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[ CAS No. 51826-90-5 ] {[proInfo.proName]}

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Chemical Structure| 51826-90-5
Chemical Structure| 51826-90-5
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Product Details of [ 51826-90-5 ]

CAS No. :51826-90-5 MDL No. :MFCD00053894
Formula : C6H15BrO3Si Boiling Point : -
Linear Structure Formula :- InChI Key :GLISZRPOUBOZDL-UHFFFAOYSA-N
M.W : 243.17 Pubchem ID :103984
Synonyms :

Calculated chemistry of [ 51826-90-5 ]

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 6
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 49.95
TPSA : 27.69 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.52 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.76
Log Po/w (XLOGP3) : 1.78
Log Po/w (WLOGP) : 1.65
Log Po/w (MLOGP) : 0.25
Log Po/w (SILICOS-IT) : 0.02
Consensus Log Po/w : 1.29

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.07
Solubility : 2.06 mg/ml ; 0.00845 mol/l
Class : Soluble
Log S (Ali) : -1.98
Solubility : 2.55 mg/ml ; 0.0105 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.44
Solubility : 0.883 mg/ml ; 0.00363 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 3.89

Safety of [ 51826-90-5 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P305+P351+P338 UN#:
Hazard Statements:H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 51826-90-5 ]

* 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 [ 51826-90-5 ]

[ 51826-90-5 ] Synthesis Path-Downstream   1~35

  • 1
  • [ 51826-90-5 ]
  • [ 75-08-1 ]
  • [ 57557-74-1 ]
YieldReaction ConditionsOperation in experiment
With sodium In hexane
  • 2
  • [ 553-26-4 ]
  • [ 51826-90-5 ]
  • [ 74173-49-2 ]
YieldReaction ConditionsOperation in experiment
In acetonitrile
  • 4
  • [ 20671-52-7 ]
  • [ 51826-90-5 ]
  • [ 80906-67-8 ]
YieldReaction ConditionsOperation in experiment
In dimethyl sulfoxide at 65℃; for 8h;
  • 6
  • [ 51826-90-5 ]
  • [ 4420-74-0 ]
YieldReaction ConditionsOperation in experiment
89.4% 3 ›Example[3] ›Example[3] 351 g of 3-mercaptopropyltrimethoxy silane was obtained in the same manner as in Example 1 except for the fact that 485.8 g (2.0 mol) of 3-bromopropyltrimethoxy silane was used instead of the 3-chloropropyltrimethoxy silane in Example 1. The yield was 89.4%.
87.2% 6 ›Example[6] ›Example[6] 342.3 g of 3-mercaptopropyltrimethoxy silane was obtained in the same manner as in Example 1 except for the fact that 485.8 g (2.0 mol) of 3-bromopropyltrimethoxy silane was used instead of the 3-chloropropyltrimethoxy silane in Example 4. The yield was 87.2%.
  • 7
  • HC(OMe)3 [ No CAS ]
  • [ 13883-39-1 ]
  • [ 51826-90-5 ]
YieldReaction ConditionsOperation in experiment
In acetonitrile 1 EXAMPLE 1 EXAMPLE 1 The following reagent salt: STR1 was prepared by refluxing dry 4,4' bipyridine (Aldrich Chemical Co.) with 1-bromo-3-trimethoxysilylpropane (which was prepared by reacting HC(OMe)3 with 1-bromo-3-trichlorosilylpropane purchased from Petrarch Chemical Co. in rigorously dry CH3 CN solution. Reagent I was isolated as a pale yellow solid di-bromide salt by crystallization from CH3 CN solution by adding Et2 0. UV-vis and 1 H NMR spectroscopy and elemental analysis accords well with the structure shown.
YieldReaction ConditionsOperation in experiment
2) compounds of the above formula wherein X- represents -CH2CH2CH2Cl or -CH2CH2CH2Br: ... 3-bromopropyldimethylchlorosilane, 3-bromopropyltrichlorosilane, 3-bromopropyltrimethoxysilane, 3-chloropropyldimethylchlorosilane, ...
  • 9
  • [ 873108-13-5 ]
  • [ 51826-90-5 ]
  • C23H70N16P5(1+)*Cl(1-) [ No CAS ]
  • [ 873108-30-6 ]
YieldReaction ConditionsOperation in experiment
In tetralin; hexane at 20℃; for 0.5h; 38 (Example 38) Synthesis of trimethoxysilyl group-containing phosphazenium bromide; In a 100-ml glass flask which was kept under a nitrogen atmosphere, 0.75 ml (4.0 mmol) of 3-bromopropyl trimethoxysilane was dissolved in 30 ml of dry hexane. To the solution, 15 g a tetralin solution of PZNB (0.220 mmol/g to 3.3 mmol/g of PZNB) was added dropwise at room temperature. Simultaneously with adding dropwise, a light brown oily matter was separated. After completion of adding dropwise, the resulting mixture was further stirred for 30 minutes. The light brown oily matter was separated from a colorless supernatant liquid, and then 2 ml of dry methanol was added thereto. The mixture was washed with 5 ml of dry hexane for four times. The solvent was distilled off under reduced pressure to yield 3.10 g of an orange colored oily matter. From the results of 1H, 13C and 31P NMR, the main component of the oily matter was formed to be desired trimethoxysilyl group-containing phosphazenium bromide. The identification results of 1H, 13C and 31P NMR are shown below. 1H NMR (CDCl3 270 MHz): 3.58 (s, 9H), 2.9-2.5 (m, 71H), 1.56 (m, 2H), 0.53 (m, 2H) 13C NMR (CDCl3, 270 MHz): 52.2, 50.6, 37.3-36.9, 34.0, 21.5, 6.5 31P NMR (CDCl3, 109.3 MHz): 6.20 (d, 1P), 6.00 (d, 3P), -35.1 (q, 1P) From the result of 31P NMR, the oily matter having the trimethoxysilyl group-containing phosphazenium bromide as a main component, comprises a compound represented by general formula (5) as a by-product, wherein a=b=c=d=1, R=R1 =Me, D'=H, n=1 and Z=Br. Further, the purity of trimethoxysilyl group-containing phosphazenium bromide in the oily matter observed from the peak integral ratio for the NMe2 group in 1H NMR was about 70%.
  • 10
  • [ 51826-90-5 ]
  • [ 289720-99-6 ]
  • [ 1130489-43-8 ]
YieldReaction ConditionsOperation in experiment
Stage #1: (S,S)-(4-tert-butyl-4,5-dihydrooxazol-2-yl)-(4-tert-butyl-4,5-dihydrooxazol-2-yl)amine With sodium hydride In tetrahydrofuran at 60℃; for 6h; Stage #2: 1-bromo-3-trimethoxysilylpropane In tetrahydrofuran at 60℃;
  • 11
  • [ 51826-90-5 ]
  • [ 76788-88-0 ]
YieldReaction ConditionsOperation in experiment
100% With sodium azide In tetrahydrofuran at 65℃; for 15h; Inert atmosphere;
With sodium azide In tetrahydrofuran at 65℃; for 15h; Inert atmosphere;
  • 12
  • [ 86-74-8 ]
  • [ 51826-90-5 ]
  • [ 1257334-84-1 ]
YieldReaction ConditionsOperation in experiment
5 g Stage #1: 9H-carbazole With potassium carbonate In N,N-dimethyl-formamide for 0.5h; Inert atmosphere; Stage #2: 1-bromo-3-trimethoxysilylpropane In N,N-dimethyl-formamide at 20 - 130℃; Inert atmosphere;
  • 13
  • [ 4238-71-5 ]
  • [ 51826-90-5 ]
  • [ 1338258-85-7 ]
YieldReaction ConditionsOperation in experiment
79% at 80℃; for 6h; Inert atmosphere; 4.2.1. 1-(Trimethoxysilyl)propyl-3-benzylimidazolium bromide (1a) General procedure:To a flame dried round-bottomed flask, containing a magnetic follower, was added N-benzylimidazole (316 mg, 2 mmol) and 3-(bromopropyl)trimethoxysilane (482 mg, 2 mmol) under a nitrogen atmosphere. The mixture was heated, with stirring, at 80 °C for about 6 h. The mixture was cooled to an ambient temperature and triturated with diethyl ether (3 × 50 mL) to afford the title compound 1a as a viscous, colourless oil (630 mg, 79%). 1H NMR (400 MHz, CHCl3): 10.44-10.47 (s, 1H, Ar-H), 7.44-7.49 (m, 3H, Ar-H), 7.37-7.39 (m, 1H, Ar-H), 7.29-7.33 (m, 2H, Ar-H), 5.56-5.59 (s, 2H, benzyl-H), 4.22-4.27 (t, J = 7.32 Hz, 2H, alkyl-CH2), 3.47-3.50 (s, 9H, -OCH3), 1.89-1.99 (p, J = 7.87 Hz, 2H, alkyl-CH2), 0.53-0.59 (t, J = 7.87 Hz, 2H, alkyl-CH2). 13C NMR (100 MHz, CHCl3): 136.9, 133.2, 129.5, 129.1, 122.2, 65.9, 53.2, 51.9, 50.7, 24.1, 15.3, 5.9. MS (ES): 321 m/z (M+ - Br).
  • 14
  • [ 40736-26-3 ]
  • [ 51826-90-5 ]
  • 1-(trimethoxysilyl)propyl-3-mesitylimidazolium bromide [ No CAS ]
YieldReaction ConditionsOperation in experiment
86% at 80℃; for 6h; Inert atmosphere; 4.2.2. 1-(Trimethoxysilyl)propyl-3-mesitylimidazolium bromide (1b) General procedure:To a flame dried round-bottomed flask, containing a magnetic follower, was added N-benzylimidazole (316 mg, 2 mmol) and 3-(bromopropyl)trimethoxysilane (482 mg, 2 mmol) under a nitrogen atmosphere. The mixture was heated, with stirring, at 80 °C for about 6 h. The mixture was cooled to an ambient temperature and triturated with diethyl ether (3 × 50 mL) to afford the title compound 1a.
  • 15
  • [ 51826-90-5 ]
  • [ 25364-47-0 ]
  • [ 1338258-86-8 ]
YieldReaction ConditionsOperation in experiment
76% In acetonitrile at 100℃; for 7h; Inert atmosphere; 4.2.3. 1-(Trimethoxysilyl)propyl-3-(2',6'-diisopropylphenyl)imidazolium bromide (1c) General procedure: N-(2,6-diisopropylphenyl)imidazole (764 mg, 3.2 mmol) in acetonitrile (20 mL) was added to a dry, round-bottomed flask under an atmosphere of nitrogen. 3-(bromopropyl)trimethoxysilane (684 mg, 3.2 mmol) was added and the mixture heated to 100 °C for 7 h. After cooling to room temperature, the solvent was removed in vacuo and the crude product (now solid) was triturated in diethyl ether (3 × 50 mL) to yield the title compound 1c as an off-white solid (MP: 116-118 °C, 1.17 g, 76%). 1H NMR (400 MHz, CHCl3): 10.30-10.36 (s, 1H, Ar-H), 7.91-7.94 (s, 1H, Ar-H), 7.47-7.55 (m, 1H, Ar-H), 7.25-7.30 (m, 2H, Ar-H), 7.19-7.22 (m, 1H, Ar-H), 4.74-4.81 (t, J = 6.96 Hz, 2H, alkyl-CH2), 3.52-3.57 (s, 9H, O-CH3), 2.19-2.30 (septet, J = 6.96 Hz, 2H, alkyl-CH), 2.04-2.14 (quintet, J = 8.06 Hz, 2H, alkyl-CH2), 0.63-0.69 (t, J = 8.06 Hz, 2H, alkyl-CH2). 13C NMR (100 MHz, CHCl3): 145.4, 138.4, 132.0, 130.2, 124.8, 124.2, 123.2, 52.1, 50.8, 28.8, 24.5, 24.2, 5.6. MS (ES): 391 m/z (M+ - Br). HRMS (EI): calculated for C19H35O3N2Si; 391.2411, found: 391.2401.
  • 16
  • [ 51826-90-5 ]
  • [ 92832-31-0 ]
  • [ 1312950-18-7 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate In N,N-dimethyl-formamide for 24h; Reflux;
  • 17
  • dilithium diselenide [ No CAS ]
  • [ 51826-90-5 ]
  • [ 1352427-01-0 ]
YieldReaction ConditionsOperation in experiment
In tetrahydrofuran; <i>tert</i>-butyl alcohol 10 EXAMPLE 10. A General Method for Preparing Diselenides Using Dilithium Diselenide Under Organic Conditions [See Figure 9 and Figure 10]. [0090] This example teaches the preparation of diselinides with water-sensitive functional groups, in the event solubility is not possible with halogenated reactant.[0091] 1 :1 mole ratio solution was prepared by reacting elemental selenium with (1M) lithium triethyl borohydride in THF (Super Hydride), then stirred for at least 30 minutes (Figure 9). After the time elapsed, a solution of halogenated organic substrate was added in THF with tert-butanol as a coadditive. The reaction product was followed by TLC and stopped once the starting product was consumed. Other examples prepared using this method include those shown in Figure 10.
  • 18
  • [ 51826-90-5 ]
  • C21H33N3O5Si [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: sodium azide / tetrahydrofuran / 15 h / 65 °C / Inert atmosphere 2: copper(l) iodide; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 15 h / 25 °C
  • 19
  • [ 5263-87-6 ]
  • [ 51826-90-5 ]
  • [ 1363721-69-0 ]
YieldReaction ConditionsOperation in experiment
86% at 95℃; for 24h; Inert atmosphere; neat (no solvent);
  • 20
  • sodium cyclopentadienide [ No CAS ]
  • [ 51826-90-5 ]
  • [ 1569302-96-0 ]
YieldReaction ConditionsOperation in experiment
93% Stage #1: sodium cyclopentadienide; 1-bromo-3-trimethoxysilylpropane In tetrahydrofuran at 0 - 20℃; Stage #2: With dicobalt octacarbonyl; tert-butylethylene In dichloromethane at 40℃; for 72h; 2.2 Synthesis of [CpSiCo(CO)2] (6) (b) The synthesis was carried out following a procedure reported by Pang et al. [17].The mixture of 5 (1.20 g, 5.2 mmol), Co2(CO)8 (0.90 g, 2.6 mmol) and 3,3-dimethylbut-1-ene (4 mL) were stirred in dichloromethane (5 mL) at 40 °C for 72 h. All volatiles were removed and the residual red oil was taken up in pentane and filtered. Upon removal of the solvent the red oil was dried under high vacuum (yield: 1.67 g, 93%). (0009) 1H NMR (C6D6): δ = 0.60 (t, J = 7.8 Hz, 2H), 1.60 (m, 2H), 2.01 (t, J = 7.8 Hz, 2H), 3.43 (s, 9H), 4.37 (s, 2H), 4.56 (s, 2H) ppm. 13C NMR (C6D6): δ = 9.7 (s), 24.8 (s), 31.5 (s), 50.4 (s), 83.0 (s), 85.2 (s), 107.5 (s), 232.5 (s) ppm. CI (isobutane): m/z 343 [M+], 315 [M-CO+], 287 [M-(CO)2+]. IR νmax = 450, 541, 562, 616, 802, 1076, 1189, 1457, 1951, 2015, 2054, 2839 and 2939 cm-1.
  • 21
  • sodium cyclopentadienide [ No CAS ]
  • [ 51826-90-5 ]
  • [ 110300-59-9 ]
  • (3-(cyclopenta-1,3-dien-1-yl)propyl)trimethoxysilane [ No CAS ]
YieldReaction ConditionsOperation in experiment
In tetrahydrofuran at 0 - 20℃; Overall yield = 60 %; Overall yield = 4.8 g; 2.1 Synthesis of (3-(cyclopenta-1,3-dien-1-yl)propyl)trimethoxysilane/(3-(cyclopenta-1,4-dien-1-yl)propyl)trimethoxysilane (5, HCpSi) The synthesis of 5 was carried out after a procedure reported by Schumann et al. [15]. (0006) (3-Bromopropyl)trimethoxysilane (6.6 mL, 35 mmol) was dissolved in THF (60 mL) and a solution of sodium cyclopentadienide (18 mL, 36 mmol, 2 M in THF) was slowly added at 0 °C. A white precipitate formed and the solution was stirred at room temperature overnight. The solvent was removed under reduced pressure and the residue extracted with n-hexane (3× 15 mL). Removal of the solvent from the yellow solution resulted in a yellow-brown liquid, which was purified by bulb-to-bulb distillation (100 °C, 0.1 mbar). The resulting clear liquid contained two different isomers (yield: 4.80 g, 60%). NMR data of compound HCpSi (5) corresponded to reported data from the literature [16]. (0007) 1H NMR (CDCl3): δ = 0.68 (m, 2H), 1.67 (m, 2H), 2.41 (m, 2H), 2.87 (q, J = 1.5 Hz, 1H), 2.94 (q, J = 1.5 Hz, 1H), 3.56 (s, 9H), 5.99-6.17 (m, 1H), 6.23-6.45 (m, 2H) ppm. 13C NMR (CDCl3): δ = 9.1 (s), 9.2 (s), 22.1 (s), 23.0 (s), 33.2 (s), 34.2 (s), 41.4 (s), 43.3 (s), 50.7 (s), 126.4 (s), 126.8 (s), 130.7 (s), 132.6 (s), 133.8 (s), 134.8 (s), 146.9 (s), 149.6 (s) (two sets of signals for two isomers) ppm. GC-MS: m/z 228 (two isomers).
  • 22
  • [ 616-47-7 ]
  • [ 51826-90-5 ]
  • 1-(trimethoxysilyl)propyl-3-methylimidazolium bromide [ No CAS ]
YieldReaction ConditionsOperation in experiment
at 80℃; for 48h;
  • 23
  • [ 17241-59-7 ]
  • [ 51826-90-5 ]
  • C21H24O6Si [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: 2-Hydroxymethylanthraquinone With sodium hydride In N,N-dimethyl-formamide for 3h; Inert atmosphere; Stage #2: 1-bromo-3-trimethoxysilylpropane In N,N-dimethyl-formamide at 20℃; for 96h; Inert atmosphere; 4 Synthesis of an Ether-Linked AQ Silane Sodium hydride [60%, 0.096 g] was slowly added to a clean and dry three neck round bottom flask under a nitrogen atmosphere. Then, 100 ml of anhydrous DMF was added to the flask using a syringe. This mixture was stirred for 30 min. 0.5 g [0.00209 moles] of 2-(hydroxy methyl) anthraquinone was added and stirred until completely dissolved. After 3 h of continuous stirring, 0.6096 g [1.2 eq, 0.6 ml] of (3-Bromopropyl) trimethoxy silane was added drop-wise with nitrogen blanketing and stirring. The reaction was conducted at room temperature for 4 days, and then stopped by addition of 10 mL of ethyl acetate, followed by stirring for 1 h. The reaction vessel was opened to air, and the reaction mixture was filtered in a Buchner funnel to remove the salt formed, and the liquid was concentrated in a rotary evaporator to remove ethyl acetate and DMF to obtain the ether-linked AQ silane stock solution.
  • 24
  • [ 1273-86-5 ]
  • [ 51826-90-5 ]
  • C17H26FeO4Si [ No CAS ]
YieldReaction ConditionsOperation in experiment
With diethylaminomethyl-polystyrene In N,N-dimethyl-formamide at 20℃; Inert atmosphere; 7 Synthesis of an Ether-Linked Ferrocene Silane Example 7 Synthesis of an Ether-Linked Ferrocene Silane This example and the following Examples 8 and 9 describe compounds and methods of the invention for making an AIM-amide-linked sol-gel matrix and corresponding AIE of the invention. Hydroxymethyl ferrocene was reacted with (3-bromopropyl)trimethoxysilane to obtain the silane precursor, as shown in the following reaction scheme:
  • 25
  • [ 2867-47-2 ]
  • [ 51826-90-5 ]
  • C14H30NO5Si(1+)*Br(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
120 g In acetonitrile at 80℃; for 168h; 2 Example 2 124 g (0.79 mol) of 2- (dimethylamino) ethyl methacrylate, 192 g (0.79 mol) of (3-bromopropyl) trimethoxysilane, as a solvent were placed in a 2 L four-necked flask equipped with a stirrer, a thermometer, And 600 mL of acetonitrile, and the mixture was refluxed and stirred at an internal temperature of 80 ° C. for 1 week. Thereafter, the mixture was cooled to room temperature, and acetonitrile was distilled off under reduced pressure. 300 mL of ethyl acetate was added to the obtained residue to complete dissolution, and solid matter was precipitated by adding 700 mL of hexane. The supernatant was removed by decantation. Further, 120 g (0.30 mol) of the compound (I-2) represented by the following formula was obtained (NMR purity: 96%) by washing five times with 700 mL of hexane by decantation.
  • 26
  • [ 120-80-9 ]
  • [ 51826-90-5 ]
  • [ 108-18-9 ]
  • diisopropylammonium bis(catecholato)(3-bromopropyl)silicate [ No CAS ]
YieldReaction ConditionsOperation in experiment
97% at 40℃; for 1h; Inert atmosphere;
  • 27
  • [ 16872-09-6 ]
  • [ 51826-90-5 ]
  • C8H26B10O3Si [ No CAS ]
YieldReaction ConditionsOperation in experiment
81% Stage #1: 1,2-dicarba-closo-dodecaborane(12) With n-butyllithium In diethyl ether at 0 - 20℃; for 3h; Inert atmosphere; Stage #2: 1-bromo-3-trimethoxysilylpropane In diethyl ether at 20℃; for 25h; Inert atmosphere; 1 Example 1 Under nitrogen protection, 300 mg of o-carborane was dissolved in 9 ml of anhydrous ether,And cooled to 0 ° C, 1.6 ml of n-butyllithium was added dropwise, and stirred at room temperature for 3 hours,Cool again to 0 ° C, add 370 μl bromopropyltrimethoxysilane,The mixture was stirred at room temperature for 25 hours and then quenched with water.The mother liquor was extracted with 3 × 10 ml of ether and concentrated in vacuo.The substance A was obtained as a mono-substituted alkoxysilylcarborane with a yield of 81%.
  • 28
  • [ 109-99-9 ]
  • [ 51826-90-5 ]
  • trimethoxy(3-(tetrahydrofuran-2-yl)propyl)silane [ No CAS ]
YieldReaction ConditionsOperation in experiment
46% With bis(acetylacetonate)nickel(II); (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; sodium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; sodium bromide at 25℃; for 48h; Inert atmosphere; Irradiation;
  • 29
  • [ 13140-24-4 ]
  • [ 51826-90-5 ]
  • C27H15F43O10Si [ No CAS ]
YieldReaction ConditionsOperation in experiment
48% With potassium fluoride; copper(l) iodide In N,N-dimethyl-formamide at 40℃; for 12h; Inert atmosphere; 6 Perfluoroalkoxylation of 3-bromopropyltrimethoxysilane, the corresponding products can be used in anti-fingerprint coatings Take a round-bottomed flask of appropriate size into the magnet, weigh KF (11.6g, 200mmol) and CuI (1.52g, 8mmol,) into the round-bottomed flask, change argon three times, under argon protection,DMF (100 mL) was added, followed by dropwise addition of 3-bromopropyltrimethoxysilane (9.73 g, 40 mmol) and perfluoroalkyl ether acyl fluoride (139.4 g, 120 mmol), and the mixture was heated to 40° C. and stirred for 12 hours. After the reaction, water was added to the reaction system, and then ethyl acetate was added for extraction,Follow this operation to extract 3 times, wash once with saturated brine, combine the organic phases,Dry with anhydrous sodium sulfate, filter, spin dry,Finally, the target product (25.82g, 48% isolated yield) was obtained through vacuum distillation.
  • 30
  • [ 4316-42-1 ]
  • [ 51826-90-5 ]
  • 1-butyle-3-(trimethoxysilylpropyl)imidazolium bromide [ No CAS ]
YieldReaction ConditionsOperation in experiment
at 80℃; for 72h;
  • 31
  • [ 51826-90-5 ]
  • [ 111-33-1 ]
  • N,N'-bis(trimethoxysilylpropyl)-N,N'-dimethyl-1,3-propanediamine [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% at 130℃; for 5h; Inert atmosphere; 32 Synthesis of N,N'-bis(trimethoxysilylpropyl)-N,N'-dimethyl-1,3-propanediamine General procedure: A 5000 ml 3-neck flask was equipped with a condenser and a mechanical stirrer, and dried nitrogen was passed through the end of the condenser so that the entire apparatus was maintained under a nitrogen atmosphere. 1,719 g (8.89 mol) of N-methylaminopropyltrimethoxysilane was added to the flask under a dried nitrogen gas. While maintaining the flask at 130° C., while stirring vigorously with a mechanical stirrer, 700 g (4.45 mol) of 1-bromo-3-chloropropane was added through a dropping funnel over about 1 hour. The solution was stirred vigorously with a mechanical stirrer at 130° C. and reacted for 2 hours. After diluting the solution with 1 liter of normal-hexane and adding triethylamine to settle the precipitation, consumption of the starting material and the product were confirmed by gas chromatography. The reaction product was distilled under reduced pressure to obtain 1,262 g (yield 66.4%) of the product N,N'-bis(trimethoxysilylpropyl)-N,N'-dimethyl-1,3-propanediamine.
  • 32
  • [ 134319-34-9 ]
  • [ 51826-90-5 ]
  • 1-[3-(trimethoxysilyl)propyl]-3-undecanoylpyridinium bromide [ No CAS ]
YieldReaction ConditionsOperation in experiment
In acetonitrile at 40℃; for 72h; Inert atmosphere;
  • 33
  • [ 134319-34-9 ]
  • [ 51826-90-5 ]
  • 3-[1-(hydroxyimine)undecyl]-1-[3-(trimethoxysilyl)propyl]pyridinium bromide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With hydroxylamine In acetonitrile at 40℃; for 72h; Inert atmosphere;
  • 34
  • [ 134319-38-3 ]
  • [ 51826-90-5 ]
  • 1-[3-(trimethoxysilyl)propyl]-4-undecanoylpyridinium bromide [ No CAS ]
YieldReaction ConditionsOperation in experiment
In acetonitrile at 40℃; for 72h; Inert atmosphere;
  • 35
  • [ 134319-38-3 ]
  • [ 51826-90-5 ]
  • 4-[1-(hydroxyimine)undecyl]-1-[3-(trimethoxysilyl)propyl]pyridinium bromide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With hydroxylamine In acetonitrile at 40℃; for 72h; Inert atmosphere;
Same Skeleton Products
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