4-氟丁醇是一种有机化合物,为无色的可燃性液体,化学式为C4H9FO。它可由乙酸-4-羟基丁酯经二乙氨基三氟化硫氟化后,用氢化铝锂还原制得。[2]1,4-丁二醇四氟化硫的反应虽然也会生成4-氟丁醇,但是也会同时产生四氢呋喃和少量的亚硫酸丁二酯。[3]它可以被马丁试剂氧化为4-氟丁醛。[4]

4-氟丁醇
别名 4-氟丁-1-醇
4-氟-1-丁醇
4-氟正丁醇
识别
CAS号 372-93-0  checkY
PubChem 9755
ChemSpider 9372
SMILES
 
  • C(CCF)CO
InChI
 
  • 1S/C4H9FO/c5-3-1-2-4-6/h6H,1-4H2
InChIKey SHOBGSRUFRALBO-UHFFFAOYSA-N
性质
化学式 C4H9FO
摩尔质量 92.11 g·mol−1
沸点 129.3 °C(402 K)
溶解性 8 g·L−1(25 °C)[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
GHS提示词 警告
H-术语 H226, H315, H319, H335
P-术语 P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P302+352, P303+361+353, P304+340, P305+351+338
致死量或浓度:
LD50中位剂量
0.9 mg·kg−1(mouse, injected IP or SC)
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

它和2-氟乙醇一样,会因其代谢为氟乙酸盐而具有高毒性。[5][6]

参考文献

编辑
  1. ^ Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2020 ACD/Labs). Retrieved from SciFinder. [2020-11-30].
  2. ^ Rebecca J. M. Goss, Hui Hong. A novel fluorinated erythromycin antibiotic. Chemical Communications. 2005, (31): 3983 [2020-11-30]. ISSN 1359-7345. doi:10.1039/b506635b (英语). 
  3. ^ Wang, Chia-Lin J. Sulfur tetrafluoride. e-EROS Encyclopedia of Reagents for Organic Synthesis, 2001. 1-2.
  4. ^ Giovanni Tangherlini, Dmitrii V. Kalinin, Dirk Schepmann, Tao Che, Nadine Mykicki, Sonja Ständer, Karin Loser, Bernhard Wünsch. Development of Novel Quinoxaline-Based κ-Opioid Receptor Agonists for the Treatment of Neuroinflammation. Journal of Medicinal Chemistry. 2019-01-24, 62 (2): 893–907 [2020-11-30]. ISSN 0022-2623. doi:10.1021/acs.jmedchem.8b01609 (英语). 
  5. ^ Pattison F. Toxic Fluorine Compounds. Nature 1953; 172: 1139–1141.doi:10.1038/1721139a0
  6. ^ Pattison FML, Howell WC, McNamara AJ, Schneider JC, Walker JF. Toxic Fluorine Compounds. III.1 ω-Fluoroalcohols. The Journal of Organic Chemistry 1956; 21(7): 739-747. doi:10.1021/jo01113a006