84547-46-6

Basic information

• Product Name: 3-Nonanol, 1-(phenylthio)-
• CAS NO: 84547-46-6
• Molecular Formula: C15H24OS
• Molecular Weight: 252.421
• Mol File: 84547-46-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-Nonanol, 1-(phenylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Nonanol, 1-(phenylthio)-(84547-46-6)
• EPA Substance Registry System: 3-Nonanol, 1-(phenylthio)-(84547-46-6)

Safety Data

• Hazardous Substances Data: 84547-46-6(Hazardous Substances Data)

Upstream product

• 930-69-8 sodium thiophenolate 
• 22910-07-2 2-hydroxy-1,3-bis(phenylthio)propane 
• 111-71-7 heptanal 
• 21964-44-3 non-1-en-3-ol 
• 108-98-5 thiophenol 
• 100-68-5 methyl-phenyl-thioether 
• 2984-50-1 1,2-Epoxyoctane 
• 27098-65-3 3-phenylsulfanyl-propionaldehyde 
• 3761-92-0 n-hexylmagnesium bromide 

Downstream Products

• 706-14-9 5-hexyldihydro-2(3H)-furanone 
• 2518-53-8 hexyl-5 (5H) furannone-2 
• 100591-55-7 Carbonic acid 1-(2-benzenesulfinyl-ethyl)-heptyl ester methyl ester 

Relevant articles and documents

Synthesis and Applications of Tetrahydrofuran-Stable Substituted (3-Lithioxyalkyl)- and (4-Lithioxyalkyl)lithiums, Modified with Magnesium 2-Ethoxyethoxide

Substituted hydroxyalkyl phenyl sulfides 3 have been synthesized from the corresponding allylic or homoallylic alcohols 2. Regiospecific cleavage of the C - SPh bond of the sulfides 3 by lithium dispersion in tetrahydrofuran (THF) led to the synthesis of substituted (3-lithioxyalkyl)- and (4-lithioxyalkyl)lithiums 4, most of which share the ω carbon with a carbocyclic ring. The organolithiums were modified with magnesium 2-ethoxyethoxide in order to suppress their reactivity toward THF cleavage, thus offering the advantage of preparing storable ethereal solutions of certain types of (lithioxyalkyl)lithiums. This strategy appears to be of rather broad scope. The functionalized organolithiums prepared in this way react normally with electrophilic reagents with yields in the range 35-55%. Thus, carboxylations of 4 yielded lactones 5, some of which are natural products, while reactions of 4 with benzophenone and cyclic ketones yielded 1,4- and 1,5-diols 6 and 7, respectively.

A New and Convenient Synthetic Method for Cyclopropyl Phenyl Sulfides

The reactions of a variety of 1,3-bis(phenylthio)propanes with butyllithium have been shown to produce cyclopropyl phenyl sulfides in good to high yields.A new and convenient in situ preparation of 1-lithiocyclopropyl phenyl sulfide can be readily carried out by treating 1,3-bis(phenylthio)propane with 2 equiv. of butyllithium at 0 degC in THF.The reaction with electrophiles proceeds in good yield.O-Aryl and O-alkyl S-cyclopropyl dithiocarbonates also can be prepared in good yields. 1,2-Bis(phenylthio)ethane was converted to phenyl vinyl sulfide on treatment with butyllithium, while 1,4-bis(phenylthio)butane was recovered unchanged by a similar treatment.