16212-07-0

Basic information

• Product Name: DIOXO(PHENYL)(3-PHENYL-2-PROPENYL)-LAMBDA6-SULFANE
• Synonyms: DIOXO(PHENYL)(3-PHENYL-2-PROPENYL)-LAMBDA6-SULFANE;PHENYLCINNAMYLSULFONE;PHENYL 3-PHENYL-2-PROPENYL SULFONE;(E)-1-Phenyl-3-(phenylsulfonyl)-1-propene;[(E)-3-Phenyl-2-propenyl]phenyl sulfone;[(E)-3-Phenylallyl]phenyl sulfone;Phenyl(E)-cinnamyl sulfone;trans-Cinnamylphenyl sulfone
• CAS NO: 16212-07-0
• Molecular Formula: C₁₅H₁₄O₂S
• Molecular Weight: 258.34
• Mol File: 16212-07-0.mol
• Article Data: 30

Chemical Properties

• Melting Point: 110-111 °C
• Boiling Point: 460.3±38.0 °C(Predicted)
• Appearance: /
• Density: 1.192±0.06 g/cm3(Predicted)
• CAS DataBase Reference: DIOXO(PHENYL)(3-PHENYL-2-PROPENYL)-LAMBDA6-SULFANE(CAS DataBase Reference)
• NIST Chemistry Reference: DIOXO(PHENYL)(3-PHENYL-2-PROPENYL)-LAMBDA6-SULFANE(16212-07-0)
• EPA Substance Registry System: DIOXO(PHENYL)(3-PHENYL-2-PROPENYL)-LAMBDA6-SULFANE(16212-07-0)

Safety Data

• Hazardous Substances Data: 16212-07-0(Hazardous Substances Data)

Upstream product

• 5848-60-2 (E)-1-phenyl-3-(phenylthio)propene 
• 21040-45-9 Cinnamyl acetate 
• 873-55-2 sodium benzenesulfonate 
• 4392-24-9 Cinnamyl bromide 
• 98-09-9 benzenesulfonyl chloride 
• 21087-29-6 trans-3-phenylprop-2-enyl chloride 
• 4392-24-9 3-bromo-1-phenyl-1-propenyl bromide 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 13603-85-5 (3-phenylprop-2-yne-1-sulfonyl)benzene 
• 1504-58-1 3-Phenyl-2-propyn-1-ol 
• 21541-60-6 3-phenylprop-2-ynyl 4-methylbenzenesulfonate 
• 930-69-8 sodium thiophenolate 
• 108-98-5 thiophenol 
• 85217-69-2 cinnamyl methyl carbonate 

Downstream Products

• 81635-10-1 C₁₆H₁₄F₂O₂S 
• 1076-66-0 3-phenyl-1,5-hexadiene 
• 56644-04-3 (E)-1-phenyl-1,5-hexadiene 
• 300-57-2 allylbenzene 
• 873-66-5 1-propenylbenzene 
• 117749-19-6 (E)-1,4-diphenyl-3-(phenylsulphonyl)-1-butene 
• 134436-10-5 ((E)-1-Benzenesulfonyl-3-phenyl-allyl)-trimethyl-silane 

Relevant articles and documents

Palladium-triethylborane-triggered direct and regioselective conversion of allylic alcohols to allyl phenyl sulfones?

A combination of Pd(OAc)2 (5 mol %), PPh3 (10 mol %), and Et3B (200 mol %) promotes the formation of allyl phenyl sulfones from the allylic alcohols directly with excellent yields under mild conditions. The activation of an alcohol group is not necessary which is achieved in situ. The conjugated dienols also were equally effective for the said transformation.

Reciprocal-Activation Strategy for Allylic Sulfination with Unactivated Allylic Alcohols

A reciprocal-activation strategy for allylic sulfination with unactivated allylic alcohols was developed. In this reaction, the hydrogen bond interaction between allylic alcohols and sulfinic acids allowed for reciprocal activation, which enabled a dehydrative cross-coupling process to occur under mild reaction conditions. This reaction worked in an environmentally friendly manner, yielding water as the only byproduct. A variety of allylic sulfones could be obtained in good to excellent yields with wide functional group tolerance. In gram scale reactions, allylic sulfones could be conveniently isolated in high yield by filtration.

Vinylethylene Carbonates as α,β-Unsaturated Aldehyde Surrogates for Regioselective [3 + 3] Cycloaddition

Herein, we report a novel stepwise addition-controlled ring size method, to access tetrahydropyrimidines through an operationally simple [3 + 3] cycloaddition of vinylethylene carbonates with triazinanes. Interestingly, we could also use this method for a [3 + 3] oxidative cycloaddition, which allows the facile synthesis of polysubstituted terphenyls under mild conditions. Mechanistic studies suggest that vinylethylene carbonates could generate α,β-unsaturated aldehydes as 3-carbon synthons for cycloaddition via a combination process of Pd-catalyzed decarboxylation and β-H elimination.