1-(2-Naphthalinyl)ethanon

Bezeichnung:1-(2-Naphthalinyl)ethanon

CAS-Nr93-08-3

Englisch Name:2-Acetonaphthone

CBNumberCB8272988

SummenformelC12H10O

Molgewicht170.21

MOL-Datei93-08-3.mol

Synonyma

2'-Acetonaphthon

1-(2-Naphthalinyl)ethanon

1-(2-Naphthalinyl)ethanon physikalisch-chemischer Eigenschaften

Schmelzpunkt	52-56 °C (lit.)
Siedepunkt	300-301 °C (lit.)
Dichte	1.12 g/mL at 25 °C(lit.)
Dampfdruck	0.12Pa at 25℃
FEMA	2723 \| METHYL BETA-NAPHTHYL KETONE
Brechungsindex	n20/D 1.628(lit.)
Flammpunkt	>230 °F
storage temp.	Sealed in dry,Room Temperature
Löslichkeit	0.272g/l
Aggregatzustand	Fine Crystalline Powder and Chunks
pka	0[at 20 ℃]
Farbe	White
Geruch (Odor)	orange-blossom odor
Geruchsart	floral
Wasserlöslichkeit	insoluble
JECFA Number	811
BRN	774965
LogP	2.678 at 25℃
CAS Datenbank	93-08-3(CAS DataBase Reference)
NIST chemische Informationen	2-Naphthyl methyl ketone(93-08-3)
EPA chemische Informationen	2'-Acetonaphthone (93-08-3)

Sicherheit

Kennzeichnung gefährlicher	Xn,Xi,N
R-Sätze:	36/37/38-51/53-22-20/21/22
S-Sätze:	26-36-61-24/25-22-36/37
RIDADR	UN3077
WGK Germany	3
RTECS-Nr.	DB7084000
Hazard Note	Irritant
TSCA	Yes
HazardClass	9
PackingGroup	III
HS Code	29143900
Toxizität	skn-hmn 100% FCTXAV 13,867,75

Gefahreninformationscode (GHS)

2-Acetonaphthone Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R51/53:Giftig für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.
R22:Gesundheitsschädlich beim Verschlucken.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S22:Staub nicht einatmen.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
Chemische Eigenschaften
2-Acetonaphthone smells similar to orange blossomand is a colorless crystalline solid (mp 56 °C). It is usually prepared by Friedel–Crafts acetylation of naphthalene (with acetyl chloride, acetic anhydride, etc.) in the presence of aluminumchloride. In polar solvents (e.g., nitrobenzene), the percentage of the simultaneously formed ??-isomer is lower. Methyl 2-naphthyl ketone is used in eau de cologne, soap perfumes, and detergents. It is a good fixative.
Physikalische Eigenschaften
Methyl β-napthyl ketone has a floral, neroli odor suggestive of orange blossom and a strawberry-like flavor.
Verwenden
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.
Verwenden
2-Acetonaphthone was used in direct time-resolved studies on singlet molecular oxygen phosphorescence in heterogeneous silica gel/cyclohexane systems.
Definition
ChEBI: 2-acetylnaphthalene is a naphthyl ketone that is naphthalene substituted at position 2 by an acetyl group.
synthetische
2-Acetonaphthone may be prepared by Friedel-Crafts reaction of naphthalene, acetyl chloride and AlCl3.
Synthesis Reference(s)
Journal of the American Chemical Society, 99, p. 3101, 1977 DOI: 10.1021/ja00451a041
The Journal of Organic Chemistry, 55, p. 319, 1990 DOI: 10.1021/jo00288a054
Tetrahedron Letters, 19, p. 147, 1978 DOI: 10.1016/S0040-4039(01)85068-1
Allgemeine Beschreibung
2-Acetonaphthone undergoes efficient photoreduction in the presence of tri-n-butylstannane as hydrogen donor. It is solubilized in air-saturated sodium dodecyl sulphate micelles in D₂O or H₂O by pulsed nitrogen laser photolysis for triplet sensitized production of singlet oxygen.
Flammability and Explosibility
Not classified
Biochem/physiol Actions
Odor at 1.0%
Sicherheitsprofil
Moderately toxic by ingestion. A human skin irritant. Flammable liquid. When heated to decomposition it emits acrid smoke and fumes
läuterung methode
Separate it from the 1-isomer by fractional crystallisation of the picrate in EtOH (see entry for the 1-isomer above) to m 82o. Decomposition of the picrate with dilute NaOH and extraction with Et2O, then evaporation, give purer 2-acetylnaphthalene. If this residue solidifies, it can be recrystallised from pet ether, EtOH or acetic acid; otherwise it should be distilled in a vacuum and the solid distillate is recrystallised [Gorman & Rodgers J Am Chem Soc 108 5074 1986, Levanon et al. J Phys Chem 91 14 1987]. Purity should be checked by high field NMR spectroscopy. Its oxime has m 145o(dec), and the semicarbazone has m 235o. [Stobbe & Lenzer Justus Liebigs Ann Chem 380 95 1911, Raffauf J Am Chem Soc 72 753 1950, Hunsberger J Am Chem Soc 72 5626 1950, Immediata & Day J Org Chem 5 512 1940, Beilstein 7 IV 1294.]

2-Acetonaphthone Upstream-Materialien And Downstream Produkte

1-(2-Naphthalinyl)ethanon Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

93-08-3, 2-Acetonaphthone Verwandte Suche:

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