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Sigma-Aldrich

Phosphorus pentasulfide

99%

Synonym(s):

Phosphorus(V) sulfide

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5 G
$38.82
100 G
$87.84
1 KG
$138.60

About This Item

Empirical Formula (Hill Notation):
P2S5
CAS Number:
Molecular Weight:
222.27
EC Number:
MDL number:
UNSPSC Code:
12352303
PubChem Substance ID:
NACRES:
NA.21
assay:
99%
bp:
514 °C

$38.82

List Price$64.70Save 40%
Web-Only Promotion

Available to ship onApril 29, 2025Details


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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

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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

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_germany

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

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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