24609-88-9

Basic information

• Product Name: 2,4-diphenylthietane
• CAS NO: 24609-88-9
• Molecular Formula: C₁₅H₁₄S
• Molecular Weight: 226.3367
• Mol File: 24609-88-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 371.5°C at 760 mmHg
• Flash Point: 175.1°C
• Density: 1.138g/cm³
• Vapor Pressure: 2.19E-05mmHg at 25°C
• Refractive Index: 1.631
• CAS DataBase Reference: 2,4-diphenylthietane(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-diphenylthietane(24609-88-9)
• EPA Substance Registry System: 2,4-diphenylthietane(24609-88-9)

Safety Data

• Hazardous Substances Data: 24609-88-9(Hazardous Substances Data)

Usage

General Description

2,4-diphenylthietane is a chemical compound with the molecular formula C14H14S. It is a highly aromatic compound with a thietane ring, which consists of a five-membered sulfur-containing ring with two phenyl groups attached. 2,4-diphenylthietane is known for its strong and distinct odor, which makes it useful in various applications such as in the production of perfumes, flavorings, and pharmaceuticals. 2,4-diphenylthietane is also used as a building block in organic synthesis, where its unique structure allows for the creation of more complex molecules. Additionally, it has been studied for potential biological and pharmacological activities, showing promise in various medicinal and therapeutic applications.

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Relevant articles and documents

Carbon-sulfur bond cleavage with a loss of stereochemistry in the ring opening of trans-2,4-diphenylthietane by Os3(CO)10(NCMe)2

The reaction of Os3(CO)10(NCMe)2 with trans-2,4-diphenylthietane (2,4-DPT) at 25 °C resulted in the formation of two isomers, cis- and trans-Os3(CO)10[μ-SC(H)PhCH2C(H)Ph] (1), in a combined yield of 76%. The cis product was characterized by single-crystal X-ray diffraction analysis and was found to contain a thiametalladiphenylcyclopentane ring formed by the opening of the thietane ring. The cis and trans isomers differ in the orientation of their phenyl substituents. The isomers are formed in approximately equal amounts in the early stages of the reaction, but the trans isomer subsequently slowly isomerizes to the cis isomer. The observed loss in stereochemistry at the carbon center is attributed to a stepwise ring-opening mechanism. When compound 1 was heated to 97 °C under a CO atmosphere, five compounds were formed: Os3(CO)10[μ-SC(H)PhC(H)=C(H)Ph[(μ-H) (2) (22%), Os2(CO)7[μ-SC(H)(C6H4)CH 2CH2Ph] (3) (11%), Os3(CO)11[μ-SC(H)PhCH2C(H)Ph] (4) (39%), H2Os6(CO)17(μ3-S)(μ 4-S) (5) (a trace amount), and Os3(CO)12. Compounds 3 and 5 and the known compound Os3(CO)9(μ3-CO)(μ3-S) (6) were obtained in better yields by heating 2 to 125 °C in octane solvent. Compounds 2-4 were characterized by IR, 1H NMR, and single-crystal X-ray diffraction analyses. Compound 2 is an isomer of 1 and contains a diphenylpropenethiolate and hydride ligand formed by a β-eliminationβ transformation of the ring system in 1. The mechanism of this transformation was not established. Compound 3 contains only two metal atoms and an ortho-metalated phenyl ring. Compound 4 is a CO adduct of 1 formed by the cleavage of the sulfur-bridged metal-metal bond. Crystallographic data are as follows. cis-1: space group P21/c, a = 8.674 (2) A?, b = 35.09 (1) A?, c = 9.449 (2) A?, β = 106.41 (1)°, Z = 4, 2053 reflections, R = 0.033. 2: space group C2/c, a = 13.845 (2) A?, b = 14.545 (4) A? c = 28.907 (6) A?, β = 98.88 (1)°, Z = 8, 2519 reflections, R = 0.027. 3: space group P21/c, a = 8.337 (1) A?, b = 17.311 (4) A?, c = 16.409 (3) A?, β = 100.82 (1)°, Z = 4, 2299 reflections, R = 0.036. 4: space group P1, a = 14.319 (2) A?, b = 17.794 (5) A?, c = 12.257 (4) A?, α = 106.69 (2)°, β = 90.74 (2)°, γ = 82.56 (2)°, Z = 4, 4020 reflections, R = 0.041.