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
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℃
- refractive index
- n20/D 1.628(lit.)
- FEMA
- 2723 | METHYL BETA-NAPHTHYL KETONE
- 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
- 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)
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
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..…
N-Bromosuccinimide Price
- Product number
- W272302
- Product name
- Methyl β-naphthyl ketone
- Purity
- ≥99%,FCC,FG
- Packaging
- 1kg
- Price
- $160
- Updated
- 2024/03/01
- Product number
- 134775
- Product name
- 2-Acetonaphthone
- Purity
- 99%
- Packaging
- 5g
- Price
- $137
- Updated
- 2024/03/01
- Product number
- 134775
- Product name
- 2-Acetonaphthone
- Purity
- 99%
- Packaging
- 100g
- Price
- $260
- Updated
- 2024/03/01
- Product number
- W272302
- Product name
- Methyl β-naphthyl ketone
- Purity
- ≥99%,FCC,FG
- Packaging
- 100g
- Price
- $76.5
- Updated
- 2023/06/20
- Product number
- A0053
- Product name
- 2'-Acetonaphthone
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $23
- Updated
- 2024/03/01
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
Preparation Products
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View Lastest Price from 2-Acetonaphthone manufacturers
- Product
- 2-Acetylnaphthalene 93-08-3
- Price
- US $180.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20ton
- Release date
- 2024-06-03
- 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
- Product
- 2-Acetonaphthone 93-08-3
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100 TON
- Release date
- 2024-11-01