132350-97-1

Basic information

• Product Name: 1-Pentyn-3-ol, 4,4-dimethyl-1-phenyl-, (R)-
• CAS NO: 132350-97-1
• Molecular Formula: C13H16O
• Molecular Weight: 188.269
• Mol File: 132350-97-1.mol
• Article Data: 46

Chemical Properties

• CAS DataBase Reference: 1-Pentyn-3-ol, 4,4-dimethyl-1-phenyl-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Pentyn-3-ol, 4,4-dimethyl-1-phenyl-, (R)-(132350-97-1)
• EPA Substance Registry System: 1-Pentyn-3-ol, 4,4-dimethyl-1-phenyl-, (R)-(132350-97-1)

Safety Data

• Hazardous Substances Data: 132350-97-1(Hazardous Substances Data)

Upstream product

• 2579-22-8 Phenylpropargyl aldehyde 
• 677-22-5 tert-butylmagnesium chloride 
• 6738-06-3 phenylethynylmagnesium bromide 
• 630-19-3 pivalaldehyde 
• 536-74-3 phenylacetylene 
• 132350-97-1 4,4-dimethyl-1-phenyl-pent-1-yn-3-ol 
• 123-62-6 propionic acid anhydride 
• 3757-88-8 tributylstannylethynylbenzene 
• 32398-67-7 4,4-dimethyl-1-phenyl-1-pentyn-3-one 
• 3282-30-2 pivaloyl chloride 
• 591-50-4 iodobenzene 
• 61317-72-4 4,4-dimethylpent-1-yn-3-ol 
• 4440-01-1 lithium phenylacetylide 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 

Downstream Products

• 32398-67-7 4,4-dimethyl-1-phenyl-1-pentyn-3-one 
• 538-44-3 (E)-benzylidenepinacolone 
• 925428-18-8 2-(1-tert-butyl-3-phenyl-prop-2-ynyloxy)-isoindole-1,3-dione 
• 1319722-52-5 [3-({[(3-phenyl-1-tert-butylprop-2-ynyl)oxy]dithio}oxy)-4,4-dimethylpent-1-ynyl]benzene 
• 32284-49-4 5-(tert-butyl)-3-phenyl-4,5-dihydroisoxazole 

Relevant articles and documents

One-Pot Synthesis of N-H-Free Pyrroles from Aldehydes and Alkynes

The first base-mediated intermolecular cyclization of arylaldehydes and terminal arylacetylenes for the synthesis of a wide range of pyrroles in a single step has been described. The developed methodology used commercially available starting materials and

Formation of β-Oxo- N-vinylimidates via Intermolecular Ester Incorporation in Huisgen Cyclization/Carbene Cascade Reactions

Unusual intermolecular trapping of esters by carbenes generated via a Huisgen cyclization/retroelectrocyclization/dediazotization cascade reaction is presented. β-Oxo-N-vinylimidates could be obtained in one step from propargyl carbonazidates. Mechanistic control experiments suggested reversible dipole formation by ester addition to the carbene, and nitrogen attack to the ester carbonyl was irreversibly followed by stereoselective decarboxylative elimination to give the Z-vinyl imidate. The cross-conjugated enone, imidate, and enamine functional groups in the β-oxo-N-vinylimidates offer novel syntheses of functionalized oxazoles.

Alkylation of Terminal Alkynes under Zinc Lewis Acid Catalysis and Its Mechanistic Studies

With a zinc Lewis acid catalyst and proton sponge in toluene, terminal alkynes were found to undergo the alkylation by alkyl triflates to provide unsymmetrical internal alkynes. This is the first example that a simple alkyl chain other than benzylic and norbornyl units can be introduced onto the alkynyl carbon atom under Lewis acid catalysis. Mechanistic studies revealed that the activation of the alkyne by the zinc Lewis acid and proton sponge is the trigger of the reaction to give a monoalkynylzinc species, which successively reacts with the alkyl triflate to afford the internal alkyne. A radical pathway is unlikely in this system. (Figure presented.).