Category: 112-70-9

Electric Literature of 112-70-9, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 112-70-9, name is 1-Tridecanol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of tridecanol (1.08 g, 5.31 mmol) in dichloromethane (20 mL), triphenyl phosphine (1.53 g, 5.84 mmol) and imidazole (0.39 g, 5.84 mmol) were added and cooled to0 C. I2 (1.48 g, 5.84 mmol) was added and the reaction mixture was stirred at room temperature for 3 h. After completion of starting materials, the reaction mixture was evaporated and diluted with hexane and passed through a Celite pad. The combined organic extracts were evaporated under reduced pressure to obtain the crude product which was purified by column chromatography (100- 200 mesh silica gel, eluent hexane) to furnish iodotridecane (1.43 g, 84%) as a low melting solid.

According to the analysis of related databases, 112-70-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHENOMENOME DISCOVERIES INC.; KHAN, M., Amin; WOOD, Paul, L.; GOODENOWE, Dayan; WO2013/71418; (2013); A1;,
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Synthetic Route of 112-70-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 112-70-9, name is 1-Tridecanol, molecular formula is C13H28O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Compound 1 (590mg, 1.0mmol), which was prepared from protoporphyrin IX (PPIX) under acid esterification conditions,17 was dissolved in HBr/acetic acid (25%, 30mL) under nitrogen atmosphere and the mixture was stirred for 2h. All volatile solvents were evaporated under vacuum to yield dimethyl 3,3?-(7,12-bis(1-bromoethyl)-3,8,13,17-tetramethylporphyrin-2,18-diyl)dipropionate (2) as a green colored liquid. The resulting liquid was directly dissolved in dichloromethane (50mL), and 1-tridecanol (2.2mmol, 441mg) and Cs2CO3 (2.2mmol, 304mg) were added to the dichloromethane solution. The reaction mixture was again stirred under nitrogen atmosphere for 2h and filtered. The resulting filtrate was concentrated under the reduced pressure and the residue was purified by preparative TLC on silica gel with CH2Cl2/MeOH (20:1) to give compound 3a (218mg, 23% yield) as a dark violet crystal. Rf=0.8 (CH2Cl2/MeOH 20:1); 1H NMR (400MHz, CDCl3, TMS) delta 10.63 (s, 1H), 10.61 (s, 1H), 10.11 (s, 1H), 10.08 (s, 1H), 6.09 (m, 2H), 4.41-4.45 (m, 4H), 3.73 (s, 3H), 3.71 (s, 3H), 3.70 (s, 3H), 3.69 (s, 3H), 3.68 (s, 3H) 3.67 (s, 3H), 3.65 (m, 4H), 3.28-3.32 (m, 4H), 2.25-2.27 (d, J=7.0Hz, 6H), 1.09-1.80 (m, 42H), 0.84 (t, J=12.9Hz, 6H); 13C NMR (75MHz, CDCl3, TMS) delta 173.7 (2C; C=O), 140.6, 140.4, 138.4, 138.2, 137.2, 136.8, 136.5 (16C; C pyrrole), 98.8, 98.6, 96.8, 96.1, 73.3 (2C, OCH) 69.6 (2C, OCH2), 51.74 (2C; CO2CH3), 37.0 (2C, CH3CH), 31.9 (2C; CH2COOMe), 30.3, 29.5, 29.3, 26.4, 25.5, (24C; -CH2-), 22.6 (2C; CH2CH2COO), 21.9, 14.1 (2C, CH3C pyrrole), 11.7ppm (2C; CH3C pyrrole); IR (NaCl disc) 3311, 2924, 2853, 1739, 1435, 1100cm-1; MS (ESI, positive): m/z (%): 991; HRMS (ESI, positive) m/z Calcd for C62H94N4O6 [M+H]+; 991.7252, found: 991.7252.

According to the analysis of related databases, 112-70-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tachikawa, Shoji; El-Zaria, Mohamed E.; Inomata, Ryu; Sato, Shinichi; Nakamura, Hiroyuki; Bioorganic and Medicinal Chemistry; vol. 22; 17; (2014); p. 4745 – 4751;,
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Synthetic Route of 112-70-9, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 112-70-9, name is 1-Tridecanol. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 1 [00073] The following Example describes the condensation esterification of DDDA using Fascat 2003 catalyst, a tin-based esterification catalyst from Elf Atochem, and the preparation of DDDA diesters with varying mole percent Telomer alcohol and Exxal 13. [00074] Reaction mixtures were prepared in 20 mL vials with the compositions indicated in table 4 below. One drop of Fascat 2003 (a product of Atochem) was added to each vial, and the reactions were heated at 200-250 C. for about 12 hours under a nitrogen sweep to remove evolved water. GC analysis of the reaction mixtures showed the expected three component ester mixture: RfO(O)C-(CH2)x-C(O)ORf; RhO(O)C-(CH2)x-C(O)ORh; and RhO(O)C-(CH2)x-C(O)ORf. The actual amount of each ester component present varied as expected with the relative amounts of Telomer alcohol and Exxal 13 present in the synthesis mixture. The appearance of the mixture formed from the respective additive and 150N oil as well as the solubility of the additive in 150N oil are also summarized in the Table 4. It is noteworthy that the fully fluorinated diester, vial 8, was more soluble when heated, but that the solution cooled to a gel-like state as the diester reprecipitated with cooling. Such behavior is very undesirable in a lubricant. This illustrates an important deficiency of the fully fluorinated diesters, since lubricants are often subjected to temperature cycling, and low-temperature performance is often critical.[TABLE-US-00005] TABLE 4 DDDA diesters with Telomer alcohol and Exxal 13 mol % Telomer Solubility in TelomerExxalalcohol 150 N DDDAalcohol13vs total oil atNo.(mmol)(mmol)(mmol)alcoholAppearance25 C. 15.150.2910.743liquid20%24.940.5810.515liquid35.151.349.8812honey->1% like45.052.48.8121very thick oil55.054.46.6240grease0.5% like65.135.625.4751grease?0.25% like75.158.262.7875beeswax like85.3411.060100paraffin0.1% like [00075] Wear test results for some of the above materials are shown in FIG. 2. It is clear from this figure that most of the wear benefit is achieved with only about 20 mole % Telomer alcohol in the diester. The wear response, quite surprisingly, is extremely non-linear. This is contrary to the linear response that might be expected if the wear-reducing effects were simply the net average from the concentration present of completely fluorinated diester (100% Telomer alcohol) and non-fluorinated ester (0% Telomer alcohol). This implies that the non-symmetric, partially fluorinated diesters of the present invention have better wear reducing properties than either the non-fluorinated or completely fluorinated diesters.

According to the analysis of related databases, 112-70-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; E. I. du Pont de Nemours and Company; US6734320; (2004); B2;,
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Adding a certain compound to certain chemical reactions, such as: 112-70-9, 1-Tridecanol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Recommanded Product: 112-70-9, blongs to alcohols-buliding-blocks compound. Recommanded Product: 112-70-9

EXAMPLE 3 [00079] The following Example describes the condensation esterification of DDDA using methanesulfonic acid catalyst and the preparation of DDDA diester using a mixture of 50 mole % Telomer alcohol-L and 50 mole % Exxal 13. [00080] A 500 mL round bottom flask was charged with 69.06 g DDDA (MW 230.3, 0.3 mole), 130.41 g Telomer alcohol-L (average molecular weight?414, 0.315 mole), 62.37 g Exxal 13 tridecyl alcohol from Exxon (FW?198, 0.315 mole), 0.29 g methanesulfonic acid (MW 96.1, 0.003 mole), and 100 g mixed xylenes. The reaction flask was fitted with an 8 Vigreux column topped with a Dean-Stark trap and condenser. The reaction was heated to reflux to drive off water, which was separated in the Dean-Stark trap, xylene overflow being returned to the reaction flask. The reaction was followed by water removal and by periodic sampling and titration for acid number. [00081] After 10 and ½ hours reaction time, the acid number had decreased to 1.6 mg KOH/g, and the reaction was considered to be complete. [00082] The reaction product was brown. The reaction product was washed, at 70-80 C., with 330 g of 0.2% aqueous sodium hydroxide. Phases were inverted, with a brown aqueous phase on top and the denser ester phase on the bottom. The lower ester phase was very cloudy. After separating the caustic wash, the ester phase was washed three times with 300 mL portions of warm water. The acid number was 0.56 mg KOH/g. [00083] The crude ester was sparged with nitrogen and heated from room temperature to a temperature of 210-220 C. over a period of 90 minutes to remove xylene, water, and other low boilers. [00084] The yield was 215.72 g of a waxy tan solid having an acid number 0.75 mg KOH/g. [00085] The same basic procedure as above was used to prepare other partially fluorinated esters, listed in Table 5. In all cases, the non-fluorinated alcohol was Exxal 13, tridecyl alcohol from Exxon. Due to difficulty obtaining reliable F elemental analysis, ester end groups were also analyzed by 1H NMR. The chemical shift region between 3.5 and 4.5 ppm downfield of tetramethylsilane reveals the CH2 protons attached to the ester oxygen. In the case of Rf, these CH2 protons are cleanly separated and downfield from the CH2 protons of Rh. The relative molar amounts of Rf and Rh can be calculated from the integrals of these two groups. Where elemental analysis and NMR disagree, the NMR method is believed to be more reliable. Table 5. Partially fluorinated esters prepared by condensation esterification using methanesulfonic acid catalyst[TABLE-US-00006] Mole fractionAcid PartiallypartiallynumberWt % FWt %Prepara- Fluorinatedfluorinated(mg(elementalF (bytionDiacidalcoholalcoholKOH/g)analysis)NMR) 9AdipicTelomer0.0250.341.922.6 alcohol-L10AdipicTelomer0.0250.292.253.2 alcohol11AzelaicTelomer0.02501.831.66 Alcohol-L12C14Telomer0.0250.271.391.28 diacidalcohol-L13CorfreeTelomer0.02501.231.39 M1alcohol-L14CorfreeTelomer0.0250.61.321.49 M1alcohol-L15DDDAPoly HEPO0.0250.14.17 alcohol16DDDATelomer0.025 alcohol17DDDATelomer0.0250.552.12.4 alcohol18DDDATelomer0.0250.131.862 alcohol19DDDATelomer0.0230.100 alcohol20DDDATelomer0.024000 alcohol21DDDATelomer0.0250.181.872.1 alcohol-L22DDDATelomer0.1250.243.019.47 alcohol-L23DDDATelomer0.050.2 4.06 alcohol-L24DDDATelomer0.0250.181.821.92 alcohol-L25DDDATelomer0.250.316.6817.3 alcohol-L26DDDATelomer0.50.75134.634.3 alcohol-L27DDDATelomer0.0250.272.363.4 ethoxylate alcohol28SebacicTelomer0.0250.21.581.63 alcohol-L29SubericTelomer0.0250.260.721.91 alcohol-L [00086] FIG. 4 shows the wear and friction performance of a low-F-content material (?2% F), sample 18 in Table 5, in 150N oil. This low-F-content material was completely soluble even at 20% by weight concentration (0.4 wt. percent F). FIG. 5 compares the anti-wear performance of this low-F material to a similar non-fluorinated diester, ditridecyl dodecanedioate (Hatcol 2907, from Hatco), showing the significant improvement in wear performance from only a very small amount of F incorporation. [00087] Anti-wear and friction reducing performance of different chain length diesters from C6 to C14 was compared. All of these non-symmetric, partially fluorinated diesters imparted some benefits, with the longer chain diacids giving the greater benefits. Therefore, the preferred number of carbon atoms in the backbone is 9 or more or the wear scar by the BOCLE test as described herein is less than about 0.75 when the additive is present at about 0.2% fluorine.

The synthetic route of 112-70-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. du Pont de Nemours and Company; US6734320; (2004); B2;,
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Electric Literature of 112-70-9 ,Some common heterocyclic compound, 112-70-9, molecular formula is C13H28O, 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.

General procedure: 2-Chloro-1-methylpyridinium iodide (CMPI, 3.32 g, 13 mmol) and N,N-dimethylaminopyridine (DMAP, 3.18 g, 26 mmol) were added to a solution of N-boc-glycine (9) (1.75 g, 10 mmol) and dodecanol (2.47 mL, 10 mmol) in dry DCM (20 mL) at 0 C and the mixture was stirred at 0 C for 30 min. After the mixture was diluted with AcOEt, the resulting precipitates were filtered off. The filtrates were successively washed with aqueous 5% HCl, saturated aqueous NaHCO3 and brine, dried over Na2SO4, and evaporated. The resulting crude product was purified by flash CC (silica gel; AcOEt/DCM, 5:95) to provide the dodecyl ester 10a (2.78 g, 81%). Tridecyl ester 10b (86%), tetradecyl ester 10c (82%), pentadecyl ester 10d (74%) and hexadecyl ester 11e (79%) were similarly prepared from N-boc-glycine (9).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,112-70-9, its application will become more common.

Reference:
Article; Yamano, Yumiko; Tsuboi, Kazuhito; Hozaki, Yuki; Takahashi, Kiyohiro; Jin, Xing-Hua; Ueda, Natsuo; Wada, Akimori; Bioorganic and Medicinal Chemistry; vol. 20; 11; (2012); p. 3658 – 3665;,
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Synthetic Route of 112-70-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 112-70-9, name is 1-Tridecanol. A new synthetic method of this compound is introduced below.

EXAMPLE 2 [00076] The following Example describes the condensation esterification of DDDA using p-toluenesulfonic acid catalyst and the preparation of DDDA diester using a mixture of 50 mole % Telomer alcohol and 50 mole % Exxal 13 followed by a ?dewaxing? hexane extraction to remove the symmetrically fluorinated component from the mixed ester product. [00077] A mixture of 230.3 g DDDA (1.0 mole), 474.64 g Telomer alcohol (1.05 mole), 207.91 g Exxal 13 (1.05 mole), and 1.9 g p-toluenesulfonic acid (0.01 mole) were charged to a reactor fitted with a Dean-Stark trap and condenser. The Dean-Stark trap was filled with additional Exxal 13. The reaction was heated and sparged with nitrogen to remove water. The nitrogen sparge was removed and the reaction heated to 280 C. under vacuum (0.07 kPa). A portion of the crude ester (610 g) was stirred with 1700 g hexane. The hexane solution was decanted and filtered from undissolved, highly fluorinated material. The hexane solution was treated with activated charcoal and filtered, then with basic alumina and filtered again. Hexane was removed by distillation. Elemental analysis of the residue showed 29.56% F, in good agreement with 28.3% F by 1H NMR analysis. [00078] FIG. 3 shows the wear performance of this high-F-content material in 150N oil. The range of fluorine concentrations shown in FIG. 3 corresponds to weight concentrations of diester ranging up to 1%. Samples of 150N containing 0.25% diester (equivalent to 0.07%F) or more were hazy at ambient temperature, due to the limited solubility of the highly fluorinated diester component, RfO(O)C-(CH2)x-C(O)ORf, but were homogeneous at the 80 C. BOCLE test temperature. The response is very non-linear. A very strong anti-wear effect is obtained with only very small concentrations of the additive. The properties of the mixture of 150N oil and additive are much better than the properties expected based on simple linear effects and overall composition. The anti-wear performance achieved in FIG. 3, through use of the non-symmetrical, partially fluorinated diesters of the present invention, without other additives, is comparable to that of fully formulated motor oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,112-70-9, 1-Tridecanol, and friends who are interested can also refer to it.

Reference:
Patent; E. I. du Pont de Nemours and Company; US6734320; (2004); B2;,
Alcohol – Wikipedia,
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Synthetic Route of 112-70-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 112-70-9, name is 1-Tridecanol, molecular formula is C13H28O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: L-alanine esters were preparedaccording to a procedure reported earlier.5,6 Lalanine(1.0 mmol), 1-alcohol (1.0 mmol) and ptoluenesulphonicacid monohydrate (1.2 mmol) weretaken in about 30 mL of toluene and refluxed at 110C.After 5-6 h of refluxing, the solvent was removedby rotary evaporation under reduced pressure. Theresidue was dissolved in chloroform and washed with 10% sodium carbonate and then dried with anhydrous Na2SO4.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 112-70-9, 1-Tridecanol.

Reference:
Article; Sivaramakrishna; Swamy, Musti J.; Journal of Chemical Sciences; vol. 127; 9; (2015); p. 1627 – 1635;,
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Reference of 112-70-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 112-70-9, name is 1-Tridecanol. A new synthetic method of this compound is introduced below.

General procedure: To a solution of 2 (a salt of triethylamine,150mg) in pyridine (5ml), bis(2-oxo-3-oxazolidinyl)phosphinic chloride(120mg, 0.55mmol) and tridecan-1-ol (100 mg, 0.5mmol) were added andthe resulting mixture was stirred overnight at room temperature. The resultingsolution was concentrated to give a residue, which was extracted with CHCl3.The organic solution was washed with water and then concentrated. Theresidue obtained was purified by column chromatography (10:1 CHCl3-MeOH) to give the 500-N-Boc-protected intermediate of 5c (95mg, 62% fromcaprazene) as a colorless solid. Then, the solid was dissolved in a methanolsolution of 80% trifluoroacetic acid (2.7ml) and the solution was kept at roomtemperature for 1 h. The reaction solution was concentrated and diethyl etherwas added to the resulting syrup. The precipitate obtained was thoroughlywashed with diethyl ether and dried to give the colorless solid 5c (110mg,59% as an addition salt of bis-trifluoroacetic acid from caprazene).ESI-MS: m/z 740.4 (MH) ; [a]D19501 (c 0.5, H2O); 1H NMR(500MHz, DMSO-d6) d 0.86 (3H, t, J7Hz, CH3(CH2)12-), 1.20-1.30(20H, m, CH3(CH2)10CH2CH2-), 2.36 (3H, br s, 500 0-NCH3), 2.96 (3H, s,800 0-NCH3), 5.09 (1H, s, 100-H), 5.53 (1H, d, J2Hz, 10-H), 5.64 (1H, d,J8Hz, 5-H), 6.73 (1H, t, J7Hz, 3000-H), 7.63 (1H, d, J8Hz, 6-H), 11.33(1H, s, 3-NH). Anal. calc. for C35H57N5O12 2CF3COOH 3H2O: C 45.84, H6.41, N 6.85. Found: C 45.68, H 6.04, N 6.56.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,112-70-9, its application will become more common.

Reference:
Article; Takahashi, Yoshiaki; Igarashi, Masayuki; Miyake, Toshiaki; Soutome, Hiromi; Ishikawa, Kanae; Komatsuki, Yasuhiro; Koyama, Yoshiko; Nakagawa, Naoko; Hattori, Seiko; Inoue, Kunio; Doi, Norio; Akamatsu, Yuzuru; Journal of Antibiotics; vol. 66; 3; (2013); p. 171 – 178;,
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112-70-9, 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. 112-70-9, name is 1-Tridecanol. This compound has unique chemical properties. The synthetic route is as follows.

Example 3 In the same manner as Example 1 except using 600 parts of tridecyl alcohol, 2.2 parts of water, 240 parts of allyl chloride and 335 parts of triethyl amine, in place of 570 parts of lauryl alcohol, 5 parts of sodium hydroxide, 275 parts of allyl chloride and 375 parts of triethyl amine, was obtained 960 parts of lauryl allyl maleate of 97.1% purity and of Gardner Color 3. A molar ratio of maleic anhydride:lauryl alcohol was 1:1, and maleic acid monolauryl ester:allyl chloride:triethyl amine:water was 1:1.05:1.10:0.04.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 112-70-9, 1-Tridecanol.

Reference:
Patent; Sanyo Chemical Industries, Ltd.; US5523465; (1996); A;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 112-70-9, name is 1-Tridecanol. A new synthetic method of this compound is introduced below., 112-70-9

General procedure: To a soln. of peracetyl beta-D-O-galactopyranoside 1 (1 equiv.) and the fatty alcohol (2-8, 2 equiv.) in dry MeCN (10 mL), was added BF3*Et2O (1 equiv.). This mixture was transferred into the microwave oven with rigorous stirring for 12 min at 120 C (ramp time: 10 min). Solvent was removed in vacuum, and the resulting residue was diluted with EtOAC and washed successively with sat. NaHCO3 and brine. The combined organic layer was dried over NaSO4, filtered, concentrated in vacuum to give a crude mixture residue which was separated by column chromatography.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,112-70-9, 1-Tridecanol, and friends who are interested can also refer to it.

Reference:
Article; Song, Shao-Xing; Wu, Ming-Li; He, Xiao-Peng; Zhou, Yu-Bo; Sheng, Li; Li, Jia; Chen, Guo-Rong; Bioorganic and Medicinal Chemistry Letters; vol. 22; 5; (2012); p. 2030 – 2032;,
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