232106
Phosphorus pentasulfide
99%
Synonym(s):
Phosphorus(V) sulfide
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About This Item
Empirical Formula (Hill Notation):
P2S5
CAS Number:
Molecular Weight:
222.27
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352303
EC Number:
215-242-4
MDL number:
Assay:
99%
Bp:
514 °C
InChI key
HWVAJUNEPOKXLF-UHFFFAOYSA-N
InChI
1S/P2S5/c3-1(4)7-2(5)6
SMILES string
S=P(=S)SP(=S)=S
assay
99%
form
powder
bp
514 °C
mp
280-284 °C (lit.)
density
2.09 g/mL at 25 °C (lit.)
Quality Level
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General description
Phosphorus pentasulfide is also referred to as phosphorus(V) sulfide. It is widely employed as a thiating, deoxygenating and dehydrating agent in various organic reactions. It readily transforms esters to dithioesters.
Application
Phosphorus pentasulfide may be employed in the preparation of the following:
- Bandgap polymer poly(isothianaphthene).
- 3,5-diiodo-2-thiopyridone and 3,5-diiodo-4-thiopyridone.
- Phosphorus pentasulfide can also be used:,In the conversion of carbonyls to thiocarbonyls.
- To activate alcohols and carboxylic acid.
- To convert furan to thiophene.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Flam. Sol. 1 - Water-react 1
supp_hazards
Storage Class
4.3 - Hazardous materials which set free flammable gases upon contact with water
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Phosphorus (V) sulfide.
Edmondson SD and Sannigrahi M.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2004)
Thiation with phosphorus pentasulfide in pyridine solution.
Klingsberg E and Papa D.
Journal of the American Chemical Society, 73(10), 4988-4989 (1951)
New synthetic routes to poly (isothianaphthene) I. Reaction of phthalic anhydride and phthalide with phosphorus pentasulfide.
van Asselt R, et al.
Synthetic Metals, 74(1), 65-70 (1995)
Oriane Della-Negra et al.
Scientific reports, 10(1), 13545-13545 (2020-08-13)
The insecticide chlordecone has been used in the French West Indies for decades, resulting in long term pollution, human health problems and social crisis. In addition to bacterial consortia and Citrobacter sp.86 previously described to transform chlordecone into three families
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