35162-74-4

Basic information

• Product Name: geranyl phenyl sulfide
• Synonyms: geranyl phenyl sulfide
• CAS NO: 35162-74-4
• Molecular Weight: 246.417
• Mol File: 35162-74-4.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: geranyl phenyl sulfide(CAS DataBase Reference)
• NIST Chemistry Reference: geranyl phenyl sulfide(35162-74-4)
• EPA Substance Registry System: geranyl phenyl sulfide(35162-74-4)

Safety Data

• Hazardous Substances Data: 35162-74-4(Hazardous Substances Data)

Upstream product

• 78-70-6 3,7-dimethylocta-1,6-dien-3-ol 
• 108-98-5 thiophenol 
• 6138-90-5 trans-geranyl bromide 
• 106-24-1 Geraniol 
• 882-33-7 diphenyldisulfane 
• 930-69-8 sodium thiophenolate 
• 5389-87-7 1-chloro-3,7-dimethylocta-2,6-diene 
• 85217-72-7 geranyl methyl carbonate 
• 113034-93-8 9-(phenylthio)-9-borabicyclo<3.3.1>nonane 
• 72863-23-1 3,7-dimethyl-3-(p-tolylsulfonyl)-1,6-octadiene 
• 19451-54-8 3,7-dimethyl-octa-2,6-dienyl diphenyl phosphate 
• 4551-15-9 phenylthiotrimethylsilane 
• 2973-86-6 lithium thiophenoxide 
• 106-25-2 Nerol 

Downstream Products

• 66958-52-9 1,4-Dimethoxy-2-methyl-3-((2E,6E,10E)-3,7,11,15-tetramethyl-9-phenylsulfanyl-hexadeca-2,6,10,14-tetraenyl)-naphthalene 
• 52188-75-7 ((2E,6E,10E)-3,7,11,15-tetramethyl-9-phenylsulfanyl-hexadeca-2,6,10,14-tetraenyloxymethyl)-benzene 
• 83577-63-3 (2,6-dimethyl-2-vinylhept-5-enyl)(phenyl)sulfane 
• 56691-80-6 geranyl phenyl sulfone 
• 31236-12-1 3,7-dimethyl-octa-2,6-dienyl phenyl sulfoxide 
• 74832-85-2 6,7-oxido-3,7-dimethyl-1-(benzenesulfonyl)-(2E)-octene 

Relevant articles and documents

Reaction of Allyl Diphenyl Phosphates with Soft Bases

The title phosphates were found to react with a variety of soft bases to give nucleophilic substitution products in high yields.The reaction proceeded regiospecifically under mild reaction conditions with preservation of the double bond geometry.

DECHALCOGENATIVE METHODS FOR THE PREPARATION OF ALLYLIC SULFIDES

A dechalcogenative method for the preparation of an allylic sulfide comprises contacting an activated chalcogenide of Formula (I) with a thiol of Formula (II) for a period of time sufficient to form an intermediate of Formula (III), and supplying sufficient activation energy to the intermediate of Formula (III), in a suitable solvent, preferably in the absence of a phosphine or other thiophile, to induce a [2,3]-sigmatropic rearrangement therein to form an allylic sulfide of Formula (IV), with concomitant loss of chalcogen Z, as set forth in the following reaction scheme, wherein X is an activating group selected from the group consisting of CN, S-pyridyl, S-heteroaryl, SO2-aryl, and SO3Y; Y is an alkali metal ion; Z is Se or S; R1, R2, R3, R4, and R5 are each independently H or a hydrocarbon moiety; and R is an organic moiety.

Synthesis of allylsilanes by reductive lithiation of thioethers

Although much work in reductive lithiation has been done, the utilization of allylthioethers bearing various substituents to prepare allylsilanes has not been explored. The main reason clearly stems from the anticipated lack of regioselectivity. We describe herein the first study on the regioselectivity of the reductive silylation involving dissymmetric allylthioethers. We surveyed a broad spectrum of parameters and showed that this process displays a great dependence of the reaction conditions. We also discovered that an electron transporter, DBB or naphthalene, can cleave THF at room temperature by sonication, to generate a strong base, 4-lithiobutoxide. This feature was successfully exploited to the straightforward synthesis of bis-silanes in one pot. Examples are provided for maximizing both the chemical yield and the regioselectivity of the reductive silylation through the tuning of the reaction conditions. By changing these conditions, several allylsilanes can be selectively synthesized from one thioether.