1432-53-7

Basic information

• Product Name: Benzene, 1,1'-(cyclobutylidenemethylene)bis-
• CAS NO: 1432-53-7
• Molecular Formula: C17H16
• Molecular Weight: 220.314
• Mol File: 1432-53-7.mol

Chemical Properties

• CAS DataBase Reference: Benzene, 1,1'-(cyclobutylidenemethylene)bis-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,1'-(cyclobutylidenemethylene)bis-(1432-53-7)
• EPA Substance Registry System: Benzene, 1,1'-(cyclobutylidenemethylene)bis-(1432-53-7)

Safety Data

• Hazardous Substances Data: 1432-53-7(Hazardous Substances Data)

Upstream product

• 4404-60-8 cyclobutyldiphenylcarbinol 
• 6317-10-8 2,2-diphenyl-1,3-dithiolane 
• 13384-48-0 cyclobutylmagnesium bromide 
• 128742-43-8 1,1-diphenylspiro[2.2]pentane 
• 118-75-2 chloranil 
• 670-54-2 ethenetetracarbonitrile 
• 119-61-9 benzophenone 
• 125790-47-8 1,1-bis(phenylthio)cyclobutane 
• 5006-22-4 Cyclobutanecarbonyl chloride 
• 765-85-5 methyl cyclobutanecarboxylate 
• 14924-53-9 ethyl cyclobutylcarboxylate 
• 16002-63-4 phenylmagnesium iodide 
• 7333-63-3 4-bromobutylphosphonium bromide 

Downstream Products

• 15324-42-2 2,2-diphenylcyclopentanone 
• 1485-98-9 1,2-diphenylcyclopent-1-ene 
• 35115-46-9 cyclopent-2-ene-1,2-diyldibenzene 
• 22228-37-1 2-Chlor-1,1-diphenyl-cyclopentan 
• 1530-11-6 1,1-diphenyl-pent-1-ene 
• 132904-98-4 C₁₇H₁₅⁽²⁾H 
• 132904-97-3 C₁₇H₁₆⁽²⁾H₂ 
• 132904-99-5 2,5-Dilithio-1,1-diphenyl-1-penten 
• 952144-29-5 2,2-diphenyl-1-oxa-spiro[2.3]hexane 
• 119-61-9 benzophenone 
• 110-15-6 succinic acid 
• 6263-83-8 1,5-diphenyl-1,5-pentanedione 
• 93436-35-2 1,2-diphenyl-cyclopentane 
• 4407-87-8 <1-Hydroxy-cyclobutyl-(1)>-diphenyl-carbinol 

Relevant articles and documents

Synthesis of Spiro[2.2]pentanes and Spiro[2.3]hexanes Employing the Me3Al/CH2I2 Reagent

Substituted alkylidenecyclopropanes reacted with 5 equivalents each of Me3Al and CH2I2 at room temperature in hexane to give 1-mono- and 1,1-disubstituted spiro[2.2]pentanes in high yields. Surprisingly, the same reaction

A method for synthesis of homoallylic bromide

Cyclopropyl Grignard reagents react with carbonyl compounds in the presence of diethyl phosphite to give homoallylic bromides. The reaction is effectively carried out under mild conditions in a one-pot fashion with moderate to good yields.

Preparation of Alkylidenecyclobutanes and Their Transformation to 2,2-Disubstituted Cyclopentanones

The reaction of ketones with the titanocene reagent prepared by the treatment of 1,1-bis(phenylthio)cyclobutane with the low valent titanium species Cp2Ti2 produced the corresponding alkylidenecyclobutanes. These compounds were successfully trans

Photoinduced skeletal rearrangement of 1,1-diarylspiropentanes

The photochemical reactivities of 1,1-diarylspiropentanes 1a-c have been investigated under various photolysis conditions. Upon direct photolysis or acetone-sensitized photolysis, 1 underwent skeletal rearrangement to afford methylidenecyclobutanes 2, 3 and 4. A mechanism involving diradical intermediates has been proposed. Also studied were the photochemical and thermal reactions of the electron donor-acceptor (EDA) complexes of 1 with tetracyanoethylene (TCNE). Photoirradiation of the charge-transfer (CT) absorption bands of the EDA complexes resulted in the skeletal rearrangement of 1 to 2 and 3, with concomitant formation of TCNE adducts 11b,c and 12a-c. The X-ray structure of 11c is reported. A mechanism involving ion radical pairs [1?+, TCNE?-] is proposed for the photoreaction. In contrast, no skeletal rearrangement was observed in the thermal reaction of the EDA complexes although i1b and 11c were produced.

Photoinduced skeletal rearrangement of 1,1-diphenylspiropentanes

Photoreactions of 1,1-diphenylspiropentanes have been investigated under various photochemical conditions. The exploratory studies have provided unprecedented examples of photochemically induced skeletal rearrangement of spiropentanes to methylenecyclobutanes.

Divergent rearrangement pathways in the electron-transfer induced spiropentane-methylenecyclobutane rearrangement: Role of CIP and SSIP

Photogenerated 1,1-diarylspiropentane cation radicals competitively rearranged to the more thermodynamically stable 1-(diarylmethylene)cyclobutanes and the less stable 2,2-diaryl-1-methylenecyclobutanes in a concerted and stepwise manner, respectively.