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Sigma-Aldrich

Thiophosphoryl chloride

98%

Synonym(s):

Phosphorus sulfochloride, Phosphorus thiochloride

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About This Item

Linear Formula:
PSCl3
CAS Number:
3982-91-0
Molecular Weight:
169.40
EC Number:
223-622-6
MDL number:
MFCD00011504
UNSPSC Code:
12352100
PubChem Substance ID:
24853426
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.555 (lit.)

bp

125 °C (lit.)

mp

−35 °C (lit.)

solubility

benzene: soluble(lit.)
carbon disulfide: soluble(lit.)
carbon tetrachloride: soluble(lit.)
chloroform: soluble(lit.)

density

1.668 g/mL at 25 °C (lit.)

SMILES string

ClP(Cl)(Cl)=S

InChI

1S/Cl3PS/c1-4(2,3)5

InChI key

WQYSXVGEZYESBR-UHFFFAOYSA-N

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Application

Thiophosphoryl chloride was used in the synthesis of O-ethyl dichlorothiophosphate.

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H302,H314,H330,H335

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Mohammed D Zidan et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 58(8), 1577-1582 (2002-08-09)
A new route has been devised, leading to the production of phosphorus thiotrihalides, SPX3 where X = F, Br and I by an on-line process using phosphorus thiotrichloride, SPCl3 as starting compound gassed over the following heated salts NaF, KBr
Sarah E Lee et al.
Chembiochem : a European journal of chemical biology, 12(4), 633-640 (2011-02-10)
The elucidation of signalling pathways relies heavily upon the identification of protein kinase substrates. Recent investigations have demonstrated the efficacy of chemical genetics using ATP analogues and modified protein kinases for specific substrate labelling. Here we combine N(6) -(cyclohexyl)ATPγS with
Sebastian Golojuch et al.
Bioorganic & medicinal chemistry, 28(13), 115523-115523 (2020-05-05)
Eukaryotic translation initiation factor 4E (eIF4E) is overexpressed in many cancers deregulating translational control of the cell cycle. mRNA 5' cap analogs targeting eIF4E are small molecules with the potential to counteract elevated levels of eIF4E in cancer cells. However
J T Slama et al.
Analytical biochemistry, 209(1), 143-149 (1993-02-15)
Elemental [35S]sulfur was shown to equilibrate with the sulfur of thiophosphoryl chloride when these materials are heated together. This isotopic exchange reaction is the basis of a convenient, microscale synthesis of high specific activity [35S]PSCl3. [35S]Thiophosphoryl chloride is otherwise not
Wen Jun Gui et al.
Analytical biochemistry, 357(1), 9-14 (2006-08-22)
Two haptens of the insecticide triazophos (O,O-diethyl O-[1-phenyl-1H-1,2,4-triazol-3-yl] phosphorothioate) were synthesized by introducing appropriate spacers in the O-ethyl site of the analyte molecular structure. First, thiophosphoryl chloride (PSCl(3)) reacts with methanol at low temperature to give O-ethyl dichlorothiophosphate. After reacting
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