1-(P-METHOXYPHENYL)-1-BUTEN-3-ONE

1-(P-METHOXYPHENYL)-1-BUTEN-3-ONE Basic information
Product Name:1-(P-METHOXYPHENYL)-1-BUTEN-3-ONE
Synonyms:(3E)-4-(4-Methoxyphenyl)-3-buten-2-one;4-Methoxystyrylmethyl ketone;Methoxybenzalacetone;p-Anisylideneacetone;4-(4-methoxyphenyl)-3-buten-2-one (en);4-Methoxybenzalacetone;4'-Methoxybenzylideneacetone;4-Methoxybenzylideneacetone
CAS:943-88-4
MF:C11H12O2
MW:176.21
EINECS:213-404-9
Product Categories:
Mol File:943-88-4.mol
1-(P-METHOXYPHENYL)-1-BUTEN-3-ONE Structure
1-(P-METHOXYPHENYL)-1-BUTEN-3-ONE Chemical Properties
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.
LogP2.25
EPA Substance Registry System3-Buten-2-one, 4-(4-methoxyphenyl)- (943-88-4)
Safety Information
HazardClass IRRITANT
HS Code 2914500090
toxicityBoth the acute oral LD50 value in rats and the acute dermal LD50 value in rabbits exceeded 5 g/kg (Wohl, 1974).
MSDS Information
1-(P-METHOXYPHENYL)-1-BUTEN-3-ONE Usage And Synthesis
OccurrenceHas apparently not been reported to occur in nature.
Uses4-(4-methoxyphenyl)-3-buten-2-one is used in preparation of Thiazole derivatives as protein secretion inhibitors.
PreparationFrom anisaldehyde and acetone by condensation using a suitable catalyst.
MetabolismWhen 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).
1-(P-METHOXYPHENYL)-1-BUTEN-3-ONE Preparation Products And Raw materials
Preparation Products1-[2-(4-methoxyphenyl)cyclopropyl]ethanone
3,4-Bis(p-methoxyphenyl)-3-buten-2-one (E)-1-(4-Methoxyphenyl)-2-buten-1-one 1-(1,3-Dithiolan-2-ylidene)-4-(4-methoxyphenyl)-3-buten-2-one 4-(p-Methoxyphenyl)-3-buten-2-one semicarbazone 4-(m-Methoxyphenyl)-3-buten-2-one semicarbazone 3-METHOXYBENZALACETONE 1-(1,3-Dithian-2-ylidene)-4-(4-methoxyphenyl)-3-buten-2-one (E)-1-(4-Methoxyphenyl)-1-buten-3-one 3-(4-methoxyanilino)-1-(4-methoxyphenyl)-2-buten-1-one (Z)-3-(DIMETHYLAMINO)-1-(4-METHOXYPHENYL)-2-BUTEN-1-ONE 4-(2-HYDROXY-3-METHOXYPHENYL)-3-BUTEN-2-ONE 4-(2-methoxyphenyl)-3-buten-2-one 2-Acetyl-1-(4-methoxyphenyl)-1-buten-3-one 3-methyl-4-(4-methoxyphenyl)-3-buten-2-one trans-4-(4-Methoxyphenyl)-3-buten-2-one 2-METHOXYBENZALACETONE 1-(P-METHOXYPHENYL)-1-BUTEN-3-ONE,4-(4-METHOXYPHENYL)-3-BUTEN-2-ONE,4-(P-METHOXYPHENYL)-3-BUTEN-2-ONE 4-(o-Methoxyphenyl)-3-buten-2-one semicarbazone

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