135-79-5

Usage

Uses

Used in Chemical Synthesis:
6-Isopropylquinoline is used as an intermediate in the chemical synthesis industry for the production of corrosion inhibitors, antioxidants, and pharmaceuticals. Its unique chemical structure allows it to be a key component in the development of these products, enhancing their performance and effectiveness.
Used in Antimicrobial Applications:
In the field of microbiology, 6-Isopropylquinoline is used as an antimicrobial agent for its ability to inhibit the growth of certain types of bacteria and fungi. This makes it a valuable component in the formulation of antifungal and antimicrobial products, contributing to the prevention and treatment of infections.
Used in Organic Synthesis:
6-Isopropylquinoline is utilized in organic synthesis for its potential applications in creating new organic compounds. Its reactivity and structural features make it a useful building block in the synthesis of complex organic molecules.
Used in the Food Industry:
6-Isopropylquinoline is used as a flavoring agent in the food industry, where its unique camphor-like odor can contribute to the development of specific flavor profiles in various food products.
Used in Pharmaceutical Development:
6-Isopropylquinoline is employed in the pharmaceutical industry as a starting material for the synthesis of new drugs. Its chemical properties make it a promising candidate for the development of novel therapeutic agents.

InChI:InChI=1/C12H13N/c1-9(2)10-5-6-12-11(8-10)4-3-7-13-12/h3-9H,1-2H3

Upstream product

• 99-88-7 4-Isopropylaniline 
• 384358-53-6 5-[(4-isopropyl-phenylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione 
• 173089-80-0 quinolin-6-yl triflate 
• 56-81-5 glycerol 
• 612-57-7 6-chloroquinoline 
• 80041-89-0 isopropylboronic acid 
• 504-63-2 trimethyleneglycol 

Downstream Products

• 54768-19-3 6-isopropyl-1,2,3,4-tetrahydroquinoline 
• 1609198-98-2 6-isopropyl-4-(1-phenylethyl)quinoline 
• 1609199-05-4 C₂₀H₂₁N 
• 195437-49-1 2-(4-tert-butylphenyl)-6-isopropylquinoline 

Relevant academic research and scientific papers

ORGANIC ELECTROLUMINESCENT MATERIALS AND DEVICES

A compound of Formula X wherein ring A is absent, or present and selected from a 5-membered or 6-membered, carbocyclic or heterocyclic ring, which is optionally substituted; ring B is absent, or present and selected from a 5-membered or 6-membered, carbocyclic or heterocyclic ring, which is optionally substituted; and at least one of ring A or ring B is present, and the hash line represents ring A fused to ring N—W1—W2 and ring B fused to ring N—W3—W4; W1, W2, W3, W4, W5, and W6 are independently selected from CR1 or N; Z is selected from CRZ or N; and Y is selected from a group consisting of C(R2)2, B(R2)2, Al(R2)2, Si(R2)2, and Ge(R2)2. An optoelectronic device selected from the group consisting of a photovoltaic device, a photodetector device, a photosensitive device, and an OLED, the optoelectronic device including an organic layer that comprises a compound of Formula X. A consumer product that includes the optoelectronic device.

Assembly of Diversely Substituted Quinolines via Aerobic Oxidative Aromatization from Simple Alcohols and Anilines

An aerobic oxidative aromatization of simple aliphatic alcohols and anilines under the Pd(OAc)2/2,4,6-Collidine/Br?nsted acid catalytic system has been established, providing a direct approach for the preparation of diverse substituted quinoline derivatives in high yields with wide functional group tolerance. Practically, the protocol can be easily scaled up to gram-scale and was utilized in the concise formal synthesis of a promising herbicide candidate.

Preparation method of quinoline derivative

The invention provides a preparation method of a quinoline derivative. The method includes the steps of: in the presence of an oxidizing agent, adding a catalyst, then adding aniline or aromatic amine with different substituents, at the same time adding alcohol for reaction so as to prepare the quinoline derivative by one step. Specifically, the catalyst comprises a metal catalyst, an assistant catalyst I and an assistant catalyst II; the metal catalyst is a transition metal catalyst; the assistant catalyst I is an alkaline nitrogen-containing ligand; and the assistant catalyst II is an acidic compound. The quinoline derivative prepared by the method provided by the invention has stable performance and high purity. And the preparation method of the quinoline derivative can prepare quinoline, 2-methylquinoline, 8-hydroxyquinoline quinoline and other derivatives by one-step reaction, and the preparation method is simple and practicable. The preparation process does not produce new "three wastes", is environment-friendly, and provides a green and environment-friendly synthesis method. The preparation method has the characteristics of few raw material variety, little reaction equipment, few preparation step and low cost, and is more suitable for industrial production.

Highly Enantioselective Direct Synthesis of Endocyclic Vicinal Diamines through Chiral Ru(diamine)-Catalyzed Hydrogenation of 2,2′-Bisquinoline Derivatives

An asymmetric hydrogenation of 2,2′-bisquinoline and bisquinoxaline derivatives, catalyzed by chiral cationic ruthenium diamine complexes, was developed. A broad range of chiral endocyclic vicinal diamines were obtained in high yields with excellent diastereo- and enantioselectivity (up to 93:7 dl/meso and >99 % ee). These chiral diamines could be easily transformed into a new class of chiral N-heterocyclic carbenes (NHCs), which are important but difficult to access.

Quinoline and phenanthroline preparation starting from glycerol via improved microwave-assisted modified Skraup reaction

An efficient "green" modified Skraup reaction in neat water was developed using inexpensive, abundant and environmentally-friendly glycerol under microwave irradiation conditions. Starting from aniline derivatives, various quinolines were obtained in 10-66% yields. The use of nitroaniline led to the corresponding phenanthrolines in 15-52% yields, respectively. This journal is the Partner Organisations 2014.

Stereospecific Pd-catalyzed cross-coupling reactions of secondary alkylboron nucleophiles and aryl chlorides

We report the development of a Pd-catalyzed process for the stereospecific cross-coupling of unactivated secondary alkylboron nucleophiles and aryl chlorides. This process tolerates the use of secondary alkylboronic acids and secondary alkyltrifluoroborates and occurs without significant isomerization of the alkyl nucelophile. Optically active secondary alkyltrifluoroborate reagents undergo cross-coupling reactions with stereospecific inversion of configuration using this method.

Stereoretentive Pd-catalysed Stille cross-coupling reactions of secondary alkyl azastannatranes and aryl halides

The development of transition metal-catalysed cross-coupling reactions has greatly influenced the manner in which the synthesis of complex organic molecules is approached. A wide variety of methods are now available for the formation of C(sp2)-C(sp2) bonds, and more recent work has focused on the use of C(sp3) electrophiles and nucleophiles. The use of secondary and tertiary alkyl nucleophiles in cross-coupling reactions remains a challenge because of the propensity of these alkyl groups to isomerize under the reaction conditions. Here, we report the development of a general Pd-catalysed process for the stereoretentive cross-coupling of secondary alkyl azastannatrane nucleophiles with aryl chlorides, bromides, iodides and triflates. Coupling partners with a wide range of electronic characteristics are well tolerated. The reaction occurs with minimal isomerization of the secondary alkyltin nucleophile, and with retention of absolute configuration. This process constitutes the first general method to use secondary alkyltin reagents in cross-coupling reactions.

Synthesis of ring-substituted 4-aminoquinolines and evaluation of their antimalarial activities

A simple two-step synthesis method was used to make 51 B-ring-substituted 4-hydroxyquinolines allowing analysis of the effect of ring substitutions on inhibition of growth of chloroquine sensitive and resistant strains of Plasmodium falciparum, the dominant cause of malaria morbidity. Substituted quinoline rings other than the 7-chloroquinoline ring found in chloroquine were found to have significant activity against the drug-resistant strain of P. falciparum W2.

Selectivity of Hydrogenations. Part 4. 6- and 8-Substituted Quinaldines. Yield of Tetrahydroderivatives and Basicities of Quinolines

Hydrogenation of 6- or 8-R-substituted quinaldines over platinum in trifluoracetic acid gave higher yields (ca.90percent) of 5,6,7,8-tetrahydroderivatives than hydrogenation of the corresponding quinolines.The pKa-values of 20 quinolines and quinaldines were determined by measuring the half-neutralisation potentials in acetic anhydride.More basic quinolines gave higher yields of 5,6,7,8-tetrahydroproduct; exceptions are 6- and 8-methylquinoline and 8-tert. butylquinoline.Explanations for these observations are suggested. - Keywords:Catalytic hydrogenation; PKa-Values; Quinaldines; Quinolines; 5,6,7,8-Tetrahydroquinolines, yields of.