4'-Hydroxyacetophenone Basic information |
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4'-Hydroxyacetophenone Chemical Properties |
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4'-Hydroxyacetophenone Usage And Synthesis |
Chemical Properties |
almost white to beige crystalline powder |
Chemical Properties |
White to beige powder; sweet, hawthorn, balsam, mimosa aroma |
Occurrence |
Reported found in cloudberry, coffee, cranberry, mango, sherry, and wort. |
Preparation |
Preparation by Fries rearrangement of phenyl acetate with Lewis acids
aluminium chloride
in nitrobenzene at 20–25° or at 50–60°
in chlorobenzene between 45° and 65°, sealed tube and subjected to high power microwave irradiation for 2 min only (36%)
in nitroethane at 60° (44%)
in carbon disulfide at 45° (40%)
in petroleum r at 50° (20%)
but between 130° and 175° (40–60%)
aluminium chloride–sodium chloride mixture at 240–250° (10%)
boron trifluoride at 90° (56%)
scandium tris(trifluoromethanesulfonate), in nitromethane, at 50° (39%)
titanium tetrachloride at 90–100° (34%)
ferric chloride at 65° (25%)
zinc chloride at 125° (8%)
hydrofluoric acid, between 20° and 100° (94%)
polyphosphoric acid, between 20° and 100° (69%) (50–53%)(44%)
Nafion-XR 500, sulfonic acid type at 100°
ZSM-5, in sulfolane, at 180° (28%)
H-ZSM-5 at 400° or at 210° (6%)
H-Nu-2 at 170° (15%)
HY (Si/Al = 3) or fluorided alumina (Al2O3-F; 3 % wt. F), at 400°. |
Definition |
ChEBI: A monohydroxyacetophenone carrying a hydroxy substituent at position 4'. |
Aroma threshold values |
Floral type, medium strength odor; recommend smelling in a 10.00% solution or less. |
Synthesis Reference(s) |
Tetrahedron Letters, 32, p. 5829, 1991 DOI: 10.1016/S0040-4039(00)93567-6 |
Purification Methods |
Crystallise it from diethyl r, aqueous EtOH or *benzene/pet r. [Beilstein 8 H 87, 8 IV 339.] |
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4'-Hydroxyacetophenone Preparation Products And Raw materials |
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