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3-(benzylamino)-5,5-dimethylcyclohex-2-en-1-one is a complex organic compound with the molecular formula C16H21NO. It features a cyclohexenone ring, which is a six-membered carbon ring with a double bond between two of the carbons and a ketone group (C=O). The molecule also includes a benzylamine group, which is a benzyl group (C6H5CH2-) attached to an amino group (-NH2). The two methyl groups (-CH3) are attached to the cyclohexenone ring, contributing to its structure. 3-(benzylamino)-5,5-dimethylcyclohex-2-en-1-one is known for its potential applications in the synthesis of various pharmaceuticals and chemical intermediates due to its unique structure and reactivity.

889-31-6

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889-31-6 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 889-31-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,8 and 9 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 889-31:
(5*8)+(4*8)+(3*9)+(2*3)+(1*1)=106
106 % 10 = 6
So 889-31-6 is a valid CAS Registry Number.

889-31-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(benzylamino)-5,5-dimethylcyclohex-2-en-1-one

1.2 Other means of identification

Product number -
Other names 5,5-dimethyl-3-benzylamino-2-cyclohexen-1-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:889-31-6 SDS

889-31-6Relevant academic research and scientific papers

Transformations of sym-octahydroxanthene-1,8-diones and 1,8-dioxo-sym-octahydroxanthylium salts in recyclization under the influence of amines

Shchekotikhin,Nikolaeva

, p. 28 - 33 (2006)

The chemical behavior of 9-R-sym-octahydroxanthene-1,8-diones and salts based on them in recyclization reactions under the influence of amines was studied. The effect of the basicity of the amines on the direction of recyclization was established. A metho

Cu catalyzed cross-dehydrogenative coupling reaction for the synthesis of 3-hydroxy-2-pyrrolidinones

Sarkar, Rajib,Mukhopadhyay, Chhanda

supporting information, p. 3069 - 3076 (2018/07/06)

A new convenient strategy for the synthesis of 3-hydroxy-2-pyrrolidinone derivatives featuring regioselective C–C coupling has been developed. This is a Cu (II) catalyzed cross dehydrogenative coupling (CDC) involving enamino-ketones of benzyl amines and di-alkyl acetylenedicarboxylate, followed by cyclization by primary amines. TBHP (tert-butyl hydroperoxide) has been used as the oxidant to promote the coupling protocol. This synthetic route principally demonstrates the scope of CDC reaction and also applicable to gram-scale synthesis.

β-Enaminones over recyclable nano-CoFe2O4: a highly efficient solvent-free green protocol

Eidi, Esmaiel,Kassaee, Mohamad Z.,Cummings, Peter T.

, p. 5787 - 5799 (2018/05/14)

Abstract: β-Enaminone and its derivatives have emerged among the finest bioactive intermediates. High yields of several β-enaminones (86–97%) are achieved through treatment of substituted aromatic and aliphatic amines with cyclic/acyclic 1,3-diketones, over the magnetically separable cobalt ferrite nanoparticles (CoFe2O4 NPs). The latter was prepared upon co-precipitation. Its purity, fine crystallinity, elemental distributions, morphology, magnetic features, and thermal stability were confirmed by Fourier transform infrared, X-ray diffraction, energy dispersive X-ray spectrometry, scanning electron microscopy, vibrating sample magnetometry, and thermal gravimetric analysis analyses. Thus, CoFe2O4 NPs acted as an excellent green heterogeneous nanocatalyst for synthesis of β-enaminones and gave good recyclability, while showing insignificant loss of their activity. Graphical Abstract: [Figure not available: see fulltext.].

Continuous flow iodination using an automated computer-vision controlled liquid-liquid extraction system

O'Brien, Matthew,Cooper, Dennis A.,Dolan, Jonathan

, p. 829 - 834 (2017/02/10)

A dynamic computer-vision control system incorporating open-source software technologies (Python, OpenCV) was used to automate a gravity based in-line liquid-liquid extraction during the iodination of enaminones in continuous flow. The system was able to cope with significant colouration of the organic reaction stream and with significant volume/flow changes in the aqueous and organic phase streams due to extraction of the water soluble acetonitrile co-solvent.

Library design, synthesis and biological exploration of novel 3,4′-bicarbostyril derivatives as potent antimicrobial, antitubercular and antimalarial agents

Jardosh, Hardik H.,Vala, Nileshkumar D.,Patel, Manish P.

, p. 881 - 899 (2017/04/13)

Abstract: A library comprises diversely substituted novel 3,4′-bicarbostyril derivatives have been designed by molecular hybridization technique and synthesized via multi-component reaction. Compounds G22 (MIC = 12.5 μg/mL) and G38 (MIC = 25 μg/mL) exhibited 99% inhibition against Mycobacterium tuberculosis, while compounds G40 (IC50 = 0.019 μg/mL) and G20 (IC50 = 0.028 μg/mL) found to have excellent activity against Plasmodium falciparum. Compounds G37 (MIC = 25 μg/mL) and G8, G18, and G38 (MIC = 50 μg/mL) elicited excellent antimicrobial activity compared to standard drugs. Biological results revealed that the potency of the title compounds strongly depends on the length and flexibility of various spacers at N?1, the electronic influence of substituent at R1 and lipophilicity of CH3 group at R2 position on bicarbostyril system. Graphical Abstract: [InlineMediaObject not available: see fulltext.]

Nano-SiO2 catalyzed synthesis of β-enaminones under solvent free conditions

Alinezhad, Heshmatollah,Tajbakhsh, Mahmood,Sarkati, Malihe Norouzi,Zare, Mahboobe

, p. 1591 - 1596 (2016/08/16)

Nano-SiO2 efficiently catalyzed the synthesis of β-enaminones using direct condensation of various (cyclic and acyclic) β-diketones with aromatic and aliphatic amines under solvent-free conditions. This eco-friendly catalyst can be recovered and reused without significant loss of activity. This methodology provides a simple synthetic route to enaminones in excellent yields at room temperature. Graphical abstract: [Figure not available: see fulltext.]

Continuous Flow Liquid-Liquid Separation Using a Computer-Vision Control System: The Bromination of Enaminones with N -Bromosuccinimide

O'Brien, Matthew,Cooper, Dennis

supporting information, p. 164 - 168 (2015/12/26)

Incorporating open-source software components (Python, OpenCV), a computer-vision system was used to control the interface level in a gravity-based inline liquid-liquid separation device. This was used in the continuous flow bromination of a series of enaminone substrates. The main byproduct of the reaction, succinimide, was efficiently extracted into the aqueous stream, providing clean products without the need for further purification.

3-AMINO-1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONES

-

Page/Page column 203; 204, (2016/05/09)

Compounds of formula (I) which are inhibitors of Bub1 kinase, processes for their production and their use as pharmaceuticals.

Synthesis, spectral and structural characterization of cobalt(III) dithiocarbamato complexes: Catalytic application for the solvent free enamination reaction

Bharati, Pooja,Bharti,Nath,Bharty,Butcher,Singh

, p. 375 - 385 (2015/11/03)

The syntheses, spectral, structural and catalytic properties of some new cobalt(III) complexes, [Co(mpcdt)3] (1), [Co(ppcdt)3] (2) and [Co(mppcdt)3]·0.25CHCl3 (3), derived from 4-methyl piperazine-1-carbodithioate (mpcdt), 4-phenyl piperazine-1-carbodithioate (ppcdt) and 4-(2-methoxyphenyl) piperazine-1-carbodithioate (mppcdt) have been described. A series of β-enaminoesters and β-enaminones were obtained in about 90% yield by the reactions of β-ketoesters and 1,3-diketones with aliphatic and aromatic amines using 1-2 mol% of the above cobalt(III) complexes as catalysts and these have been characterized by NMR, GC-MS and X-ray crystallography. Complexes 1, 2 and 3 are stabilized by intermolecular C-H?S interactions, leading to the formation of supramolecular architectures. Thermogravimetric analysis of complexes 1 and 2 have been investigated by TG-DTA, which indicate that cobalt sulfide is formed as the final product.

Regioselective one-pot synthesis of functionalised 6,7-dihydro-1H-indol-4(5H )-ones

Alizadeh, Abdolali,Bayat, Fahimeh

, p. 166 - 169 (2015/06/02)

A one-pot two-step synthesis of functionalised 6,7-dihydro-1H-indol-4(5H )-ones from 1,3-cyclohexanediones, benzylamines, and 2-(2-oxo-2-phenylethylidene)-1H-indene-1,3(2H )-dione has been achieved. The advantages of this approach are operational simplicity, good yields of the products and avoidance of the use of any ligands, metal catalysts, acidic media, or column chromatography.

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