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[ CAS No. 132900-75-5 ] {[proInfo.proName]}

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Chemical Structure| 132900-75-5
Chemical Structure| 132900-75-5
Structure of 132900-75-5 * Storage: {[proInfo.prStorage]}
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Product Details of [ 132900-75-5 ]

CAS No. :132900-75-5 MDL No. :MFCD26143191
Formula : C35H36O10 Boiling Point : -
Linear Structure Formula :- InChI Key :NLGINBDFXRCWQW-UHFFFAOYSA-N
M.W : 616.65 Pubchem ID :9917022
Synonyms :

Safety of [ 132900-75-5 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 132900-75-5 ]

* 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 [ 132900-75-5 ]

[ 132900-75-5 ] Synthesis Path-Downstream   1~4

YieldReaction ConditionsOperation in experiment
As nematic compound A2 in the above Examples the following compounds may, for example, be employed: ...4-({4-[4-(acryloyloxy)butoxy]benzoyl}oxy)-3-methylphenyl 4-[4-(acryloyloxy)butoxy]-3-methylbenzoate;2-methylbenzene-1,4-diyl bis{4-[4-(acryloyloxy)butoxy]-2-methylbenzoate};4-({4-[4-(acryloyloxy)butoxy]-2-methylbenzoyl}oxy)-3-methylphenyl 4-[4-(acryloyl-oxy)butoxy]-2,5-dimethylbenzoate;2-methylbenzene-1,4-diyl bis{4-[4-(acryloyloxy)butoxy]-2,5-dimethylbenzoate};2-methylbenzene-1,4-diyl bis{4-[4-(acryloyloxy)butoxy]benzoate};4-({4-[4-(acryloyloxy)butoxy]-3,5-dimethylbenzoyl}oxy)-3-methylphenyl 4-[4-(acryloyloxy)butoxy]-2,5-dimethylbenzoate;2-methylbenzene-1,4-diyl bis{4-[4-(acryloyloxy)butoxy]-3,5-dimethylbenzoate};2-methoxybenzene-1,4-diyl bis{4-[4-(acryloyloxy)butoxy]-3,5-dimethylbenzoate};...
As nematic compound A2 in the above Examples the following compounds may, for example, be employed: 2-methyl-1,4-phenylene bis(4-(4-(acryloyloxy)butoxy)-benzoate);4-({4-[4-(acryloyloxy)butoxy]benzoyl}oxy)-3-methylphenyl 4-[4-(acryloyloxy)butoxy]-2-methylbenzoate;4-({4-[4-(acryloyloxy)butoxy]benzoyl}oxy)-3-methylphenyl 4-[4-(acryloyloxy)butoxy]-3-methylbenzoate;2-methylbenzene-1,4-diyl bis{4-[4-(acryloyloxy)butoxy]-2-methylbenzoate};4-({4-[4-(acryloyloxy)butoxy]-2-methylbenzoyl}oxy)-3-methylphenyl 4-[4-(acryloyl-oxy)butoxy]-2,5-dimethylbenzoate;2-methylbenzene-1,4-diyl bis{4-[4-(acryloyloxy)butoxy]-2,5-dimethylbenzoate};2-methylbenzene-1,4-diyl bis{4-[4-(acryloyloxy)butoxy]benzoate};4-({4-[4-(acryloyloxy)butoxy]-3,5-dimethylbenzoyl}oxy)-3-methylphenyl 4-[4-(acryloyloxy)butoxy]-2,5-dimethylbenzoate;2-methylbenzene-1,4-diyl bis{4-[4-(acryloyloxy)butoxy]-3,5-dimethylbenzoate};...
  • 2
  • 4-[(4-propenoyloxy)butyloxy]benzoic acid [ No CAS ]
  • [ 95-71-6 ]
  • [ 132900-75-5 ]
YieldReaction ConditionsOperation in experiment
94% With hydrogenchloride; dmap; diisopropyl-carbodiimide; In tetrahydrofuran; at 40℃; for 5h; 2-methylhydroquinone 3.0 g (24.2 mmol), 4-[3-(acryloyloxy)butoxy]benzoic acid 14.7 g (55.6 mmol), 4-dimethylaminopyridine (DMAP) 0.18 g (1.5 mmol) ) And 0.14 g (1.4 mmol) of 35% hydrochloric acid were added to 39 mL of tetrahydrofuran (THF) and stirred, and 7.0 g (55.6 mmol) of N,N-diisopropylcarbodiimide (DIC) was added dropwise to the solution. After completion of dropping, the mixture was stirred at 40 C. for 5 hours to obtain a reaction solution. The reaction solution was filtered to remove insoluble matter. A part of the solvent of the filtrate from which the insoluble matter was removed was distilled off to obtain 15 mL of a solution. 60 mL of methanol was added dropwise to 15 mL of the obtained solution to crystallize the polymerizable liquid crystal compound, and then the mixture was stirred under cooling. The obtained precipitate (crystal) is collected by filtration, and the collected precipitate (crystal) is dried to give 2-methyl-1,4-phenylene=bis{4-[3-(acryloyloxy)butoxy]. Benzoate} was obtained with a yield of 94% (14.0 g, 22.8 mmol). The purity of the obtained 2-methyl-1,4-phenylene=bis{4-[3-(acryloyloxy)butoxy]benzoate} was 97.8%. In addition, the content of N,N-diisopropylurea as a by-product contained in the finally obtained 2-methyl-1,4-phenylene bis{4-[3-(acryloyloxy)butoxy]benzoate} , 0.01% by mass relative to the yield, which was sufficiently reduced.
Example 1 Compound (IV-1) (21 g, 80 mmol) and Compound (V-1) (1.3 g, 8.9 mmol) were mixed with ethyl acetate (24 mL), tetrahydrofuran (22 mL) and triethylamine (13 mL). The obtained solution was slowly added dropwise to an ethyl acetate solution of methanesulfonyl chloride (10 g, 89 mmol) under cooling on ice. Feed ratio by mole of Compound (IV-1) and Compound (V-1) was 90:10. Next, the mixture was stirred for one hour under cooling on ice, an ethyl acetate solution of Compound (III-1) was added dropwise under cooling on ice, and then triethylamine (14 mL) was slowly added dropwise under cooling on ice. The mixture was then stirred for two hours while keeping the reaction temperature at 20 C., water (60 g) was added for extraction into an organic layer, and the organic layer was washed with a 2% aqueous hydrochloric acid solution and a 10% brine in this order. A portion of the organic layer was sampled and subjected to HPLC analysis, and production ratio of Compound (I-1) and Compound (II-1) was estimated based on the ratio of peak areas. The production ratio by mole was found to be 82:18. The obtained result was listed in Table 1 below. Next, the organic layer was filtered under suction, methanol/water was added to the filtrate so as to allow crystal to deposit, and the resultant crystal was collected by filtration, to thereby obtain a liquid crystal composition containing Compound (I-1) and Compound (II-1) (yield=21.6 g). The obtained liquid crystal composition was sampled and subjected to HPLC analysis, and compositional ratio of Compound (I-1) and Compound (II-1) was estimated based on the ratio of peak areas. The compositional ratio by mass was found to be 89:11. The obtained result was listed in Table 1 below. The liquid crystal composition was found to show a nematic-Iso phase transition temperature of 115 C. Note that the production ratio and the compositional ratio of Compound (I-1) and Compound (II-1) were estimated using standard curves determined based on the ratio of peak areas in HPLC analyses, using standard samples of separately synthesized Compound (I-1) and Compound (II-1).
  • 3
  • 4-[(4-propenoyloxy)butyloxy]benzoic acid [ No CAS ]
  • [ 132900-75-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 2,3-dibutyl-6-methylphenol; thionyl chloride / N,N-dimethyl-formamide; ethyl acetate / 2 h / 5 - 10 °C 2: 1-methyl-1H-imidazole; triethylamine / ethyl acetate; tetrahydrofuran / 3 h / 23 °C
  • 4
  • [ 95-71-6 ]
  • 4-(4-acryloyloxybutoxy)benzoic acid chloride [ No CAS ]
  • [ 132900-75-5 ]
YieldReaction ConditionsOperation in experiment
90% With 1-methyl-1H-imidazole; triethylamine; In tetrahydrofuran; ethyl acetate; at 23℃; for 3h; To the solution obtained as the upper layer, 440 ml of ethyl acetate, 222 ml of THF (tetrahydrofuran), 45.6 g (0.367 mol) of methylhydroquinone and 5 ml (63.6 mmol) of N-methylimidazole were sequentially added. While keeping the internal temperature at 20 C. or less, 160 ml (1.15 mol) of triethylamine was added dropwise, and the mixture was stirred at 23 C. for 3 hours. 1000 ml of water and 80 g of common salt were added to the reaction solution and transferred to a separatory funnel to remove the aqueous layer. Methanol (1400 ml) was added to the organic layer, and the resulting crystals were separated by filtration and dried to obtain 203 g (yield 90%) of a compound C as a white solid.
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