29817-09-2

Basic information

• Product Name: 1-METHYLENE-2-PHENYLCYCLOPROPANE
• Synonyms: (2-Methylenecyclopropyl)benzene;2-Phenyl-1-methylenecyclopropane;Benzene, (methylenecyclopropyl)-;1-METHYLENE-2-PHENYLCYCLOPROPANE 97%;1-METHYLENE-2-PHENYLCYCLOPROPANE 99+%;1-Phenyl-2-methylenecyclopropane;2-Methylene-1-phenylcyclopropane;1-METHYLENE-2-PHENYLCYCLOPROPANE
• CAS NO: 29817-09-2
• Molecular Formula: C₁₀H₁₀
• Molecular Weight: 130.19
• Mol File: 29817-09-2.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 176.1°Cat760mmHg
• Flash Point: 51.4°C
• Appearance: /
• Density: 0.98g/cm³
• Vapor Pressure: 1.49mmHg at 25°C
• Refractive Index: 1.557
• CAS DataBase Reference: 1-METHYLENE-2-PHENYLCYCLOPROPANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHYLENE-2-PHENYLCYCLOPROPANE(29817-09-2)
• EPA Substance Registry System: 1-METHYLENE-2-PHENYLCYCLOPROPANE(29817-09-2)

Safety Data

• Hazardous Substances Data: 29817-09-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 97, p. 949, 1975 DOI: 10.1021/ja00837a074

InChI:InChI=1/C10H10/c1-8-7-10(8)9-5-3-2-4-6-9/h2-6,10H,1,7H2

Upstream product

• 71558-45-7 1-Chlor-1-methyl-2-phenylcyclopropan 
• 55027-62-8 trans-1-methyl-2-phenylcyclopropyl bromide 
• 7555-67-1 1-phenylmethylenecyclopropane 
• 111976-79-5 1-(phenylsulfonyl)-2-phenyl-1-<(trimethylsilyl)methyl>cyclopropane 
• 4850-86-6 1,1-dichloro-2-methyl-2-phenylpropane 
• 32770-79-9 1-iodo-2-methyl-2-phenyl-1-propene 
• 26524-38-9 α-chloro-β,β-dimethylstyrene 
• 81651-71-0 1-bromo-1-methyl-2-phenylcyclopropane 
• 100-42-5 styrene 
• 3290-53-7 2-methyl-1-phenyl-2-propene 
• 96-09-3 styrene oxide 
• 186581-53-3 diazomethane 
• 2327-99-3 1-phenylpropadiene 
• 214958-01-7 ((C₆H₅)3P)2Rh(Cl)(C₄H₅C₆H₅) 

Downstream Products

• 112712-47-7 spiro<4,5-dihydro-3-methylisoxazole-5,1'-2'-phenylcyclopropane> 
• 124648-40-4 (1S*,2S*,3'aS*,6'R*)-2-Phenyl-6'-methyl-hexahydrospiroisoxazole> 
• 124648-44-8 (1R*,2R*,3'aS*,6'S*)-2-Phenyl-6'-methyl-hexahydrospiroisoxazole> 
• 124583-20-6 (1R*,2R*,3'aS*,6'R*)-2-Phenyl-6'-methyl-hexahydrospiroisoxazole> 
• 124583-23-9 (1S*,2S*,3'aS*,6'R*)-2-Phenyl-6'-methyl-hexahydrospiroisoxazole> 
• 2288-18-8 2-phenyl-1,3-butadiene 
• 16939-57-4 (E)-buta-1,3-dienylbenzene 
• 26674-16-8 6-methyl-2-phenyl-2,3-dihydropyridin-4(1H)-one 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 906639-31-4 rhodium(I)(η3-CH2CPhChMe)(PPh3)2 
• 69597-42-8 3-deutero-2-phenyl-1,3-butadiene 
• 1417163-71-3 ethyl 6-bromo-2-methylene-4-phenyl-6-heptenoate 
• 1085512-31-7 C₁₁H₁₂O 
• 19930-93-9 1-methyl-2-phenylcyclopropanecarboxyaldehyde 

Relevant articles and documents

4-Phenylspiro[2.2]pentane-1,1-dicarboxylate: synthesis and reactions with EtAlCl2 and 4,5-diazaspiro[2.4]hept-4-ene derivative

Cyclopropanation of 1-methylidene-2-phenylcyclopropane with dimethyl diazomalonate affords new dimethyl 4-phenyl-spiro[2.2]pentane-1,1-dicarboxylate. On contact with EtAlCl2, this compound undergoes opening of both cyclopropane rings to give dimethyl (2-chloromethyl-3-phenylallyl)malonate. Its EtAlCl2-assisted reaction with methyl 5′-methylspiro[cyclo-propane-1,3′-pyrazoline]-5′-carboxylate proceeds as the 1,3:1′,5′-addition to afford mainly 3-(2-chloroethyl)-1-cyclo-propylmethyl-1H-pyrazoline derivative.

Bu2SnIH-promoted proximal bond cleavage of methylenecyclopropanes and successive radical cyclization and/or Pd-catalyzed coupling reaction

The unprecedented regioselective hydrostannation of methylenecyclopropanes to give vinyltins was achieved using dibutyliodotin hydride (Bu2SnIH), which could be applied to intramolecular radical cyclization. Copyright

Ni-complex-catalysed addition polymerisation of 2-phenyl-1-methylenecylopropane to afford a polymer with cyclopropylidene groups

π-Allyl-nickel complexes initiated addition polymerisation of 2-phenyl-1-methylenecyclopropane to give a polymer with three-membered rings; the formed polymer showed a high Tg and negligible thermal decomposition up to 300°C.