2288-18-8

Basic information

• Product Name: buta-1,3-dien-2-ylbenzene
• Synonyms: buta-1,3-dien-2-ylbenzene;(1-Methylene-2-propenyl)benzene;2-Phenyl-1,3-butadiene;Phenoprene;Phenylerythrene
• CAS NO: 2288-18-8
• Molecular Formula: C₁₀H₁₀
• Molecular Weight: 130.19
• Mol File: 2288-18-8.mol
• Article Data: 44

Chemical Properties

• Boiling Point: 175.9°C (rough estimate)
• Flash Point: 54°C
• Appearance: /
• Density: 0.9250
• Vapor Pressure: 1.24mmHg at 25°C
• Refractive Index: 1.5489
• CAS DataBase Reference: buta-1,3-dien-2-ylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: buta-1,3-dien-2-ylbenzene(2288-18-8)
• EPA Substance Registry System: buta-1,3-dien-2-ylbenzene(2288-18-8)

Safety Data

• Hazardous Substances Data: 2288-18-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 48, p. 1912, 1983 DOI: 10.1021/jo00159a028Tetrahedron Letters, 24, p. 5137, 1983 DOI: 10.1016/S0040-4039(00)94062-0

InChI:InChI=1/C10H10/c1-3-9(2)10-7-5-4-6-8-10/h3-8H,1-2H2

Upstream product

• 74-85-1 ethene 
• 4316-37-4 1,1,-diethoxy-1-phenylethane 
• 593-60-2 Vinyl bromide 
• 98-81-7 1-bromovinylbenzene 
• 55084-88-3 4-allyl-2-phenyl-Δ²-1,3,4-oxadiazolin-5-one 
• 5747-05-7 (4-chlorobut-1-en-2-yl)benzene 
• 57465-40-4 2,5-dihydro-3-phenylthiophene 1,1-dioxide 
• 89228-81-9 buta-2,3-dien-1-yl diethyl phosphate 
• 29817-09-2 1-methylene-2-phenylcyclopropane 
• 1021-45-0 phosphoric acid diethyl ester-(1-phenyl-vinyl ester) 
• 1826-67-1 vinyl magnesium bromide 
• 67-68-5 dimethyl sulfoxide 
• 98-83-9 isopropenylbenzene 
• 100-42-5 styrene 

Downstream Products

• 58189-55-2 2,2-Dibrom-1-vinyl-1-phenyl-cyclopropan 
• 15619-51-9 4-hydroxy-1-phenylcyclohexene 
• 140837-16-7 3-Phenyl-cyclohex-3-enol 
• 124739-96-4 2-chloroformyl-4-phenyl-3,6-dihydro-1,2-oxazine 
• 124739-97-5 2-chloroformyl-5-phenyl-3,6-dihydro-1,2-oxazine 
• 83595-05-5 5-phenyl-2-(p-toluyl)-3,6-dihydro-2H-1,2-thiazine 1-oxide 
• 88946-57-0 4-Phenyl-6-trimethylsilanyl-cyclohex-3-enecarboxylic acid 
• 113475-42-6 4-Phenyl-6-(trimethylsilyl)-3-cyclohexen-1-carbonsaeure 
• 107352-73-8 3-phenylbicyclo<4.1.0>hept-3-ene 
• 81452-70-2 1-methyl-4-phenyl-3-cyclohexenol 
• 133448-09-6 2,7-Diphenyl-5-silaspiro<4.4>nona-2,7-diene 

Relevant articles and documents

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A Cascade Suzuki-Miyaura/Diels-Alder Protocol: Exploring the Bifunctional Utility of Vinyl Bpin

Cascade reactions are an important strategy in reaction design, allowing streamlining of chemical synthesis. Here we report a cascade Suzuki-Miyaura/Diels-Alder reaction, employing vinyl Bpin as a bifunctional reagent in two distinct roles: as an organoboron nucleo phile for cross-coupling and as a Diels-Alder dienophile. Merging these two reactions enables a rapid and operationally simple synthesis of functionalized carbocycles in good yield. The effect of the organoboron subtype on Diels-Alder regioselectivity was investigated and postsynthetic modifications were carried out on a model substrate. The potential for a complementary Heck/Diels-Alder process was also assessed.

Efficient Synthesis of 3,6-Dihydro-2H-pyrans via [3+2+1] Annulation Based on the Heteroatom-free Tri-atom Donor

A new [3+2+1] annulation strategy based on the heteroatom-free tri-atom donor to synthesize 3,6-dihydro-2H-pyrans has been developed. In this method, 2-arylpropylene served as tri-atom donor to contribute three carbon atoms, the heteroatom was provided by aldehyde, and DMSO served as one carbon donor and solvent. This annulation reaction gave 3,6-dihydro-2H-pyrans in moderate to good yields. Based on the control experiments, a possible mechanism was proposed. (Figure presented.).