405224-23-9
基本信息
5-溴-2-氯烟腈
5-溴-2-氯吡啶-3-腈
2-氯-5-溴吡啶-3-甲腈
5-溴-2-氯-3-氰基吡啶
5-Bromo-2-chloronicotinon...
5-Bromo-2-chloronicotinonitrile
5-Bromo-2-chloro-3-cyanopyridine
2,5-dichloropyridine-3-carbonitrile
5-Bromo-2-chloropyridine-3-carbonitrile
5-Bromo-2-chloro-3-pyridinecarbonitrile
3-Pyridinecarbonitrile, 5-broMo-2-chloro-
5-Bromo-2-chloro-3-cyanopyridine ISO 9001:2015 REACH
5-Bromo-2-chloropyridine-3-carbonitrile, 5-Bromo-2-chloro-3-cyanopyridine
物理化学性质
| 熔点 | 138.0 to 142.0 °C |
| 沸点 | 272.7±35.0 °C(Predicted) |
| 密度 | 1.85±0.1 g/cm3(Predicted) |
| 储存条件 | Keep in dark place,Sealed in dry,Room Temperature |
| 酸度系数(pKa) | -4.56±0.10(Predicted) |
| 形态 | 固体 |
| 颜色 | White to Yellow to Green |
| 水溶解性 | Slightly soluble in water. |
| InChI | InChI=1S/C6H2BrClN2/c7-5-1-4(2-9)6(8)10-3-5/h1,3H |
| InChIKey | MQOHJAYYYVQBSH-UHFFFAOYSA-N |
| SMILES | C1(Cl)=NC=C(Br)C=C1C#N |
安全数据
| 危险性符号(GHS) | ![]() ![]() GHS05,GHS06 |
| 警示词 | 危险 |
| 危险性描述 | H301-H315-H318-H335 |
| 防范说明 | P280-P301+P310+P330-P302+P352-P305+P351+P338+P310 |
| 危险品标志 | Xi,T |
| 危险类别码 | 25-37/38-41 |
| 安全说明 | 26-39 |
| 危险品运输编号 | UN 2811 6.1 / PGIII |
| WGK Germany | 3 |
| 危险等级 | IRRITANT |
| 包装类别 | III |
| 海关编码 | 2933399990 |
| 存储类别 | 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects |
| 危险性类别 | Acute Tox. 3 Oral Eye Dam. 1 Skin Irrit. 2 STOT SE 3 |
制备方法
405224-22-8
405224-23-9
5-溴-2-氯烟腈(13)的合成:将5-溴-2-氧代-1,2-二氢吡啶-3-甲腈(12)(69mg,0.35mmol)与五氯化磷(PCl5)(109mg,0.52mmol)在三氯氧磷(POCl3)(5mL)中混合,回流反应过夜。反应完成后,将反应混合物冷却至室温,并缓慢滴加到冰水中。用4M氢氧化钠(NaOH)溶液调节pH至8,然后用二氯甲烷(CH2Cl2)(3×30mL)进行萃取。合并有机相,依次用碳酸氢钠(NaHCO3)水溶液和饱和食盐水洗涤,无水硫酸钠(Na2SO4)干燥,减压浓缩。通过柱色谱法(石油醚/乙酸乙酯=20:1)纯化,得到目标产物5-溴-2-氯烟腈(13)(63mg,收率84%),为黄色固体。熔点:138~139℃。1H NMR(400MHz,CDCl3):δ8.66(d,J=2.4Hz,1H),8.12(d,J=2.4Hz,1H)。
参考文献:
[1] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 9, p. 1577 - 1580
[2] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 20, p. 5578 - 5585
[3] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 16, p. 3251 - 3255
[4] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 23, p. 6578 - 6581
[5] Patent: US2004/19052, 2004, A1. Location in patent: Page/Page column 17
常见问题列表
5-溴-2-氯烟腈价格(试剂级)
| 报价日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
| 2025/12/22 | XW0240522423904 | 5-溴-2-氯烟腈 | 405224-23-9 | 25G | 235元 |
| 2025/12/22 | XW0240522423903 | 5-溴-2-氯烟腈 | 405224-23-9 | 10G | 95元 |
| 2025/12/22 | B4870 | 5-溴-2-氯-3-氰基吡啶 5-Bromo-2-chloro-3-cyanopyridine | 405224-23-9 | 1g | 35元 |

