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CAS No.: | 490-78-8 |
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Name: | 2',5'-Dihydroxyacetophenone |
Article Data: | 89 |
Molecular Structure: | |
Formula: | C8H8O3 |
Molecular Weight: | 152.15 |
Synonyms: | 3,5-Dihydroxy acetophenone;2,5-dihydroxyacetophenone;Acetophenone,2',5'-dihydroxy- (7CI,8CI);1-(2,5-Dihydroxyphenyl)ethanone;1-Acetyl-2,5-dihydroxybenzene;2,5-Dihydroxy-1-acetylbenzene;2-Acetyl-1,4-benzenediol;2-Acetylhydroquinone;NSC 3759;Quinacetophenone; |
EINECS: | 207-716-4 |
Density: | 1.291 g/cm3 |
Melting Point: | 204-206 °C(lit.) |
Boiling Point: | 329.2 °C at 760 mmHg |
Flash Point: | 167.1 °C |
Solubility: | insoluble in water |
Appearance: | yellow to yellow-green crystals |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 26-36 |
PSA: | 57.53000 |
LogP: | 1.30040 |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate for 0.0333333h; microwave irradiation; | 98% |
With iron(III) chloride for 0.0166667h; Friedel Crafts acylation; Microwave irradiation; regioselective reaction; | 98% |
With aluminum oxide; methanesulfonic acid at 120℃; for 0.333333h; | 85% |
Conditions | Yield |
---|---|
Stage #1: acetic anhydride; hydroquinone In 1,2-dichloro-ethane at 100℃; for 4h; Friedel-Crafts Acylation; Stage #2: With boron trifluoride diethyl etherate In 1,2-dichloro-ethane at 120℃; for 3h; | 92% |
zinc(II) chloride at 145 - 150℃; for 0.25h; | 76% |
Conditions | Yield |
---|---|
With ammonium persulfate; silver nitrate In water; acetonitrile at 70℃; for 2h; | 92% |
Conditions | Yield |
---|---|
for 0.116667h; Rearrangement; microwave irradiation; | 90% |
Stage #1: benzene-1,4-diyl diacetate With aluminum (III) chloride; sodium chloride at 140 - 195℃; for 0.15h; Stage #2: With hydrogenchloride; water for 0.5h; Reflux; | 85% |
Stage #1: benzene-1,4-diyl diacetate With aluminum (III) chloride; sodium chloride at 180℃; for 3h; Fries rearrangement; Stage #2: With hydrogenchloride In methanol Reflux; | 76.6% |
1-(5-allyloxy-2-hydroxyphenyl)-1-ethanone
2,5-Dihydroxyacetophenone
Conditions | Yield |
---|---|
With bis(benzonitrile)palladium(II) dichloride In benzene for 20h; Heating; | 89% |
Dipropyl ether
benzene-1,4-diyl diacetate
A
2,5-Dihydroxyacetophenone
B
2-hydroxy-5-propoxyacetophenone
Conditions | Yield |
---|---|
With boron trifluoride for 1h; Fries rearrangement; Heating; | A 89% B 9% |
Conditions | Yield |
---|---|
With pyridinium p-toluenesulfonate for 0.025h; microwave irradiation; | 85% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 5h; Michael reaction; | A n/a B 80% C 17% |
In dichloromethane at 20℃; for 5h; Arylation; | A n/a B 51% C 17% |
2-Acetyl-1,4-benzoquinone
trimethyl(2-methyl-2-propenyl)stannane
A
2,5-Dihydroxyacetophenone
Conditions | Yield |
---|---|
In benzene | A 6% B 77% |
Conditions | Yield |
---|---|
With boron dimethyl-trifluoro sulphide In dichloromethane at 20℃; for 1.5h; | 74% |
With carbon disulfide; aluminum tri-bromide | |
With pyridine hydrochloride |
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1. | ipr-mus LDLo:500 mg/kg | CBCCT* “Summary Tables of Biological Tests“ National Research Council Chemical-Biological Coordination Center. 5 (1953),140. |