10270-29-8

Usage

Uses

Used in Chemical Production:
4-Pentylbenzonitrile is used as an intermediate in the production of various chemicals. Its versatility in chemical reactions makes it a valuable component in the synthesis of a wide range of compounds.
Used in Pharmaceutical Industry:
4-Pentylbenzonitrile is used as an intermediate in the production of pharmaceuticals. Its presence in the synthesis process contributes to the development of new drugs and medications, potentially improving the treatment options for various medical conditions.
Used in Research and Development:
4-Pentylbenzonitrile is used as a research compound in the field of organic chemistry. Its unique properties and reactivity make it an interesting subject for scientific studies, potentially leading to new discoveries and applications in various industries.
Used in Safety Measures:
Due to its hazardous nature, 4-Pentylbenzonitrile is used as a case study for the development of safety protocols and handling procedures in the chemical and pharmaceutical industries. This ensures that workers and researchers are protected from potential harm during its production, use, and disposal.

InChI:InChI=1/C12H15N/c1-2-3-4-5-11-6-8-12(10-13)9-7-11/h6-9H,2-5H2,1H3

Upstream product

• 138913-07-2 4-n-pentylbenzamide 
• 109-65-9 1-bromo-butane 
• 104-85-8 para-methylbenzonitrile 
• 14906-59-3 4-cyanopyridine N-oxide 
• 85017-60-3 4-iodine-pentyl benzene 
• 100-46-9 benzylamine 
• 623-26-7 terephthalonitrile 
• 10051-44-2 sodium caproate 
• 85-01-8 phenanthrene 
• 26311-45-5 4-pentylbenzoic acid 
• 49763-65-7 4-pentylbenzoyl chloride 

Downstream Products

• 37593-02-5 4-n-pentylacetophenone 
• 127464-91-9 1-(4-Pentyl-phenyl)-2-phenyl-ethanone 
• 29147-99-7 p-n-pentylbenzamidinium chloride 
• 14333-95-0 4-pentylbenzoylformaldehyde 

Relevant academic research and scientific papers

Reductive Activation of Arenes: XVI. Anionic Products from Reduction of p-Tolunitrile with Sodium in Liquid Ammonia and Their Reaction with Butyl Bromide

Study of oxidation, protonation, and alkylation of the products obtained by one- and two-electron reduction of p-tolunitrile with sodium in liquid ammonia showed that these products are, respectively, p-tolunitrile radical anion and 1-cyano-4-methyl-2,5-cyclohexadienyl anion. The latter is formed by protonation of p-tolunitrile dianion with ammonia. The two-electron reduction involves protonation of p-tolunitrile dianion with initial p-tolunitrile, which gives rise to 4-cyanobenzyl anion. The yield of the latter depends on the order of mixing of the reactants. The anionic reduction products react with butyl bromide to afford products corresponding to ipso alkylation with respect to the cyano group, 4-butyltoluene and 3-butyl-3-cyano-6-methyl-1,4-cyclohexadiene, as well as the alkylation product at the benzylic position, 4-pentylbenzonitrile. The formation of 4-butyltoluene indicates the possibility for selective synthesis of p-alkyltoluenes by reductive alkylation of p-tolunitrile.

Nickel-Catalyzed Cyanation of Aryl Halides and Hydrocyanation of Alkynes via C-CN Bond Cleavage and Cyano Transfer

We report nickel-catalyzed cyanation and hydrocyanation methods to prepare aryl nitriles and vinyl nitriles from aryl halides and alkynes, respectively. Using inexpensive and nontoxic 4-cyanopyridine N-oxide as the cyano shuttle, the methods provide an efficient approach to prepare aryl cyanides and vinyl nitriles under mild and operationally simple reaction conditions with a broad range of functional group tolerances. In hydrocyanation of alkynes, the method demonstrated good regioselectivity, producing predominantly E- or Z-alkenyl nitriles in a controlled manner and exclusively Markovnikov vinyl nitriles when internal diaryl alkynes and terminal alkynes were applied as the substrates, respectively. The preliminary mechanistic investigation indicated that the C-CN bond cleavage process is promoted by oxidative addition to the nickel(I) complex in the cyanation of aryl halides, and further studies via a series of deuterium exchange experiments indicated that water serves as the hydrogen source for the hydrocyanation of alkynes.

2,2-Diazido-1,2-diarylethanones: Synthesis and Reactivity with Primary Amines

We describe the synthesis and reactivity of a new class of diazidated compounds: the 2,2-diazido-1,2-diarylethanones. The diazides are easily accessible from 1,2-diarylethanones through a mild and simple protocol for the direct oxidative diazidation, using iodine and sodium azide in DMSO at room temperature. In studies towards their reactivity with amine nucleophiles under basic conditions, the diazides are shown to undergo a controlled fragmentation reaction that provides a straightforward access to the corresponding amides. In stark contrast to our previous results on the amine-triggered fragmentation of diazidated compounds, aromatic nitriles are found to be by-products of synthetic value. The net reaction consisting of diazidation and subsequent fragmentation, thus, provides a simple way to convert 1,2-diarylethanones into both aromatic amides and nitriles.

SUBSTITUTED AMINOALKYLAZOLES AS MALARIAL ASPARTIC PROTEASE INHIBITORS

The present invention relates to novel aminoalkylazoles acting as inhibitors of malarial protease plasmepsin II. These can be used as medicines or as constituent of medicines for the treatment of malaria infection.

Potentiation of the fosmidomycin analogue FR 900098 with substituted 2-oxazolines against Francisella novicida

A library of 33 compounds was screened for potentiation of the antibiotic FR 900098 against the Francisella tularensis surrogate Francisella novicida. From the screen a highly potent 2-oxazoline adjuvant was discovered capable of potentiating FR 900098 with a 1000-fold reduction in MIC against the Francisella sub-species F. novicida and F. philomiragia.

Decarboxylative photosubstitution of dicyanobenzenes with aliphatic carboxylate ions

The photoreaction of dicyanobenzenes with aliphatic carboxylate ions afforded alkylcyanobenzenes and alkyldicyanobenzenes via decarboxylative substitution. The redox-photosensitized reaction system was effective in improving the product yield. The efficie

Understanding binding affinity: A combined isothermal titration calorimetry/molecular dynamics study of the binding of a series of hydrophobically modified benzamidinium chloride inhibitors to trypsin

The binding of a series of p-alkylbenzamidinium chloride inhibitors to the serine proteinase trypsin over a range of temperatures has been studied using isothermal titration (micro)calorimetry and molecular dynamics simulation techniques. The inhibitors h

Synthesis and Liquid Crystalline Phases of Pyridazine Derivatives II

Four more pyridazine compounds were synthesized.The compounds have a general structure R-X-Y-Z-R'; where Y is 3,6 disubstituted pyridazine ring, X and Z are either trans cyclohexyl or phenyl rings, R and R' are n-alkyl groups.The structure assignments were confirmed by carbon 13 NMR.Their liquid crystalline properties were evaluated.When both X and Z are cyclohexyl rings, the compounds have a single smectic b phase.However, if a phenyl ring is introduced into the system, the morphology becomes complicated.Keywords: synthesis, pyridazine, smectic, classification