2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide

2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide - Names and Identifiers

Name	Lawesson's Reagent
Synonyms	242-855-4 19172-47-5 Lawesson's Reagent p-Methoxyphenylthionophosphine sulfide dimer 2,4-Bis(p-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-dithione 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide 2,4-BIS(4-METHOXYPHENYL)-1,3-DITHIA-2,4-DIPHOSPHETANE-2,4-DISULFIDE 2,4-Bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide 1,3,2,4-Dithiadiphosphetane, 2,4-bis(4-methoxyphenyl)-, 2,4-disulfide 2,4-Bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphacyclobutane-2,4-dithione 1,3-Bis(4-methoxyphenyl)-2,4-dithia-1,3-diphospha(V)cyclobutane-1,3-dithione 2,4-Bis(4-methoxyphenyl)-1,3-dithia-2,4-diphospha(V)cyclobutane-2,4-dithione 2,4-Bisthiolato-2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphospha(V)cyclobutane-2,4-diylium 2,4-Di(4-methoxyphenyl) -1,3,2lambda~5~,4lambda~5~-dithiadiphosphetane-2, 4-dithione (Lawesson's Reagent) 4-Methoxyphenylthiophosphoric cyclic di(thioanhydride), LR, 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
CAS	19172-47-5
EINECS	242-855-4
InChI	InChI=1/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

2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide - Physico-chemical Properties

Molecular Formula	C14H14O2P2S4
Molar Mass	404.47
Density	1.48±0.1 g/cm3(Predicted)
Melting Point	228-230°C(lit.)
Boling Point	525.8±60.0 °C(Predicted)
Flash Point	271.8°C
Water Solubility	Decomposition
Vapor Presure	1.28E-10mmHg at 25°C
Appearance	Powder
Color	White to almost white
Merck	14,5391
BRN	1024888
Storage Condition	Inert atmosphere,2-8°C
Sensitive	Moisture Sensitive
Refractive Index	1.705

2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide - Risk and Safety

Hazard Symbols	Xn - Harmful F,Xi,Xn,F -
Risk Codes	R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R15/29 - R37 - Irritating to the respiratory system
Safety Description	S8 - Keep container dry. S43 - In case of fire use ... (there follows the type of fire-fighting equipment to be used.) S36/37 - Wear suitable protective clothing and gloves. S22 - Do not breathe dust. S38 - In case of insufficient ventilation, wear suitable respiratory equipment. S7/8 -
UN IDs	3278
WGK Germany	3
FLUKA BRAND F CODES	13-21
TSCA	Yes
HS Code	29349990
Hazard Class	4.3
Packing Group	III

2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide - Reference Information

EPA chemical information	Information provided by: ofmpub.epa.gov (external link)
Chemical reagent	Lawson reagent is also called Lloyd's reagent. It is a chemical reagent commonly used to produce organic sulfur compounds. It is a yellowish solid powder at room temperature and pressure., Has a strong and unpleasant smell of decay. In 1956, it was first produced by the reaction of aromatic hydrocarbons and tetraphosphorus decasulfide. Swedish chemist Sven-Olov Lawesson carefully studied its reaction with organic compounds, which greatly promoted its application, so the name was derived from this. The molecule of Lawson's reagent contains a four-membered ring structure composed of alternating sulfur and phosphorus. Depolymerization occurs when heated, resulting in two unstable thiophosphorus ylides (R-PS2), which are the main reactive intermediates. When reacting with two Lawson reagents with different substituents, molecules with substituents exchanged were observed in the 31NMR spectrum of the product, thus confirming the existence of intermediate R-PS2. Lawson reagent is an oxygen-sulfur exchange reagent. The most common application is the preparation of thioamides, which converts carbonyl compounds into thiocarbonyl compounds. The substrates that can react include ketones, esters, lactones, and amides., Lactams, quinones, etc. Electron-rich carbonyl groups are easier to react. When responding with α,β-unsaturated aldehydes and ketones, the double bonds are not affected.
Related chemical reactions	1, aliphatic, aromatic and heterocyclic aromatic primary amides can react well with Lawson's reagent. Tetraphosphorus decasulfide is also a commonly used vulcanization reagent, but its use sometimes causes the amide to decompose to produce nitrile and hydrogen sulfide, thereby reducing the reaction yield. 2. The mixture of silver perchlorate and Lawson's reagent can be used as an oxyphilic Lewis acid to catalyze the Diels-Alder reaction of diolefins and α,β-unsaturated aldehydes. 3,1, 4-dione reacts with Lawson reagent to cyclization into thiophene. It can also be reacted with tetraphosphorus decasulfide, but the reaction requires a higher temperature. 4, Lawson reagent reacts with sulfoxide to generate thioproduct, and then desulfurization to generate thioether. Therefore, it can be used as a reducing agent for sulfoxide. 5. The reaction yield of Lawson's reagent with an amide with a hydroxyl or amino group at the ortho position on the benzene ring is not high, because the following by-products are generated. This reaction can be used for the preparation of thiomonoalkyl phosphonates.
Related reagents	Many compounds similar to Lawson's reagent have been prepared. They are easier to use than Lawson's reagent, the reaction conditions are mild, and the yield is relatively high. After the methoxyphenyl group is replaced by an alkyl group (such as methyl, ethyl, isopropyl, butyl) sulfur group, the reagent formed is called Davy reagent (DR), and when the substituent is phenyl sulfur group, it is called Japanese reagent (JR), when it is p-phenoxyphenyl, it is called Belleau reagent (BR). They can all be prepared from corresponding mercaptans and tetraphosphorus decasulfide.
use	vulcanization reagent, recently used for sulfur hybrid reagent that generates tropothione in situ at room temperature and uses diene affinity capture.

Last Update：2024-04-09 21:21:28

2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide

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CAS: 19172-47-5
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2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide

2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide

Lawesson's Reagent

CAS: 19172-47-5

Molecular Formula: C14H14O2P2S4

2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide - Names and Identifiers

2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide - Physico-chemical Properties

2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide - Risk and Safety

2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide - Reference Information

Supplier List

2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide Request for Quotation

Lawesson's Reagent

CAS: 19172-47-5

Molecular Formula: C14H14O2P2S4

2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide - Names and Identifiers

2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide - Physico-chemical Properties

2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide - Risk and Safety

2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide - Reference Information

Supplier List

2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide