934-10-1

Basic information

• Product Name: but-3-en-2-ylbenzene
• CAS NO: 934-10-1
• Molecular Formula: C₁₀H₁₂
• Molecular Weight: 132.205
• Mol File: 934-10-1.mol

Chemical Properties

• Boiling Point: 167.8°Cat760mmHg
• Flash Point: 45.9°C
• Density: 0.874g/cm³
• CAS DataBase Reference: but-3-en-2-ylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: but-3-en-2-ylbenzene(934-10-1)
• EPA Substance Registry System: but-3-en-2-ylbenzene(934-10-1)

Safety Data

• Hazardous Substances Data: 934-10-1(Hazardous Substances Data)

Usage

Uses

Used in Polymer and Plastics Industry:
But-3-en-2-ylbenzene is used as a monomer in the production of polymers and plastics. It is a key component in the synthesis of polystyrene, a widely used plastic material with various applications, including packaging, disposable cutlery, and insulation.
Used in Flavor and Fragrance Industry:
But-3-en-2-ylbenzene is used as a flavoring agent in the food and beverage industry. It imparts a fruity and musky flavor to various products, such as beverages, confectionery, and ice cream.
Used in Perfumery:
But-3-en-2-ylbenzene is used as a fragrance ingredient in the perfumery industry. Its musky odor makes it a valuable component in the formulation of perfumes, colognes, and other scented products.
Used in Synthesis of Other Organic Compounds:
But-3-en-2-ylbenzene is used as a precursor in the synthesis of other organic compounds, such as pharmaceuticals, agrochemicals, and dyes. Its versatile chemical structure allows for various chemical reactions, making it a valuable intermediate in organic synthesis.
Used in Research and Development:
But-3-en-2-ylbenzene is used in research and development for the study of chemical reactions, synthesis of new compounds, and development of new applications in various industries.

Upstream product

• 2722-36-3 3-phenyl-1-butanol 
• 100-42-5 styrene 
• 74-85-1 ethene 
• 4203-40-1 2-(but-2-enyloxy)tetrahydro-2H-pyran 
• 74-83-9 methyl bromide 
• 34041-44-6 1-phenylpropenyl-lithium 
• 4784-77-4 (E/Z)-crotyl bromide 
• 16635-23-7 phenyltriisopropoxytitanium(IV) 
• 95576-66-2 phenyltriethoxytitanium 
• 25483-62-9 (N(C₂H₅)2)3Ti(C₆H₅) 
• 108968-42-9 Ti(OC(CH₃)3)3(C₆H₅) 
• 108968-43-0 Ti(OC₆H₅)3(C₆H₅) 
• 504-61-0 (E)-but-2-enol 
• 75-11-6 diiodomethane 

Downstream Products

• 145065-93-6 2-Methyl-5-oxo-2-phenyl-pyrrolidine-1-sulfonyl chloride 
• 768-00-3 (E)-2-phenyl-2-butene 
• 37887-25-5 cis-2-Phenyl-5,5-dimethyl-2-hexen 
• 79239-03-5 3,4,4-trimethyl-3-phenylpentene 
• 74607-87-7 N¹,N²-Ditosyl-3-phenyl-2-buten-sulfinamidin 
• 2722-36-3 3-phenyl-1-butanol 
• 767-99-7 (Z)-2-phenylbut-2-ene 
• 1268451-28-0 (E)-2-(3-phenylbut-1-en-1-yl)benzamide 
• 1196-67-4 (Z)-3-Phenyl-but-2-en-1-al 
• 1196-67-4 (E)-β-methylcinnamaldehyde 

Relevant articles and documents

Chiral (Macrocyclic) Sulphides as Ligands for Nickel Catalysed Carbon-Carbon Bond Formation

Various sulphide combinations have been synthesized and examined as ligands for the NiII catalysed cross coupling of α-phenylethylmagnesium chloride and vinyl bromide; good yields and, in some cases, modest enantiomeric excesses can be obtained

Contra-Thermodynamic Positional Isomerization of Olefins

A light-driven method for the contra-thermodynamic positional isomerization of olefins is described. In this work, stepwise PCET activation of a more substituted and more thermodynamically stable olefin substrate is mediated by an excited-state oxidant an

Rhodium-Catalyzed Regiodivergent Synthesis of Alkylboronates via Deoxygenative Hydroboration of Aryl Ketones: Mechanism and Origin of Selectivities

Here, we report an efficient rhodium-catalyzed deoxygenative borylation of ketones to synthesize alkylboronates, in which the regioselectivity can be switched by the choice of the ligand. The linear alkylboronates were obtained exclusively in the presence of P(nBu)3, and PPh2Me favored the formation of branched alkylboronates. The protocol also allows access to 1,1,2-triboronates from the readily available ketones. Mechanistic studies suggest that this Rh-catalyzed deoxygenative borylation of ketones goes through an alkene intermediate, which undergoes regiodivergent hydroboration to afford linear and branched alkylboronates. The different steric effects of PPh2Me and P(nBu)3 were found to be responsible for product selectivity by density functional theory calculations. The alkene intermediate can alternatively undergo sequential dehydrogenative borylation and hydroboration to deliver the triboronates.

Cobalt(II)-Catalyzed Stereoselective Olefin Isomerization: Facile Access to Acyclic Trisubstituted Alkenes

Stereoselective synthesis of trisubstituted alkenes is a long-standing challenge in organic chemistry, due to the small energy differences between E and Z isomers of trisubstituted alkenes (compared with 1,2-disubstituted alkenes). Transition metal-catalyzed isomerization of 1,1-disubstituted alkenes can serve as an alternative approach to trisubstituted alkenes, but it remains underdeveloped owing to issues relating to reaction efficiency and stereoselectivity. Here we show that a novel cobalt catalyst can overcome these challenges to provide an efficient and stereoselective access to a broad range of trisubstituted alkenes. This protocol is compatible with both mono- and dienes and exhibits a good functional group tolerance and scalability. Moreover, it has proven to be a useful tool to construct organic luminophores and a deuterated trisubstituted alkene. A preliminary study of the mechanism suggests that a cobalt-hydride pathway is involved in the reaction. The high stereoselectivity of the reaction is attributed to both a π-πstacking effect and the steric hindrance between substrate and catalyst.

Palladium-catalyzed tandem isomerization/hydrothiolation of allylarenes

Herein we report a tandem olefin migration/hydrothiolation of allyl benzenes facilitated by an in situ generated palladium hydride. A catalyst system composed of palladium acetate and bidentate ligand dtbpx (1,2-bis(di-tert-butylphosphinomethyl)benzene in the presence of catalytic amounts of triflic acid led to the tandem transformation, which furnished benzylic thioethers. The reaction exhibits high regioselectivity and can be conducted under mild conditions. The robustness of the catalyst is displayed through reactions with coordinating thiols.

Photocatalytic Synthesis of γ-Lactones from Alkenes: High-Resolution Mass Spectrometry as a Tool to Study Photoredox Reactions

A mild photocatalytic manifold for the synthesis of γ-lactones has been developed. Utilizing Ru(bpy)3Cl2 as the photocatalyst, a cheap and reproducible synthetic protocol for γ-lactones has been introduced. Mechanistic studies revealed the successful monitoring of photocatalytic reactions and radical intermediates via high-resolution mass spectrometry.

Palladium-Catalyzed Oxidative Borylation of Allylic C-H Bonds in Alkenes

This communication describes an efficient palladium pincer complex-catalyzed allylic C-H borylation of alkenes. The transformation exhibits high regio- and stereoselectivity with a variety of linear alkenes. A synthetically useful feature of this allylic C-H borylation method is that all allyl-Bpin products can be isolated in usually high yields. Preliminary mechanistic studies indicate that this C-H borylation reaction proceeds via Pd(IV) pincer complex intermediates.

CROSS METATHESIS OF POLY-BRANCHED POLY-OLEFINS

This invention describes processes to make products by cross metathesis of functionalized or non-functionalized olefins with poly-branched poly-olefins such as terpenes (e.g., farnesene(s), α-farnesene, β-farnesene, β-myrcene, etc.) and compositions made

Low-Pressure Cobalt-Catalyzed Enantioselective Hydrovinylation of Vinylarenes

An efficient and practical protocol for the enantioselective cobalt-catalyzed hydrovinylation of vinylarenes with ethylene at low (1.2 bar) pressure has been developed. As precatalysts, stable [L2CoCl2] complexes are employed that are activated in situ with Et2AlCl. A modular chiral TADDOL-derived phosphine-phosphite ligand was identified that allows the conversion of a broad spectrum of substrates, including heterocyclic vinylarenes and vinylferrocene, to smoothly afford the branched products with up to 99 % ee and virtually complete regioselectivity. Even polar functional groups, such as OH, NH2, CN, and CO2R, are tolerated.

Reactivity of mixed organozinc and mixed organocopper reagents: 14. Phosphine-nickel catalyzed aryl-allyl coupling of (n-butyl)(aryl)zincs. Ligand and substrate control on the group selectivity and regioselectivity

The group selectivity and regioselectivity in the allylation of mixed (n-butyl)(aryl)zinc reagents in THF depends on the nickel catalyst type and also on nature of the allylic substrate. Allylation of (n-butyl)(phenyl)zinc reagent with alkyl substituted primary allylic chlorides and acetates in the presence of NiCl2(dppf) catalysis affords the phenyl coupling product with γ-selectivity. However, allylation with aryl substituted primary allylic substrates results in both phenyl- and alkyl-coupling products with medium α-selectivity in the presence of NiCl2(dppf) catalysis whereas phenyl coupling product is formed with α-selectivity in the presence of NiCl2(Ph3P)2 catalysis. This new NiCl2(dppf) catalyzed protocol for γ-selective aryl allylation of (n-butyl)(aryl)zinc reagents with alkyl substituted primary allylic chlorides in THF at room temperature provides an atom economic alternative to allylation of (aryl)2Zn reagents. A mechanism for the dependence of group selectivity and regioselectivity of Ni catalyzed allylation of (n-butyl)(aryl)zinc reagents on the catalyst ligand and the substrate was proposed.