ChemicalBook--->CAS DataBase List--->28924-21-2

28924-21-2

28924-21-2 Structure

28924-21-2 Structure
IdentificationMore
[Name]

3,5-Dibenzyloxyacetophenone
[CAS]

28924-21-2
[Synonyms]

3',5'-BIS(BENZYLOXY)ACETOPHENONE
3',5'-DIBENZYLOXYACETOPHENONE
3,5-DIBENZYLOXYACETOPHENONE
3',5'-DIBENZYLOXYACETPHENONE
1-[3,5-bis(phenylmethoxy)phenyl]-ethanon
3',5'-Dibenzyloxyacetophenone 3,5-Dibenzyloxyacetophenone
(3,5-BIS-BENZYLOXY-PHENYL)-METHANOL
Terbutaline3,5-DibenzylOxyAcetophenone
3,5-Dibenxyloxyacetophenone
3',5'-Dibenzyloxyacetophenone 98%
1-[3,5-bis(benzyloxy)phenyl]ethanone
Ethanone, 1-[3,5-bis(phenylmethoxy)phenyl]-
1-[3,5-Bis(phenylmethoxy)phenyl]ethanone
[EINECS(EC#)]

249-315-7
[Molecular Formula]

C22H20O3
[MDL Number]

MFCD00004777
[Molecular Weight]

332.39
[MOL File]

28924-21-2.mol
Chemical PropertiesBack Directory
[Appearance]

beige crystalline powde
[Melting point ]

60-62 °C (lit.)
[Boiling point ]

429.52°C (rough estimate)
[density ]

1.1079 (rough estimate)
[refractive index ]

1.6000 (estimate)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

Soluble in dichloromethane, ethyl acetate and methanol
[form ]

Solid
[color ]

Off-White to Pale Yellow
[InChI]

InChI=1S/C22H20O3/c1-17(23)20-12-21(24-15-18-8-4-2-5-9-18)14-22(13-20)25-16-19-10-6-3-7-11-19/h2-14H,15-16H2,1H3
[InChIKey]

KOJXGMJOTRYLBD-UHFFFAOYSA-N
[SMILES]

C(=O)(C1=CC(OCC2=CC=CC=C2)=CC(OCC2=CC=CC=C2)=C1)C
[CAS DataBase Reference]

28924-21-2(CAS DataBase Reference)
[EPA Substance Registry System]

28924-21-2(EPA Substance)
Questions And AnswerBack Directory
[Preparation]

Over 1.5 hours, methyllithium (531 mL 2 mol solution, 1.06 M) was added to a rapidly stirred solution of 3,5-dibenzyloxybenzoic acid (175 g, 0.532 M) in diethyl ether (250 mL) and tetrahydrofuran (1400 mL) at 15°–20°C. After stirring for another 0.75 hours at 10°–15°C, water (600 mL) was slowly added, maintaining the reaction temperature below 20°C. The aqueous layer was separated and extracted with diethyl ether (3 × 250 mL). The combined organic phases were washed with saturated sodium chloride solution (4 × 300 mL), dried over sodium sulfate, and concentrated under vacuum to give an oil that slowly crystallized from isopropyl ether. The crude product was recrystallized from diethyl ether-hexane to give 104.7 g. (59%) 3,5-Dibenzyloxyacetophenone; melting point 59°-61° C.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
[Hazard Codes ]

Xi
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[Hazard Note ]

Irritant
[TSCA ]

Yes
[REACH Registrations]

Active
[HS Code ]

29145090
[Storage Class]

11 - Combustible Solids
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

3,5-Dibenzyloxyacetophenone(28924-21-2).msds
Hazard InformationBack Directory
[Chemical Properties]

beige crystalline powde
[Uses]

3,5-Dibenzyloxyacetophenone is used in the synthesis of enantiomerically pure B-ring modified analogs of (-)-epicatechin gallate.
[References]

[1] Ganapati D. Yadav,  Omprakash V. Badure. “Selective acylation of 1,3-dibenzyloxybenzene to 3,5-dibenzyloxyacetophenone over cesium modified dodecatungstophosphoric acid (DTP) on clay.” Applied Catalysis A: General 348 1 (2008): Pages 16-25.
Spectrum DetailBack Directory
[Spectrum Detail]

3,5-Dibenzyloxyacetophenone(28924-21-2)MS
3,5-Dibenzyloxyacetophenone(28924-21-2)1HNMR
3,5-Dibenzyloxyacetophenone(28924-21-2)13CNMR
3,5-Dibenzyloxyacetophenone(28924-21-2)IR1
3,5-Dibenzyloxyacetophenone(28924-21-2)IR2
3,5-Dibenzyloxyacetophenone(28924-21-2)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

3,5-Dibenzyloxyacetophenone, 98%(28924-21-2)
[Alfa Aesar]

3',5'-Dibenzyloxyacetophenone, 98%(28924-21-2)
[Sigma Aldrich]

28924-21-2(sigmaaldrich)
[TCI AMERICA]

3',5'-Dibenzyloxyacetophenone,>97.0%(GC)(28924-21-2)
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