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938-46-5

938-46-5 Structure

938-46-5 Structure
IdentificationMore
[Name]

2',5'-DIHYDROXYPROPIOPHENONE
[CAS]

938-46-5
[Synonyms]

1-(2,5-DIHYDROXYPHENYL)PROPAN-1-ONE
2',5'-DIHYDROXYPROPIOPHENONE
2,5-DIHYDROXYPROPIOPHENONE
2-PROPIONYLHYDROQUINONE
1-(2,5-Dihydroxyphenyl)-1-propanone
1-Propanone, 1-(2,5-dihydroxyphenyl)-
2’,5’-dihydroxy-propiophenon
Propiophenone, 2',5'-dihydroxy-
[EINECS(EC#)]

213-343-8
[Molecular Formula]

C9H10O3
[MDL Number]

MFCD00016465
[Molecular Weight]

166.17
[MOL File]

938-46-5.mol
Chemical PropertiesBack Directory
[Appearance]

yellowish crystalline powder
[Melting point ]

95-99 °C
[Boiling point ]

254.38°C (rough estimate)
[density ]

1.1708 (rough estimate)
[refractive index ]

1.5500 (estimate)
[pka]

8.96±0.48(Predicted)
[BRN ]

1938824
[CAS DataBase Reference]

938-46-5(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

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 .
[RTECS ]

UH0420000
Hazard InformationBack Directory
[Chemical Properties]

yellowish crystalline powder
[Preparation]

Preparation by Fries rearrangement of quinol dipropionate (hydroquinone dipropionate),
with aluminium chloride without solvent at 130–140° for 4 h (75%), ? at 142° for 30 min (80%), at 160–165° for 3 h (good yields) or at 190–200° for 90 min (60%)
by using various quantities of aluminium chloride at 180° for 2 h (to see ? below)
with aluminium chloride (2 equiv) in nitromethane at 20° for a week (7%) ? or in nitrobenzene (24%)
with boron trifluoride complex (BF? 3-OBu2) at reflux for 1 h (42%)
by using titanium tetrachloride (2 equiv) at 130° for 2 h gave only 6% yield
Also obtained by treatment of
hydroquinone dipropionate with aluminium chloride in the presence of hyd-? roquinone (61%)
2-hydroxy-5-(propionyloxy)propiophenone with aluminium chloride (5 equiv) ? at 180° for 30 min in the presence of hydroquinone (57%)
Also obtained by acylation of hydroquinone with propionic acid
in the presence of boron trifluoride in ethylene dichloride at 50–55° (59%) ?, in tetrachloroethane at 90–95° for 5 h (70%) or at 50° for 4 h (70%) or without solvent (67%) at 80° for 2 h (54%) or at 125° for 2 h (71%)
in the presence of zinc chloride at 190° few min (Nencki reaction)
in the presence of 70% perchloric acid at reflux for 1 h (12%)
Also obtained by Friedel–Crafts acylation of hydroquinone with propionyl chlo-ride in nitrobenzene in the presence of aluminium chloride (40%)
Also obtained from 2-hydroxy-5-(propionyloxy)propiophenone; the ester group elimination on hydrolysis with 85% sulfuric acid at r.t. or by treatment with by aluminium chloride
Also obtained by reaction of benzoquinone (2.5 equiv) with 2-oxobutanoic acid in aqueous acetonitrile or an acetonitrile/methylene chloride mixture (91%).
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

2',5'-Dihydroxypropiophenone, 97%(938-46-5)
[Sigma Aldrich]

938-46-5(sigmaaldrich)
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