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
Quality Level
assay
99%
form
powder
bp
514 °C
mp
280-284 °C (lit.)
density
2.09 g/mL at 25 °C (lit.)
SMILES string
S=P(=S)SP(=S)=S
InChI
1S/P2S5/c3-1(4)7-2(5)6
InChI key
HWVAJUNEPOKXLF-UHFFFAOYSA-N
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
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
Hazard Classifications
Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Flam. Sol. 1 - Water-react. 1
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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)