227439
Lawesson reagent
90%
Synonym(s):
2,4-Bis(4-methoxyphenyl)-2,4-dithioxo-1,3,2,4-dithiadiphosphetane, 2,4-Bis-(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane 2,4-disulfide, 4-Methoxyphenylthiophosphoric cyclic di(thioanhydride), LR
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About This Item
Empirical Formula (Hill Notation):
C14H14O2P2S4
CAS Number:
Molecular Weight:
404.47
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1024888
Assay:
90%
Form:
powder
Quality Segment
assay
90%
form
powder
mp
228-230 °C (lit.)
SMILES string
COc1ccc(cc1)P2(=S)SP(=S)(S2)c3ccc(OC)cc3
InChI
1S/C14H14O2P2S4/c1-15-11-3-7-13(8-4-11)17(19)21-18(20,22-17)14-9-5-12(16-2)6-10-14/h3-10H,1-2H3
InChI key
CFHGBZLNZZVTAY-UHFFFAOYSA-N
General description
Lawesson′s reagent is generally used as a thiation agent in organic synthesis for the conversion of oxygen functionalities into their thio analogs. It facilitates the conversion of the carbonyl group to thiocarbonyl group as well as carbon-oxygen single bond into a carbon-sulfur single bond.
Application
Lawesson reagent can be used as a reagent to synthesize:
- Oxthiaphosphinine-3-sulfide derivatives by the reaction with Mannich bases of β-naphthol and 8-hydroxyquinoline.
- 1,3,5,2-Trithiaphosphinane-2-sulfide derivatives by reacting with benzaldehyde in the presence of trialkyl phosphite.
- 2,4,6-Triphenyl-1,3,5-trithiane from benzaldehyde and ethyl acrylate.
- 9-Benzanthronethione by thionation of 9-benzanthone oxime.
- 1,2,4-Trithiolane from 2,2,4,4-tetramethyl-3-thioxocyclobutanone S-oxide.
- Sulfur derivatives of triterpenic oxo compounds.
- Tropothione in situ at room temperature and to trap it with dieneophiles.
signalword
Danger
hcodes
pcodes
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
Water-react. 2
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