2-Acetylnaphthalene

Base Information

• Chemical Name: 2-Acetylnaphthalene
• CAS No.: 93-08-3
• Molecular Formula: C12H10O
• Molecular Weight: 170.211
• Hs Code.: 2914.30
• European Community (EC) Number: 202-216-2,215-594-9
• NSC Number: 7658
• UNII: 21D49LOP2T
• DSSTox Substance ID: DTXSID2041389
• Nikkaji Number: J2.840A
• Wikidata: Q27123397
• RXCUI: 2378835
• Metabolomics Workbench ID: 45502
• ChEMBL ID: CHEMBL3183700
• Mol file: 93-08-3.mol

Synonyms:2-acetylnaphthalene

Chemical Property of 2-Acetylnaphthalene

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 0.12Pa at 25℃
• Melting Point: 52-56 °C(lit.)
• Refractive Index: n20/D 1.628(lit.)
• Boiling Point: 303 °C at 760 mmHg
• PKA: 0[at 20 ℃]
• Flash Point: 129.5 °C
• PSA: 17.07000
• Density: 1.097 g/cm³
• LogP: 3.04240
• Storage Temp.: Storage temperature: no restrictions.
• Solubility.: 0.272g/l
• Water Solubility.: insoluble
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 170.073164938
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

99% ^*data from raw suppliers

2-Acetylnaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi, N
• Hazard Codes: Xn,Xi,N
• Statements: 36/37/38-51/53-22-20/21/22
• Safety Statements: 26-36-61-24/25-22-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Naphthalenes
• Canonical SMILES: CC(=O)C1=CC2=CC=CC=C2C=C1
• Description: Methyl β-naphthyl ketone has an odor suggestive of orange blossom with a strawberry-like flavor. It may be prepared by Friedel- Crafts reaction of naphthalene, acetyl chloride and AlCl3.
• Physical properties: Methyl β-napthyl ketone has a floral, neroli odor suggestive of orange blossom and a strawberry-like flavor.
• Uses: 2-Acetonaphthone was used in direct time-resolved studies on singlet molecular oxygen phosphorescence in heterogeneous silica gel/cyclohexane systems. 2-Acetonaphthone is a flavoring agent that is a crystalline solid (white or nearly white) with orange blossom-like odor. It is soluble in most fixed oils, slightly soluble in mineral oil and propylene glycol, and insoluble in glycerin. It is obtained by chemical synthesis.

Technology Process of 2-Acetylnaphthalene

There total 229 articles about 2-Acetylnaphthalene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-Bromo-2'-acetonaphthone (613-54-7) → methyl 2-naphthyl ketone (93-08-3)

Guidance literature:

With sodium hydroxide; 1-butyl-3-methylimidazolium tetracarbonylcobaltate; In benzene;

DOI:10.1039/b104601m

Reference yield: 100.0%

C24H20S2 (1355563-79-9) → methyl 2-naphthyl ketone (93-08-3)

Guidance literature:

With dihydrogen peroxide; niobium pentachloride; sodium iodide; In water; ethyl acetate; at 20 ℃; for 3h;

DOI:10.1016/j.tet.2011.12.012

Reference yield: 99.0%

2-(1-azidoethyl)naphthalene (120342-65-6) → methyl 2-naphthyl ketone (93-08-3)

Guidance literature:

With tert.-butylhydroperoxide; vanadia; In water; at 100 ℃; for 7h;

DOI:10.1016/j.tet.2011.08.080

upstream raw materials:

Ketene

naphthalene

methyl magnesium iodide

2-naphthalenecarbonitrile

Downstream raw materials:

3-(1-Naphthyl)-2'-acrylonaphthone

(2E)-1-(2-naphthyl)-3-(1-naphthyl)-2-propen-1-one

4-(1-[2]naphthyl-ethylidenehydrazino)-benzoic acid

(E)-1-(naphthalen-2-yl)-3-phenylprop-2-en-1-one

Refernces

• 1、 Fedorenko, Elena V.,Mirochnik, Anatolii G.,Gerasimenko, Andrey V.,Beloliptsev, Anton Yu.,Puzyrkov, Zakhar N.,Svistunova, Irina V.,Sergeev, Aleksander A.. "Fluorescence and phosphorescence of α- and β-isomers of boron Difluoride naphthaloylacetonates". . . Retrieved 2021.
• 2、 Brown,Dyson,Ellis,Welton. "1-butyl-3-methylimidazolium cobalt tetracarbonyl [bmim][Co(CO)4]: A catalytically active organometallic ionic liquid". . p. 1862 - 1863. Retrieved 2001.
• 3、 Kashiwagi, Yoshitomo,Kurashima, Futoshi,Kikuchi, Chikara,Anzai, Jun-ichi,Osa, Tetsuo,Bobbitt, James M.. "Enantioselective electrocatalytic oxidation of racemic sec-alcohols using a chiral 1-azaspiro[5.5]undecane-N-oxyl radical". . p. 6469 - 6472. Retrieved 1999.
• 4、 Matsuda, Yu,Matsumoto, Koki,Nagasawa, Sho,Nakajima, Masaya,Nemoto, Tetsuhiro. "Synthesis of Visible-Light–Activated Hypervalent Iodine and Photo-oxidation under Visible Light Irradiation via a Direct S0→Tn Transition". . p. 235 - 239. Retrieved 2022/03/16.
• 5、 Burns, David J.,Lee, Ai-Lan,McLean, Euan B.,Mooney, David T.. "Direct Hydrodecarboxylation of Aliphatic Carboxylic Acids: Metal- and Light-Free". supporting information. p. 686 - 691. Retrieved 2022/01/28.