4250-81-1

Basic information

• Product Name: 1-PHENYL-1-PENTYNE
• Synonyms: Phenyl n-propyl acetylene;Phenylpentyne;1-Phenyl-1-pentyne,98%;1-(1-Pentynyl)benzene;1-Pentynylbenzene;1-phenyl-2-propylacetylene;Benzene, 1-pentynyl-;benzene,1-pentynyl-
• CAS NO: 4250-81-1
• Molecular Formula: C₁₁H₁₂
• Molecular Weight: 144.21
• EINECS: 224-211-4
• Product Categories: Acetylenes;Acetylenic Hydrocarbons having Benzene Ring;Alkynes;Internal;Organic Building Blocks
• Mol File: 4250-81-1.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 213-215 °C
• Flash Point: 83 °C
• Appearance: /
• Density: 0.903
• Vapor Pressure: 0.233mmHg at 25°C
• Refractive Index: 1.54-1.542
• Water Solubility: Not miscible or difficult to mix in water.
• BRN: 1853156
• CAS DataBase Reference: 1-PHENYL-1-PENTYNE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PHENYL-1-PENTYNE(4250-81-1)
• EPA Substance Registry System: 1-PHENYL-1-PENTYNE(4250-81-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36/37/39
• Hazardous Substances Data: 4250-81-1(Hazardous Substances Data)

Usage

Description

1-PHENYL-1-PENTYNE is an organic compound that consists of a pentyne chain with a phenyl group attached to the first carbon atom. It is a versatile building block in organic synthesis and has unique chemical properties due to the presence of both the alkyne and phenyl groups.

Uses

Used in Organic Synthesis:
1-PHENYL-1-PENTYNE is used as a building block for the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and specialty chemicals. Its unique structure allows for a wide range of reactions, such as cross-coupling, cyclization, and functionalization, making it a valuable intermediate in the development of new molecules.
Used in the Synthesis of Polysubstituted Naphthalene Derivatives:
1-PHENYL-1-PENTYNE is used as a reactant in the highly regioselective synthesis of polysubstituted naphthalene derivatives through gallium trichloride catalyzed alkyne-aldehyde coupling. This reaction provides a convenient and efficient method for the preparation of naphthalene-based compounds, which are important in various fields such as materials science, pharmaceuticals, and agrochemicals.

InChI:InChI=1/C11H12/c1-2-3-5-8-11-9-6-4-7-10-11/h4,6-7,9-10H,2-3H2,1H3

Upstream product

• 1004-22-4 (phenylethynyl)sodium 
• 106-94-5 propyl bromide 
• 599-91-7 propyl tosylate 
• 6917-86-8 Dicylohexylpropylboron 
• 536-74-3 phenylacetylene 
• 1483-82-5 phenylethynyl chloride 
• 927-77-5 n-propylmagnesium bromide 
• 2234-82-4 1-propylmagnesium chloride 
• 591-50-4 iodobenzene 
• 627-19-0 1-Pentyne 
• 80-17-1 benzenesufonyl hydrazide 
• 764-33-0 hex-2-ynoic acid 
• 2142-69-0 2-bromophenyl methyl ketone 
• 6683-92-7 1-phenylpentan-2-one 

Downstream Products

• 122949-07-9 C₁₄H₁₈HgO₃ 
• 58534-47-7 α,α-diflourovalerophenone 
• 29114-66-7 1-phenyl-2-fluoropentan-1-one 
• 110097-48-8 1-phenyl-1,1-difluoropentan-2-one 
• 110097-45-5 1-phenyl-1,1-dimethoxy-2,2-difluoropentane 
• 79719-88-3 1-phenyl-1-pentyne 
• 31552-03-1 (E)-pent-3-en-1-yn-1-ylbenzene 
• 31552-04-2 (Z)-1-phenyl-3-penten-1-yne 
• 15917-54-1 tamoxifen 
• 19307-74-5 1-phenyl-pent-1-yn-3-one 

Relevant articles and documents

Regio- And stereoselective electrochemical synthesis of sulfonylated enethers from alkynes and sulfonyl hydrazides

An electrooxidative direct difunctionalization of internal alkynes with sulfonyl hydrazides has been developed for the construction of sulfonated enethers. In this transformation, metal catalysts or stoichiometric amount of oxidants are not required and molecular nitrogen and hydrogen are the sole byproducts, providing a simple and green approach for preparing various sulfonyl tetrasubstituted alkenes. Notably, the protocol could be efficiently scaled up and the follow-up procedures of the corresponding functionalized alkenes demonstrate the practicality of the electrochemical synthesis.

Sustainable dipolar homo-dicopper (II) dihydrazone complex as a catalyst for Sonogashira cross couplings

A novel dicopper (II) complex, Cu2L, was prepared form the complexation of the new polydentate ligand (H4L), bis(sodium 3-formyl-4-hydroxybenzenesulfonate)succinylhydrazone, with copper acetate. The novel homobinuclear complex was quite characterized by various physico-chemical tools and employed as a homogeneous and efficient-green catalyst for Sonogashira cross-couplings of phenylacetylene with halobenzenes under sustainable conditions. Cu2L exhibited very good catalytic performance with excellent chemoselectivity. The catalytic efficiency of Cu2L was improved by using ionic liquids–aqueous media (1: 1, binary mixture). A mechanistic pathway was also proposed for Cu(II)-catalyzed Sonogashira cross-coupling reactions for the reported finding. DFT for H4L and Cu2L were studied. Electronic configurations, energy of HOMO and LUMO orbitals, energy gap between orbitals (ΔE), electronegativity, hardness and softness were also calculated and compared with the applicable catalytic findings of Cu2L, which are in good conformity.

In Situ Generation of Alkynylzinc and Its Subsequent Negishi Reaction in a Flow Reactor

A highly efficient and convenient Negishi cross-coupling reaction has been developed for the synthesis of unsymmetrical alkynes and enynes in a continuous-flow process. The reaction proceeds through an in situ generated alkynylzinc reagent by the reaction of lithium acetylide with zinc halide at room temperature followed by a cross-coupling reaction with aryl or vinyl iodides. The notable features of this work compared to the conventional benchtop method are mild reaction conditions, good to excellent yields, broad functional-group compatibility, short residence time (73 sec) and especially desilylation of TMS group with the residence time of only 10.5 sec.