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Chemistry
Organic Building Blocks
Aryls
1,4-Bis(2-methylstyryl)benzene
Chemistry
Organic Building Blocks
Aryls
Alkenes Benzene Compounds

[ CAS No. 13280-61-0 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 13280-61-0
Chemical Structure| 13280-61-0
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Quality Control of [ 13280-61-0 ]

COA NMR CNMR HPLC LC-MS

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Product Details of [ 13280-61-0 ]

CAS No. :13280-61-0 MDL No. :MFCD00008529
Formula : C24H22 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 310.43 Pubchem ID :-
Synonyms :

Safety of [ 13280-61-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P305+P351+P338 UN#:N/A
Hazard Statements:H302-H319-H413 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 13280-61-0 ]

* 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 [ 13280-61-0 ]

[ 13280-61-0 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 17105-62-3 ]
  • [ 623-27-8 ]
  • [ 13280-61-0 ]
YieldReaction ConditionsOperation in experiment
35% With potassium hydroxide In ethanol; N,N-dimethyl-formamide at 60℃; for 0.5h;
Reference： [1]Arient, Josef [Collection of Czechoslovak Chemical Communications, 1981, vol. 46, # 1, p. 101 - 106]
  • 2
  • [ 552-45-4 ]
  • [ 13280-61-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: CH3ONa / methanol; benzene / 0.5 h / Heating 2: 35 percent / KOH / ethanol; dimethylformamide / 0.5 h / 60 °C
Reference： [1]Arient, Josef [Collection of Czechoslovak Chemical Communications, 1981, vol. 46, # 1, p. 101 - 106]
  • 3
  • [ 14242-05-8 ]
  • [ 13280-61-0 ]
  • [silver(I)2(1,4-bis(methylstyryl)benzene)(ClO4)2] [ No CAS ]
YieldReaction ConditionsOperation in experiment
31% In toluene under Ar; soln. of Ag salt in toluene added to ligand; stirred for 10 min; layered with n-pentane; sealed under Ar; wrapped with tin foil; crystd. at room temp. in the dark for 3 d; elem. anal.;
Reference： [1]Liu, Shu Qin; Kuroda-Sowa, Takayoshi; Konaka, Hisashi; Suenaga, Yusaku; Maekawa, Masahiko; Mizutani, Tomonari; Ning, Gui Ling; Munakata, Megumu [Inorganic Chemistry, 2005, vol. 44, # 4, p. 1031 - 1036]
  • 4
  • [ 14104-20-2 ]
  • [ 13280-61-0 ]
  • [silver(I)2(1,4-bis(methylstyryl)benzene)(H2O)4](BF4)2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
28% In 1,3,5-trimethyl-benzene under Ar; soln. of Ag salt in mesitylene added to ligand; stirred for 5 min; filtered; filtrate layered with n-pentane; sealed under Ar; wrapped withtin foil; crystd. at room temp. in the dark for 3 d; elem. anal.;
Reference： [1]Liu, Shu Qin; Kuroda-Sowa, Takayoshi; Konaka, Hisashi; Suenaga, Yusaku; Maekawa, Masahiko; Mizutani, Tomonari; Ning, Gui Ling; Munakata, Megumu [Inorganic Chemistry, 2005, vol. 44, # 4, p. 1031 - 1036]
  • 5
  • [ 623-24-5 ]
  • [ 529-20-4 ]
  • [ 13280-61-0 ]
YieldReaction ConditionsOperation in experiment
133.6 kg Stage #1: 1,4-bis(bromomethyl)benzene With triphenylphosphine at 20℃; for 3h; Reflux; Large scale; Stage #2: 2-methylphenyl aldehyde With potassium isopropoxide at 20℃; Large scale; 1; 2 Example 1 To a 2000 L enamel reactor equipped with a stirring and thermometer, dichloroethane (200 kg), p-xylene (II) (53 kg, 0.5 kmol) and N-bromosuccinimide (NBS) (178 kg, 1kmol), the reaction is carried out at 50 ° C, and the sample is monitored until all the compound (II) has been reacted to obtain p-dibenzyl bromide (III).The temperature was lowered to 20 ° C, and triphenylphosphine (262 kg, 1 kmol) was added to the reactor, and the mixture was heated under reflux for 3 hours.The obtained p-xylene triphenylphosphine bromide (IV) reaction solution was cooled to 20 ° C, o-methylbenzaldehyde (134 kg, 1 kmol) and potassium isopropoxide (41 kg, 0.5 kmol) were added, and the reaction was completed at room temperature. The reaction solution was cooled to 0 ° C, filtered, and the filter cake was washed with water (300 kg).The crude product of 1,4-bis(2-methylstyryl)benzene (I) was dried, and 145 kg of crude product and toluene (350 kg) were heated and dissolved, and the temperature was lowered to 0 ° C, crystals were precipitated, filtered, and dried to obtain 133.6 kg of yellow scales. Crystal product, total yield 86.2%, content 99.6% (HPLC).
Reference： [1]Current Patent Assignee: HAISO TECHNOLOGY CO LTD - CN104710269, 2016, B Location in patent: Paragraph 0021; 0022; 0023; 0024; 0025; 0026
  • 6
  • [ 62778-16-9 ]
  • [ 623-27-8 ]
  • [ 13280-61-0 ]
YieldReaction ConditionsOperation in experiment
Stage #1: diethyl 2-methylbenzylphosphonate With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 1h; Stage #2: terephthalaldehyde, In tetrahydrofuran; mineral oil at 0℃; for 1h; 2 The second step: Under magnetic stirring, benzylmethyl diethyl phosphate (170g, 0.7mol), 1.3L of tetrahydrofuran solution was added to the three-necked flask, and cooled to zero degree with ice water.Sodium hydride (60% dispersed in mineral oil) (29.4g, 0.735mol) was added in portions and stirred at room temperature for 1 hour.Then, the temperature was lowered to 0 degrees, and terephthalaldehyde (46.9 g, 0.35 mol) was slowly added dropwise to the reaction solution.After stirring for 1 hour, methyl tertiary ether was added for extraction.The organic layer was washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and evaporated under reduced pressure to obtain a crude product.Purified by column chromatography using petroleum ether / ethyl acetate as eluent to obtain 100 g of crude product of the compound of formula 5.The crude product is purified by crystallization from ethyl acetate and petroleum ether to obtain pure product.
Reference： [1]Current Patent Assignee: WUYAN PHARMACEUTICAL TECH SHANGHAI - CN111039739, 2020, A Location in patent: Paragraph 0025-0034
  • 7
  • [ 13280-61-0 ]
  • [ 623-27-8 ]
  • [ 529-20-4 ]
YieldReaction ConditionsOperation in experiment
1: 83% 2: 82% With oxygen at 130℃; for 12h; Sealed tube; 4 Oxidative cleavage of 1,4-bis(2-methylstyryl)benzene Add 0.5mmol of 1,4-bis(2-methylstyryl)benzene and 1mL polyethylene glycol dimethyl ether (MW=250) as a solvent to a test tube, seal the test tube, perform oxygen replacement, and insert the refill A balloon with pure oxygen was placed at 130°C for 12 hours to react to produce terephthalaldehyde and 2-methylbenzaldehyde with yields of 83.0% and 82.0%, respectively.
With oxygen at 130℃; for 12h; Sealed tube; Overall yield = 89.7 percent; 36 Example 36: Oxidative cleavage of 1,4-bis(2-methylstyryl)benzene Add 0.5mmol of 1,4-bis(2-methylstyryl)benzene and 1mL polyethylene glycol dimethyl ether (MW=250) as a solvent to a test tube, seal the test tube, perform oxygen replacement, and insert the refill A balloon with pure oxygen was placed at 130°C for 12 hours to react to produce terephthalaldehyde and 2-methylbenzaldehyde with a yield of 89.7%.
With oxygen at 110℃; for 12h; Green chemistry;
Reference： [1]Current Patent Assignee: HUBEI ZILAN BIOMEDICAL TECH - CN112920028, 2021, A Location in patent: Paragraph 0036-0041
[2]Current Patent Assignee: CHINA THREE GORGES UNIVERSITY - CN112608222, 2021, A Location in patent: Paragraph 0019
[3]Yu, Tao; Guo, Mingqing; Wen, Simiaomiao; Zhao, Rongrong; Wang, Jinlong; Sun, Yanli; Liu, Qixing; Zhou, Haifeng [RSC Advances, 2021, vol. 11, # 23, p. 13848 - 13852]

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