55983-32-9

Basic information

• Product Name: Benzene, (1-cyclohexylideneethyl)-
• CAS NO: 55983-32-9
• Molecular Formula: C14H18
• Molecular Weight: 186.297
• Mol File: 55983-32-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Benzene, (1-cyclohexylideneethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, (1-cyclohexylideneethyl)-(55983-32-9)
• EPA Substance Registry System: Benzene, (1-cyclohexylideneethyl)-(55983-32-9)

Safety Data

• Hazardous Substances Data: 55983-32-9(Hazardous Substances Data)

Upstream product

• 24379-49-5 (trimethylsilyl)phenyldiazomethane 
• 108-94-1 cyclohexanone 
• 4352-39-0 1-cyclohexyl-1-phenylethanol 
• 98-86-2 acetophenone 
• 931-51-1 cyclohexylmagnesiumchloride 
• 5664-20-0 vinylidenecyclohexane 
• 591-50-4 iodobenzene 
• 5769-02-8 2-methyl-2-phenyl[1,3]dithiolane 
• 712-50-5 Cyclohexyl phenyl ketone 
• 74-88-4 methyl iodide 
• 90334-41-1 N-Cyclohexylidene-N'-trityl-hydrazine 
• 5700-44-7 1-phenyl-1-cyclohexylethylene 
• 54774-82-2 (1-(cyclohex-1-en-1-yl)ethyl)benzene 
• 144-62-7 oxalic acid 

Downstream Products

• 521275-91-2 8-chloro-2-phenyloct-1-en-3-one 
• 92862-83-4 1-(1-phenylvinyl)cyclohexanol 
• 521275-61-6 1-(1-phenylvinyl)cyclohexyl hydroperoxide 
• 78775-39-0 1,1-Dichlor-2-methyl-2-phenylspiro<2.5>octan 

Relevant articles and documents

Triphosgene and DMAP as Mild Reagents for Chemoselective Dehydration of Tertiary Alcohols

The utility of triphosgene and DMAP as mild reagents for chemoselective dehydration of tertiary alcohols is reported. Performed in dichloromethane at room temperature, this reaction is readily tolerated by a broad scope of substrates, yielding alkenes preferentially with the (E)-geometry. While formation of the Hofmann products is generally favored, a dramatic change in alkene selectivity toward the Zaitzev products is observed when the reaction is carried out in dichloroethane at reflux.

Iron-promoted elimination of β-thioalkoxy alcohols. Olefination by coupling of a carbonyl group with a dithioacetal

Treatment of propargylic dithiolanes with nBuLi followed by a carbonyl electrophile yields the corresponding propargylic dithioacetals. Upon treatment with 1 equiv of Fe(BCaC)3 and excess MeMgl, elimination of SR and OH moieties from 8 affords the corresponding olefins in satisfactory yield. Benzylic dithioacetals behave similarly. The reaction can be considered an alternative of McMurry coupling of two different carbonyl equivalents.

Silica Chloride (SiO2-Cl) and Trimethylsilyl Chloride (TMSCl) Promote Facile and Efficient Dehydration of Tertiary Alcohols

Silica chloride (SiO2-Cl), as a heterogeneous reagent, has been used for the efficient dehydration of tertiary alcohols under mild reaction conditions. For comparison, we have also used trimethylsilyl chloride (TMSCl) as a homogeneous reagent for this purpose. We have found that silica chloride is a more efficient reagnet than trimethylsilyl chloride for this purpose. Handling of SiO2-Cl is much safer and easier than TMSCl, especially for large-scale operation. The selectivity of the method is also demonstrated by several competitive reactions. Ether formation, rearranged products, and polymerization have not been observed in the reactions.