2628-17-3
2628-17-3 结构式
基本信息
4-羟基苯乙烯
4-乙烯基苯酚
4-乙烯基苯酚, 大约为10%丙二醇溶液
4-VINYLPHENOL
FEMA 3739
4-ethenylphenol
Phenol, 4-ethenyl-
p-hydroxystyrene
p-vinyl-pheno
p-vinylphenol
p-vinyl-phenol
4-hydroxystyrene (4-vinylphenol)
4-Vinylphenol in 10% sol. Propylene glycol
4-Vinylphenol solution 10 wt. % in propylene glycol
4-Vinylphenol,10%soln.inpropyleneglycol
4-vinylphenol,4-ethenyl-phenol,p-hydroxystyrene
PARA-VINYLPHENOL
4-VINYLPHENOL, CA 10% SOLN. IN PROPYLENE GLYCOL
4-VINYLPHENOL (10% SOLUTION IN PROPYLENE GLYCOL)
4-VINYL PHENOL 10% IN PROPYLENE GLYCOL
p-Oxystyrene
Styrene-4-ol
物理化学性质
制备方法
141-82-2
123-08-0
2628-17-3
4-羟基苯乙烯的合成（微波辅助法）：在100 mL锥形瓶中加入4-羟基苯甲醛（1.0 g，8.2 mmol）、丙二酸（1.69 g，16.3 mmol）和三乙胺（2-4 mL），随后加入乙酸（10-15 mL）。锥形瓶口覆盖松散放置的漏斗，充分摇匀后置于微波反应器中，分批次进行微波辐射（2-8分钟）。反应完成后，将混合物冷却至室温，倒入冰水中，并用乙酸乙酯萃取。有机相依次用碳酸氢钠溶液、稀盐酸和饱和氯化钠溶液洗涤，无水硫酸钠干燥。减压浓缩除去溶剂，得到粗产物。通过硅胶柱色谱法纯化，洗脱剂为己烷/乙酸乙酯（9:1至6:4，v/v），得到具有甜香气味的4-羟基苯乙烯，产率40%。产物结构经1H NMR和13C NMR确认：1H NMR (CDCl3) δ 7.31 (2H, d, J = 8.5 Hz, H-2和H-6), 6.81 (2H, d, J = 8.8 Hz, H-3和H-5), 6.67 (1H, dd, J = 17.8 Hz, 11.3 Hz, CH=CH2), 5.51 (1H, s, OH), 5.20 (1H, d, J = 17.8 Hz, 顺式-CH=CH2), 5.14 (1H, d, J = 11.3 Hz, 反式-CH=CH2); 13C NMR (CDCl3) δ 155.5 (C-1), 136.5 (CH=CH2), 130.9 (C-4), 128.0 (C-3和C-5), 115.8 (C-2和C-6), 112.0 (CH=CH2)。
参考文献：
[1] Patent: CN105175250, 2016, B. Location in patent: Paragraph 0051-0052; 0062-0063; 0073-0074
[2] Patent: CN108640819, 2018, A. Location in patent: Paragraph 0056-0058; 0062-0064
[3] Tetrahedron Letters, 2005, vol. 46, # 40, p. 6893 - 6896
[4] Tetrahedron, 2007, vol. 63, # 4, p. 960 - 965
[5] Patent: JP2017/43543, 2017, A. Location in patent: Paragraph 0020
常见问题列表
4-Vinylphenol (12.5-200 µg/mL) significantly reduces cell viability in parental MDA-MB-231 cells, and the IC50 value is 109 µg/mL.
4-Vinylphenol (0.15 or 0.3 µg/mL; 3 days) reduces sphere‑formation and vimentin expression on CSCs in breast cancer.
4-Vinylphenol (50, 100 µg/mL; 72 hours) significantly suppresses cell proliferation in CSC-enriched MDA-MB-231 cells. 4-Vinylphenol significantly reduces ALDH1A1 expression by 50% in CSC-enriched MDA-MB-231 cells.
4-Vinylphenol (100 µg/mL) significantly increases the expressions of caspase 3, likely sensitizing CSC-enriched MDAMB-231 cells to apoptosis.
| 报价日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
| 2025/09/19 | L10902 | 4-乙烯基苯酚, min 10% 丙二醇溶液 4-Vinylphenol, min 10% soln. in propylene glycol | 2628-17-3 | 1g | 535元 |
| 2025/09/19 | 43404 | 4-乙烯基苯酚, 大约为丙二醇溶液 4-Vinylphenol, 95%, 10% solution in propylene glycol, Thermo Scientific Chemicals | 2628-17-3 | 25ml | 3305元 |
| 2025/05/22 | L10902 | 4-乙烯基苯酚, min 10% 丙二醇溶液 4-Vinylphenol, min 10% soln. in propylene glycol | 2628-17-3 | 5g | 1838元 |