2-Acetonaphthone

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℃
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)

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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

Ouhuang Engineering Materials (Hubei) Co., Ltd

Product: 2-Acetonaphthone 93-08-3
Price: US $10.00/kg
Min. Order: 1kg
Purity: 99.7%
Supply Ability: 200000kg
Release date: 2024-04-29

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

Hebei Mojin 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

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2-Acetonaphthone99%

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1-(2-Naphtyl)ethanone

Methyl(2-naphtyl) ketone

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α-naphthyl ketone

2-Acetylnaphthalene, (Naphth-2-yl)ethan-1-one

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