Category: 1835-65-0

Related Products of 1835-65-0, These common heterocyclic compound, 1835-65-0, name is 3,4,5,6-Tetrafluorophthalonitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A thermometer attached to a 100ml four-necked reactor, tetrafluorophthalonitrile (compound (5)) 6.0g (30mmol), potassium fluoride 21g (36mmol, 1.2 eq.) and acetonitrile into a 50ml, stirring under a 5 it cooled. Here, beta- naphthol (compound (a-1)) was added dropwise to 4.3g (30mmol, 1.0eq.). After the addition was completed, the mixture was reacted for 1 hour at less than 5, heated to room temperature and allowed to react for 2 hours. After the reaction, the reaction mixture was taken out by releasing the water, and filtering the precipitated solid. Resulting crude by well washing the product with isopropanol and dried to obtain the compound (4-1), 6.7g, as a white solid (yield 69percent).

Statistics shows that 3,4,5,6-Tetrafluorophthalonitrile is playing an increasingly important role. we look forward to future research findings about 1835-65-0.

Reference of 1835-65-0, A common heterocyclic compound, 1835-65-0, name is 3,4,5,6-Tetrafluorophthalonitrile, molecular formula is C8F4N2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Synthesis of Exemplified Compounds (P-1-1), (P-2-1), and (P-3-1)Under nitrogen atmosphere, in 50 ml of 1-methyl-2-pyrrolidone, were dissolved 3.0 g (15 mmol) of tetrafluorophthalonitrile, 1.5 g (5.0 mmol) of synthesis intermediate (B), and 0.99 g (10 mmol) of copper chloride (I), and then stirred for 3 hours at 180¡ã C. After cooling the reaction mixture to room temperature, it was poured into 200 ml of a 5percent hydrochloric acid. Consequently, blue crystals were precipitated. These crystals were separated by a filtration under reduced pressure, followed by washing with water and then acetonitrile, and thereafter drying. Further, they were boiled with 50 ml of acetonitrile for 1 hour, and allowed to cool down to room temperature. The resultant precipitates were separated by a filtration under reduced pressure, and then dried. Thereby was obtained 2.2 g (Yield: 45percent) of a mixture (PP-1) (Melting point>200¡ã C.) containing the exemplified compounds (P-1-1), (P-2-1), and (P-3-1) of the present invention; and hexadecafluoro cupper phthalocyanine (F16CuPc).A mixing rate of phthalocyanine derivatives was measured by a liquid chromatography mass spectrometric analysis (LCMS). The result in terms of area ratio was as follows: (P-1-1):(P-2-1):(P-3-1):(F16CuPc)=54.0:26.4:4.1:15.5 (Since a molar absorption intensity of each of (P-1-1), (P-2-1), (P-3-1), and (F16CuPc) at a detecting wavelength of 254 nm is almost same, the ratio measured from the area results in equal to a molar ratio.).Measuring conditions: TSK gel ODS-80Ts (2 mm Phi.x.150 mm), elute: a mixed solution of A/B (volume ratio 3:7) from 0 minute to 15 minutes, and a mixed solution of A/B (volume ratio 15:85) from 15 minutes to 20 minutes) (elute A: water, elute B: a mixed solution of tetrahydrofuran/methanol (volume ratio 9:1)), flow rate: 0.2 ml/min, a detecting wavelength 254 nm, structural determination by atmospheric pressure chemical ionization (APCI)-mass spectrometry (MS) (It was confirmed using MS that a peak at the retention time=8.185 minutes was (F16CuPc), a peak at the retention time=11.676 minutes was (P-1-1), a peak at the retention time=13.905 minutes was (P-2-1), and a peak at the retention time=14.350 minutes was (P-3-1)). A peak was detected in the blank at the retention time of from 0 to 4 minutes, so that a measurement was started from 4 minutes.

The synthetic route of 1835-65-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJIFILM Corporation; US7947826; (2011); B2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1835-65-0, name is 3,4,5,6-Tetrafluorophthalonitrile, This compound has unique chemical properties. The synthetic route is as follows., Formula: C8F4N2

With reference to Compounds 15 and 16, an exemplary synthesis and characterization of F34 cZn (hereinafter “Compound 15″) and F52Pc’Zn (hereinafter”Compound 16”) are depicted. In particular, twenty (20) thick walled glass reaction vessels(about 10 mL volume) are charged each with about 0.4 g (about 0.62 mmol) perfluoro-3,5,6- triisopropyl phthalonitrile, (depicted in FIG. 1 1 as P3 and hereinafter “Compound 14″), about0.04 g (about 0.2 mmol) tetrafluorophthalonitrile (depicted in FIG. 1 1 as P0 and hereinafter”Compound 13”) and about 0.04 g (about 0.22 mmol) zinc(II) acetate dihydrate. Then, catalytic amounts of ammonium molibdate, and about 1 mL nitrobenzene are added to each vial. The sealed vessels are heated in a microwave reactor at approximately 180 ¡ãC for about1 min. The crude solid of each vial is extracted with about 50 mL ethyl acetate, the organic fractions are combined, concentrated in vacuo and adsorbed to silica gel (mesh size approximately 70-230). Gel filtration using an acetone/hexane approximately 2:98 mixture(v/v) allows for the complete separation of nitrobenzene, unreacted Compound 14 and most yellowish impurities. The resulting blue-green solid is collected and subjected to column chromatography under gradually increasing solvent polarity. The rest of yellow impurities are removed with acetone/hexane approximately 2:98 mixture, followed by the separation of the green exemplary F52Pc’Zn, eluted with an approximately 10:90 mixture, the royal blue exemplary F34PcZn at approximately 20:80 polarity, and finally the dark blue exemplary Fi6PcZn as a side product using an approximately 40:60 mixture (v/v). The three colored fractions are evaporated and re-purified by gel filtration on short columns, eluting with the corresponding mixtures used for their initial separation. Removal of the solvent and drying of the compounds allows for isolation of exemplary FsaPc’Zn in about 13percent yield (about 0.42 g), exemplary T^PcZn in about 16percent yield (about 0.26 g) and exemplary FigPcZn in about 14percent yield (about 0.1 g), all based on starting material Compound 13.[0098] Specifically, the exemplary properties for Compound 15, i.e., F34PcZn, are as follows: Mp > 300 ¡ãC; UV-vis (CHC13): max (log e) 689 (5.09), 672 (4.99), 632 (4.44), 614 (4.41), 365 (4.69) nm (L mol 1 cm 1); IR (KBr): 1522, 1489, 1383, 1282, 1236, 1 133, 964 cm”1; 19F NMR (282 MHz, (CD3)2CO): delta -69.05 (6F, br, CF3), -72.25 (12F, s, CF3), -97.12 (IF, s, Ar-F), -131.4 (IF, s, CF), -135.09 (I F, d, Ar-F), -139.18 to -141.66.(5F, m, Ar-F), -149.92 to -151.6 (6F, m, Ar-F), -161.39 (IF, d, CF), -165.99 to -170.18 (I F, m, CF); HRMS (APCI+): calcd. for [M + H]+ (C4iHF34N8Zn)+ 1314.9067, found 1314.9080.[0099] With reference to FIG. 12, the measured exact mass spectrum (positive ion APCI) and isotope pattern of [M + H]+ for F34PcZn are depicted, indicating the calculated value for [M + H]+.[00100] Turning now to FIGS. 13(a)-(b), the UV-Vis electronic absorption spectra of F34PcZn are illustrated, showing solvent- dependent aggregation. In particular, FIG. 33(a) illustrates a spectrum recorded in chloroform, in which F34PcZn is a monomer, and FIG. 13(b) illustrates a spectrum recorded in ethanol, in which F34PcZn displays a significant degree of dimerization.[00101] Further, the exemplary properties for Compound 16, i.e., F52Pc’Zn, are as follows: Mp > 300 ¡ãC; UV-vis (CHC13): Xmm (log epsilon) 701 (5.10), 674 (4.97), 640 (4.62), 615 (4.44), 372 (4.78) nm (L mol”1 cm”1); IR (KBr): 1523, 1489, 1375, 1287, 1236, 1 166, 1 127, 1050, 966, 939, 737 cnT1 ; 19F NMR (282 MHz, (CD3)2CO): delta -63.23 (3F, br, C3/4 -68.52 (3F, br, CF3), -70.69 to -76.31 (30F, m, CF ), -97.56 (2F, br, Ar-F), -130.85 (I F, d, CF), -137.91 to -141 .55 (5F, m, Ar-F), -151.23 to -152.76 (4F, m, Ar-F), -161 .49 (I F, d, CF), -166.47 to -170.15 (3F, m, CF); HRMS (APCI+): calcd. for [M + H]+ 1764.8780, found 1764.8804.[00102] With reference to FIG. 14, the measured exact mass spectrum (positive ion APCI) and isotope pattern of [M + H].bul. for F52 c’Zn are depicted, indicating the calculated value for [00103] Turning now to FIG. 15, the X-ray structure of F52Pc’Zn(OPPh3) is depicted, showing a metal-coordinated triphenyl phosphine oxide molecule. The thermal ellipsoids are plotted at about 35percent probability and rotational disorder of the CF3 groups of -C3F7 is present, specifically shown as dashed lines.[00104] With reference to FIG. 16, the side view of the aggregation in solid state of F52Pc’Zn is illustrated. In particular, the toluene molecules in the crystalline lattice and the atoms of coordinated triphenyl phosphine oxide, except oxygen, have been omitted. Further, the /-C3F7 groups are shown in ball-and-stick representation and the interplanar stacking distance, approximately 3.663 A, proves the existence of pi-pi interactions.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1835-65-0.

Reference:
Patent; NEW JERSEY INSTITUTE OF TECHNOLOGY; GORUN, Sergiu, M.; LOAS, Andrei, Ioan; GRISWOLD, Kimberly; LAPOK, Lukasz; PATEL, Hemantbhai, Hasmukhbhai; GERDES, Robert; WO2012/61344; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1835-65-0, name is 3,4,5,6-Tetrafluorophthalonitrile, This compound has unique chemical properties. The synthetic route is as follows., name: 3,4,5,6-Tetrafluorophthalonitrile

Example 2 When the reaction was performed by following the procedure of Example 1 while using 60 g (0.50 mol) of diethylene glycol monomethyl ether as the solvent for the cyclization in place of n-octanol, the amount of the target product, hexadecafluorovanadylphthalocyanine, was found to be 23.1 gr (yield: 71.1 mol percent).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1835-65-0.

Reference:
Patent; Hirota, Kouichi; Hashimoto, Yukihide; Masuda, Kiyoshi; Kitao, Masunori; US2005/203293; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

1835-65-0, name is 3,4,5,6-Tetrafluorophthalonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C8F4N2

First raw material 4,5-bis (pentafluorophenyl) -3,6-difluoro-phthalonitrile were prepared as follows: A 200ml reaction vessel equipped with a dropping funnel and a thermometer tetrafluorophthalonitrile 20.1 g ( 100.45mmol), potassium fluoride 13.99g (240.79mmol), was added to the methyl isobutyl ketone 130ml.After cooling with an ice-bath, conducted from the dropping funnel, was added slowly a solution of pentafluorophenol 37.0g (201.02mmol) of methyl isobutyl ketone 70 ml, then the reaction was stirred for 2 days at room temperature It was.Except inorganic salt and the reaction solution was filtered, washed with water using a separatory funnel, was dehydrated with anhydrous sodium sulfate, the reaction solution was concentrated in an evaporator.The concentrate, by re-precipitation purification with toluene / hexane solvent, 4,5-bis (pentafluorophenyl) -3,6-difluoro phthalonitrile, 70.83percent yield (37.4g, 70.81mmol obtained in).

The synthetic route of 1835-65-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ehime University; Nippon Shokubai Co.,Ltd.; Uno, Hidemitsu; Masuda, Tsuyoshi; (27 pag.)JP5656235; (2015); B2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1835-65-0 as follows. name: 3,4,5,6-Tetrafluorophthalonitrile

With reference to Compounds 17 and 18, an exemplary synthesis and characterization of F34PcCo (hereinafter “Compound 17”) and F52Pc’Co (hereinafter “Compound 18”) is depicted. In particular, Compounds 17 and 18 are prepared similarly to Compounds 15 and 16, using sixteen (16) glass vessels, each charged with about 0.3 g (about 0.47 mmol) of Compound 14, about 0.05 g (about 0.25 mmol) of Compound 13 and about 0.045 g (about 0.18 mmol) cobalt(II) acetate tetrahydrate. Microwave heating is performed for approximately 12 min at about 185 ¡ãC. Initial purification of the brute solid by gel filtration is done with a toluene hexane approximately 1 :9 mixture (v/v). The rest of the separations are carried out as described for Compounds 1 and 16. Evaporation of the eluted fractions and drying to constant weight allows for isolation of green exemplary F52Pc’Co (Compound 18) in about 1.5percent yield (about 0.05 g), exemplary F34PcCo (Compound 17) in about 1 1 percent yield (about 0.19 g) and exemplary F]6PcCo as a side product in about 10percent yield (about 0.084 g), based on starting material Compound 13. About 4.5 g of Compound 14 are recovered following the initial separation (about 90percent of initial amount). X-ray quality single crystals for exemplary F34PcCo are obtained by slow evaporation of an acetonitrile/toluene approximately 1 :1 solution.[00106] Specifically, the exemplary properties of Compound 17, i.e., F34PcCo, are as follows: Mp > 300 ¡ãC; UV-vis (CHCI3): lmm (log e) 680 (4.52), 667 (4.50), 61 1 (4.03) nm (L moF1 cm-1); 19F NMR (282 MHz, (CD3)2CO): delta -63.58 (3F, br, GF3), -67.36 (3F, s, CF3), -68.75 to -76.79 (12F, m, CF3), -100.98 (I F, br, Ar-F), -132.36 (I F, s, CF), -137.64 (I F, d, Ar-F), -139.44 to -142.63 (5F, m, Ar-F), -155.92 to -157.62 (6F, m, Ar-F), -165.55 (I F, d, CF), -169.46 (IF, br, CF); HRMS (APCI-): calcd. for [M]~ (C41F34N8C0) 1308.9040, found 1308.9032.[00107] With reference to FIG. 17, the measured exact mass spectrum (negative ion APCI) and isotope pattern of [M]~ for F34PCC0 are depicted, indicating the calculated value for [M]~.[00108] Turning now to FIG. 18(a), the side view of the aggregation in solid state of F34PCC0 is illustrated. In particular, the toluene molecules in the crystalline lattice and the H atoms of coordinated acetonitrile have been omitted and the Z-C3F7 groups are depicted as van der Waals spheres. The interplanar stacking distance, approximately 3.25 A, illustrates the existence of pi-pi interactions. With reference to FIG. 18(b), a top view of the pi-pi stacking region of two adjacent molecules of F34PCC0 is depicted.[00109] With reference to FIG. 19, the X-ray structure of F34PcCo(CH3CN) is depicted, showing a metal-coordinated acetonitrile molecule. In particular, the thermal ellipsoids are plotted at about 40percent probability and rotational disorder of the CF3 groups of -C3F7 is present, as is shown by the dashed lines.[00110] Further, the exemplary properties of Compound 18, i.e., Fs2Pc’Co, are as follows: Mp > 300 ¡ãC; UV-vis (CHC13): max (log e) 686 (4.62), 615 (4.1 8), 334 (4.58) nm (L mol”1 cm”1); l9F NMR (282 MHz, (CD3)2CO): delta -63.62 (3F, br, C73/4, -67.01 to -76.28 (33F, m, CF3), -90.0 to -1 10.0 (2F, br, Ar-F), -137.5 to -147.5 (6F, m, Ar-F), -155.0 to – 1 59.5 (4F, br, Ar-F), -165.82 (I F, m, CF), -169.76 to -171.73 (3F, m, CF); HRMS (APC1-): calcd. for [M]~ (C5oF52NgCor 1758.8753, found 1758.8763.[00111] With reference to FIG. 20, the measured exact mass spectrum (negative ion APCI) and isotope pattern of [M]~ for F52Pc’Co are depicted, indicating the calculated value for [Mf.[00112] Turning now to FIG. 21 (a), a ball-and-stick representation ofF34PcZn(H20)*((CH3)2CO)2 is depicted showing H-bonding between the H atoms of H20 and the oxygen atoms (02) of the two acetone molecules. FIG. 21(b) is a van der Waals representation of the exemplary F3 PcZn(H20)*((CH3)2CO 2. FIG. 21(c) illustrates the side view of the aggregation in solid state of exemplary p34PcZn. The acetone molecules in the crystalline lattice and the H atoms of coordinated H2O have been omitted for clarity. The i-C3F7 groups are depicted as van der Waals spheres. The interplanar stacking distance, about3.393 A, demonstrates the existence of pi-pi interactions. Further, FIG. 21 (d) illustrates a top view of the pi-pi stacking region of two adjacent molecules of exemplary F34PCZ11. [0PsiPi3] Turning now to FIG. 22, the X-ray structure of F3 Pc2n(H20) is illustrated, showing a metal -coordinated water molecule. In particular, the acetone molecules in the crystalline lattice have been omitted. The thermal ellipsoids of FIG. 22 are plotted at about 40percent probability.

According to the analysis of related databases, 1835-65-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NEW JERSEY INSTITUTE OF TECHNOLOGY; GORUN, Sergiu, M.; LOAS, Andrei, Ioan; GRISWOLD, Kimberly; LAPOK, Lukasz; PATEL, Hemantbhai, Hasmukhbhai; GERDES, Robert; WO2012/61344; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1835-65-0 as follows. Product Details of 1835-65-0

General procedure: A 1.0 M solution of LiN(SiMe3)2 (2.2 mL, 2.2 mmol) in THF was added at -90 C in an argon atmosphere to a vigorously stirred solution of 4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazol-3-oxide-1-oxyl (314 mg, 2.0 mmol) in absolute THF (30 mL). The reaction mixture was stirred at -90 C for 30 min. Then, a solution of tetrafluorophthalonitrile (400 mg, 2.0 mmol) in THF (5 mL) was added at -90 C under argon, stirring was continued, and the reaction was monitored by TLC (Silufol F254, EtOAc as an eluent). After 2 or 6 h, the cooling was stopped, the reaction mixture was allowed to warm up to room temperature and was brought into contact with air. Flash chromatography (SiO2, column 3 * 4 cm, EtOAc as an eluent) yielded dark brown solid mixture after solvent removal under reduced pressure at room temperature. The obtained solid mixture was separated by column chromatography (SiO2, column 3 * 20 cm, CH2Cl2 as an eluent), which afforded a dark green fraction of radical 1 and dark green fraction of radical 2. Both fractions were concentrated under reduced pressure to a volume of ~5 mL. Next, n-heptane (5 mL) was added, and the mixtures were kept at a temperature of 0-5 C for slow crystallization of radicals 1 and 2. 4.3. 2-(3,4-Dicyano-2,5,6-trifluorophenyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazol-3-oxide-1-oxyl (1) Yield 101 mg (15%); dark green crystals; mp 166.9 – 167.2 C (uncorrected). IR (KBr) max/cm-1: 430, 447, 474, 501, 542, 611, 629, 667, 694, 746, 781, 870, 899, 941, 955, 982, 1065, 1070, 1138, 1173, 1223, 1277, 1379, 1431, 1458, 1481, 1527, 1504, 1585, 1624, 1732, 2243 (C?N), 2569, 2631, 2854, 2928, 2947 3005, 3425; UV-vis (C2H5OH) lambdamax/nm (lg epsilon): 560 (2.37), 402 (3.32), 306 (4.21), 230 (4.19), 203 (4.45); UV-vis (KBr) lambdamax/nm: 425, 331, 307, 245, 233, 212; Anal. calcd for C15H12F3N4O2: C 53.42, H 3.59, F 16.90, N 16.61; found: C 53.50, H 3.25, F 16.97, N 16.74; HRMS: calcd. for C15H14F3N4O2 [M+] 337.0907; found 337.0912. 4.4. 2-(2-Amino-4,5-dicyano-3,6-difluorophenyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazol-3-oxide-1-oxyl (2) Yield 134 mg (20%); dark green crystals; mp 179.5 – 179.8 C (uncorrected). IR (KBr) max/cm-1: 422, 436, 476, 501, 546, 615, 661, 673, 690, 761, 870, 895, 931, 947, 980, 1059, 1111, 1140, 1153, 1173, 1228, 1271, 1294, 1321, 1373, 1402, 1439, 1466, 1500, 1566, 1630, 1761, 2231 (CN), 2249 (CN), 2632, 2717, 2854, 2928, 2995, 3014, 3226, 3336; UV-vis (C2H5OH) lambdamax/nm (lg epsilon): 561 (2.58), 350 (3.92), 316 (4.08), 266 (4.41), 234 (4.33), 204 (4.16); UV-vis (KBr), lambdamax/nm: 401, 350, 269, 213, 211; Anal. calcd for C15H14F2N5O2: C 53.89, H 4.22, F 11.37, N 20.95; found: C 52.64, H 3.85, F 11.35, N 20.25; HRMS: calcd. for C15H14F2N5O2 [M+] 334.1110; found 334.1108.

According to the analysis of related databases, 1835-65-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Fedyushin, Pavel; Panteleeva, Elena; Bagryanskaya, Irina; Maryunina, Kseniya; Inoue, Katsuya; Stass, Dmitri; Tretyakov, Evgeny; Journal of Fluorine Chemistry; vol. 217; (2019); p. 1 – 7;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 1835-65-0, A common heterocyclic compound, 1835-65-0, name is 3,4,5,6-Tetrafluorophthalonitrile, molecular formula is C8F4N2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

COMPARATIVE EXAMPLE 2Preparation of a Vanadyl Phthalocyanine CompoundlOg of 3,4,5,6-tetrafluorophthalonitrile, lOg ofthiophenol and 7 g of potassium fluoride were added to 3 neck flask equipped with a reflux apparatus, and then 30 ml of acetonitrile was added as a solvent, and the mixture was reacted withstirring for 12 hours at room temperature. Afier reaction was completed, 7 g of 2,6-dimethylphenol and 4 g of potassium fluoride were added to the reacting solution, and then refluxed for 8 hours. Afier reaction was completed, the solution was distilled with a vacuum distillet 20 g of crude reactantsobtained as above were added to 3 neck flask equipped with a reflux apparatus, and refluxed with 2 g of vanadium trichloride, 2 g of 1-octanol and 30 g of benzonitrile for 8 hours. Afier reaction was completed, the solution was distilled with a vacuum distiller to obtain a vanadyl (vanadium oxide) phthalocyaniene (VOPc: Oxo-Vanadium Phthalocyanine)30 based precursor compound VOPc(PhS)8{2,6-(CH3)2PhO}4F4. 10 g of the vanadyl phthalocyanine-based precursor compound and 50 ml of cyclohexylamine were added to 3 neck flask equipped with a reflux apparatus, and reacted for 8 hours at 60¡ã C. Afier reaction was completed, the reactingsolution was concentrated in vacuum to obtain a vanadyl phthalocyanine compound VOPc(PhS)8{2,6-(CH3)2PhO}4 (C5H11NH)4 (Ph=phenyl; in the formula 2 below, A2, A3, A5, A7, A10, A11, A14 and A15 are PhS; A1, A5, A9 and A13 are {2,6-(CH3)2PhO}; and A4, A8, A12 and A15 are C5H11NH)represented by the formula 2

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; SK CHEMICALS CO., LTD.; Kang, Ju-Sik; Park, Jeong-Ho; Chang, Yu-Mi; US9158048; (2015); B2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 1835-65-0, name is 3,4,5,6-Tetrafluorophthalonitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. COA of Formula: C8F4N2

Example 20 CoPcF8 (PhO) 8 (SO3 H) 6 Synthesis example (4) of starting material CoPcF8 (Pho) 8 20.0 g (100 mmol) of tetrafluorophthalonitrile, 18.8 g (100 mmol) of phenol, 10.8 g of KF and 100 ml of acetonitrile were fed into a 200 ml of a four-necked flask, and the reaction mixture was stirred at 5¡ã C. for 3 hours. Thereafter, the solid matter was filtrated and the filtrate was evaporated for dryness. There was thus obtained 27.4 g of 3,6-difluoro-4,5-bisphenoxyphthalonitrile.

The synthetic route of 3,4,5,6-Tetrafluorophthalonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nippon Shokubai Co., Ltd.; US5359056; (1994); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 1835-65-0,Some common heterocyclic compound, 1835-65-0, name is 3,4,5,6-Tetrafluorophthalonitrile, molecular formula is C8F4N2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Toamixtureof5mmol of tetrafluorophthalonitrile (1.2 g,5mmol) and5mmol of 4-Methoxy-1-naphthol (0.87 g, 5 mmol) in 50 ml of DMSO at ambient temperature was added 5 mmolof lithium hydroxide monohydrate (0.21 g, 5 mmol) within 0.5 h. The mixture was stirred for24 h at same temperature and then it was poured to 100ml of water. Then extracted with chloroform(2 ¡Á 100 mL), washed with water (1 ¡Á 100 mL) and brine (1 ¡Á 100 mL) solution anddried over Na2SO4. The solvent was removed under reduced pressure. The resulting residuewas purified by silica-gel column chromatography using Benzene:Hexane (8:2) as an eluent toobtain compound 3 (1.41 g, 80.1percent) as a yellow solid. 1H NMR (600MHz, CDCl3 ppm) delta 7.94(d, J = 8.2 Hz, 1H), 7.43 (d, J = 8.2 Hz, 1H), 7.30-7.26 (m, 1H), 7.19-7.15 (m, 1H), 6.45 (d,J = 8.3 Hz, 1H), 6.36 (d, J = 8.3 Hz, 1H). 13C NMR (125 MHz, CDCl3, ppm) delta 155.7, 153.9,152.6, 146.1, 143.5, 128.5, 127.4, 126.7, 126.2, 125.4, 122.6, 122.0, 121.1, 120.6, 109.8, 109.1,102.2, 101.9, 55.8. IR (KBr tablet) numax/cm?1: 3010, 2940, 2236, 1633, 1597, 1386, 1289, 1152,1042, 978, 760. MALDI-TOF-MS: m/z calcd for C19H9F3N2O2, 354; found 355 [M + H+]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,4,5,6-Tetrafluorophthalonitrile, its application will become more common.

Reference:
Article; Jeong, Jaemyeng; Kumar, Rangaraju Satish; Kim, Ick Jin; Son, Young-A; Molecular Crystals and Liquid Crystals; vol. 644; 1; (2017); p. 249 – 256;,
Nitrile – Wikipedia,
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