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2-Acetonaphthone

2-Acetonaphthone structure

CAS No:
93-08-3
Formula:
C12H10O
Chemical Name:
2-Acetonaphthone
Synonyms:
B-NAPHTHYL METHYL KETONE;BETA'-ACETONAPHTHONE;BETA-ACETYLNAPHTHALENE;METHYL 2-NAPHTHYL KETONE;METHYL-A-NAPHTHYL KETONE;METHYL-ALPHA-NAPHTHYL KETONE;METHYL-B-NAPHTHYL KETONE;METHYL BETA-NAPHTHYL KETONE
Categories:
Food Additives > Food Flavorings

Description

Methyl β-napthyl ketone has a floral, neroli odor suggestive of orange blossom and a strawberry-like flavor 2-Acetonaphthone smells similar toorange blossomand is a colorless crystalline solid (mp 56 °C). It is usually preparedby 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. Methyl2-naphthyl ketone is used in e

Liquid; PelletsLargeCrystals|Solid|white or nearly white crystalline solid with a floral, orange blossom, neroli odour

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

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.

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

2-Acetonaphthone Basic Attributes

Molecular Weight：

170.21

Exact Mass：

170.21

BRN：

774965

EC Number：

202-216-2

UNII：

21D49LOP2T

NSC Number：

7658

TSCA：

TSCA listed

DSSTox ID：

DTXSID2041389

Color/Form：

White

HScode：

29143900

Characteristics

PSA：

17.07000

Physical Properties：

Methyl β-napthyl ketone has a floral, neroli odor suggestive of orange blossom and a strawberry-like flavor.

XLogP3：

3.2

Appearance：

Liquid; PelletsLargeCrystals

Density：

1.12 g/mL at 25 °C(lit.)

Melting Point：

52-56 °C (lit.)

Boiling Point：

300-301 °C (lit.)

Flash Point：

168ºC

Refractive Index：

n20/D1.628(lit.)

Water Solubility：

insoluble

Storage Conditions：

Keep containers tightly closed. Store in a cool, dry area away from incompatible substances.

Vapor Pressure：

0.12Pa at 25℃

Toxicity：

skn-hmn 100% FCTXAV 13,867,75

Flammability characteristics：

Not classified

Odor：

orange-blossom odor

PKA：

0[at 20 ℃]

Critical Temperature & Pressure：

Sealed in dry,Room Temperature

Safety Information

Packing level：

III

Hazard category：

Transport codes：

UN3077

wgk germany：

hazard class code：

Xn,Xi,N

safety instructions：

26-36-61-24/25-22-36/37

RTECS Number：

DB7084000

Marks：

Stability/Shelf Life：

Stable under normal temperatures and pressures.

Precautionary statement(s)：

P261-P273-P305 + P351 + P338

Hazard Statements：

36/37/38-51/53-22-20/21/22

RIDADR：

UN3077

GHS Classification：

|Warning|H302 (42.27%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P273, P280, P301+P312, P302+P352, P305+P351+P338, P321, P330, P332+P313, P337+P313, P362, P391, and P501|Aggregated GHS information provided by 1844 companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P272, P273, P280, P301+P312, P302+P352, P321, P330, P333+P313, P363, and P501|Aggregated GHS information provided by 226 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Mobility：

851.14 L/kg

Drug Information

MeSH Entry Terms：

2-acetylnaphthalene

2-Acetonaphthone Use and Manufacturing

Uses

It is used to formulate daily fragrance. GB2760--1996: Permitted flavors for use. It is mainly used to prepare flavors such as grape, strawberry, orange and orange blossom. β-Naphthalene ethyl ketone is a raw material for organic synthesis. It can be used in the formulation of daily chemical flavors, commonly used in soap and detergent flavor formulations; it can be used in edible flavor formulations.

Odor agents

Air care products

2-Acetonaphthone was used in direct time-resolved studies on singlet molecular oxygen phosphorescence in heterogeneous silica gel/cyclohexane systems.

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.

Production

25,000 - 100,000 lb

Manufacturing Info：

All other chemical product and preparation manufacturing|Ethanone, 1-(2-naphthalenyl)-: ACTIVE

Use Classification：

EPA Safer Chemical Functional Use Classes -> Fragrances|Safer Chemical Classes -> Yellow triangle - The chemical has met Safer Choice Criteria for its functional ingredient-class, but has some hazard profile issues|Food additives -> Flavoring Agents|Flavoring Agents -> JECFA Flavorings Index

Food Additive Classes：

Flavoring Agents

Computed Properties

Molecular Weight:170.21
XLogP3:3.2
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:170.073164938
Monoisotopic Mass:170.073164938
Topological Polar Surface Area:17.1
Heavy Atom Count:13
Complexity:197
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

1,2-Dichloroethane

Vinyl acetate

Chlorobenzene

Butyllithium

Acetic acid

Acetonitrile

Phosphoric acid

Hydrofluoric acid

Sulfuric acid

Naphthalene

Downstream Products

Acetone

Naphthalene

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