144482-35-9

Basic information

• Product Name: 4-Penten-1-ol, 5-(phenylthio)-, (E)-
• CAS NO: 144482-35-9
• Molecular Formula: C11H14OS
• Molecular Weight: 194.298
• Mol File: 144482-35-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 4-Penten-1-ol, 5-(phenylthio)-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Penten-1-ol, 5-(phenylthio)-, (E)-(144482-35-9)
• EPA Substance Registry System: 4-Penten-1-ol, 5-(phenylthio)-, (E)-(144482-35-9)

Safety Data

• Hazardous Substances Data: 144482-35-9(Hazardous Substances Data)

Usage

General Description

4-Penten-1-ol, 5-(phenylthio)-, (E)-, also known as E-5-phenylthiopent-4-en-1-ol, is a chemical compound with the molecular formula C11H18OS. It is a colorless liquid with a strong, fruity odor. 4-Penten-1-ol, 5-(phenylthio)-, (E)- is primarily used in the manufacture of perfumes and fragrances due to its pleasant smell. It also has applications in the production of flavors and as an intermediate in the synthesis of pharmaceuticals. Additionally, E-5-phenylthiopent-4-en-1-ol is also used as a flavoring agent in the food industry. Despite its potential uses, it is important to handle this compound with care as it can be irritating to the eyes, skin, and respiratory system.

Upstream product

• 5390-04-5 pent-1-yn-5-ol 
• 108-98-5 thiophenol 
• 882-33-7 diphenyldisulfane 
• 17414-08-3 2-<(phenylthio)methyl>tetrahydrofuran 
• 111341-49-2 phenylthio-4-pentenol 
• 280574-88-1 O-(2'-tetrahydropyranyl)-5-phenylthiopent-4-ynol 
• 420112-82-9 (E)-O-(2'-tetrahydropyranyl)-5-phenylthiopent-4-enol 
• 111341-51-6 4-chloro-5-phenylthiopentanol 
• 821-09-0 n-Pent-4-enyl alcohol 

Downstream Products

• 111341-52-7 (E/Z)-5-phenylthio-4-penten-1-ol 
• 20965-36-0 2-(phenylthio)tetrahydro-2H-pyran 

Relevant articles and documents

Evolution of a Polyene Cyclization Cascade for the Total Synthesis of (?)-Cyclosmenospongine

We report a full account on the development of a unique cationic polyene cyclization for the total synthesis of the tetracyclic meroterpenoid (?)-cyclosmenospongine. A highly convergent three-component coupling strategy enabled rapid access to individual cyclization precursors that were tested for their reactivity. The successful transformation generates three rings and sets four consecutive stereocenters in a single operation proceeding in a highly efficient manner to give exclusively the trans-decalin framework. In addition, we found that the enol ether geometry and the relative configuration of C3 and C8 are crucial for the success of the polyene cyclization.

Highly stereoselective anti-Markovnikov hydrothiolation of alkynes and electron-deficient alkenes by a supported Cu-NHC complex

A practical, efficient, and low-cost heterogeneous catalyst consisting of a Cu-NHC (N-heterocyclic carbene) complex grafted to SBA-15 silica for the catalytic hydrothiolation of alkynes and electron-deficient alkenes under mild reaction conditions has been developed. The heterogeneous catalyst displays higher activity and stereoselectivity to Z-anti-Markovnikov isomers compared with the homogeneous analog under otherwise identical reaction conditions. The catalytic system is applicable to a broad range of alkynes and thiols and is recyclable without significant loss in catalytic performance. High activity and perfect selectivity to alkyl sulfides formed by the addition of electron-deficient alkenes to various thiols catalyzed by the supported Cu-NHC complex were also realized. This journal is the Partner Organisations 2014.

Intramolecular carbolithiation reactions of chiral alpha-amino-organolithium species.

Enantiomerically enriched alpha-amino-organolithium species, in which the lithium atom is attached to a stereogenic carbon centre, have been found to be chemically stable at room temperature in a solvent of very low polarity and undergo intramolecular car