ChemicalBook > CAS DataBase List > 2-Acetonaphthone

2-Acetonaphthone

Product Name
2-Acetonaphthone
CAS No.
93-08-3
Chemical Name
2-Acetonaphthone
Synonyms
ORANGE II;2-ACETYLNAPHTHALENE;Acetonaphthone;METHYL NAPHTHYL KETONE;ORANGE 2;ACID ORANGE II;ORANGER CRYSTALS;Methyl β-naphthyl ketone;FEMA 2723;2-ACETYLNAPHTHONE
CBNumber
CB8272988
Molecular Formula
C12H10O
Formula Weight
170.21
MOL File
93-08-3.mol
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2-Acetonaphthone Property

Melting point:
52-56 °C (lit.)
Boiling point:
300-301 °C (lit.)
Density 
1.12 g/mL at 25 °C(lit.)
vapor pressure 
0.12Pa at 25℃
FEMA 
2723 | METHYL BETA-NAPHTHYL KETONE
refractive index 
n20/D 1.628(lit.)
Flash point:
>230 °F
storage temp. 
Sealed in dry,Room Temperature
solubility 
0.272g/l
form 
Fine Crystalline Powder and Chunks
pka
0[at 20 ℃]
color 
White
Odor
orange-blossom odor
biological source
synthetic
Odor Type
floral
Water Solubility 
insoluble
JECFA Number
811
BRN 
774965
LogP
2.678 at 25℃
CAS DataBase Reference
93-08-3(CAS DataBase Reference)
NIST Chemistry Reference
2-Naphthyl methyl ketone(93-08-3)
EPA Substance Registry System
2'-Acetonaphthone (93-08-3)
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Safety

Hazard Codes 
Xn,Xi,N
Risk Statements 
36/37/38-51/53-22-20/21/22
Safety Statements 
26-36-61-24/25-22-36/37
RIDADR 
UN3077
WGK Germany 
3
RTECS 
DB7084000
Hazard Note 
Irritant
TSCA 
Yes
HazardClass 
9
PackingGroup 
III
HS Code 
29143900
Toxicity
skn-hmn 100% FCTXAV 13,867,75
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W272302
Product name
Methyl β-naphthyl ketone
Purity
≥99%,FCC,FG
Packaging
1kg
Price
$160
Updated
2024/03/01
Sigma-Aldrich
Product number
134775
Product name
2-Acetonaphthone
Purity
99%
Packaging
5g
Price
$137
Updated
2024/03/01
Sigma-Aldrich
Product number
134775
Product name
2-Acetonaphthone
Purity
99%
Packaging
100g
Price
$260
Updated
2024/03/01
Sigma-Aldrich
Product number
W272302
Product name
Methyl β-naphthyl ketone
Purity
≥99%,FCC,FG
Packaging
100g
Price
$76.5
Updated
2023/06/20
TCI Chemical
Product number
A0053
Product name
2'-Acetonaphthone
Purity
>98.0%(GC)
Packaging
25g
Price
$23
Updated
2024/03/01
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2-Acetonaphthone Chemical Properties,Usage,Production

Chemical Properties

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.

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.

Uses

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.

Preparation

2-Acetonaphthone may be prepared by Friedel-Crafts reaction of naphthalene, acetyl chloride and AlCl3.

Definition

ChEBI: 2-acetylnaphthalene is a naphthyl ketone that is naphthalene substituted at position 2 by an acetyl group.

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

General Description

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%

Safety Profile

Moderately toxic by ingestion. A human skin irritant. Flammable liquid. When heated to decomposition it emits acrid smoke and fumes

Purification Methods

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 Preparation Products And Raw materials

Raw materials

Aluminum chloride

Preparation Products

2-(2-NAPHTHYL)-1H-INDOLE-3-CARBALDEHYDE
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View Lastest Price from 2-Acetonaphthone manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
2-Acetylnaphthalene 93-08-3
Price
US $180.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-06-03
Hebei Mujin Biotechnology Co.,Ltd
Product
2-Acetonaphthone 93-08-3
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-06-28
WUHAN FORTUNA CHEMICAL CO., LTD
Product
2-Acetonaphthone 93-08-3
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-25

93-08-3, 2-AcetonaphthoneRelated Search:

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  • METHYL BETA-NAPHTHYL KETONE
  • MANDARIN G
  • LABOTEST-BB LT00847536
  • LABOTEST-BB LT02085122
  • BETA-NAPHTHYLMETHYLKETONE
  • FEMA 2723
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  • 1-naphthalen-2-yl-ethanone
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  • beta-Acetonaphthalene
  • beta-Methyl naphthyl ketone
  • beta-methylnaphthylketone
  • Ethanone, 1-(2-naphthalenyl)-
  • 2-Acetonaphthone99%
  • 2-Acetylnaphtalene, 99%
  • 2-Acetonaphthone=2-Acetylnaphthalene
  • 2-Acetylnaphthalene,99%
  • β-Acetonaphthylene
  • 2-Acetyl Naphthalene(2-Acetonaphthone, Methyl 2-Naphthyl Ketone)
  • 2-ACETYLNAPHTHALIN
  • SS''-ACETONAPHTTHONE
  • METHYL NAPHTHYL KETONE, CRYSTALS
  • METHYL-B-NAPTHYL KETONE
  • Acid Orange 2
  • 2μ-Acetonaphthone, 2-Acetonaphthone, 2-Acetylnaphthalene, Methyl 2-naphthyl ketone
  • 1-(2-Naphtyl)ethanone
  • Methyl(2-naphtyl) ketone
  • Methyl β-naphthyl ketone,2′-Acetonaphthone, 2-Acetonaphthone, 2-Acetylnaphthalene, Methyl 2-naphthyl ketone
  • α-naphthyl ketone
  • 2-Acetylnaphthalene, (Naphth-2-yl)ethan-1-one
  • Methyl 2-naphth ketone
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  • 1-(2-NAPHTHYL)ETHAN-1-ONE
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