22433-39-2

Basic information

• Product Name: buta-2,3-dien-2-ylbenzene
• Synonyms: (1-methylpropa-1,2-dien-1-yl)benzene; 1,2-Butadiene, 3-phenyl-; benzene, (1-methyl-1,2-propadienyl)-; Benzene, 1-methyl-1,2-propadienyl-; Buta-2,3-dien-2-ylbenzene
• CAS NO: 22433-39-2
• Molecular Formula: C₁₀H₁₀
• Molecular Weight: 130.1864
• Mol File: 22433-39-2.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 209.5°C at 760 mmHg
• Flash Point: 73.4°C
• Density: 0.865g/cm³
• Vapor Pressure: 0.291mmHg at 25°C
• Refractive Index: 1.511
• CAS DataBase Reference: buta-2,3-dien-2-ylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: buta-2,3-dien-2-ylbenzene(22433-39-2)
• EPA Substance Registry System: buta-2,3-dien-2-ylbenzene(22433-39-2)

Safety Data

• Hazardous Substances Data: 22433-39-2(Hazardous Substances Data)

Upstream product

• 2768-41-4 4-methoxy-but-2-yne 
• 21541-60-6 3-phenylprop-2-ynyl 4-methylbenzenesulfonate 
• 676-58-4 methylmagnesium chloride 
• 1794-48-5 1-bromo-3-phenylprop-2-yne 
• 17343-73-6 (2,2-dibromo-1-methylcyclopropyl)benzene 
• 1504-58-1 3-Phenyl-2-propyn-1-ol 
• 917-54-4 methyllithium 
• 86738-26-3 (RS)-(E)-1-chloro-3-phenylbut-1-ene 
• 141946-94-3 2-phenyl-3-butyn-2-yl acetate 
• 86738-22-9 ((R)-2,3-Dibromo-1-methyl-propyl)-benzene 
• 77295-70-6 (4,4-dibromobut-3-en-2-yl)benzene 
• 103-67-3 benzyl-methyl-amine 
• 50874-14-1 phenylpropargyl bromide 
• 137407-04-6 2-methyl-2-phenyl-3-butynenitrile 

Downstream Products

• 22664-15-9 (-)-2-Methyl-2-phenyl-methylencyclopropan 
• 22645-13-2 (+)-1-Methyl-1-phenyl-spiropentan 
• 22645-13-2 (-)-1-Methyl-1-phenyl-spiropentan 
• 69788-00-7 C₂₀H₂₃NO 
• 20963-49-9 α-(1-hydroxyliminoethyl)styrene 
• 57532-81-7 2-Acetyl-3-phenylbut-2-en 
• 79566-75-9 3-Methyl-3-phenyl-3H-thiophene-2-thione 
• 79566-91-9 C₁₁H₈LiS₂^(1-)*Li⁽¹⁺⁾ 
• 55794-94-0 2,2,5,5-tetrachloro-1-methyl-1-phenylspiropentane 
• 85914-16-5 4,4,5,5-tetrachloro-1-methyl-1-phenylspiropentane 
• 87959-53-3 (2,2-Dibromo-1-methyl-3-methylene-cyclopropyl)-benzene 
• 87959-60-2 (2-Dibromomethylene-1-methyl-cyclopropyl)-benzene 
• 106019-24-3 (Z)-4-Phenyl-3-trimethylsilanyl-pent-3-enenitrile 
• 934-10-1 3-phenylbut-1-ene 

Relevant articles and documents

Intermolecular Allene Functionalization by Silver-Nitrene Catalysis

Under silver catalysis conditions, using [Tp*,BrAg]2 as the catalyst precursor, allenes react with PhI═NTs in the first example of efficient metal-mediated intermolecular nitrene transfer to such substrates. The nature of the substituent at the allene seems crucial for the reaction outcome since arylallenes are converted into azetidine derivatives, whereas methylene aziridines are the products resulting from alkylallenes. Mechanistic studies allow proposing that azetidines are formed through unstable cyclopropylimine intermediates, which further incorporate a second nitrene group, both processes being silver-mediated. Methylene aziridines from alkylallenes derive from catalytic nitrene addition to the allene double bonds. Both routes have resulted to be productive for further synthetic transformations affording aminocyclopropanes.

Regioselective Diboron-Mediated Semireduction of Terminal Allenes

A method for the regioselective reduction of the terminal double bond of 1,1-disubstituted allenes has been developed. In the presence of a palladium catalyst, tetrahydroxydiboron and stoichiometric water, allene semireduction proceeds in high yield to afford Z-alkenes selectively.

Trifluoromethylation of Allenes: An Expedient Access to α-Trifluoromethylated Enones at Room Temperature

A silver(I) catalyzed regioselective trifluoromethylation of allenes using Langlois's salt (NaOSOCF3) is demonstrated. This transformation enables direct expedient access to α-trifluoromethylated acroleins, which are valuable synthons for a number of pharmaceuticals and agrochemicals containing vinyl-CF3 moieties. Versatility of this trifluoromethylation method has been established with good yield and excellent regioselectivity. Preliminary experiments and computational studies were carried out to elucidate the mechanistic insight of this protocol.