33432-53-0

Basic information

• Product Name: 3-Butyn-2-ol, 2-methyl-4-(4-nitrophenyl)-
• CAS NO: 33432-53-0
• Molecular Formula: C11H11NO3
• Molecular Weight: 205.213
• Mol File: 33432-53-0.mol
• Article Data: 25

Chemical Properties

• CAS DataBase Reference: 3-Butyn-2-ol, 2-methyl-4-(4-nitrophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Butyn-2-ol, 2-methyl-4-(4-nitrophenyl)-(33432-53-0)
• EPA Substance Registry System: 3-Butyn-2-ol, 2-methyl-4-(4-nitrophenyl)-(33432-53-0)

Safety Data

• Hazardous Substances Data: 33432-53-0(Hazardous Substances Data)

Upstream product

• 100-00-5 4-chlorobenzonitrile 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 636-98-6 p-nitrobenzene iodide 
• 586-78-7 para-nitrophenyl bromide 
• 33432-47-2 Aethyl(4-p-nitrophenyl-2-methyl-3-butyn-2-yl)acetal (IIIc) 

Downstream Products

• 937-31-5 (4-Nitrophenyl)acetylene 
• 1621104-66-2 3-hydroxy-3-methyl-1-(4-nitrophenyl)butan-2-one 
• 1621104-49-1 1-(4-aminophenyl)-3-hydroxy-3-methylbutan-2-one 
• 1621104-50-4 3-methyl-1-(4-nitrophenyl)butane-2,3-diol 
• 39082-40-1 1-[2-(4-methoxyphenyl)ethynyl]-4-nitrobenzene 
• 1415694-18-6 1,1-dimethyl-8-(4-nitrophenyl)-3-phenyl-1H-indeno[1,2-c]furan 
• 1374593-83-5 2-amino-5,5-dimethyl-4-(4-nitrobenzylidene)-2-oxazoline 

Relevant articles and documents

Reaction of 4-aryl-2-methylbut-3-yn-2-ols with thiourea as a new approach to the synthesis of 4-arylmethylidene-5,5-dimethyl-4,5-dihydrothiazole-2-amines

A reaction of thiourea with 4-aryl-2-methylbut-3-yn-2-ols in refluxing pyridine led to the synthesis of 4-arylmethylidene-5,5-dimethyl-4,5- dihydrothiazole-2-amines.

Hydrazine Hydrate Accelerates Neocuproine–Copper Complex Generation and Utilization in Alkyne Reduction, a Significant Supplement Method for Catalytic Hydrogenation

Diimine (HN═NH) is a strong reducing agent, but the efficiency of diimine oxidized from hydrazine hydrate or its derivatives is still not good enough. Herein, we report an in situ neocuproine–copper complex formation method. The redox potential of this complex enable it can serve as an ideal redox catalyst in the synthesis of diimine by oxidation of hydrazine hydrate, and we successfully applied this technique in the reduction of alkynes. This reduction method displays a broad functional group tolerance and substrate adaptability as well as the advantages of safety and high efficiency. Especially, nitro, benzyl, boc, and sulfur containing alkynes can be reduced to the corresponding alkanes directly, which provides a useful complementary method to traditional catalytic hydrogenation. Besides, we applied this method in the preparation of the Alzheimer’s disease drug CT-1812 and studied the mechanism.

Rhodium-Catalyzed Annulation of Phenacyl Ammonium Salts with Propargylic Alcohols via a Sequential Dual C-H and a C-C Bond Activation: Modular Entry to Diverse Isochromenones

Given their omnipresence in natural products and pharmaceuticals, isochromenone congeners are one of the most privileged scaffolds to synthetic chemists. Disclosed herein is a dual (ortho/meta) C-H and C-C activation of phenacyl ammonium salts (acylammonium as traceless directing group) toward annulation with propargylic alcohols to accomplish rapid access for novel isochromenones by means of rhodium catalysis from readily available starting materials. This operationally simple protocol features broad substrate scope and wide functional group tolerance. Importantly, the protocol circumvents the need of any stoichiometric metal oxidants and proceeds under aerobic conditions.