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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Vanillin, 4-hydroxy-3-methoxybenzaldehyde, is a food additive, and a modulator candidate for renal injury induced by cisplatin in experimental rats.
Synonyms: p-Vanillin; m-Methoxy-p-hydroxybenzaldehyde; NSC 48383
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Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
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Gendron, David ; Labrecque, Josée ;
Abstract: This report discusses the synthesis of a biosourced divanillin derivative obtained by Knoevenagel condensation. The compound was fully characterized by proton (1H), carbon (13C), heteronuclear single quantum coherence (HSQC), homonuclear correlation spectroscopy (COSY), and heteronuclear multiple bond correlation (HMBC) NMR, as well as high-resolution mass spectroscopy (HRMS). We also investigated the optical properties through UV-visible spectroscopy and Fourier-transform infrared (FTIR) spectroscopy. At last, the thermal properties of this divanillin derivative were evaluated by thermogravimetric analysis (TGA) as well as differential scanning calorimetry (DSC).
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Keywords: vanillin ; biosourced ; Knoevenagel condensation ; dyes ; organic pigments
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Vanillin based phthalonitrile and acetylene bifunctional resins
James D. Sitter ; Tyler Richardson ; Jean M. Wallace ; Clair Lusk ; Loren C. Brown ; Matthew Laskoski
Abstract: The renewable and biosynthetic molecule, vanillin, were used in the preparation of new phthalonitrile (PN) and ethynylbenzene (EB) bifunctional resins without pre-modification of the vanillin structure. This PN resin was characterized by differential scanning calorimetry, thermogravimetric analysis, nuclear magnetic resonance spectroscopy, rheometry, and single crystal x-ray diffraction. The monomers exhibited excellent rheometric viscosities below 250 Cp at processing temperatures and a good pot life. After complete curing, the PN polymers exhibited thermal stability above 500℃, a glass transition temperature (Tg) above the final postcure temperature of 380℃, and exceptional retention of structural integrity over a large temperature range. These results suggest that vanillin derived EBPN based resins are excellent candidates for use in a variety of applications where high temperature and mechanical stability is critical.
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Keywords: biopolymers and renewable polymers ; resins ; thermosets
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CAS No. : | 121-33-5 |
Formula : | C8H8O3 |
M.W : | 152.15 |
SMILES Code : | C1=C(OC)C(=CC=C1C=O)O |
Synonyms : |
p-Vanillin; m-Methoxy-p-hydroxybenzaldehyde; NSC 48383
|
MDL No. : | MFCD00006942 |
InChI Key : | MWOOGOJBHIARFG-UHFFFAOYSA-N |
Pubchem ID : | 1183 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H319-H412 |
Precautionary Statements: | P273-P305+P351+P338 |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
86% | With potassium carbonate In N,N-dimethyl-formamide; acetonitrileReflux | General procedure: A mixture of the corresponding halide (0.010 mol), hydroxybenzaldehyde (0.011 mol), and potassium carbonate (2.00 g, 0.0145 mol) in a mixture of acetonitrile-DMF (20 mL, 8 : 2, v/v) was refluxed for 5-7 h with stirring (TLC monitoring). After evaporation of the solvents, the residue was treated with water, a precipitate formed was filtered off, washed with 30percent aqueous methanol, and dried in air. Yields and physicochemical characteristics of aldehydes 9-12 are given in Table 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In isopropyl alcohol; for 3h;Heating / reflux; | Added 10 mg huperzine A and 8 mg vanillin in 5 mL isopropanol; stirred at reflux for 3 hours; stripped solvent in vacuo to yield 16 mg product. MS:377(M+1). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate; In N,N-dimethyl-formamide; at 80℃; for 12h; | General Procedure A: A solution of an appropriate substituted benzaldehyde (1.65 g, 10.86 mmol) and aryl fluoride (10.26 mmol) in DMF (15 ml_) was treated with K2CO3 (2.83 g, 21.72 mmol), and the mixture was heated in an oil bath at 80 0C for 12 h. The reaction was cooled to RT and partitioned between EtOAc and H2O. The organic phase was washed with water (3x), dried over Na2SO4 and concentrated in vacuo. Silica gel chromtagraphy (EtOAc/hexanes) afforded the pure product.Example 1; 4-r4-(2,4-Dioxo-thiazolidin-5-ylidenemethyl)-2-methoxy-phenoxy1-3- trifluoromethvl-benzonitrileA. 4-(4-Formyl-2-methoxy-phenoxy)-3-trifluoromethyl-benzonitrile was prepared from vanillin and <strong>[67515-59-7]4-fluoro-3-trifluoromethylbenzonitrile</strong> following General Procedure A. 1H NMR (400 Hz, CDCI3) £10.00 (s, 1 H), 8.00 (m, 1 H), 7.68 (dd, 1 H), 7.58-7.53 (m, 2H), 7.29 (d, 1 H), 6.75 (d, 1 H), 3.83 (s, 3H); LC/MS (m/z) [M+1]+ 322.1 (calculated for CI6HH F3NO3, 322.06). | |
With potassium carbonate; In N,N-dimethyl-formamide; at 80℃; for 12h; | General Procedure A: A solution of an appropriate substituted benzaldehyde (1.65 g, 10.86 mmol) and aryl fluoride (10.26 mmol) in DMF (15 mL) was treated with K2CO3 (2.83 g, 21.72 mmol), and the mixture was heated in an oil bath at 80 C. for 12 h. The reaction was cooled to RT and partitioned between EtOAc and H2O. The organic phase was washed with water (3×), dried over Na2SO4 and concentrated in vacuo. Silica gel chromtagraphy (EtOAc/hexanes) afforded the pure product.; A. 4-(4-Formyl-2-methoxy-phenoxy)-3-trifluoromethyl-benzonitrile was prepared from vanillin and <strong>[67515-59-7]4-fluoro-3-trifluoromethylbenzonitrile</strong> following General Procedure A. 1H NMR (400 Hz, CDCl3) delta 10.00 (s, 1H), 8.00 (m, 1H), 7.68 (dd, 1H), 7.58-7.53 (m, 2H), 7.29 (d, 1H), 6.75 (d, 1H), 3.83 (s, 3H); LC/MS (m/z) [M+1]+322.1 (calculated for C16H11F3NO3, 322.06). | |
With potassium carbonate; In N,N-dimethyl-formamide; at 80℃; for 12h; | A solution of vanillin (1.65 g, 10.86 mmol) and <strong>[67515-59-7]4-fluoro-3-trifluoromethyl-benzonitrile</strong> (10.26 mmol) in DMF (15 mL) was treated with K2CO3 (2.83 g, 21.72 mmol), and the mixture was heated in an oil bath at 80 C. for 12 h. The reaction was cooled to RT and partitioned between EtOAc and H2O. The organic phase was washed with water (3×), dried over Na2SO4 and concentrated in vacuo. Silica gel chromtagraphy (EtOAc/hexanes) afforded the title compound. 1H NMR (400 Hz, CDCl3) delta 10.00 (s, 1H), 8.00 (m, 1H), 7.68 (dd, 1H), 7.58-7.53 (m, 2H), 7.29 (d, 1H), 6.75 (d, 1H), 3.83 (s, 3H); LC/MS (m/z) [M+1]+ 322.1 (calculated for C16H11F3NO3, 322.06). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
phosphomolybdic acid; In water; at 170℃; under 7500.75 Torr;Inert atmosphere; | Experiments 01-11 and Blank Sample (see Table 1):In a typical experiment, 9.13 g of the POM H3PMo12O40 were dissolved in 100 ml of water or a water/alcohol mixture, which corresponds formally to a 0.05 molar solution. This was then transferred into a 500 ml autoclave (Premex Reactor AG, Lengnau, Switzerland). Before the closure of the reactor, 1 g of pulverulent lignin was added. The reaction mixture was then contacted three times with 5 bar of oxygen or nitrogen and vented, in order to displace the air initially present. Finally, the reactor was filled with 5 bar of oxygen or 10 bar of nitrogen. The reaction mixture was heated to 170 C. at a rate of 8 K/min at a stirrer speed of 1200 rad/min. The mixture was kept at 170 C. for 20 minutes. The liquid phase was removed after 20 minutes. This was followed by the sampling through a water-cooled cooling coil. The sample was filtered once and then extracted three times with 10 ml of chloroform. 30 mul of n-decane were added to the organic phase as an internal standard for the GC-MS analysis (Fisons instruments GC8000/MD800; column from Restek Rtx-5MS 30 m×0.25 mm×0.25 mum).In experiments 03, 04, 08, 09, 10 and 11, free-radical scavengers (methanol, ethanol) were used.In experiment 02, a second liquid phase in the form of 30 ml of chloroform was added before the closure of the reactor.In experiment 05, 9.45 g of the POM Na3PMo12O40 were used. In the blank sample, no POM was used.Experiment 12 and Wu et al. (G. X. Wu, M. Heitz, E. Chornet, Ind. Eng. Chem. Res. 33, 718 (March, 1994)) (see table 1):The experimental method in experiment 12 is kept analogous to Wu et al. 10 g of lignin were dissolved in 100 ml of a 3 molar sodium hydroxide solution. The solution was added to a 500 ml autoclave, and the catalyst system consisting of 500 mg of copper sulfate and 50 mg of iron chloride was added. The reactor was closed and filled three times with oxygen at 10 bar and emptied, in order to displace the air originally present. Subsequently, the reaction vessel was placed under pressure with 13.2 bar of oxygen. The reaction mixture was heated to 170 C. at a rate of 8 K/min at a stirrer speed of 1200 rad/min. The mixture was kept at 170 C. for 20 minutes. The liquid phase was withdrawn after 20 minutes. The sampling was effected through a water-cooled cooling coil.In experiment 01, lignin was treated in a 0.05 molar aqueous H3PMo12O40 solution under inert gas. In the course of this, the color of the solution changed from yellowish to dark blue. This shows clearly that the polymolybdate used was reduced. By means of GC-MS analysis, 0.56 mg of lignin-based products (principally vanillin) was quantified.The yield of lignin-based products could be increased by approx. 30% by in situ extraction (cf. experiment 01 with experiment O2). To this end, a second liquid phase (chloroform) was added to the reaction mixture. This has a higher solubility for the desired degradation products and can therefore withdraw any products formed from the actual reaction medium (aqueous POM solution) before possible further reactions destroy the products formed again.The degradation of lignin with 0.05 molar H3PMo12O40 solution under oxygen (experiment 06) likewise increased the yield compared to the degradation under inert gas (experiment 01). After the experiment under oxygen, in contrast to the experiment under inert gas, only slight discoloration of the solution to yellow-greenish was detected, i.e. the polyoxomolybdate was reduced only very slightly, if at all. This leads to the suspicion that the POM is reoxidizable under the conditions used and, in this case, oxygen is consumed by the POM during the degradation of lignin.Experiment 07 shows that various lignin types can be used and that the yield of chemicals here is within the same order of magnitude. According to the manufacturer, the lignin from Aldrich (batch No. 09724CE) is a softwood lignin (principally from spruce wood), which was obtained in the Kraft process. The lignin from the Granit process was, in contrast, obtained from plants utilized in agriculture and therefore has a different chemical structure.In experiment 05, the POM used was the sodium salt Na3PMo12O40 corresponding to H3PMo12O40. The yield of chemicals is noticeably higher in this experiment. It is therefore found that changes in the POM system used which are slight from a chemical point of view can affect the yield of desired products. The use of a very substantially optimal POM system is therefore of crucial significance for the attainment of high yields.The positive effect of the free-radical scavenger with regard to the yield of chemicals was demonstrated in experiments 03 and 04 compared to experiment 01 and the blank sample. In experiments 03 and 04, ethanol and methanol were used as free-radical scavengers. Using the free-radical scavengers, the yield was enhanced from 0.56 mg to 1.17 mg in the case of ethanol and to 2.38 mg in the case of methanol.In the case of t... |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
44% | General procedure: To a solution of the corresponding aromatic aldehyde (0.27 mmol) in EtOH (0.5 mL) was added urea (0.54 mmol) and CuSO4·5H2O (0.054 mmol). The mixture was stirred at 80 °C for 15 minutes before tetrahydrocurcumin or tetrahydrodemethoxycurcumin (0.27 mmol) was added. The reaction mixture was continued stirring for 24 hours and quenched with water (2 mL). The solution was washed with water (10 mL) and extracted with EtOAc (415 mL). The combined organic phases were washed with brine, dried over MgSO4 and concentrated under reduced pressure to afford crude product as a yellow brown oil. Purification was accomplished by column chromatography eluting with 60percent-75percent EtOAc/hexane to furnish compounds 8-17. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
61% | With acetic acid; In ethanol; at 80℃; for 0.166667h;Microwave irradiation; | General procedure: A mixture of compound 2 (0.0549 g, 0.0003 mol), the appropriate aromatic aldehyde (0.00033 mol) and glacial acetic acid (0.1 mL) in ethanol (5 mL) was heated under microwave (20 W) at 80 °C for 10 min. On cooling, the precipitated solid was collected by filtration, washed with water, dried and crystallized to give compounds 3-29. |
In ethanol; at 70 - 80℃; for 3h; | General procedure: The mixture of <strong>[78364-55-3]6-fluoro-2-hydrazinylbenzo[d]thiazole</strong> (2) (0.01 mol) and benzalde-hyde/substituted benzaldehyde (0.01 mol) was reuxed in ethanol (15 ml) at 70?80 °C for 3 h. The separated product obtained was ltered off, washed withdistilled water and recrystallized from methanol to give the correspondinghydrazone. The product obtained was further dissolved in acetic acid (20 ml) atroom temperature followed by the addition of sodium acetate (0.5 g). Bromine(2 mmol) in acetic acid (10 ml) was added dropwise to the reuxing reactionmixture. After 1 h, the mixture was poured onto crushed ice (100 g). The precipitateobtained was ltered off and crystallized from ethanol-dimethylformamide (1:1) togive crystals of (3a?3t). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96% | With hydrogen; at 20℃; under 7500.75 Torr; for 18h;Industrial scale; | 1 kg of vanillin, 13.1 liters of n-butanol (vanillin concentration of 0.5 mol / L), 0.2 kg of catalyst A and 0. 05 kg of catalyst E were added to the reactor and charged with IMPa hydrogen, Heated to 20 C reaction 18h, the detection of vanillin reaction is complete, stop heating, until the reaction tank after cooling the catalyst, the catalyst directly dry and then use. The filtrate was subjected to rotary evaporation to excess excess butanol, To give vanillin butyl ether 1. 33 kg, yield 96%, purity> 98%. |
68.55% | 100.00 g of vanillin was dissolved in 243.59 g of n-butanol,Stirring and stirring, the metal catalyst Pb-C 2.97g was charged.Filled with 1.8MPa hydrogen, heated to 60 ~ 70 C reaction for 8 hours,The vanillin reaction is completely detected, the heating is stopped, and after the reaction liquid is cooled, the metal catalyst Pb-C is recovered by filtration, and the filtrate is put into the reaction tank.14.87 g of aluminum trichloride was added, and the temperature was raised to 60 to 70 C for 12 hours.After cooling to room temperature, the solid in the reaction liquid was removed by filtration, the residue was washed, and the washing liquid was combined with the filtrate, and the mixture was distilled under reduced pressure to obtain a crude colorless liquid.After washing with 100 g of water, the organic phase was separated and vacuum distilled at 165 C.94.74 g of vanillyl butyl ether was obtained in a yield of 68.55% and a purity of >98%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
22% | With thionyl chloride; In ethanol; at 75℃; | To a solution of methyl 4-acetylbenzoate 22a (0.297 g, 1.67 mmol, 1 equiv) and vanillin (0.254 g, 1.67 mmol, 1 equiv) in EtOH (1.37 mL) was slowly added thionyl chloride (83 jiL, 1.14 mmol, 0.7 equiv). The mixture was heated overnight at 75 C. The reaction mixture wasconcentrated under reduced pressure. The crude product was purified by flash chromatography on silica gel column (hexanes/EtOAc 10:0 to 10:10 (v/v) in 30 mm) to afford a yellow solid (119 mg, 0.380 mmol, 22 %).HPLC Purity = 83%; tr = 5.05 mm; ?H NMR (400 MHz, CDC13) oe 8.12-8.22 (d, J=8.6 Hz, 2H), 8.01-8.07 (m, J=8.6 Hz, 2H), 7.76 (d, J15.8 Hz, 1H), 7.35 (d, J15.8 Hz, 1H), 7.24 (dd,J=1.4, 8.2 Hz, 1H), 7.14 (d, J=1.4 Hz, 1H), 6.97 (d, J=8.2 Hz, 1H), 4.43 (q, J=7.1 Hz, 2H), 3.98 (s, 3H), 1.43 (t, J=7.1 Hz, 3H); 13C NMR (101 MHz, CDC13) oe 189.6, 165.2, 148.4, 146.6, 146.1, 141.9, 133.4, 129.7, 128.2, 126.9, 123.6, 119.7, 114.9, 110.1, 61.4, 56.1, 31.9, 14.3. MS (ESIj:m1z=327[M+H]. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate; In acetonitrile; at 100℃; for 8h; | General procedure: Hydroxyl aldehyde dissolved in acetonitrile (ACN; 5.0 mL) was addedto a solution of intermediate 2 (1.0mmol) and potassium carbonate(1.2mmol) in ACN (25.0 mL) by dripping funnel (1.0mmol), refluxed for8 h, filtered, and concentrated under vacuum. The crude compound waspurified by flash chromatography on silica gel with n-hexane/EtOAc(3:1, v/v) to obtain the desired intermediate 3 as a white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 25℃; for 16h;Inert atmosphere; | o a solution of (l-methylpyrazol-4-yl) methanol (300 mg, 2.68 mmol, 1.00 equiv.), 4-hydroxy-3-methoxybenzaldehyde (448 mg, 2.95 mmol, 1.10 equiv.) and triphenylphosphine (773 mg, 2.95 mmol, 1.10 equiv.) in tetrahydrofuran (3 mL) was added diisopropylazodicarboxylate (573 uL, 2.95 mmol, 1.10 equiv.) drop-wise maintaining the temperature at 0°C under a nitrogen atmosphere and the reaction mixture was stirred at 25 °C for 16 hours. The reaction mixture was diluted with water (20 mL) and the aqueous layer extracted with ethyl acetate (20 mL x3). The combined organic layer was washed with brine (20 mL), dried over sodium sulfate, filtered and concentrated in vacuo. The crude product was purified by preparative HPLC to afford the desired product as a brown solid. MS (ESI+) m/z 247.0 (M+H)+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
66.43% | With potassium carbonate; In acetone; for 4h;Reflux; | General procedure: To a solution of various substituted phenols (1 mmol) in dry acetone (30 mL) K2CO3 (1 mmol)and compound 3 or 4 (1 mmol) were added. After being stirred for 4 h at reflux temperature, thereaction mixture was cooled, filtered, and concentrated under vacuum. Then the residue was dilutedwith 30 mL ethyl acetate and sequentially washed with 30 mL 1 M HCl, aq. NaHCO3 solution andbrine in order. The organic layer was dried over MgSO4 and concentrated in vacuo. Purification of theresidue by chromatography on silica gel furnished target compounds. 1H-NMR, 13C-NMR and massspectroscopy (MS) of compounds 5a-m and 6a-m are shown in Supplementary Materials. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | General procedure: 9-Acetylanthracene (13.62 mmol) was dissolved in ethanol (80 mL) and 50% NaOH solution (15 mL) was added to the mixture and stirred for 30 min. 4'-hydroxybenzaldehyde (13.82 mmol) was added to the reaction mixture at room temperature. The completion of reaction was monitored by TLC and was taken 12 h. Part of ethanol was evaporated and residue precipitated in water and acidified with 2 N HCl to pH 4-5 range for full precipitation. The mixture was filtered and washed with warm water several times. The yellow solid was obtained. Yield 3.52 g (80%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92% | With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; Petroleum ether; at 100℃; for 0.5h; | (1) Take 10g erythritol, 10g vanillin, 2g of p-toluenesulfonic acid is dissolved in 10g of N,N-dimethylformamide and 10g of petroleum ether, the reaction was carried out at 100 C for 0.5 hour. Cool to room temperature to precipitate a white precipitate, suction filtration, wash with a small amount of deionized water, then drying it to obtain an intermediate of the formula (VI), the yield is 92%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90.51% | With potassium borohydride; In ethyl acetate; at 30 - 40℃; for 3h; | 100.00 g of vanillin was dissolved in 231.65 g of ethyl acetate.Stir and dissolve, and add 28.36 g of potassium borohydride and 60.85 g of chlorobutane.The reaction was carried out at 30 to 40 C for 4 hours.After cooling to normal temperature, the solid in the reaction liquid was removed by filtration, and the residue was washed, and the washing liquid was combined with the filtrate, and the mixture was distilled under reduced pressure to obtain a crude colorless liquid.Vacuum distillation at 165 C,125.09 g of vanillyl butyl ether was obtained in a yield of 90.51% and a purity of >99%. This example differs from Example 1 in that the alkylating agent is chlorobutane and the rest are the same as in Example 1. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98.13% | With potassium borohydride; In ethyl acetate; at 30 - 40℃; for 3h; | 100.00 g of vanillin was dissolved in 231.65 g of ethyl acetate.Stirring and stirring, and adding 28.36 g of potassium borohydride,108.07 g of bromobutane was reacted at 30 to 40 C for 3 hours.After cooling to normal temperature, the solid in the reaction liquid was removed by filtration, and the residue was washed, and the washing liquid was combined with the filtrate, and the mixture was distilled under reduced pressure to obtain a crude colorless liquid.Vacuum distillation at 165 C gave 135.62 g of vanillyl butyl ether in a yield of 98.13% and a purity of >99%. The difference between this embodiment and the embodiment 1 is that the reaction time is 3 hours.The molar ratio of vanillin to bromobutane was 1:1.2, and the others were the same as in Example 1. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
69% | for 0.2h;Microwave irradiation; | General procedure: Second step consists of condensation of <strong>[6761-52-0]3-aminopyrazine-2-carbohydrazide</strong> (0.5 gm, 0.003 mol) with aromatic aldehydes (0.5 gm, 0.008 mol) using microwaveirradiation (8 - 10 min, 350 W). After cooling and filtration,the product was recrystallized using ethanol [6, 9] (Fig. 1). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
General procedure: Dissolve vanillin in acetonitrile, add K2CO3 (2.0 eq.) and stir at room temperature for 30 min, add intermediate A (1.0 eq.) and potassium iodide (0.2 eq.), heat to reflux and stir for 4-6 h, TLC monitor the progress of the reaction. After the reaction was completed, extract with ethyl acetate, recrystallize from ethanol, or separate and purify by silica gel column chromatography to obtain intermediates B. |
Tags: Vanillin | p-Vanillin | m-Methoxy-p-hydroxybenzaldehyde | p-Hydroxy-m-methoxybenzaldehyde | Endogenous Metabolite | 121-33-5 |
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P311 | Call a POISON CENTER or doctor/physician. |
P312 | Call a POISON CENTER or doctor/physician if you feel unwell. |
P313 | Get medical advice/attention. |
P314 | Get medical advice/attention if you feel unwell. |
P315 | Get immediate medical advice/attention. |
P320 | |
P302 + P352 | IF ON SKIN: wash with plenty of soap and water. |
P321 | |
P322 | |
P330 | Rinse mouth. |
P331 | Do NOT induce vomiting. |
P332 | IF SKIN irritation occurs: |
P333 | If skin irritation or rash occurs: |
P334 | Immerse in cool water/wrap n wet bandages. |
P335 | Brush off loose particles from skin. |
P336 | Thaw frosted parts with lukewarm water. Do not rub affected area. |
P337 | If eye irritation persists: |
P338 | Remove contact lenses, if present and easy to do. Continue rinsing. |
P340 | Remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P341 | If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P342 | If experiencing respiratory symptoms: |
P350 | Gently wash with plenty of soap and water. |
P351 | Rinse cautiously with water for several minutes. |
P352 | Wash with plenty of soap and water. |
P353 | Rinse skin with water/shower. |
P360 | Rinse immediately contaminated clothing and skin with plenty of water before removing clothes. |
P361 | Remove/Take off immediately all contaminated clothing. |
P362 | Take off contaminated clothing and wash before reuse. |
P363 | Wash contaminated clothing before reuse. |
P370 | In case of fire: |
P371 | In case of major fire and large quantities: |
P372 | Explosion risk in case of fire. |
P373 | DO NOT fight fire when fire reaches explosives. |
P374 | Fight fire with normal precautions from a reasonable distance. |
P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
P377 | Leaking gas fire: Do not extinguish, unless leak can be stopped safely. |
P378 | |
P380 | Evacuate area. |
P381 | Eliminate all ignition sources if safe to do so. |
P390 | Absorb spillage to prevent material damage. |
P391 | Collect spillage. Hazardous to the aquatic environment |
P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
P370 + P380 | In case of fire: Evacuate area. |
P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
Storage | |
Code | Phrase |
P401 | |
P402 | Store in a dry place. |
P403 | Store in a well-ventilated place. |
P404 | Store in a closed container. |
P405 | Store locked up. |
P406 | Store in corrosive resistant/ container with a resistant inner liner. |
P407 | Maintain air gap between stacks/pallets. |
P410 | Protect from sunlight. |
P411 | |
P412 | Do not expose to temperatures exceeding 50 oC/ 122 oF. |
P413 | |
P420 | Store away from other materials. |
P422 | |
P402 + P404 | Store in a dry place. Store in a closed container. |
P403 + P233 | Store in a well-ventilated place. Keep container tightly closed. |
P403 + P235 | Store in a well-ventilated place. Keep cool. |
P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
P411 + P235 | Keep cool. |
Disposal | |
Code | Phrase |
P501 | Dispose of contents/container to ... |
P502 | Refer to manufacturer/supplier for information on recovery/recycling |
Physical hazards | |
Code | Phrase |
H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
H225 | Highly flammable liquid and vapour |
H226 | Flammable liquid and vapour |
H227 | Combustible liquid |
H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
H290 | May be corrosive to metals |
Health hazards | |
Code | Phrase |
H300 | Fatal if swallowed |
H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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