4-(4-Methoxyphenyl)-2-butanone Property

Melting point:

8 °C (lit.)

Boiling point:

152-153 °C/15 mmHg (lit.)

Density 

1.046 g/mL at 25 °C (lit.)

vapor pressure 

9-2000Pa at 20-115℃

FEMA 

2672 | 4-(P-METHOXYPHENYL)-2-BUTANONE

refractive index 

n20/D 1.519(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Oil

color 

A colourless oily liquid with a sweet floral odour

Odor

at 100.00 %. sweet dried raspberry rose cherry fruity cassie absolute

Odor Type

berry

Water Solubility 

Not miscible in water.

JECFA Number

818

BRN 

1869592

LogP

2 at 23.1℃

CAS DataBase Reference

104-20-1(CAS DataBase Reference)

NIST Chemistry Reference

2-Butanone, 4-(4-methoxyphenyl)-(104-20-1)

EPA Substance Registry System

2-Butanone, 4-(4-methoxyphenyl)- (104-20-1)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

23-24/25

WGK Germany 

2

RTECS 

EL9085500

TSCA 

Yes

HS Code 

29145090

Toxicity

Both the acute oral LD₅₀ value in rats and the acute dermal LD₅₀ value in rabbits exceeded 5 g/kg (Russell, 1973)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P233Keep container tightly closed.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304IF INHALED:

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P340Remove victim to fresh air and keep at rest in a position comfortable for breathing.

P362Take off contaminated clothing and wash before reuse.

P403Store in a well-ventilated place.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

4-(4-Methoxyphenyl)-2-butanone Chemical Properties,Usage,Production

Description

4-(p-Methoxyphenyl)-2-butanone has an intensely sweet, floral, fruity odor and a cherry-raspberry flavor at low concentrations. May be prepared by condensing acetone with anisaldehyde to yield anisylidene acetone and subsequent hydrogenation in the presence of Pd catalyst.

Chemical Properties

4-(p-Methoxyphenyl)-2-butanone has an intensely sweet, floral,fruity odor and cherry–raspberry flavor at low concentrations.

Chemical Properties

4-(4-Methoxyphenyl)-2-butanone is a clear colourless to pale yellow liquid. B.P. 277℃. Solidifies in the cold, melts again at 10℃. Very slightly soluble in water, soluble in alcohol and oils, poorly soluble in Propylene glycol. Intensely sweet, floral and slightly fruity, Cherry-preserve-like odor of good tenacity. It has considerable resemblance to Heliotropine in its overall performance in a composition. Pleasant, sweet-fruity, Cherry-Raspberry-type flavor at concentrations below 40 ppm. Tends to appear "perfumey" at levels higher than 100 ppm.

Occurrence

Contained (approximately 53% level) in the odorous principle obtained by extraction and hydrolysis from aloe wood (Aquilaria algallocha Roxb.) and in anise.

Uses

4-(4-Methoxyphenyl)-2-butanone is used as pharmaceutical intermediate.

Uses

4-(4-Methoxyphenyl)-2-butanone is used in insect attractants, organic synthesis, flavoring. This ketone, a methylether of a very popular material (see para-Hydroxy phenylbutanone), finds use in perfume compositions as a modifier for Heliotropine, a sweetener for Cyclamen aldehyde, and a blender in many types of sweet florals, Fougeres, Oriental fragrances, etc. It suffers from the drawback of being considerably more expensive than Heliotropine, and it can therefore not truly be classified as a substitute for that material. It shows less tendency of discoloration in combination with the materials normally causing such trouble with Heliotropine. It is also used in flavor compositions, particularly in Raspberty and Cherry, two flavors which are commonly used as targets for fantasy fragrances for Iipst ick perfumes. As a sweetener, it modifies Anise and Anethole in licorice flavor compositions, and it is generally used in smaller amounts in many imitation fruit flavors for baked goods or hard candy, where heat stability is essential.

Preparation

By condensing acetone with anisaldehyde to yield anisylidene acetone and subsequent hydrogenation in the presence of Pd catalyst. It can also be prepared from Methyl vinyl ketone by catalytic condensation with Phenol, followed by Methylation.

Definition

ChEBI: 4-(4-Methoxyphenyl)-2-butanone is a member of methoxybenzenes.

Aroma threshold values

Aroma characteristics at 5.0%: sweet, fruity, woody, powdery, honey, vanilla, raspberry and ionone-like.

Taste threshold values

Taste characteristics at 40 ppm: floral, woody, ionone, raspberry, fruity, spice and berry.

Synthesis Reference(s)

Tetrahedron Letters, 33, p. 951, 1992 DOI: 10.1016/S0040-4039(00)91585-5

Safety Profile

Low oral and skin toxicity. A flammable liquid. When heated to decomposition it emits acrid smoke and irritating fumes.