| Identification | More | [Name]
4'-Methoxyacetophenone | [CAS]
100-06-1 | [Synonyms]
1-(4-METHOXYPHENYL)ETHANONE
4-ACETOANISOLE
4-ACETYLANISOLE
4'-METHOXYACETOPHENONE
4-METHOXYACETOPHENONE
4-METHOXYPHENYLETHANONE
ACETANISOLE
AKOS 90580
AKOS BBS-00003216
FEMA 2005
LABOTEST-BB LT01595901
P-ACETANISOLE
P-ACETYLANISOLE
PARA METHOXY ACETOPHENONE
P-METHOXYACETOPHENONE
VANATONE
1-(4-methoxyphenyl)-ethanon
4’-methoxy-acetophenon
4-Methoxyacetofenon
4-Methoxyphenyl methyl ketone | [EINECS(EC#)]
202-815-9 | [Molecular Formula]
C9H10O2 | [MDL Number]
MFCD00008745 | [Molecular Weight]
150.17 | [MOL File]
100-06-1.mol |
| Chemical Properties | Back Directory | [Appearance]
WHITE CRYSTALS OR CRYSTALLINE POWDER | [Melting point ]
36-38 °C (lit.) | [Boiling point ]
152-154 °C/26 mmHg (lit.) | [density ]
1.08 | [vapor pressure ]
0.42Pa at 20℃ | [FEMA ]
2005 | [refractive index ]
1.5470 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
H2O: soluble2.474g/L at 20°C | [form ]
Crystals or Crystalline Powder | [color ]
White | [Odor]
at 100.00 %. sweet hawthorn anisic powdery balsamic acacia | [biological source]
synthetic | [Odor Type]
anisic | [Water Solubility ]
insoluble | [Sensitive ]
Light Sensitive | [JECFA Number]
810 | [BRN ]
742313 | [InChIKey]
NTPLXRHDUXRPNE-UHFFFAOYSA-N | [LogP]
1.79 at 20℃ | [Uses]
4'-Methoxyacetophenone is a solid, pale yellow flavoring agent with a hawthornlike odor. It is soluble in most fixed oils and propylene glycol, and it is insoluble in glycerin and mineral oil. It is obtained by chemical synthesis. This flavoring substance or its adjuvant may be safely used in food in the minimum quantity required to produce its intended flavor. It can be used alone or in combination with other flavoring substances or adjuvants. It is also termed p-methoxyacetophenone. | [CAS DataBase Reference]
100-06-1(CAS DataBase Reference) | [NIST Chemistry Reference]
Acetophenone, 4'-methoxy-(100-06-1) | [EPA Substance Registry System]
100-06-1(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R38:Irritating to the skin.
R36/38:Irritating to eyes and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S37:Wear suitable gloves .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
2
| [RTECS ]
AM9240000
| [TSCA ]
Yes | [HS Code ]
29145000 | [Safety Profile]
Moderately toxic by
ingestion. Human systemic effects by
inhalation: pulse rate increase without fall in
blood pressure and blood pressure elevation.
A skin irritant. Flammable liquid. When
heated to decomposition it emits acrid
smoke and irritating fumes. See also
KETONES. | [Hazardous Substances Data]
100-06-1(Hazardous Substances Data) | [Toxicity]
The acute oral LD50 value in rats was reported as 1.72 g/kg (1.47-1.97 g/kg) (Moreno, 1973). The acute dermal LD50 value in rabbits was reported as > 5 g/kg (Moreno, 1973). |
| Questions And Answer | Back Directory | [Identification]
CAS.No.:
100-06-1
FL.No.:
7.038
FEMA.No.:
2005
NAS.No.:
2005
CoE.No.:
570
EINECS.No.:
202-815-9
JECFA.No.:
810
| [Description]
Yellowish-white crystals with an odor similar to that of p-methylacetopheneone, suggestive of hawthorn and floral note of heliotrope, possessing a bitter and unpleasant taste. Useful in vanilla, nut, tobacco and butter flavors.
| [Regulatory Status]
CoE: Approved. Bev.: 10 ppm; Food: 20 ppm
FDA: 21 CFR 172.515
FDA (other): n/a
JECFA: ADI: Acceptable. No safety concern at current levels of intake when used as a flavoring agent (2001).
| [Usage]
Reported uses (ppm): (FEMA, 1994)
Alcoholic.beverages
0.0001
0.0001
Gelatins,.puddings
0.2
0.2
Nonalcoholic.beverages
7.8
150
| [Natural occurrence]
Reported found in European cranberry (Vaccinium oxycoccus L.), guava fruit (Psidium guajava L.), Vitis labrusca L., tomato, anise (Pimpinella anisum L.), mentha oils, grilled and roasted beef, sherry, cloudberry (Rubus chamaemorus L.), salted and pickled plums, Illicium verum and black chokeberry (Aronia melanocarpa ell.).
|
| Hazard Information | Back Directory | [Chemical Properties]
4-Methoxyacetophenone occurs in anise oil. It forms white crystals
(mp 38°C) with a sweet odor, reminiscent of hawthorn. 4-Methoxyacetophenone
is prepared by Friedel–Crafts acetylation of anisole. A modern process uses
??-zeolites as Friedel–Crafts catalysts in combination with a continuous flow technology.
4-Methoxyacetophenone is used in soap perfumes | [Chemical Properties]
WHITE CRYSTALS OR CRYSTALLINE POWDER | [Chemical Properties]
Yellowish-white crystals with an odor similar to that of p-methylacetopheneone, suggestive of hawthorn and floral note
of heliotrope, possessing a bitter and unpleasant taste. Useful in vanilla, nut, tobacco and butter flavors | [Occurrence]
Reported found in European cranberry (Vaccinium oxycoccus L.), guava fruit (Psidium guajava L.), Vitis
labrusca L., tomato, anise (Pimpinella anisum L.), mentha oils, grilled and roasted beef, sherry, cloudberry (Rubus chamaemorus
L.), salted and pickled plums, Illicium verum and black chokeberry (Aronia melanocarpa ell.). | [Definition]
ChEBI: A member of the class of acetophenones that is acetophenone substituted by a methoxy group at position 4. | [Preparation]
From anisole and acetyl chloride in the presence of aluminum chloride and carbon disulfide; from anisole and acetic acid
in the presence of boron trifluoride. | [Taste threshold values]
Taste characteristics at 10 ppm: sweet, anisic, fruity, cherry with powdery vanilla nuances. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 46, p. 5414, 1981 DOI: 10.1021/jo00339a036
Synthetic Communications, 26, p. 291, 1996 DOI: 10.1080/00397919608003617
Tetrahedron Letters, 35, p. 9471, 1994 DOI: 10.1016/S0040-4039(00)78574-1 | [General Description]
4′-Methoxyacetophenone undergoes biocatalytic enantioselective reduction using immobilized Rhodotorula sp. AS2.2241 cells to yield (S)-1-(4-methoxyphenyl) ethanol in a hydrophilic ionic liquid-containing co-solvent system. | [Flammability and Explosibility]
Notclassified | [Purification Methods]
Crystallise the ketone from diethyl ether/pet ether. [Beilstein 8 IV 340.] | [Toxics Screening Level]
The ITSL for 4-methoxyacetophenone has been changed from 0.04 μg/m3 to 0.1 μg/m3 based on an annual averaging time. |
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