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227439 Aldrich

Lawesson reagent

97%

Synonym: 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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Properties

Related Categories C-S Bond Formation, C-X Bond Formation (Non-Halogen), Chemical Synthesis, Synthetic Reagents
assay   97%
mp   228-230 °C(lit.)

Description

Application

Thiation reagent used recently to generate tropothione in situ at room temperature and trapping it with dieneophiles.1

Packaging

10, 25, 100 g in glass bottle

Price and Availability

Suggested Laboratory Gloves


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Safety & Documentation

Safety Information

Symbol 
GHS02  GHS02
Signal word 
Danger
Hazard statements 
Precautionary statements 
Supplemental Hazard Statements 
Contact with water liberates toxic gas.
RIDADR 
UN 3134 6.1(4.3) / PGII
WGK Germany 
3

Protocols & Articles

Peer-Reviewed Papers

References

Set your institution to view full text papers.

1. Tetrahedron Lett. 47, 9329, (2006)

Hydrogen sulfide enhances ulcer healing in rats. Wallace, J.L., et al. FASEB J. 21, 4070-4076, (2007)

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Determination of spin parameters reflected in the nuclear magnetic resonance powder patterns for two equivalent 31P nuclei in Lawesson's reagent. Nakai T and McDowell CA Solid State Nucl. Magn. Reson. 4(3), 163-71, (1995)

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The reaction of N-nitroso compounds with 2,4-bis (4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide. New aspects of the destruction of the N-nitroso function. Jørgensen KA, Shabana R, Scheibye S, et al. IARC Sci. Publ. (31), 129-38, (1980)

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Facile synthesis of benzothiazoles via cascade reactions of 2-iodoanilines, acid chlorides and Lawesson's reagent. Ding Q, Huang XG, and Wu J J. Comb. Chem. 11(6), 1047-9, (2009)

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Thionation using fluorous Lawesson's reagent. Kaleta Z, Makowski BT, Soós T, et al. Org. Lett. 8(8), 1625-8, (2006)

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The destruction of N-nitrosamides with 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiodiphosphetane-2,4-disulfide. Attempts to nitrosate thioamides. Jørgensen KA, Ghattas AB, and Lawesson SO IARC Sci. Publ. (41), 159-68, (1982)

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The direct formation of glycosyl thiols from reducing sugars allows one-pot protein glycoconjugation. Bernardes GJ, Gamblin DP, and Davis BG Angew. Chem. Int. Ed. Engl. 45(24), 4007-11, (2006)

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A novel heterocyclic atom exchange reaction with Lawesson's reagent: a one-pot synthesis of dithiomaltol. Brayton D, Jacobsen FE, Cohen SM, et al. Chem. Commun. (Camb.) (2), 206-8, (2006)

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Thiation of 2'-deoxy-5,6-dihydropyrimidine nucleosides with Lawesson's reagent: characterisation of oxathiaphosphepane intermediates. Peyrane F, Fourrey JL, and Clivio P Chem. Commun. (Camb.) (6), 736-7, (2003)

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A practical route for the synthesis of 17 substituted steroidal 3-thioxamides. Grisenti P, Magni A, Manzocchi A, et al. Steroids 62(6), 504-6, (1997)

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Synthesis of more potent analogues of the acetylcholinesterase inhibitor, huperzine B. Rajendran V, Saxena A, Doctor BP, et al. Bioorg. Med. Chem. Lett. 12(11), 1521-3, (2002)

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Merck 14,5391

Beil. 16,IV,1113

Fieser 13,38 / Fieser 15,37 / Fieser 16,37

Aldrich MSDS 1, 1133:D / Corp MSDS 1 (1), 2069:B / FT-IR 2 (2), 3356:A / FT-IR 1 (2), 557:B / RegBook 1 (2), 2291:A / Sigma FT-IR 1 (2), 715:D / Structure Index 1, 358:A:7

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