80221-02-9

Basic information

• Product Name: 3-Butyn-2-one, 4-(4-methylphenyl)-
• CAS NO: 80221-02-9
• Molecular Formula: C11H10O
• Molecular Weight: 158.2
• Mol File: 80221-02-9.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: 3-Butyn-2-one, 4-(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Butyn-2-one, 4-(4-methylphenyl)-(80221-02-9)
• EPA Substance Registry System: 3-Butyn-2-one, 4-(4-methylphenyl)-(80221-02-9)

Safety Data

• Hazardous Substances Data: 80221-02-9(Hazardous Substances Data)

Upstream product

• 131189-06-5 (Z)-3-Isopropylamino-1-p-tolyl-but-2-en-1-one 
• 766-97-2 4-n-methylphenylacetylene 
• 624-31-7 4-tolyl iodide 
• 75-36-5 acetyl chloride 
• 15482-30-1 3-hydroxy-3-(p-tolyl)butan-2-one 
• 3155-01-9 3-hydroxy-3-phenyl-butan-2-one 
• 15482-31-2 1-hydroxy-1-methyl-1-(4'-methoxyphenyl)-2-propanone 
• 4186-14-5 1-(2-(trimethylsilyl)ethynyl)toluene 
• 141-78-6 ethyl acetate 
• 78191-00-1 N-Methoxy-N-methylacetamide 
• 79756-90-4 4-(4-methylphenyl)but-3-yn-2-ol 
• 18871-66-4 N,N-dimethylacetamide dimethyl acetal 
• 31638-66-1 (p-tolylethynyl)copper 
• 108-24-7 acetic anhydride 

Downstream Products

• 53575-46-5 1-methyl-1,3-diphenyl-1H-indene 
• 1004795-11-2 (Z)-4-(4-methylphenyl)-4-trifluoromethylsulfonyloxy-3-buten-2-one 
• 1139719-65-5 (Z)-4-(4-amino-2,3,5,6-tetramethylphenyl)-4-(4-methylphenyl)but-3-en-2-one 
• 1041644-07-8 (Z)-4-(3-amino-2,4,6-trimethylphenyl)-4-(4-methylphenyl)but-3-en-2-one 
• 1139719-64-4 (Z)-4-(3-amino-2,5,6-trimethylphenyl)-4-(4-methylphenyl)but-3-en-2-one 
• 1139719-80-4 N-{2,4,6-trimethyl-3-[(Z)-1-(4-methylphenyl)-3-oxobut-1-enyl]phenyl}acetamide 
• 1139719-58-6 (Z)-4-(3-amino-6-tert-butyl-2,4-dimethylphenyl)-4-(4-methylphenyl)but-3-en-2-one 
• 1139719-57-5 (E)-4-(3-amino-6-tert-butyl-2,4-dimethylphenyl)-4-(4-methylphenyl)but-3-en-2-one 
• 1041644-13-6 (Z)-methyl 3-(4-amino-2,3,5,6-tetramethylphenyl)-3-(4-methylphenyl)but-2-en-3-one 
• 1139719-69-9 (Z)-4-(3-amino-4-methoxyphenyl)-4-(4-methylphenyl)but-2-en-3-one 
• 1139719-68-8 (E)-4-(3-amino-4-methoxyphenyl)-4-(4-methylphenyl)but-2-en-3-one 
• 1139719-51-9 (Z)-4-(5-amino-2-methylphenyl)-4-(4-methylphenyl)but-3-en-2-one 
• 1139719-72-4 (Z)-N-{4-[1-(4-methylphenyl)-3-oxobut-1-enyl]phenyl}acetamide 
• 1139719-71-3 (E)-N-{4-[1-(4-methylphenyl)-3-oxobut-1-enyl]phenyl}acetamide 

Relevant articles and documents

Cobalt-Catalyzed Chemo- and Enantioselective Hydrogenation of Conjugated Enynes

Asymmetric hydrogenation is one of the most powerful methods for the preparation of single enantiomer compounds. However, the chemo- and enantioselective hydrogenation of the relatively inert unsaturated group in substrates possessing multiple unsaturated bonds remains a challenge. We herein report a protocol for the highly chemo- and enantioselective hydrogenation of conjugated enynes while keeping the alkynyl bond intact. Mechanism studies indicate that the accompanying Zn2+ generated from zinc reduction of the CoII complex plays a critical role to initiate a plausible CoI/CoIII catalytic cycle. This approach allows for the highly efficient generation of chiral propargylamines (up to 99.9 % ee and 2000 S/C) and further useful chemical transformations.

Phosphine-Catalyzed Intermolecular Annulations of Fluorinated ortho-Aminophenones with Alkynones – The Switchable [4+2] or [4+2]/[3+2] Cycloaddition

A phosphine-catalyzed intermolecular annulation reaction of functionalized ortho-aminoacetophenones with alkynones has been disclosed in this paper. A variety of 2-alkynylquinolines and benzo-fused indolizine were selectively afforded in moderate to good yields at different reaction temperatures and with different phosphine catalysts via the in situ generated zwitterionic intermediate derived from alkynone and phosphine. (Figure presented.).

Gold-catalyzed N,O-functionalization of 1,4-diyn-3-ols with: N -hydroxyanilines to form highly functionalized pyrrole derivatives

This work describes new N,O-functionalization of 1,4-diyn-3-ols with N-hydroxyanilines to yield highly functionalized pyrrole derivatives. In a postulated mechanism, N-hydroxyaniline attacks the more electron-rich alkynes via regioselective N-attack to form unstable ketone-derived nitrones that react with their tethered alkynes via an intramolecular oxygen-transfer to form α-oxo gold carbenes. This new method is applicable to a short synthesis of a bioactive molecule, a PDE4 inhibitor.