1183278-95-6

Basic information

• Product Name: 1-(4-chlorobut-1-yn-1-yl)-4-fluorobenzene
• Synonyms: 1-(4-chlorobut-1-yn-1-yl)-4-fluorobenzene
• CAS NO: 1183278-95-6
• Molecular Weight: 182.625
• Mol File: 1183278-95-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-(4-chlorobut-1-yn-1-yl)-4-fluorobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-chlorobut-1-yn-1-yl)-4-fluorobenzene(1183278-95-6)
• EPA Substance Registry System: 1-(4-chlorobut-1-yn-1-yl)-4-fluorobenzene(1183278-95-6)

Safety Data

• Hazardous Substances Data: 1183278-95-6(Hazardous Substances Data)

Usage

Description

1-(4-chlorobut-1-yn-1-yl)-4-fluorobenzene is a chemical compound characterized by the molecular formula C10H8ClF. It is a derivative of benzene, featuring a 4-fluoro and a 4-chlorobut-1-yn-1-yl group attached to its structure. This colorless liquid exhibits a slightly aromatic odor and is recognized for its utility in organic synthesis and research.

Uses

Used in Organic Synthesis:
1-(4-chlorobut-1-yl)-4-fluorobenzene is employed as a building block in the construction of more complex molecules, playing a vital role in organic synthesis. Its unique structure allows for the creation of a variety of compounds with diverse applications across different industries.
Used in Research:
In the field of research, 1-(4-chlorobut-1-yl)-4-fluorobenzene serves as an essential compound for studying the properties and reactions of fluorinated and chlorinated benzene derivatives. This contributes to the advancement of chemical knowledge and the development of new materials and applications.
Used in Pharmaceutical Industry:
1-(4-chlorobut-1-yl)-4-fluorobenzene is used as an intermediate in the synthesis of pharmaceutical compounds, particularly those with potential therapeutic applications. Its unique structural features make it a valuable component in the design and development of new drugs.
Used in Chemical Industry:
Within the chemical industry, 1-(4-chlorobut-1-yl)-4-fluorobenzene is utilized as a precursor for the production of various specialty chemicals, including agrochemicals, dyes, and other industrial chemicals. Its versatility in synthesis contributes to its widespread use in this sector.

Upstream product

• 51908-64-6 4-chlorobut-1-yne 
• 352-34-1 4-fluoro-1-iodobenzene 

Downstream Products

• 52-86-8 haloperidol 
• 3874-54-2 4-(4-fluorophenyl)-4-oxo-n-butyl chloride 
• 1893-33-0 pipamperone 
• 3575-80-2 melperone 

Relevant articles and documents

Structure-Kinetic Profiling of Haloperidol Analogues at the Human Dopamine D2 Receptor

Haloperidol is a typical antipsychotic drug (APD) associated with an increased risk of extrapyramidal side effects (EPSs) and hyperprolactinemia relative to atypical APDs such as clozapine. Both drugs are dopamine D2 receptor (D2R) antagonists, with contrasting kinetic profiles. Haloperidol displays fast association/slow dissociation at the D2R, whereas clozapine exhibits relatively slow association/fast dissociation. Recently, we have provided evidence that slow dissociation from the D2R predicts hyperprolactinemia, whereas fast association predicts EPS. Unfortunately, clozapine can cause severe side effects independent of its D2R action. Our results suggest an optimal kinetic profile for D2R antagonist APDs that avoids EPS. To begin exploring this hypothesis, we conducted a structure-kinetic relationship study of haloperidol and revealed that subtle structural modifications dramatically change binding kinetic rate constants, affording compounds with a clozapine-like kinetic profile. Thus, optimization of these kinetic parameters may allow development of novel APDs based on the haloperidol scaffold with improved side-effect profiles.

Regioselective hydration of alkynes by iron(III) Lewis/Bronsted catalysis

The triflimide iron(III) salt [Fe(NTf2)3] promotes the direct hydration of terminal and internal alkynes with very good Markovnikov regioselectivities and high yields. The enhanced carbophilic Lewis acidity of the FeIII cation mediated by the weakly-coordinating triflimide anion is crucial for the catalytic activity. The iron(III) metal salt can be recycled in the form of the OPPh3/[Fe(NTf2)3] system with similar activity and selectivity. However, spectroscopic and kinetic studies show that [Fe(NTf2)3] hydrolyzes under the reaction conditions and that catalytically less active BrAonsted species are formed, which points to a Lewis/Bronsted co-catalysis. This triflimide-based catalytic system is regioselective for the hydration of internal aryl-alkynes and opens the door to a new synthetic route to alkyl ketophenones. As a proof of concept, the synthesis of two antipsychotics Haloperidol and Melperone, with general butyrophenone-like structure, is shown. Just add water! The triflimide iron(III) salt [Fe(NTf2)3] promotes the direct hydration of terminal and internal alkynes with very good Markovnikov regioselectivities and high yields (see scheme). Copyright