flask with mechanical stirring, constant pressure feeding funnel and thermometer catheter,Heat and vacuum (1-3mmHg) in a 70 water bath for 3h,After drying, add 200ml of dry ether under the protection of nitrogen.Turn on the water bath to heat,Under stirring, add the fluorinating reagent CHFClCF2NEt2 (prepared by the equimolar reaction of trifluorochloroethylene and diethylamine) with a GC content of 95% after being purified by 500g (2.5mol),A mixed solution composed of 5g of 46% boron trifluoride ether solution and 200ml ether.Maintain the internal temperature at 20-25 during the dripping, and continue to react for 1h after the dripping is completed.Then, the temperature in the water bath was raised to 40°C and 60°C for 0.5h to steam out the materials.Use ice water cold trap to collect materials,Obtained 215.7g of tetrafluorosuccinyl fluoride with a content of 78.8%,The yield was 87.6%.
  • 60
  • [ 374-31-2 ]
  • [ 377-38-8 ]
YieldReaction ConditionsOperation in experiment
84.9% With potassium permanganate; tetrabutyl phosphonium bromide In dichloromethane; water
  • 61
  • [ 377-93-5 ]
  • tetrafluorosuccinic acid disodium salt [ No CAS ]
  • [ 377-38-8 ]
YieldReaction ConditionsOperation in experiment
1236 g Stage #1: 1,2-dichloro-3,3,4,4-tetrafluorocyclobutene With potassium permanganate Large scale; Stage #2: With sodium hydroxide Large scale; Stage #3: tetrafluorosuccinic acid disodium salt Large scale; Further stages; 4; 1 Take 1608g of 1,2-dichlorotetrafluorocyclobutene with a content of 93.4% and add potassium permanganate for oxidation. After the oxidation is complete, add sulfur dioxide to remove excess potassium permanganate. The obtained oxidation product is filtered and washed twice, and the filtrate is combined And the lotion, add 155g potassium hydroxide to adjust the pH to 9 and then dry the solution to obtain 2954g mixed salt, which mainly contains potassium tetrafluorosuccinate, potassium sulfate, excess potassium hydroxide and potassium chloride.Add the mixed salt and 3100 g of chloroform together into a 5L three-necked flask with mechanical stirring, constant pressure dropping funnel and thermometer catheter. Under stirring conditions, 1802g of thionyl chloride mixed with 10g of N,N-dimethylformamide (the molar ratio to the theoretical value of the target carboxylic acid is about 2:1) is dropped into the flask through a constant pressure dropping funnel, The internal temperature is controlled at about 33°C. The exhaust gas is absorbed by lye. The reaction was continued for 10 minutes after the addition was completed in 3.5 hours. The products of 90 atmospheric distillation were collected with ice-water cold trap, and the corresponding contents of tetrafluorosuccinic acid chloride and tetrafluorosuccinic anhydride were 91.1% and 6.7% by GC analysis.Add 1000ml of deionized water into a 2L three-necked flask with mechanical stirring, constant pressure dropping funnel and thermometer catheter. Add the above acyl chloride product dropwise within 2h under stirring, keep the internal temperature below 30°C, continue stirring after the addition is complete 0.5h, the exhaust gas is absorbed by lye. The hydrolyzed product was dried under reduced pressure with a rotary evaporator to obtain 1236 g of dry tetrafluorosuccinic acid with a purity of 98.5% and a total yield of 83.6%.
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