14548-38-0

Basic information

• Product Name: 6-CHLORO-1-INDANONE 96
• Synonyms: 6-CHLORO-1-INDANONE 96;6-Chloro-2,3-dihydro-1H-inden-1-one;6-Chloro-1-indanone;6-choroindanone;1H-Inden-1-one, 6-chloro-2,3-dihydro-;6-Chloro-1-indanone, 97+%
• CAS NO: 14548-38-0
• Molecular Formula: C₉H₇ClO
• Molecular Weight: 166.6
• EINECS: 1312995-182-4
• Product Categories: API intermediates;Building Blocks;C9;Carbonyl Compounds;Chemical Synthesis;Ketones;Organic Building Blocks
• Mol File: 14548-38-0.mol

Chemical Properties

• Melting Point: 71-79 °C
• Boiling Point: 276.1 °C at 760 mmHg
• Flash Point: 124.6 °C
• Appearance: /
• Density: 1.312 g/cm³
• Vapor Pressure: 0.00489mmHg at 25°C
• Refractive Index: 1.6
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 6-CHLORO-1-INDANONE 96(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLORO-1-INDANONE 96(14548-38-0)
• EPA Substance Registry System: 6-CHLORO-1-INDANONE 96(14548-38-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 2
• HazardClass: IRRITANT
• Hazardous Substances Data: 14548-38-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6-CHLORO-1-INDANONE 96 is used as a key intermediate for the synthesis of various pharmaceuticals. Its high reactivity and stability in organic synthesis make it a valuable tool for the production of a wide range of chemical products, contributing to the development of new and effective medications.
Used in Agrochemical Industry:
6-CHLORO-1-INDANONE 96 is also utilized as a building block in the synthesis of agrochemicals. Its properties allow for the creation of compounds that can be used in the development of pesticides, herbicides, and other agricultural products, enhancing crop protection and yield.
It is important to handle 6-CHLORO-1-INDANONE 96 with caution, as it can be harmful if ingested or inhaled, and can cause skin and eye irritation upon contact. Proper safety measures should be taken during its use and storage to ensure the well-being of individuals and the environment.

InChI:InChI=1/C9H7ClO/c10-7-3-1-6-2-4-9(11)8(6)5-7/h1,3,5H,2,4H2

Upstream product

• 2019-34-3 3-(4-chlorophenyl)propanoic acid 
• 7664-93-9 sulfuric acid 
• 37556-13-1 diethyl (4-chlorobenzyl)malonate 
• 52085-98-0 6-chloroindan-1-ol 
• 24623-24-3 6-nitroindan-1-one 
• 83-33-0 inden-1-one 
• 50561-69-8 methyl 3-(4-chlorophenyl)propanoate 
• 7560-44-3 methyl 4-chlorocinnamate 
• 14495-51-3 2-bromo-5-chlorotoluene 
• 1313762-44-5 2-vinyl-5-chlorobenzaldehyde 
• 1313762-49-0 1-bromo-4-chloro-2-dibromomethylbenzene 
• 174265-12-4 2-bromo-5-chlorobenzaldehyde 
• 104-88-1 4-chlorobenzaldehyde 
• 1615-02-7 3-(4-chlorophenyl)prop-2-enoic acid 

Downstream Products

• 59749-77-8 6-Chloro-1-phenyl-indan-1-ol 
• 1631748-07-6 C₁₆H₁₁ClO₂ 
• 1631748-09-8 C₁₆H₁₁ClO₂ 
• 1119270-39-1 2-(5-chloro-1'H-spiro[indene-1,4'-piperidin]-1'-yl)-1-{1-[(2E)-3-(3,5-difluorophenyl)-2-propenoyl]-4-piperidinyl}ethanol 

Relevant articles and documents

Synthesis and biological evaluation of 9-oxo-9hindeno[1,2-b]pyrazine-2,3- dicarbonitrile analogues as potential inhibitors of deubiquitinating enzymes

High-throughput screening highlighted 9-oxo-9H-indeno[1,2-b]pyrazine-2,3- dicarbonitrile (1) as an active inhibitor of ubiquitin-specific proteases (USPs), a family of hydrolytic enzymes involved in the removal of ubiquitin from protein substrates. The chemical behavior of compound 1 was examined. Moreover, the synthesis and in vitro evaluation of new compounds, analogues of 1, led to the identification of potent and selective inhibitors of the deubiquitinating enzyme USP8.

Kinetic resolution of racemic benzofused alcohols catalysed by HMFO variants in presence of natural deep eutectic solvents

5-Hydroxymethylfurfural oxidase (HMFO) has demonstrated to be a useful biocatalyst for the selective oxidation of alcohols employing oxygen as mild oxidant with no requirement of expensive organic cofactors. This wild-type HMFO biocatalyst and an engineered thermostable variant have been tested in the kinetic resolution of different benzofused alcohols. The use of natural deep eutectic solvents was also explored in HMFO-catalysed oxidation of alcohols. The oxidation of racemic 1-indanol showed a higher conversion and selectivity in presence of 60% v/v of different NADES, especially for those containing carbohydrates. By choosing properly the biocatalyst and the NADES, good enantioselectivity values can be obtained, demonstrating the advantages of employing these neoteric solvents in biocatalysed processes.

Synthesis and anticancer activity of some 1H-inden-1-one substituted (Heteroaryl)acetamide derivatives

Background: The synthesis of 2-[3/4-((6-substituted-1-oxo-2,3-dihydro-1H-inden-2-ylidene)methyl)phenoxy]-N-(heteroaryl)acetamide derivatives and the investigation of their anticancer activity were studied. Methods: 2-(3/4-Hydroxybenzylidene)-6-substituted-2,3-dihydro-1H-inden-1-ones were reacted with suitable 2-chloroacetamides to give 2-[3/4-((6-substituted-1-oxo-2,3-dihydro-1H-inden-2-ylidene) methyl)phenoxy]-N-(heteroaryl)acetamide derivatives. Results: The structure elucidation of the newly synthesised 16 compounds was performed by IR, 1H-NMR, mass spectroscopic data and elemental analyses. The anticancer screening was carried out in National Cancer Institute (NCI), USA. Conclusion: Compound 3e (2-(3-((6-chloro-1-oxo-2,3-dihydro-1H-inden-2-ylidene)methyl)phenoxy)-N-(thiazol-2-yl)acetamide), exhibited highest growth inhibition against the leukaemia (61.47%), non-small cell lung cancer (79.31%) and breast cancer (62.82%) cell lines.

Benzo cyclic ketone compound preparation method

The invention discloses a benzo cyclic ketone compound preparation method, which specifically comprises: adding a phenyl acyl chloride compound into a solvent hexafluoroisopropanol in a dropwise manner, and under the catalytic effect of a catalyst Lewis acid (aluminum trichloride or iron trichloride), carrying out a reaction at a temperature of 0-59 DEG C until the acyl chloride is completely converted so as to obtain the benzo cyclic ketone compound. According to the present invention, the benzo cyclic ketone compound is prepared through the cyclization reaction by using the hexafluoroisopropanol as the solvent, such that the use of a large amount of Lewis acid or strong protic acid is avoided so as to substantially reduce the generation of three wastes and provide the less corrosivenessto the equipment; and the method of the present invention is environmentally friendly and safe, and has good economical benefits.

CARBAMATE DERIVATIVE COMPOUNDS, PROCESSES FOR PREPARING THEM AND THEIR USES

The present invention relates to a pharmaceutical composition for treating or preventing CNS disorders containing a carbamate derivative compound and/or pharmaceutically acceptable salt thereof as an active ingredient. Furthermore, the present invention relates to a method for treatment or prevention CNS disorders comprising administering a carbamate derivative compound in a pharmaceutically effective amount to a subject in need of treatment or prevention of CNS disorders.

Recyclable Hypervalent-Iodine-Mediated Dehydrogenative α,β′-Bifunctionalization of β-Keto Esters under Metal-Free Conditions

We have developed a method for recyclable hypervalent-iodine-mediated direct dehydrogenative α,β′- bifunctionalization of β-ketoesters and β-diketones under metal-free conditions, which affords a straightforward way to synthesize benzo-fused 2,3-dihydrofurans. This efficient, mild method, which has a wide substrate scope and good functional-group tolerance, was used for the multistep synthesis of the protected aglycone of a naturally occurring phenolic glycoside. A mechanism involving Michael addition to an enone intermediate and subsequent oxidative cyclization is proposed.

Non-conventional methodologies in the synthesis of 1-indanones

1-Indanones have been successfully prepared by means of three different non-conventional techniques, namely microwaves, high-intensity ultrasound and a Q-tube reactor. A library of differently substituted 1-indanones has been prepared via one-pot intramolecular Friedel-Crafts acylation and their efficiency and "greenness" have been compared.

Synthesis and anticancer activity of some 2-[3/4-(2-substituted phenyl-2-oxoethoxy)benzylidene]-6-substituted-2,3-dihydro-1H-inden-1-one derivatives

The synthesis of 2-[3/4-(2-substituted phenyl-2-oxoethoxy)benzylidene]-6- substituted-2,3-dihydro-1H-inden-1-one derivatives and the investigation of their anticancer activity were studied. 2-(3- or 4-Hydroxybenzylidene)-6- substituted-2,3-dihydro-1H-inden-1-ones were reacted with suitable 2-bromoacetophenones to give 2-[3/4-(2-substituted phenyl-2-oxoethoxy) benzylidene]-6-substituted-2,3-dihydro-1H-inden-1-one derivatives. The structure elucidation of the synthesised compounds was performed by IR, 1H-NMR, mass spectroscopic data and elemental analyses. The anticancer screening was carried out in National Cancer Institute (NCI), USA. Notable activity was obtained for some compounds.

Catalytic asymmetric cross-dehydrogenative coupling: Activation of C-H bonds by a cooperative bimetallic catalyst system

A cooperative bimetallic catalyst system was applied in the catalytic asymmetric cross-dehydrogenative coupling of β-ketoesters and xanthene. Various optically active xanthene derivatives bearing a quaternary stereogenic carbon center were obtained in moderate to good yields (up to 90%) with excellent enantioselectivities (up to 99% ee). Meanwhile, a transition-state model was proposed to explain the origin of the asymmetric induction.

Identification and optimization of tetrahydro-2H-3-benzazepin-2-ones as squalene synthase inhibitors

Novel squalene synthase inhibitors are disclosed. SAR and pharmacological profile of selected compounds are discussed.