27975-78-6

Basic information

• Product Name: 1-PHENYL-1-PENTYN-3-OL
• Synonyms: TIMTEC-BB SBB008984;1-PHENYL-1-PENTYN-3-OL;1-Pentyn-3-ol,1-phenyl-;1-phenylpent-1-yn-3-ol
• CAS NO: 27975-78-6
• Molecular Formula: C₁₁H₁₂O
• Molecular Weight: 160.21
• Product Categories: Alkynes;Internal;Organic Building Blocks
• Mol File: 27975-78-6.mol
• Article Data: 66

Chemical Properties

• Boiling Point: 266.909 °C at 760 mmHg
• Flash Point: 110 °C
• Appearance: /
• Density: 1.336 g/mL at 25 °C
• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: n20/D 1.559
• CAS DataBase Reference: 1-PHENYL-1-PENTYN-3-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PHENYL-1-PENTYN-3-OL(27975-78-6)
• EPA Substance Registry System: 1-PHENYL-1-PENTYN-3-OL(27975-78-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 27975-78-6(Hazardous Substances Data)

Usage

Uses

Reactant in the heterogeneously catalyzed etherification of glycerol, also in fritsch-wiechell rearrangement of 1-chlorovinyl sulfoxides.

InChI:InChI=1/C11H12O/c1-2-11(12)9-8-10-6-4-3-5-7-10/h3-7,11-12H,2H2,1H3

Upstream product

• 123-38-6 propionaldehyde 
• 536-74-3 phenylacetylene 
• 62459-78-3 9-Phenylethynyl-9-bora-bicyclo[3.3.1]nonane 
• 1407998-83-7 2-(1-phenylpent-1-yn-3-yl)isoindoline-1,3-dione 
• 74-96-4 ethyl bromide 
• 123-72-8 butyraldehyde 
• 2579-22-8 Phenylpropargyl aldehyde 
• 557-20-0 diethylzinc 
• 19307-74-5 1-phenyl-pent-1-yn-3-one 
• 166734-94-7 (-)-(2S,3R)-2-methyl-3-(phenylethynyl)oxirane 
• 136121-37-4 (2R,3R,R^s)-2-Chloro-1-phenyl-2-(p-tolylsulfinyl)-3-pentanol 
• 136121-38-5 (3R)-2-Chloro-1-phenyl-1-penten-3-ol 
• 6738-06-3 phenylethynylmagnesium bromide 
• 4187-86-4 pent-1-yn-3-ol 

Downstream Products

• 93247-40-6 (1-tert-Butyl-penta-1,2-dienyl)-benzene 
• 75031-47-9 2-phenyl-2,3-hexadiene 
• 124974-83-0 2-Ethyl-4-phenyl-3-butynenitrile 
• 3152-68-9 (1E)-1-phenylpent-1-en-3-one 
• 105836-17-7 (R)-1-phenyl-3-pentanol 
• 71747-37-0 (S)-1-phenylpentan-3-ol 
• 59403-00-8 2,2,2-Trichloro-acetimidic acid 1-ethyl-3-phenyl-prop-2-ynyl ester 
• 190258-37-8 1-iodo-1-phenylpent-1-en-3-ol 
• 27975-78-6 (S)-1-phenylpent-1-yn-3-ol 
• 123-38-6 propionaldehyde 
• 536-74-3 phenylacetylene 
• 505087-60-5 1-ethyl-3-phenylprop-2-yn-1-yl methyl carbonate 
• 104662-02-4 (1R)-1-phenylpent-1-yn-3-ol 
• 82782-06-7 (Z)-1-phenylpent-1-en-3-one 

Relevant articles and documents

Cascade Radical Cyclization on Alkynyl Vinylogous Carbonates for the Divergent Synthesis of Tetrasubstituted Furans and Dihydrofurans

A single alkynyl vinylogous carbonate was elaborated to tetrasubstituted furan or dihydrofuran via a cascade inter-intramolecular radical reaction by changing the radical being added. The strategy could be used in the synthesis of polycyclic heterocycles as well as bis-furan exhibiting atropisomerism. Installation of a new furan motif on the existing one was feasible by iteration. Stannyl dihydrofuran derivative was used in Stille coupling, whereas intramolecular Friedel-Crafts acylation on the furan gave furanonaphthol.

Iron-Catalyzed Cross-Coupling of Propargyl Ethers with Grignard Reagents for the Synthesis of Functionalized Allenes and Allenols

Herein we disclose an iron-catalyzed cross-coupling reaction of propargyl ethers with Grignard reagents. The reaction was demonstrated to be stereospecific and allows for a facile preparation of optically active allenes via efficient chirality transfer. Various tri- and tetrasubstituted fluoroalkyl allenes can be obtained in good to excellent yields. In addition, an iron-catalyzed cross-coupling of Grignard reagents with α-alkynyl oxetanes and tetrahydrofurans is disclosed herein, which constitutes a straightforward approach towards fully substituted β- or γ-allenols, respectively.

Catalytic Ynone-Amidine Formal [4 + 2]-Cycloaddition for the Regioselective Synthesis of Tricyclic Azepines

A Ca(OTf)2- and self-promoted ynone-amidine atom-economic formal [4 + 2]-cycloaddition of various ynones with amidines is reported for the construction of highly functionalized tricyclic azepines. High reaction rate, ease of operation, and high product se