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1,3-二溴丙烷

1,3-二溴丙烷
Ball and stick model of 1,3-dibromopropane
Spacefill model of 1,3-dibromopropane
IUPAC名
1,3-Dibromopropane[1]
识别
CAS号 109-64-8  checkY
PubChem 8001
ChemSpider 7710
SMILES
 
  • BrCCCBr
Beilstein 635662
UN编号 1993
EINECS 203-690-3
RTECS TX8575000
MeSH 1,3-dibromopropane
性质
化学式 C3H6Br2
摩尔质量 201.89 g·mol−1
外观 无色液体
密度 1.989 g mL−1
熔点 -34 °C(238.95 K)
沸点 167 °C(440 K)
kH 11 μmol Pa−1 kg−1
折光度n
D
1.524
热力学
热容 163.7 J K mol−1
危险性
GHS危险性符号
《全球化学品统一分类和标签制度》(简称“GHS”)中易燃物的标签图案 《全球化学品统一分类和标签制度》(简称“GHS”)中有害物质的标签图案 《全球化学品统一分类和标签制度》(简称“GHS”)中对环境有害物质的标签图案
GHS提示词 警告
H-术语 H226, H302, H315, H411
P-术语 P273
致死量或浓度:
LD50中位剂量
315 mg kg−1(大鼠,口)
相关物质
相关化合物 1,1-二溴丙烷
1,2-二溴丙烷
2,2-二溴丙烷
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

1,3-二溴丙烷是一种有机化合物,化学式为C3H6Br2。室温时,它是无色或近无色的液体,气味略有甜味。

1,3-二溴丙烷最早于1881年通过环丙烷制备。[2]

制备与性质

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1,3-二溴丙烷可以通过烯丙基溴溴化氢自由基加成反应制得:[3]

1,3-二溴丙烷和环戊二烯按下式反应:[4]

生理代谢

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1,3-二溴丙烷的代谢在1981年得到了研究,[5]通过口服1,3-二溴丙烷对大鼠进行检查,并在给药24小时后收集结果。其结果来自尿液、粪便和呼出的空气。研究人员分析了尿液,发现代谢产物N-乙酰基-3-(1-溴-3-丙基)-半胱氨酸,大鼠肝脏的GSH含量下降。这可能是因为1,3-二溴丙烷在施用后和GSH反应,生成了1-溴-3-丙基-S-谷胱甘肽,最终形成尿代谢物。此外,由于从粪便中观测到的放射性很小,并且从血液中保持的放射性水平确认了含硫的代谢物和肠肝循环的胆汁排泄的发生。

参考文献

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  1. ^ 1,3-dibromopropane - Compound Summary. PubChem Compound. USA: National Center for Biotechnology Information. Identification. 2005-03-26 [2012-06-21]. (原始内容存档于2019-08-21). 
  2. ^ August Freund. Ueber Trimethylen. Journal für Praktische Chemie. 1882, 26 (1): 367–377. doi:10.1002/prac.18820260125. 
  3. ^ W. E. Vaughan; F. F. Rust; T. W. Evans. The photo-addition of hydrogen bromide to olefinic bonds. Journal of Organic Chemistry. 1942, 7 (6): 477–490. doi:10.1021/jo01200a005. 
  4. ^ C. F. Wilcox, G. C. Whitney: Preparation of spiro[3.4]oct-1-ene. J. Org. Chem. 32, 1967, S. 2933–2936, doi:10.1021/jo01284a076.
  5. ^ S. P. James; M. A. Put; D. H. Richards. Metabolism of 1,3-dibromopropane. Toxicology letters. 1981, 8 (1-2): 7–15. doi:10.1016/0378-4274(81)90130-2. 
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1,3-二溴丙烷
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