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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.
Hazard Codes (Europe) 
F
Risk Statements (Europe) 
Safety Statements (Europe) 
7/8-43
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)

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

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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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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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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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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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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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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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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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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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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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