ChemicalBook--->CAS DataBase List--->943-88-4

943-88-4

943-88-4 Structure

943-88-4 Structure
IdentificationBack Directory
[Name]

1-(P-METHOXYPHENYL)-1-BUTEN-3-ONE
[CAS]

943-88-4
[Synonyms]

AI3-00222
ANISALACETONE
p-Anisalacetone
anisylideneacetone
p-Anisilidenacetone
Ani-sylideneacetone
Methoxybenzalacetone
p-Anisylideneacetone
4-Methoxybenzalacetone
p-Methoxybenzalacetone
p-Methoxybenzylideneacetone
p-methoxystyrylmethylketone
methylp-methoxystyrylketone
4-Methoxybenzylideneacetone
4'-Methoxybenzylideneacetone
4-Methoxystyrylmethyl ketone
Methyl p-methoxystyryl ketone
methyl-p-methoxycinnamylketone
1(4-Methoxyphenyl)-but-1-en-3-on
4-(4-methoxyphenyl)-3-buten-2-on
4-(P-METHOXYPHENYL)-3-BUTEN-2-ONE
4-(4-METHOXYPHENYL)-3-BUTEN-2-ONE
1-(P-METHOXYPHENYL)-1-BUTEN-3-ONE
1-(4-Methoxyphenyl)-but-1-en-3-one
3-Buten-2-one, 4-(p-methoxyphenyl)-
3-Buten-2-one, 4-(4-methoxyphenyl)-
4-(4-METHOXY-PHENYL)-BUT-3-EN-2-ONE
4-(P-METHOXYPHENYL)-3-BUTEN-2-ONE 98%
(3E)-4-(4-Methoxyphenyl)-3-buten-2-one
4-(4-methoxyphenyl)-3-buten-2-one (en)
4-(p-Methoxyphenyl)-3-butene-2-one@1000 μg/mL in AcCN
[EINECS(EC#)]

213-404-9
[Molecular Formula]

C11H12O2
[MDL Number]

MFCD00017251
[MOL File]

943-88-4.mol
[Molecular Weight]

176.21
Chemical PropertiesBack Directory
[Melting point ]

75-77°
[Boiling point ]

267.83°C (rough estimate)
[density ]

1.0558 (rough estimate)
[refractive index ]

1.5100 (estimate)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

Chloroform (Slightly), Methanol (Very Slightly)
[form ]

Solid
[color ]

White or yellowish leafy crystals.
[LogP]

2.25
[EPA Substance Registry System]

3-Buten-2-one, 4-(4-methoxyphenyl)- (943-88-4)
Safety DataBack Directory
[TSCA ]

TSCA listed
[REACH Registrations]

Active
[HazardClass ]

IRRITANT
[HS Code ]

2914500090
[Toxicity]

Both the acute oral LD50 value in rats and the acute dermal LD50 value in rabbits exceeded 5 g/kg (Wohl, 1974).
Hazard InformationBack Directory
[Chemical Properties]

It has cis and trans isomers. Melting point: 74-75°C. Boiling point: 187.5-188°C (2.5 kPa).
[Occurrence]

Has apparently not been reported to occur in nature.
[Uses]

4-(4-methoxyphenyl)-3-buten-2-one is used in preparation of Thiazole derivatives as protein secretion inhibitors.
[Preparation]

From anisaldehyde and acetone by condensation using a suitable catalyst.
[Metabolism]

When the side chain of a mixed ketone contains a double bond, both the keto group and the double bond are potentially reducible in vivo. In a related material, methyl styryl ketone ( C6 H5 CH:CHCOCH3 ) , the keto group appears to be more readily reduced than the double bond,with reduction via C6 H5 CH:CH.CH(OH)CH3to the completely reduced carbinol compoundC6 H5[CH2]2CH(OH) CH3, which is found as the main product (Fischer & Bielig, 1940). The ether link is relatively stable in substituted anisoles, such as anethole (p-CH3OC 6H4CH:CH CH4), containinga potential carboxyl group attached to the aromatic ring (Williams, 1959).
Questions And AnswerBack Directory
[Aroma]

Slightly pungent, but in dilution sweet, floral and creamy odor of considerable tenacity. 
1-(P-METHOXYPHENYL)-1-BUTEN-3-ONE, like many related ketones, has met with much resistance from perfumers and dermatologists. However, it has survived all attacks under the usual and probably reasonable argument, that in normal concentrations, it will have no harmful effects on the human skin. Undoubtedly, perfumers are using scores of materials with a much shorter history of successful application.
It finds use in many floral perfume compositions, mainly Cassie bases, Acacia, Lilac, Sweet Pea, Hyacinth, etc. In even lower concentration, it may give interesting effects in Lavender, Fougeres, New Mown Hay (for which it was originally intended), etc.
Spectrum DetailBack Directory
[Spectrum Detail]

1-(P-METHOXYPHENYL)-1-BUTEN-3-ONE(943-88-4)MS
1-(P-METHOXYPHENYL)-1-BUTEN-3-ONE(943-88-4)1HNMR
1-(P-METHOXYPHENYL)-1-BUTEN-3-ONE(943-88-4)IR1
1-(P-METHOXYPHENYL)-1-BUTEN-3-ONE(943-88-4)IR2
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