16520-62-0

Basic information

• Product Name: 4-PHENYL-1-BUTYNE
• Synonyms: benzene,3-butynyl-;but-3-ynyl-benzene;phenylbutyne;phenylethylacethylene;PHENETHYLACETYLENE;2-PHENYLETHYLACETYLENE;4-PHENYL-1-BUTYNE;1-Butyne, 4-Phenyl-
• CAS NO: 16520-62-0
• Molecular Formula: C₁₀H₁₀
• Molecular Weight: 130.19
• Product Categories: Acetylenes;Acetylenic Hydrocarbons having Benzene Ring;Alkynes;Organic Building Blocks;Terminal
• Mol File: 16520-62-0.mol
• Article Data: 42

Chemical Properties

• Boiling Point: 189-190 °C(lit.)
• Flash Point: 151 °F
• Appearance: /
• Density: 0.926 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.76mmHg at 25°C
• Refractive Index: n20/D 1.5120(lit.)
• Water Solubility: Not miscible or difficult to mix in water.
• BRN: 1362221
• CAS DataBase Reference: 4-PHENYL-1-BUTYNE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PHENYL-1-BUTYNE(16520-62-0)
• EPA Substance Registry System: 4-PHENYL-1-BUTYNE(16520-62-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 16520-62-0(Hazardous Substances Data)

Usage

Chemical Description

4-phenyl-1-butyne is an alkyne used as a reactant.

Uses

4-Phenyl-1-butyne is used as an intermediate in chemical research.

InChI:InChI=1/C10H10/c1-2-3-7-10-8-5-4-6-9-10/h1,4-6,8-9H,3,7H2

Upstream product

• 18295-60-8 propargyl magnesium bromide 
• 100-39-0 benzyl bromide 
• 106-96-7 propargyl bromide 
• 13169-00-1 Methoxyallene 
• 6921-34-2 benzylmagnesium chloride 
• 463-49-0 1,2-propanediene 
• 100-44-7 benzyl chloride 
• 74-99-7 prop-1-yne 
• 103-25-3 3-phenylpropanoic acid methyl ester 
• 90965-06-3 dimethyl 1-(1-diazo-2-oxopropyl)phosphonate 
• 82772-38-1 α-(trichloromethyl)benzenepropanol 
• 393827-42-4 (4,4,4-trichlorobutyl)-benzene 
• 218902-81-9 (Z)-(4-iodobut-3-en-1-yl)benzene 
• 18328-11-5 3-benzyl propionaldehyde 

Downstream Products

• 33598-22-0 1-Phenyl-3-methylprop-2-yne 
• 16487-62-0 pent-3-yn-1-ylbenzene 
• 89590-32-9 (Z)-2-Phenethyl-but-2-enedioic acid dimethyl ester 
• 89590-33-0 (E)-2-Phenethyl-but-2-enedioic acid dimethyl ester 
• 127208-58-6 8-phenyl-1-octen-5-yne 
• 24271-22-5 5-phenyl-2(E)-pentenoic acid 
• 128038-39-1 2-methylene-4-phenylbutanoic acid 
• 134260-70-1 2,2-Dimethyl-7-phenyl-hept-4-yn-3-ol 
• 127208-59-7 9-phenyl-1-nonen-6-yne 
• 146491-87-4 1-cyclohexyl-5-phenylpent-2-yn-1-ol 
• 108357-95-5 1,5-diphenylpent-1-yn-3-one 
• 184370-64-7 (4-bromobut-3-yn-1-yl)benzene 
• 254762-82-8 N-benzyl-N-(1-isopropyl-5-phenyl-pent-2-ynyl)-hydroxylamine 
• 768-56-9 4-Phenylbut-1-ene 

Relevant articles and documents

An efficient method for the production of terminal alkynes from 1,1-dibromo-1-alkenes and its application in the total synthesis of natural product dihydroxerulin

An efficient method of preparing various terminal alkynes from 1,1-dibromo-1-alkenes by using TBAF (tetra-n-butylammonium fluoride) as a base and triphenylphosphane as a reductant was developed. This method is strong base and low/high temperatures free, and can tolerate a broad range of substrates. These advantages were well demonstrated by the application of this method to the total synthesis of polyene natural product dihydroxerulin.

Metal-Free Synthesis of Selenodihydronaphthalenes by Selenoxide-Mediated Electrophilic Cyclization of Alkynes

A transition-metal-free, selenium mediated electrophilic cyclization reaction was realized through a one-pot procedure between simple alkynes and triflic anhydride-activated selenoxides to give selenium containing dihydronaphthalene products. This method gave good to very high yields for all products, including selenium-substituted phenanthrene, dihydroquinoline, 2H-chromene, and coumarin, which can be further transformed to other functionalized compounds.

SO2F2-Mediated Oxidative Dehydrogenation and Dehydration of Alcohols to Alkynes

Direct synthesis of alkynes from inexpensive, abundant alcohols was achieved in high yields (greater than 40 examples, up to 95% yield) through a SO2F2-promoted dehydration and dehydrogenation process. This straightforward transformation of sp3-sp3 (C-C) bonds to sp-sp (C=C) bonds requires only inexpensive and readily available reagents (no transition metals) under mild conditions. The crude alkynes are sufficiently free of impurities to permit direct use in further transformations, as illustrated by regioselective Huisgen alkyne-azide cycloaddition reactions with PhN3 to give 1,4-substituted 1,2,3-traiazoles (16 examples, up to 92% yield) and Sonogashira couplings (10 examples, up to 77% yield).