二氯硫化碳

二氯硫化碳
Thiophosgene
Thiophosgene
IUPAC名
Carbonothioyl dichloride
别名 硫光气
硫代碳酰氯
识别
CAS号 463-71-8  checkY
PubChem 10040
ChemSpider 9645
SMILES
 
  • ClC(Cl)=S
InChI
 
  • 1/CCl2S/c2-1(3)4
InChIKey ZWZVWGITAAIFPS-UHFFFAOYAH
ChEBI 29366
RTECS XN2450000
性质
化学式 CSCl2
摩尔质量 114.98 g·mol⁻¹
外观 紅色液體
密度 1.50 g/cm3
沸点 70—75 °C(158—167 °F;343—348 K)
溶解性 可水解
溶解性(其他溶剂) 极性有机溶剂
和胺、醇反应
磁化率 -50.6·10−6 cm3/mol
折光度n
D
1.558
结构
分子构型 平面构型, sp2, C2v
危险性
主要危害 高腐蚀性
相关物质
相关化学品 光气
硫代碳酰氟
硫代碳酰溴
二氯化硫
氯化亚砜
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

二氯硫化碳,俗称硫光气(英语:Thiophosgene;化学式:CSCl2),是一种微红色液体,并带有有刺激性氣味。硫光气可溶于水(容易水解),醇和醚。[1]

製備

由全氯甲硫醇還原消除而得。在全氯甲硫醇、四氯乙烷和水和混合物中添加碘化鉀,攪拌,於室溫下通入二氧化硫,反應中自動升溫,調節通氣量,保持溫度在50-70℃。當反應液溫度不再上升,二氧化硫不再明顯吸收時停止通氣。冷卻靜置,分取有機層進行分餾,收集76℃以下餾分,获得硫光氣。[2]

用途

硫光气多数用于用於有機合成。[3][4]

安全考量

硫光气有高毒性。

参考

  1. ^ Manchiu D. S. Lay, Mitchell W. Sauerhoff And Donald R. Saunders "Carbon Disulfide" in Ullmann's Encyclopedia Of Industrial Chemistry, 2000, Wiley-VCH, Weinheim. doi:10.1002/14356007.a05_185
  2. ^ Dyson, G. M. (1926). "Thiophosgene". Org. Synth. 6: 86; Coll. Vol. 1: 506. 
  3. ^ Pascual, Roxana Martinez "Thiophosgene" Synlett 2015, vol. 26, pp. 1776-1777. doi:10.1055/s-0034-1380659
  4. ^ Sharma, S. Thiophosgene in Organic Synthesis. Synthesis. 1978, 1978 (11): 803–820. doi:10.1055/s-1978-24896. 

参考书籍

  • Holleman, Arnold Frederik; Wiberg, Egon, Wiberg, Nils , 编, Inorganic Chemistry, 由Eagleson, Mary; Brewer, William翻译, San Diego/Berlin: Academic Press/De Gruyter, 2001, ISBN 0-12-352651-5 

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