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2-Acetylnaphthalene

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Identification
Molecular formula
C12H10O
CAS number
93-08-3
IUPAC name
1-(2-naphthyl)ethanone
State
State

At room temperature, 2-acetylnaphthalene is typically in a solid state. It is stable under normal conditions, but should be stored in a well-ventilated area away from sources of ignition, as it can be combustible.

Melting point (Celsius)
78.00
Melting point (Kelvin)
351.00
Boiling point (Celsius)
301.50
Boiling point (Kelvin)
574.70
General information
Molecular weight
170.21g/mol
Molar mass
170.2100g/mol
Density
1.0840g/cm3
Appearence

2-Acetylnaphthalene is a white to light yellow crystalline solid. It is known for its characteristic aromatic odor, similar to that of naphthalene, which is often described as a mothball-like smell.

Comment on solubility

Solubility of 1-(2-naphthyl)ethanone

1-(2-naphthyl)ethanone, also known as 2-naphthyl acetone, exhibits unique solubility characteristics that make it intriguing in various chemical contexts. Here are some key points regarding its solubility:

  • Organic Solvents: This compound is generally soluble in organic solvents such as ethanol, acetone, and ether. Its hydrophobic nature contributes to this behavior.
  • Water Solubility: 1-(2-naphthyl)ethanone has poor solubility in water. This limited solubility can be attributed to its large aromatic structure, which repels water molecules.
  • Temperature Dependency: Solubility can vary with temperature. Typically, increased temperatures lead to better solubility in organic solvents, thus facilitating reactions and applications.
  • Functional Group Influence: The presence of the carbonyl group (C=O) may enhance interactions with polar solvents slightly, but it does not negate the overall hydrophobic characteristics of the compound.

In summary, the solubility profile of 1-(2-naphthyl)ethanone is primarily dictated by its organic nature, making it a valuable compound in organic chemistry and related fields.

Interesting facts

Interesting Facts about 1-(2-Naphthyl)ethanone

1-(2-Naphthyl)ethanone, also known as β-naphthylacetone, is a fascinating compound with significant historical and industrial importance. Here are some intriguing insights into this aromatic ketone:

  • Structure and Reactivity: The presence of both the naphthalene ring and the carbonyl group in its structure contributes to its unique reactivity patterns. This makes it an excellent candidate for various organic reactions, including nucleophilic additions and substitution reactions.
  • Drug Development: Compounds similar to 1-(2-naphthyl)ethanone have been explored in the pharmaceutical industry for their potential applications as lead compounds in drug discovery, particularly in the realm of anti-inflammatory and analgesic agents.
  • Natural Occurrence: While it is primarily synthesized for research and industrial purposes, derivatives of naphthalene can be found in different natural sources, contributing to a variety of biosynthetic pathways.
  • Chemical Synthesis: The synthesis of 1-(2-naphthyl)ethanone often involves methods such as Friedel-Crafts acylation, which highlights its versatility in synthetic organic chemistry. This reaction shows how aromatic compounds can undergo acylation to create complex molecules.
  • Date with History: The study of naphthalene compounds dates back to the 19th century, where scientists began to unlock the secrets of aromatic chemistry, paving the way for modern organic synthesis techniques.

In conclusion, 1-(2-naphthyl)ethanone epitomizes the complexity of aromatic ketones and signifies the evolution of organic chemistry as a discipline. With promising applications in pharmaceuticals and chemical production, it continues to be a point of interest for chemists and researchers worldwide. As Walter White of Breaking Bad famously said, "Chemistry is the study of matter, but I prefer to see it as the study of change." This compound is an exceptional example of that change.

Synonyms
2-Acetylnaphthalene
2-Acetonaphthone
93-08-3
2'-Acetonaphthone
1-(naphthalen-2-yl)ethanone
Ethanone, 1-(2-naphthalenyl)-
Methyl 2-naphthyl ketone
Acetonaphthone
2-Naphthyl methyl ketone
1-(2-Naphthyl)ethanone
Oranger cyrstals
Methyl beta-naphthyl ketone
1-naphthalen-2-ylethanone
beta-Acetonaphthone
beta-Acetonaphthalene
Oranger crystals
Cetone D
Ketone, methyl 2-naphthyl
beta-Naphthyl methyl ketone
1-(2-NAPHTHALENYL)ETHANONE
beta-Acetylnaphthalene
1-(Naphthyl)ethan-1-one
.beta.-Acetonaphthone
1-(naphthalen-2-yl)ethan-1-one
1333-52-4
FEMA No. 2723
2-ACETYL NAPHTHALENE
NSC 7658
Methyl .beta.-naphthyl ketone
CCRIS 6558
1-naphthalen-2-yl-ethanone
EINECS 202-216-2
MFCD00004108
BRN 0774965
21D49LOP2T
DTXSID2041389
CHEBI:52364
AI3-00642
.beta.-Acetonaphthalene
.beta.-Acetylnaphthalene
NSC-7658
HGY15VJE1U
1-(naphthalenyl)-ethanone
1-(2-naphthalenyl)-ethanone
1-(naphthalen-3-yl)ethanone
.beta.-Methyl naphthyl ketone
.beta.-Naphthyl methyl ketone
BETA.-ACETYLNAPHTHALENE
DTXCID0021389
EC 202-216-2
4-07-00-01294 (Beilstein Handbook Reference)
BETA.-NAPHTHYL METHYL KETONE
EINECS 215-594-9
METHYL BETA-NAPHTHYL KETONE [FCC]
METHYL .BETA.-NAPHTHYL KETONE [FHFI]
methyl naphthyl ketone
UNII-21D49LOP2T
2acetonaphthone
2'acetonaphthone
2-acetylnaphthlene
betaAcetonaphthalene
betaAcetylnaphthalene
2-acetyl napthalene
beta -acetonaphthone
2-acetyl-naphthalene
beta -acetonaphthalene
beta -acetylnaphthalene
2Naphthyl methyl ketone
Methyl 2naphthyl ketone
methyl b-naphthyl ketone
Ketone, methyl 2naphthyl
methyl betanaphthyl ketone
UNII-HGY15VJE1U
2-Acetonaphthone, 99%
betaNaphthyl methyl ketone
Methyl beta-naphthylketone
beta-Methyl naphthyl ketone
1-(2-Naphthyl)ethanone #
beta -methyl naphthyl ketone
beta -naphthyl methyl ketone
Ethanone, 1(2naphthalenyl)
Methyl beta -naphthyl ketone
SCHEMBL43058
WLN: L66J CV1
2-ACETONAPHTHONE [INCI]
CHEMBL3183700
NSC7658
DTXCID801437149
DTXSID801014585
CS-B1305
HY-Y1819
Tox21_302186
STK370453
AKOS000119679
FA54850
CAS-93-08-3
s12359
ACETYLNAPHTHALENE (MIXED ISOMERS)
NCGC00257541-01
AC-26572
AS-14446
PD158455
2-Acetonaphthalene;2-Naphthyl methyl ketone
A0053
Methyl 2-naphthyl ketone 2-Acetylnaphthalene
NS00004934
EN300-20021
Methyl beta-naphthyl ketone, >=99%, FCC, FG
A844438
AC-907/25014303
AF-676/00077046
methyl 2-naphthyl ketone;1-(2-Naphthyl)ethan-1-one;
Q27123397
F1995-0259
Z104476442
202-216-2