42249-99-0

Basic information

• Product Name: 1-(4-chlorophenyl)but-3-yn-1-ol
• Synonyms: 1-(4-chlorophenyl)but-3-yn-1-ol
• CAS NO: 42249-99-0
• Molecular Weight: 180.634
• Mol File: 42249-99-0.mol
• Article Data: 47

Chemical Properties

• CAS DataBase Reference: 1-(4-chlorophenyl)but-3-yn-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-chlorophenyl)but-3-yn-1-ol(42249-99-0)
• EPA Substance Registry System: 1-(4-chlorophenyl)but-3-yn-1-ol(42249-99-0)

Safety Data

• Hazardous Substances Data: 42249-99-0(Hazardous Substances Data)

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 106-96-7 propargyl bromide 
• 2788-86-5 4-Chlorostyrene oxide 
• 1066-26-8 sodium acetylide 
• 138895-00-8 Allenyltetrabutylstiborane 
• 624-65-7 2-propynyl chloride 
• 18295-60-8 allenylmagnesium bromide 
• 13361-64-3 trimethyl(propargyl)silane 
• 16156-58-4 prop-2-yn-1-ol methanesulfonate 
• 659-86-9 propargyl iodide 
• 18295-60-8 propargyl magnesium bromide 

Downstream Products

• 53081-61-1 (E)-1-(but-1-en-3-yn-1-yl)-4-chlorobenzene 
• 196953-02-3 1-(4-chlorophenyl)buta-2,3-dien-1-one 
• 53081-65-5 (E,Z)-1-(p-Chlorophenyl)-1,3,5-hextrien 
• 53081-70-2 5-(p-Chlorphenyl)-1,3-cyclohexadien 
• 53081-62-2 (E)-6-(4-Chlor-phenyl)-5-hexen-3-in-1-ol 
• 53176-54-8 (E,Z)-6-(p-Chlorphenyl)-3,5-hexandien-1-ol 
• 1083055-78-0 1-(4'-chlorophenyl)penta-3,4-dien-1-ol 
• 1270026-78-2 C₁₆H₁₄ClNO₃S 
• 1270026-84-0 C₁₆H₁₄ClNO₃S 
• 1256347-99-5 4-(4-chlorophenyl)hepta-1,2-dien-6-yn-4-ol 
• 1256348-07-8 C₁₉H₁₅ClS 
• 1257108-93-2 6-(4-chlorophenyl)-5,6-dihydro-4-methoxy-2H-pyran-2-one 
• 1257108-84-1 (2E)-5-(4-chlorophenyl)-5-hydroxy-3-methoxy-2-pentenoic acid methyl ester 
• 1332524-41-0 1-(4-chlorobenzoyl)-4-(4-chlorophenyl)-3-cyano-2,6-dimethylbenzene 

Relevant articles and documents

Stereodivergent Palladium- And Rhodium-Catalyzed Intramolecular Addition of Tosylureas to Allenes: Diastereoselective Synthesis of Tetrahydropyrimidinones

The intramolecular addition of tosylureas to allenes is highly syn-/anti-diastereoselective when employing a palladium or rhodium-based catalytic system and affords 1,3-cyclic ureas. Under palladium catalysis a range of thermodynamic anti-tetrahydropyrimi

One-Pot γ-Lactonization of Homopropargyl Alcohols via Intramolecular Ketene Trapping

A one-pot γ-lactonization of homopropargyl alcohols via an alkyne deprotonation/boronation/oxidation sequence has been developed. Oxidation of the generated alkynyl boronate affords the corresponding ketene intermediate, which is trapped by the adjacent hydroxy group to furnish the γ-lactone. We have optimized the conditions as well as examined the substrate scope and synthetic applications of this efficient one-pot lactonization.

Allenone-Mediated Racemization/Epimerization-Free Peptide Bond Formation and Its Application in Peptide Synthesis

Allenone has been identified as a highly effective peptide coupling reagent for the first time. The peptide bond was formed with an α-carbonyl vinyl ester as the key intermediate, the formation and subsequent aminolysis of which proceed spontaneously in a racemization-/epimerization-free manner. The allenone coupling reagent not only is effective for the synthesis of simple amides and dipeptides but is also amenable to peptide fragment condensation and solid-phase peptide synthesis (SPPS). The robustness of the allenone-mediated peptide bond formation was showcased incisively by the synthesis of carfilzomib, which involved a rare racemization-/epimerization-free N to C peptide elongation strategy. Furthermore, the successful synthesis of the model difficult peptide ACP (65-74) on a solid support suggested that this method was compatible with SPPS. This method combines the advantages of conventional active esters and coupling reagents, while overcoming the disadvantages of both strategies. Thus, this allenone-mediated peptide bond formation strategy represents a disruptive innovation in peptide synthesis.