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232106

Sigma-Aldrich

Phosphorus pentasulfide

99%

Synonym(s):

Phosphorus(V) sulfide

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About This Item

Empirical Formula (Hill Notation):
P2S5
CAS Number:
1314-80-3
Molecular Weight:
222.27
EC Number:
215-242-4
MDL number:
MFCD00011441
UNSPSC Code:
12352303
PubChem Substance ID:
329752397
NACRES:
NA.21

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

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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.

Signal Word

Danger

Hazard Statements

H228,H260,H302,H332,H400

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Flam. Sol. 1 - Water-react 1

Supplementary Hazards

EUH029

Storage Class Code

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Thiation with phosphorus pentasulfide in pyridine solution.
Klingsberg E and Papa D.
Journal of the American Chemical Society, 73(10), 4988-4989 (1951)
Phosphorus (V) sulfide.
Edmondson SD and Sannigrahi M.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2004)
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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