2628-17-3
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
| 熔点 | 73 °C |
| 沸点 | 228.85°C (estimate) |
| 密度 | 1.04 |
| 蒸气压 | 9.38hPa at 25℃ |
| FEMA | 3739 |
| 折射率 | 1.4440 |
| 闪点 | >230 °F |
| 储存条件 | Inert atmosphere,2-8°C |
| 溶解度 | 可溶于氯仿（少量）、DMSO（少量） |
| 酸度系数(pKa) | 9.95±0.26(Predicted) |
| 形态 | 液体 |
| 颜色 | 透明无色至橙色 |
| 气味 (Odor) | at 0.01 % in propylene glycol. chemical phenolic medicinal sweet |
| 香型 | 酚类 |
| 水溶解性 | Slightly miscible with water. |
| 敏感性 | 吸湿性 |
| JECFA Number | 711 |
| BRN | 506844 |
| 稳定性 | 感光 |
| 化妆品成分功效 | PERFUMING |
| LogP | 2.3 at 25℃ |
| CAS 数据库 | 2628-17-3(CAS DataBase Reference) |
| NIST化学物质信息 | 4-hydroxystyrene(2628-17-3) |
| EPA化学物质信息 | Phenol, 4-ethenyl- (2628-17-3) |
安全数据
| 危险性符号(GHS) |  GHS05 |
| 警示词 | 警告 |
| 危险性描述 | H318 |
| 防范说明 | P280i-P305+P351+P338-P310a |
| 危险品标志 | Xn |
| 危险类别码 | R22-R41 |
| 安全说明 | S26-S39 |
| WGK Germany | 2 |
| RTECS号 | SN3800000 |
| REACH 注册登记 | Active |
| 海关编码 | 29089990 |
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
应用领域
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.
对羟基苯乙烯价格(试剂级)
| 报价日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
| 2026/09/15 | HY-W005288 | 对羟基苯乙烯 4-Vinylphenol (10% in Propylene glycol) | 2628-17-3 | 100 mg | 315元 |
| 2026/09/15 | HY-W005288 | 对羟基苯乙烯 4-Vinylphenol (10% in Propylene glycol) | 2628-17-3 | 500 mg | 630元 |
| 2026/09/15 | HY-W005288 | 对羟基苯乙烯 4-Vinylphenol (10% in Propylene glycol) | 2628-17-3 | 1 g | 990元 |