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[ CAS No. 872-36-6 ]

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Chemical Structure| 872-36-6
Chemical Structure| 872-36-6
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CAS No. :872-36-6 MDL No. :MFCD00005380
Formula : C3H2O3 Boiling Point : 162°C at N/A mmHg
Linear Structure Formula :- InChI Key :N/A
M.W :86.05 g/mol Pubchem ID :13385
Synonyms :

Safety of [ 872-36-6 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P273-P280-P305+P351+P338-P312 UN#:2810
Hazard Statements:H302-H311-H315-H317-H318-H373-H411 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 872-36-6 ]

  • Upstream synthesis route of [ 872-36-6 ]
  • Downstream synthetic route of [ 872-36-6 ]

[ 872-36-6 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 3967-54-2 ]
  • [ 872-36-6 ]
YieldReaction ConditionsOperation in experiment
96.5% With 4-tert-Butylcatechol; triethylamine In ethyl acetate at 25 - 30℃; for 1.66667 h; Flow reactor; Large scale 61.3 kg (500 µM) chlorinated ethylene carbonate with the 151 kg (1500 µM) triethylamine, 120 kg ethyl acetate and 61.3g para-tertiary butyl catechol in fully dissolved after mixing in the mixer, to 0.05 m/s velocity of flow injection level in a tubular reactor, in the 25 - 30 °C reaction 100 minutes after filtering to remove the solid, triethylamine hydrochloride for 30percent in liquid caustic soda and processing, by the steam (0.25 mpa) indirect heating of the liquid triethylamine through after the condenser cooling liquid in the dechlorination section to apply, the filtrate is distilled under reduced pressure recovering ethyl acetate rectifying after, pressure is 0.098 mpa, collection 160 °C -165 °C fraction is vinylene carbonate, the yield is 96.5percent, GC content of 99.5percent.
95% With 3-amino-2-propanol In ethyl acetate at 4℃; for 3 h; (a)    10 g of Chloro ethylene carbonate prepared in step (a) was dissolved in 10 L of ethyl acetate, and 30 g of a catalyst (the ratio of copper oxide, zinc oxide and nickel oxide was 1: 1: 1), 12 mol of isopropanolamine and then reacted at 4 ° C for 3 hours to produce Vinylene Carbonate; (a)    The product obtained in step (b) was subjected to suction filteration and the residue was taken and placed in 4 ° C n-hexane. The mixture was stirred and centrifuged. The crystals were vacuum dried at 0 ° C and the final yield of vinylene carbonate is 95percent (based on ethylene carbonate), purity is 99.5percent, free chlorine content is 3 ppm, water content is 3 ppm.
85% at 55℃; for 5 h; (B) Take 10mol chlorinated ethylene carbonate prepared in step (a) dispersed in 50LMethyl silicone oil, followed by addition of 12.25g of p-benzoquinone, 15mol of ethanolamine at 55 for 5 hours to generateVinylene carbonate(C) The product obtained in step (b) was subjected to suction filtration, and the filtrate was subjected to vacuum distillation (temperature 55 ° C) in a nitrogen-sealed environment (nitrogen content of less than 0.5 ppm, absolute pressure of 100 kPa) The final yield of vinylene carbonate was 85percent (as ethylene carbonate), with a purity of 98.5percent, a free chlorine content of 3 ppm and a water content of 3 ppm.
80% for 0.5 - 6.5 h; Gas phase Example 3 (Fluidized Bed Experiment); The apparatus is shown in FIG. 1.A Quartz glass reactor (R1) which has an internal diameter of 50 mm and a height of 700 mm was used for carrying out the experiment. A centrally mounted paddle stirrer with offset paddles at a height of 150 mm was present in the reactor. The stirrer is sealed from the atmosphere by means of a gland. The fluidized bed is brought to reaction temperature and kept at said temperature by means of external electrical heating. A stream of chloroethylene glycol carbonate that was vaporized in a gentle manner in an upstream evaporator (W1) after feeding via a pump in a stream of nitrogen was into the reactor. The gas emerging from the reactor was condensed by cooling, and the samples taken every 30 minutes from the collecting container (B1) were analysed by gas chromatography. The waste gas is scrubbed HCl-free with the aid of an alkaline scrubber (B2). The starting material chloroethylene glycol carbonate was added at about 4 g*min-1. In addition, an inert gas stream of 2.5 1*min-1 was introduced into the reactor. 180 g of a catalyst impregnated with ZnCl2 as described in abovementioned Example 2 were present in the reactor. The mean particle size determined by laser diffraction was 126 μm. Complete conversion were initially observed. The secondary components detected by gas chromatography were substantially acetic acid and chloroacetaldehyde, and the main product was VC. The conversion was stable for several hours and then decreased slowly as a result of coking of the catalyst. The variation of the conversion and the selectivities with respect to the by products is listed in Table 1 below.
69% at 400℃; for 2 - 50 h; Gas phase Comparative Example (Tubular Reactor, Fixed Bed)The experimental setup corresponded to that outlined in FIG. XX (1?). with the difference that the fluidized-bed reactor was replaced by a tubular reactor having a stationary catalyst bed. The reactor tube was about 2 m long and electrically thermostated and had an internal diameter of 40 mm. 2300 ml=1180 g of catalyst, prepared as described in Example 1, were introduced. The catalyst bed had a height of about 183 cm.6 thermocouples which permit monitoring of the internal temperature were mounted along the bed axis.In a nitrogen stream, the reactor was heated to 400° C. and the CGC metering into the evaporator was started.The catalyst is loaded with 1000 g of CGC per hour, evaporated in a nitrogen stream of 50-60 1(S.T.P.)/h. The temperature variation in the reactor tube and the reduction of the conversion after 50 hours showed that the catalyst bed had to be regenerated.At this point in time, VC had been obtained in an average yield of 69percent of theory.
112.31 g
Stage #1: for 0.2 h; Inert atmosphere
Stage #2: at 40℃; for 3 h; Inert atmosphere
Weighing 250g content of 81percent chlorinated ethylene carbonateAnd 1 g of BHT were charged into a three-necked flask;The flask was purged with nitrogen for 12 minutes;Open electric mixing,Heating and setting the temperature to 40 ° C,Under nitrogen protection,The solution was slowly added dropwise to the flask through a constant-pressure dropping funnel500 g of triethylamine / DMC solution,Dropping time control in 1.5h,After the dropwise addition,Continue to heat reaction to stop reaction after 1.5h,While hot filter,The filter cake was washed with 200 g of DMC,The vacuum distillation operation was then carried out at a vacuum of 2 mm Hg,Fractions of 41-41 ° C were collected,Calculated:Content 98.56percentThe yield was 79percent.

Reference: [1] Patent: CN104844556, 2017, B, . Location in patent: Paragraph 0029; 0030
[2] Patent: CN106699720, 2017, A, . Location in patent: Paragraph 0017
[3] Patent: CN106632225, 2017, A, . Location in patent: Paragraph 0017; 0018; 0019; 0020; 0021
[4] Patent: US2009/176997, 2009, A1, . Location in patent: Page/Page column 2-3
[5] Patent: WO2006/119911, 2006, A1, . Location in patent: Page/Page column 4
[6] Patent: US2009/176997, 2009, A1, . Location in patent: Page/Page column 3
[7] Patent: WO2006/119911, 2006, A1, . Location in patent: Page/Page column 5
[8] Journal of the Chemical Society, 1957, p. 618,620
[9] Journal of the American Chemical Society, 1955, vol. 77, p. 3789,3791
[10] Patent: US6395908, 2002, B1,
[11] Patent: CN105384718, 2016, A, . Location in patent: Paragraph 0035; 0036; 0037
[12] Patent: CN105384720, 2016, A, . Location in patent: Paragraph 0024
  • 2
  • [ 5130-24-5 ]
  • [ 872-36-6 ]
YieldReaction ConditionsOperation in experiment
95.6% at 34 - 49℃; for 0.0555556 h; Flow reactor; Sonication; Inert atmosphere (1) The apparatus used in the method comprises an enhanced mass transfer type microchannel reactor 1, a meter, The microfilter 12, the enhanced mass transfer type microchannel reactor comprises a preheater-4, a preheater 25, an ultrasonic device 11, and a plurality of The microchannel module 6 made of ceramic, each microchannel module 6 comprises a core structure having a core structure, a hydraulic forceA spiral tubular microchannel 7 having a diameter of 0.5, an exhaust valve 8, a nitrogen replacement valve 9, and an ultrasonic device 11 are provided in a spiral tube microThe outer wall of the track 7 is provided with a discharge valve 10 on one of the outermost side of the microchannel module, (2) The mixture was mixed with vinyl carbonate and vinylsulfite to obtain a mixed solution, and the mixture was measured by measuring Chestnut 2 Input Preheater-4 Preheat to 34 °C, triethylamine through the metering pump two 3 was fed to preheater two 5 and preheated to 34 deg.C, The microchannel module 6 was replaced with nitrogen gas by means of a nitrogen replacement valve 9, and the preheated mixed solution, triethylamine Is fed to the helical tubular microchannel 7 in the outermost microchannel module 6 without the discharge valve 6 and heated to 49 °C The post-mixing reaction was carried out for 200 s, the molar ratio between vinyl chlorocarbonate and triethylamine was 1: 1.9 and the molar ratio of vinyl chlorocarbonate and The flow rate of triethylamine was controlled, the flow rate of ethylene carbonate was 0.3 mL / miη, the flow rate of triethylamine was 0.5 mL / min, After the completion of the product from the exhaust valve 8 out, transferred to the micro-filter 12 to get the crude filter, measured GC, ethylene carbonate content For 94.3percent, the crude product into the rectifier distillation distillation to obtain vinylene carbonate, distillation kettle pressure 10mmHg, the temperature of the fraction of the product was sampled at 35-45 °C and analyzed. The content of vinylene carbonate was 99.98percent, the yield was 95.6percent, the water Min 0.1ppm, free acid 0.1ppm.
Reference: [1] Patent: CN106749155, 2017, A, . Location in patent: Paragraph 0027-0056
  • 3
  • [ 3967-54-2 ]
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  • [ 554-68-7 ]
Reference: [1] Patent: US6699998, 2004, B2, . Location in patent: Page column 6
[2] Patent: US6699998, 2004, B2, . Location in patent: Page column 6
  • 4
  • [ 96-49-1 ]
  • [ 872-36-6 ]
Reference: [1] Chemische Berichte, 1992, vol. 125, # 2, p. 473 - 478
  • 5
  • [ 3967-54-2 ]
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  • [ 107-20-0 ]
  • [ 64-19-7 ]
Reference: [1] Patent: WO2006/119909, 2006, A1, . Location in patent: Page/Page column 6-7; 8-9
  • 6
  • [ 3967-54-2 ]
  • [ 60-29-7 ]
  • [ 121-44-8 ]
  • [ 872-36-6 ]
Reference: [1] Journal of the American Chemical Society, 1955, vol. 77, p. 3789,3791
  • 7
  • [ 872-36-6 ]
  • [ 77356-14-0 ]
  • [ 22539-93-1 ]
  • [ 492-70-6 ]
  • [ 77356-16-2 ]
  • [ 77356-15-1 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981, p. 12 - 23
  • 8
  • [ 872-36-6 ]
  • [ 77356-14-0 ]
  • [ 22539-93-1 ]
  • [ 492-70-6 ]
  • [ 77356-16-2 ]
  • [ 77356-15-1 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981, p. 12 - 23
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