106752-57-2

Basic information

• Product Name: Cyclododecane, (phenylmethylene)-
• CAS NO: 106752-57-2
• Molecular Formula: C19H28
• Molecular Weight: 256.431
• Mol File: 106752-57-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Cyclododecane, (phenylmethylene)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclododecane, (phenylmethylene)-(106752-57-2)
• EPA Substance Registry System: Cyclododecane, (phenylmethylene)-(106752-57-2)

Safety Data

• Hazardous Substances Data: 106752-57-2(Hazardous Substances Data)

Upstream product

• 1100-88-5 benzyltriphenylphosphonium chloride 
• 830-13-7 cyclododecanone 
• 16721-45-2 triphenyl(phenylmethylene)phosphorane 
• 33059-17-5 1-oxaspiro[2.11]tetradecane 
• 591-51-5 phenyllithium 
• 1589-82-8 phenylmagnesium bromide 
• 100-52-7 benzaldehyde 
• 108229-06-7 N-Cyclododecylidene-N'-trityl-hydrazine 

Downstream Products

• 1021934-21-3 C₁₉H₂₉BrO 

Relevant articles and documents

Ti(η5-C5H5)(η5-C5H4(t)Bu)(CH2Ph)2; a probe of the course of the petasis benzylidenation reaction

The existence of the proposed benzylidene intermediate 11 in the Petasis benzylidenation procedure is supported by the isolation of cyclometallated product 8. A model is proposed which explains the empirical observation that a large acid residue and a small ester group are needed for good stereoselectivity in benzylidenation reactions.

The reactivity of epoxides with lithium 2,2,6,6-tetramethylpiperidide in combination with organolithiums or grignard reagents

(Chemical Equation Presented) The scope and limitations of lithium 2,2,6,6-tetramethylpiperidide (LTMP)-modified reductive alkylation of epoxides is detailed. A variety of organolithiums are added to terminal and 2,2-disubstituted epoxides in the presence of LTMP to generate alkenes in a completely regio- and highly stereoselective manner. Arylated alkenes, dienes, allylsilanes, and enynes are accessed using this procedure. The methodology is applied in the synthesis of the roller leaf moth pheromone, (3E,5Z)-dodecadienyl acetate. The corresponding reaction without LTMP has also been examined, and a study using deuterated epoxides provides insight into the mechanism. In the presence of LTMP, Grignard reagents are also shown to produce E-alkenes directly from epoxides.

AZO ANIONS IN SYNTHESIS. USE OF TRITYL- AND DIPHENYL-4-PYRIDYLMETHYLHYDRAZONES FOR REDUCTIVE C-C BOND FORMATION.

The lithium salts of trityl- and diphenyl-4-pyridylmethyl-hydrazones of both aldehydes and ketones react with electrophiles (alkyl halides, aldehydes, ketones, crotonates) at low temperature to form C-trapped azo compounds; these intermediates decompose homolytically with loss of nitrogen below room temperature and can be diverted in a synthetically useful way to alkanes, alkenes, alcohols or saturated esters.