1-(p-Methoxyphenyl)-2-propanone

HCID 31231

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 122-84-9
Standard SMILES: COc1ccc(CC(C)=O)cc1
InChIKey: WFWKNGZODAOLEO-UHFFFAOYSA-N
Molecular formula: C10H12O2
Average molar mass: 164.2 g/mol
Monoisotopic mass: 164.08372962

Overview

1-(4-Methoxyphenyl)-2-propanone is an alkylbenzene.

Names & identifiers

Preferred name: 1-(p-Methoxyphenyl)-2-propanone
IUPAC: 1-(4-methoxyphenyl)propan-2-one
English name: 4-Methoxyphenylacetone
Molecular formula: C10H12O2
Molecular weight: 164.2

Names & synonyms

4-Methoxyphenylacetone122-84-91-(4-methoxyphenyl)propan-2-onep-AcetonylanisoleAnisketone2-Propanone, 1-(4-methoxyphenyl)-Anisyl methyl ketone1-(4-Methoxyphenyl)-2-propanone1-(p-Methoxyphenyl)-2-propanonep-MethoxyphenylacetoneAnisic ketone4-Methoxybenzyl methyl ketone

Show more names

FEMA 2674p-MethoxyP-ANISYL ACETONEMethoxyphenylacetone(6-bromo-3-pyridinyl)methanol

p-Methoxybenzyl methyl ketone1-(4-Methoxyphenyl)acetone1-(p-Anisyl)-2-propanone4'-Methoxyphenyl-2-propanonep-Anisylactone2-PROPANONE, 1-(p-METHOXYPHENYL)-P-ANISYLACETONE2-Propanone, (p-methoxyphenyl)-

Database identifiers

CAS: 122-84-9
PubChem CID: 31231
DTXSID: DTXSID9059545
ChEMBL: CHEMBL473366
ChEBI: CHEBI:180410
UNII: 6XYW3YJJ33
EC Number: 204-578-7
Nikkaji: J31.118I

Properties

Computed structural properties

XLogP: 1.6
Topological polar surface area: 26.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 3
Heavy atoms: 12
Formal charge: 0
Complexity: 146

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift

FragrancesFragrance Ingredient (1-(p-Methoxyphenyl)-2-propanone) -> IFRA transparency List

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Density1.067-1.073

Flavoring AgentsEU Flavoring substances

Solubility · 3 items

very slightly

insoluble in water; soluble in oils, organic solvents

miscible at room temperature (in ethanol)

Physicochemical properties

Melting point: -15 °C · <-15 °C
Boiling point: 145 °C/25 · 145 °C/25 mmHg (lit.)
Density: 1.067 g/mL · 1.067 g/mL at 25 °C (lit.)
vapor pressure: 1.37 Pa · 1.37Pa at 25℃
FEMA: 2674 · 2674 | 1-(P-METHOXYPHENYL)-2-PROPANONE
refractive index: 20 · n20/D 1.525(lit.)
FLAVIS Number: 7.087 · 07.087 | 4-Methoxyphenylacetone
Flash point: 215 °F · 215 °F
storage temp.: Sealed in dry,Room Temperature
solubility: 50 mg/ml · Methyl Acetate: 50 mg/ml
form: Liquid
color: Clear light yellow to yellow-green
Odor: 10 % · at 10.00 % in dipropylene glycol. sweet fruity creamy spicy green anisic balsamic licorice fennel
Odor Type: fruity
Water Solubility: 3.084 g/L · 3.084g/L at 25℃
JECFA Number: 813 · 813
BRN: 2044332 · 2044332
Cosmetics Ingredients Functions: PERFUMING
InChI: 1S/C10H12O2/c1-8(11)7-9-3-5-10(12-2)6-4-9/h3-6H,7H2,1-2H3
InChIKey: WFWKNGZODAOLEO-UHFFFAOYSA-N
SMILES: COc1ccc(CC(C)=O)cc1
LogP: 1.55 at · 1.55 at 25℃
CAS DataBase Reference: 122 · 122-84-9(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS): 1 · 1-(P-METHOXYPHENYL)-2-PROPANONE
FDA UNII: 6 XYW3YJJ33 · 6XYW3YJJ33
NIST Chemistry Reference: 2 · 2-Propanone, 1-(4-methoxyphenyl)-(122-84-9)
EPA Substance Registry System: 2 · 2-Propanone, 1-(4-methoxyphenyl)- (122-84-9)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 412 · H412-H315
Precautionary statements: 273 · P273-P501-P264-P280-P302+P352-P321-P332+P313-P362
PPE: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 23 · 23-24/25
WGK Germany: 2 · 2
RTECS: 2990000 · UC2990000
Hazard Note: Irritant
TSCA: TSCA listed
HS Code: 29145000 · 29145000
Storage Class: 10 · 10 - Combustible liquids
Toxicity: 50 orl-rat: · LD50 orl-rat: 3330 mg/kg FCTXAV 17,857,79
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 97.2% (104 of 107) of all reports.

Not Classified

Aggregated GHS information provided per 107 reports by companies from 4 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 4 items

Chemical: 2-Propanone, 1-(4-methoxyphenyl)-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Status: Active Update: 18-02-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/16978

2-Propanone, 1-(4-methoxyphenyl)-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 2-Propanone, 1-(4-methoxyphenyl)-: Environment tier I assessment

Hazard Classes and CategoriesNot Classified

Safety data

PPE: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
wgk: 2
tsca: TSCA listed
rtecs: UC2990000
hs_code: 29145000
Toxicity: LD50 orl-rat: 3330 mg/kg FCTXAV 17,857,79
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 23-24/25
Storage Class: 10 - Combustible liquids
Hazard statements: H412-H315
REACH Registrations: Active
Precautionary statements: P273-P501-P264-P280-P302+P352-P321-P332+P313-P362

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm

Uses & manufacturing

Use Classification · 6 items

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information2-Propanone, 1-(4-methoxyphenyl)-: ACTIVE

Applications · 4 items

Descriptionl-(p-Methoxyphenyl)-2-propanone has an odor and taste similar to anise. May be obtained by boiling α- or β-anetholglycol with a 20% solution of sulfuric acid, or from l-(p-methoxyphenyl)- propan-l,2-ol by treatment with diluted sulfuric acid.

OccurrenceReported found in Chinese star anise and in Russian star anise; also reported found in sweet and common fen nel, chervil (Anthriscus cerefolium) and Illicium verum and cherry

UsesA volatile compound released by flowering plants to attractant insects

General DescriptionAsymmetric amination of 4-methoxyphenylacetone was studied.

Preparation methods

PreparationObtained by boiling α- or β-anetholglycol with a 2% solution of sulfuric acid, or from 1-(p-methoxyphenyl)-propan-1,2-ol by treatment with diluted sulfuric acid.