96236-31-6

Basic information

• Product Name: Benzene, (2-pentenylsulfonyl)-, (Z)-
• CAS NO: 96236-31-6
• Molecular Formula: C11H14O2S
• Molecular Weight: 210.297
• Mol File: 96236-31-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzene, (2-pentenylsulfonyl)-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, (2-pentenylsulfonyl)-, (Z)-(96236-31-6)
• EPA Substance Registry System: Benzene, (2-pentenylsulfonyl)-, (Z)-(96236-31-6)

Safety Data

• Hazardous Substances Data: 96236-31-6(Hazardous Substances Data)

Upstream product

• 2004-70-8 1-methylbuta-1,3-diene 
• 873-55-2 sodium benzenesulfonate 
• 7348-78-9 (Z)-1-bromo-2-pentene 
• 6261-22-9 pent-2-yn-1-ol 
• 56069-39-7 diethyl phenylsulfonylmethylphosphonate 
• 123-72-8 butyraldehyde 
• 1576-95-0 cis-2-penten-1-ol 

Downstream Products

• 96236-32-7 7-Acetoxy-8-phenylsulphinyl-1-tetrahydropyranyloxydodec-9(Z)-ene 
• 54364-62-4 (7E,9Z)-7,9-dodecadien-1-yl acetate 

Relevant articles and documents

A base-controlled regioselective synthesis of allyl and vinyl phenyl sulfones

A reaction of diethyl phenylsulfonylmethylphosphonate with 2-arylacetaldehydes in the presence of a catalytic excess of sodium hydride (1.1 equiv) yields allyl phenyl sulfones in excellent yield under mild reaction conditions. In contrast, when less than 1 equiv of sodium hydride (0.90 equiv) is used, the corresponding vinyl phenyl sulfones are obtained exclusively. The vinyl phenyl sulfones can be completely converted to allyl phenyl sulfones with only 0.2 equiv of NaH, suggesting that the second hydride involvement in the above transformation is catalytic. The regioselective control observed in these reactions offers a general method for synthesizing novel vinyl and allyl phenyl sulfones in one step from the same starting materials. The regioselectivity and stereoselectivity of this reaction, however, are not maintained when 2-alkylacetaldehydes are reacted with diethyl phenylsulfonylmethylphosphonate under identical reaction conditions. Our results indicate that an extended conjugation of the double bond in allylsulfones formed from the reaction of 2-arylacetaldehydes is required for the observed regio- and stereoselectivity.

Synthesis of Dienic Pheromones of Codling Moth and Grape Vine Moth

The synthesis of pheromones 8E,10E-dodecadien-1-ol (I) and 7E,9Z-dodecadien-1-yl acetate (II) via sulphone intermediates has been accomplished.The α-anions of the sulphones (2) and (10) on reaction with the aldehydes (5) and (11) followed by acetylation of the resulting products in situ afford the β-acetoxysulphones (6) and (12) respectively.Reductive elimination of 6 and 12 with Na/Hg provide the dienic compounds, which on depyranylation and acetolysis yield I and II respectively.