53254-60-7

Basic information

• Product Name: Geranyl-p-TolylSulfone
• Synonyms: (E)-1-((3,7-dimethylocta-2,6-dien-1-yl)sulfonyl)-4-methylbenzene;(E)-1-((3,7-dimethylocta-2,6-dien-1-yl)sulfonyl)-4-methylbenzene(WXC06063)
• CAS NO: 53254-60-7
• Molecular Formula: C₁₇H₂₄O₂S
• Molecular Weight: 292.44
• Mol File: 53254-60-7.mol

Chemical Properties

• Boiling Point: 443.16°C at 760 mmHg
• Flash Point: 254.471°C
• Appearance: /
• Density: 1.034g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.519
• CAS DataBase Reference: Geranyl-p-TolylSulfone(CAS DataBase Reference)
• NIST Chemistry Reference: Geranyl-p-TolylSulfone(53254-60-7)
• EPA Substance Registry System: Geranyl-p-TolylSulfone(53254-60-7)

Safety Data

• Hazardous Substances Data: 53254-60-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C17H24O2S/c1-14(2)6-5-7-15(3)12-13-20(18,19)17-10-8-16(4)9-11-17/h6,8-12H,5,7,13H2,1-4H3/b15-12+

Upstream product

• 6138-90-5 trans-geranyl bromide 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 106-24-1 Geraniol 
• 10439-23-3 4-methylbenzenesulfinyl chloride 
• 5389-87-7 1-chloro-3,7-dimethylocta-2,6-diene 
• 119306-02-4 geranyl p-toluenesulfinate 
• 72863-23-1 3,7-dimethyl-3-(p-tolylsulfonyl)-1,6-octadiene 
• 115-95-7 linalool acetate 
• 141-12-8 neryl acetate 

Downstream Products

• 53260-08-5 1-methyl-4-((6E,10E)-2,6,11,15-tetramethyl-hexadeca-2,6,10,14-tetraene-8-sulfonyl)-benzene 
• 53260-09-6 1-methyl-4-((6E,10Z)-2,6,11,15-tetramethyl-hexadeca-2,6,10,14-tetraene-8-sulfonyl)-benzene 
• 66958-23-4 C₅₁H₆₈O₆S₃ 
• 66958-24-5 C₆₈H₉₀O₈S₄ 
• 66958-64-3 1,4-Dimethoxy-2,3,5-trimethyl-6-[(2E,6E,10E)-3,7,11,15-tetramethyl-9-(toluene-4-sulfonyl)-hexadeca-2,6,10,14-tetraenyl]-benzene 
• 66958-21-2 1-((2E,6E)-8-Chloro-3,7-dimethyl-octa-2,6-diene-1-sulfonyl)-4-methyl-benzene 
• 114060-22-9 methyl(3E)-4,8-dimethyl-2-(p-tolylsulfonyl)-3,7-nonadienoate 
• 944579-56-0 C₃₃H₄₄O₃S 
• 95514-61-7 1-((E)-6,10-Dimethyl-undeca-1,5,9-triene-4-sulfonyl)-4-methyl-benzene 
• 122273-94-3 dimethyl-3,7 methoxy-7 phenylseleno-6 p-toluenesulfonyl-1 octene-2 (E) 
• 73127-51-2 (2E,6E,10E)-3,7,11,15-tetramethyl-9-[(4-methylphenyl)sulfonyl]hexadeca-2,6,10,14-tetraen-1-yl acetate 
• 114650-30-5 1-[(1S,2R,3R)-2-((E)-2,6-Dimethyl-hepta-1,5-dienyl)-3-(1,5-dimethyl-hex-4-enyl)-cyclopropanesulfonyl]-4-methyl-benzene 
• 114650-30-5 1-[(1S,2S,3R)-2-((E)-2,6-Dimethyl-hepta-1,5-dienyl)-3-(1,5-dimethyl-hex-4-enyl)-cyclopropanesulfonyl]-4-methyl-benzene 
• 3185-99-7 Methyl p-tolyl sulfone 

Relevant articles and documents

SYNTHESES A L'AIDE DE SULFONES. XXIII. SUR LA SELECTIVITE DE LA SYNTHESE DES DULFONES ALLYLIQUES

The role of the palladium ligands on the yield and regioselectivity of the reaction of conjugated dienes with arenesulphinic acids (or of allylic acetates with sodium arenesulphinates) has been investigated.Arenesulphinic acids catalyse the isomerisation of allylic sulphones.

A convergent stereocontrolled synthesis of [3-14C]solanesol

In this communication, we report the synthesis of 5 mCi of [3- 14C]solanesol (1) prepared from ethyl [3-14C]acetoacetate and (all-E)-octaprenyl bromide (2) in four steps, with a specific radioactivity of 19.83 mCi/mmol and with a chemical/ stereochemical and radiochemical purity of ≥ 95%. (Figure 1). Position 3 of the chain was selected for 14C labelling because of the metabolic stability of this position. Unlabelled (all-E)-octaprenyl (18) (Scheme 4) necessary for this work was prepared via a convergent iterative 'allyl-allyl' coupling approach of precursors easily derived from readily available inexpensive starting materials. Copyright

Synthesis of SHIP1-activating analogs of the sponge meroterpenoid pelorol

Two biomimetic approaches have been used to synthesize analogs of the SHIP1-activating sponge meroterpenoid pelorol (1). One approach started from the chiral pool plant natural product sclareolide, which has the same absolute configuration as pelorol. The

An improved convergent strategy for the synthesis of oligoprenols

A practical and highly regio- and stereoselective synthesis of oligoprenols starting from commercially available geraniol is described. The convergent synthetic strategy features the iterative allyl-allyl coupling of monomers easily derived from geraniol that contain one reacting terminal functional group and the repetitive reductive elimination of the p-toluenesulfonyl (Ts) groups.

Palladium-Catalyzed Allylic Sulfinate-Sulfone Rearrangements

Upon treatment with a zero-valent palladium catalyst, tetrakis(triphenylphosphine)palladium, in tetrahydrofuran under mild conditions allylic p-toluenesulfinates underwent α- or γ-rearrangements of the sulfonyl group via ionic intermediates to give allylic sulfones.The regiochemistry of the rearrangements depends on the character of the intermediary allylic cationic carbons generated and the steric hindrance involved therein.Keywords - allylic sulfinate; allylic sulfone; palladium catalyst; sulfinate-sulfone rearrangement; regiochemistry; tetrakis(triphenylphosphine)palladium.

Asymmetric Induction Reactions. III. Palladium-Catalyzed Asymmetric Sulfonylations of Allylic Sulfinates and Acetates with Chiral Phosphine Ligands

Treatment of allylic (+/-)-p-toluenesulfinate with tetrakis(triphenlphosphine)palladium in the presence of chiral phosphine ligands resulted in allylic sulfinate-sulfone rearrangements to give the corresponding optically active allylic sulfones in high op

SYNTHESES D'INTERMEDIAIRES PRESENTANT LE MOTIF STRUCTURAL DU TRIMETHYL-1,3,3 OXA-7 BICYCLOHEPTANE

Starting from geraniol, both exo- or endo-2-alkyl-1,3,3-trimethyl-7-oxa bicycloheptane could be prepared through two short sequences.The key step to obtain the 7-oxanorbornane moiety involves either the elimination of a selenenyl intermediate or an

1,3-REARRANGEMENT OF ALLYLIC P-TOLYL SULFONES CATALYZED BY AND ITS APPLICATION TO THE SYNTHESIS OF α,β-UNSATURATED KETONES

The treatment of allylic p-tolyl sulfones with a catalytic amount of gave the 1,3-rearrangement products in high yields.A conveient method for the preparation of α,β-unsaturated ketones using as a catalyst from the 1,3-rearrangemen