3-溴哒嗪

3-Bromopyridazine

HCID 13126699CAS 88491-61-6

基本信息

标准SMILES
Brc1cccnn1
InChIKey
ILYSUJOMLYXAOC-UHFFFAOYSA-N
分子式
C4H3BrN2
平均分子量
158.98 g/mol
单同位素质量
157.94796

名称与标识

首选名称
3-Bromopyridazine
IUPAC
3-bromopyridazine
中文名
3-溴哒嗪
英文名
Pyridazine, 3-bromo- (9CI)
分子式
C4H3BrN2
分子量
158.98

名称与别名

3-bromopyridazine88491-61-6DTXSID10520082RefChem:277796DTXCID80470888811-583-33-Bromo-pyridazineMFCD10688587Pyridazine, 3-bromo-SCHEMBL180986SCHEMBL209412SCHEMBL18938588
展开更多名称
3-溴哒嗪3-溴吡哒嗪3-bromo- (9CI)3-Bromopyridazine ,97%Pyridazine, 3-bromo- (9CI)3-broMopyridazine hydrobroMidePyridazine, 3-bromo- (9CI) ISO 9001:2015 REACH
SCHEMBL30828602ILYSUJOMLYXAOC-UHFFFAOYSA-NAKOS009548430CS-W004020FB72022GS-4388MB08580AC-25814

数据库标识

CAS
88491-61-6
PubChem CID
13126699
DTXSID
DTXSID10520082
EC Number
811-583-3
Nikkaji
J1.002.398J

性质

结构计算性质

XLogP
0.2
极性表面积
25.8 Ų
氢键供体
0
氢键受体
2
可旋转键
0
重原子
7

物理化学性质

熔点
73 · 73-74 °C
沸点
270 · 270.0±13.0 °C(Predicted)
密度
1.726 · 1.726±0.06 g/cm3(Predicted)
储存条件
-20 °C · Inert atmosphere,Store in freezer, under -20°C
形态
solid
酸度系数(pKa)
0.99 · 0.99±0.10(Predicted)

安全与法规

GHS分类

GHS Classification · 5 条

Danger

H301+H311+H331 (16.7%): Toxic if swallowed, in contact with skin or if inhaled [Danger Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation];H302 (83.3%): Harmful if swallowed [Warning Acute toxicity, oral];H315 (66.7%): Causes skin irritation [Warning Skin corrosion/irritation];H318 (33.3%): Causes serious eye damage [Danger Serious eye damage/eye irritation];H319 (33.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H332 (50%): Harmful if inhaled [Warning Acute toxicity, inhalation];H335 (66.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 6 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危害信息

Hazard Classes and CategoriesAcute Tox. 4 (83.3%);Skin Irrit. 2 (66.7%);Eye Dam. 1 (33.3%);Eye Irrit. 2A (33.3%);Acute Tox. 4 (50%);STOT SE 3 (66.7%)

安全数据

存储类别
11 - Combustible Solids
海关编码
2933998090
危险性类别
Acute Tox. 4 Oral

化学与工业

制备方法 · 1 条

生产方法3-溴哒嗪的合成:将溴氧化磷(158 g,552 mmol)置于机械搅拌下,加热至80℃直至完全熔融。随后,将3-羟基哒嗪(30.5 g,317 mmol)一次性加入熔融的溴氧化磷中,反应混合物颜色迅速由橙色变为黄色,最终形成黑色固体。将反应体系升温至120℃,维持此温度反应3小时。反应完成后,冷却反应混合物至室温,随后在冰水浴中进一步冷却。缓慢加入冰水(总量300 mL),注意控制加入速度以缓解放热现象(观察到白烟生成)。在搅拌过程中,部分固体未溶解,此时加入2M NaOH水溶液(180 mL),继续搅拌45分钟直至所有固体完全溶解。将得到的深红色/棕色溶液缓慢倒入预先冷却并含有2M NaOH水溶液(910 mL)的冰/水浴中,保持内部温度低于25℃。用2M NaOH水溶液(50 mL)调节溶液pH至约9.5。使用二氯甲烷(DCM,5×250 mL)对溶液进行萃取,合并黄色有机层,用无水硫酸钠(Na2SO4)干燥,过滤后真空浓缩,得到灰色/棕色固体粗产物。将粗产物吸附于二氧化硅(98 g)上,通过硅胶柱(200 g)用庚烷/乙酸乙酯(1:1)作为洗脱剂进行纯化。收集含目标产物的馏分,合并后真空浓缩,得到3-溴哒嗪(34.7 g,216 mmol,产率69%),为绿色/灰色固体。GCMS分析显示产物纯度>99%。参考文献:[1] Patent: WO2015/161928, 2015, A1. Location in patent: Page/Page column 68[2] Patent: WO2015/161924, 2015, A1. Location in patent: Page/Page column 19; 20

试剂价格

XW028849161603 · 5G
3-溴哒嗪 — 333元
XW028849161602 · 1G
3-溴哒嗪 — 80元

供应商50 家

郑州阿尔法化工有限公司+86-18530059196 · [email protected]
苏州道澜生物医药科技有限公司15952404857 · [email protected]
上海凌富药物研究有限公司+86(21)5895 0110 19945755304 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
毕佳索(上海毕得医药科技股份有限公司)400-6005915 · [email protected]

相关反应

2 条

关联笔记

加载中…