16169-88-3

Basic information

• Product Name: 1-phenylprop-2-ynyl acetate
• CAS NO: 16169-88-3
• Molecular Weight: 174.199
• Mol File: 16169-88-3.mol
• Article Data: 32

Chemical Properties

• CAS DataBase Reference: 1-phenylprop-2-ynyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenylprop-2-ynyl acetate(16169-88-3)
• EPA Substance Registry System: 1-phenylprop-2-ynyl acetate(16169-88-3)

Safety Data

• Hazardous Substances Data: 16169-88-3(Hazardous Substances Data)

Upstream product

• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 108-24-7 acetic anhydride 
• 1883-35-8 triphenethylborane 
• 100-52-7 benzaldehyde 
• 142389-19-3 tris(3-phenylpropyl)borane 
• 75-36-5 acetyl chloride 
• 4301-14-8 acetylenemagnesium bromide 
• 108-86-1 bromobenzene 
• 64-19-7 acetic acid 
• 89530-34-7 1-phenyl-3-trimethylsilylprop-2-yn-1-ol 
• 866562-23-4 1-phenyl-3-(trimethylsilyl)prop-2-yn-1-yl acetate 

Downstream Products

• 157022-42-9 ethyl 1-phenyl-2-propynyl ether 
• 10375-45-8 1,3-diphenyl-2-(1-phenylprop-2-ynyl)-propane-1,3-dione 
• 93863-22-0 1H-inden-2-yl acetate 
• 14371-10-9 (E)-3-phenylpropenal 
• 100228-90-8 (C₆H₅CHCCH)Pd(P(C₆H₅)3)2Cl 
• 1041403-31-9 (S)-N-(1-phenylprop-2-ynyl)-4-(trifluoromethyl)aniline 
• 1041403-36-4 N-[(R)-1-phenylprop-2-ynyl]-2-methoxybenzenamine 
• 605662-85-9 (S)-(2-methoxyphenyl)-(1-phenylprop-2-ynyl)amine 

Relevant articles and documents

Propargylation of CoQ0 through the Redox Chain Reaction

An efficient catalytic propargylation of CoQ0 is described by employing the cooperative effect of Sc(OTf)3 and Hantzsch ester. It is suggested to work through the redox chain reaction, which involves hydroquinone and dimeric propargylic moiety intermediates. A broad range of propargylic alcohols can be converted into the appropriate derivatives of CoQ0 containing triple bonds in good to excellent yields. The mechanism of the given transformation is also discussed.

Trialkylborane-Mediated Propargylation of Aldehydes Using γ-Stannylated Propargyl Acetates

A transition-metal-free three-component process that combines aldehydes, 3-(tributylstannyl)propargyl acetates formed in situ from readily available propargyl acetates, and trialkylboranes provides access to a range of 1,2,4-trisubstituted homopropargylic alcohols. The addition of diisopropylamine plays a crucial role in the selective formation of homopropargylic alcohols. Importantly, this methodology can be extended to a single-flask reaction sequence starting from propargyl acetates.

Palladium- and Rhodium-Catalyzed Dynamic Kinetic Resolution of Racemic Internal Allenes Towards Chiral Pyrazoles

A complementing Pd- and Rh-catalyzed dynamic kinetic resolution (DKR) of racemic allenes leading to N-allylated pyrazoles is described. Such compounds are of enormous interest in medicinal chemistry as certified drugs and potential drug candidates. The new methods feature high chemo-, regio- and enantioselectivities aside from displaying a broad substrate scope and functional group compatibility. A mechanistic rational accounting for allene racemization and trans-alkene selectivity is discussed.