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2-Methyl-6-acetylnaphthalene is an organic compound with the molecular formula C13H12O. It is a derivative of naphthalene, a polycyclic aromatic hydrocarbon, characterized by the presence of a methyl group at the 2nd carbon position and an acetyl group (a two-carbon acyl group) attached to the 6th carbon position. This chemical is known for its distinct aromatic properties and is often used in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals due to its unique structure and reactivity. The compound is typically synthesized through chemical reactions involving naphthalene and its derivatives, and it plays a significant role in the development of new compounds with potential applications in various industries.

5156-83-2

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5156-83-2 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5156-83-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,1,5 and 6 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 5156-83:
(6*5)+(5*1)+(4*5)+(3*6)+(2*8)+(1*3)=92
92 % 10 = 2
So 5156-83-2 is a valid CAS Registry Number.
InChI:InChI=1/C13H12O/c1-9-3-4-13-8-11(10(2)14)5-6-12(13)7-9/h3-8H,1-2H3

5156-83-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-acetyl-6-methylnaphthalene

1.2 Other means of identification

Product number -
Other names 6'-METHYL-2'-ACETONAPHTHONE

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:5156-83-2 SDS

5156-83-2Relevant academic research and scientific papers

Preparation method of dimethyl 2, 6-naphthalate

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Paragraph 0096-0097; 0122-0123; 0126-0128, (2021/06/02)

The invention discloses a preparation method of dimethyl 2, 6-naphthalate. Specifically, the preparation method of the dimethyl 2, 6-naphthalate disclosed by the invention comprises the following steps: carrying out esterification reaction on 2, 6-naphthalic acid and methanol under a pressurization condition in the presence of a catalyst, and filtering without further purification to obtain the dimethyl 2, 6-naphthalate, wherein the mass ratio of the methanol to the 2, 6-naphthalic acid is (3: 1)-(25: 1), the reaction temperature ranges from 100 DEG C to 150 DEG C. According to the preparation method disclosed by the invention, the operation is simplified, the yield of the dimethyl 2, 6-naphthalate is improved, and meanwhile, the purity of the dimethyl 2, 6-naphthalate is maintained.

Acetylation of aromatic compounds over H-BEA zeolite: The influence of the substituents on the reactivity and on the catalyst stability

Guidotti, Matteo,Canaff, Christine,Coustard, Jean-Marie,Magnoux, Patrick,Guisnet, Michel

, p. 375 - 383 (2007/10/03)

The acylation with acetic anhydride of six aromatic substrates with different features (degree of activation of the aromatic ring towards electrophilic substitution, number of rings, i.e., 1 or 2) was carried out in a batch reactor at 373 K over a H-BEA zeolite (Si/Al = 15) with nitrobenzene as a solvent. The acetylation rate was found to be very dependent on the degree of ring activation, with diffusion limitations playing only a limited role. The decrease of the rate with reaction time, which was very pronounced with poorly activated and deactivated substrates, is mainly due to the inhibiting effect of acetic acid and of the products of acetic anhydride condensation.

Naphthalene amides and sulphonamides, processes for their preparation and pharmaceutical compositions containing them

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, (2008/06/13)

The invention relates to compounds of the general formula (I): STR1 wherein R3 represents a group STR2 R1, R2, R6, R7 being as defined in the description. Medicinal product useful in treating a disord

BIOSYNTHESIS OF AXENOMYCIN D: INCORPORATION OF 13C-LABELLED PRECURSORS INTO THE MENADIONE CHROMOPHORE, DESOXYSUGARS AND THE AXENOLIDE

Friese, V.,Boos, A.,Bauch, H.-J.,Leistner, E.

, p. 613 - 622 (2007/10/02)

Experiments on the biosynthesis of the menadione chromophore of axenomycin D in Streptomyces lisandri resulted in the specific incorporation of label from L-methionine, propionate, propionate, propionate, glycerol and glucose.The data indicate that the menadione chromophore is derived from a metabolite of the shikimate pathway.The mode of incorporation shows, however, that the biosynthesis of the menadione chromophore of axenomycin differs from the biosynthesis of the menadione chromophore of menaquinones.Key Word Index: Streptomyces lisandri; axenomycin; biosynthesis; 13C-NMR spectroscopy.

Sequential Acetalization-Pyrolysis of α-Acetylcinnamates and α-Acetylbenzalacetones. A Method for the Generation of 2-Carbonyl-Subsituted Naphthalenes

Zoeller, Joseph R.,Sumner, Charles E.

, p. 319 - 324 (2007/10/02)

Substituted 2-acetonaphthones and 2-naphthoate methyl esters can be generated from benzaldehydes in a sequence of three reaction steps.Knoevenagel condensation of a benzaldehyde with 2,4-pentandione of methyl acetoacetate yields α-carbonyl-substituted benzalacetones.The α-carbonyl-substituted benzalacetones are then cyclized to generate the α-carbonyl-substituted naphthalenes by a sequential acetalization with trimethyl orthoformate followed by subsequent pyrolysis of the dimethyl acetal either in the vapor phase at 475 deg C or by being heated in boiling 1-methylnaphthalene. 2-Acetonaphthones are obtained when 2,4-pentanedione is used and 2-naphthoate methyl esters are obtained from methyl acetoacetate.

SEQUENTIAL ACETALIZATION-PYROLYSIS OF α-ACETYL BENZALACETONES. A METHOD FOR THE GENERATION OF 6-SUBSTITUTED 2-ACETONAPHTHONES

Zoeller, Joseph R.

, p. 1457 - 1460 (2007/10/02)

6-Substituted 2-acetonaphthones can be generated from para substituted benzaldehydes and acetylacetone (2,4-pentanedione) in three reactions consisting of condensing the benzaldehyde with acetylacetone, acetalizing the resultant 3-benzylidene 2,4-pentanedione (α-acetyl benzalacetones), with trimethyl orthoformate, pyrolyzing the acetal either in the vapor phase at 475 deg C or by heating in a high boiling solvent, such as 1-methylnaphthalene.

Synthesis, structure and pharmacological activity of acyl-2-naphthalene acetic acids and derivatives

Saint Martino Descours,Pacheco,Venco,Yavordios

, p. 5 - 9 (2007/10/02)

Acyl 2-naphthalene acetic derivatives are obtained by a Friedel and Crafts reaction from methyl 2-naphthalene acetate. Low polarity solvents permit selective acylation in the 5 and 8 position, polar solvents in position 6 and 7. The structure of these products is demonstrated by NMR spectra (250 MHz) studies. Unambiguous syntheses of several of them were performed. Acyl 2-naphthalene acetic derivatives show lower anti-inflammatory, analgesic and antipyretic activities in animals than their 1-naphthalene analogs.

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