ChemicalBook--->CAS DataBase List--->34068-01-4

34068-01-4

34068-01-4 Structure

34068-01-4 Structure
IdentificationMore
[Name]

3-Benzyloxy acetophenone
[CAS]

34068-01-4
[Synonyms]

1-[3-(BENZYLOXY)PHENYL]ETHAN-1-ONE
1-(3-BENZYLOXYPHENYL)ETHANONE
1-(3-Phenylmethoxyphenyl)ethanone
3'-BENZYLOXYACETOPHENONE
3-BENZYLOXYACETOPHENONE
ALPHA-BROMO-3'-BENZYLOXY ACETOPHENONE
m-benzyloxyacetophenone
1-[3-(phenylmethoxy)phenyl]ethan-1-one
3''-BENZYLOXYACETOPHENONE 97%
NSC 159118
[EINECS(EC#)]

251-816-0
[Molecular Formula]

C15H13BrO2
[MDL Number]

MFCD06797452
[Molecular Weight]

305.17
[MOL File]

34068-01-4.mol
Chemical PropertiesBack Directory
[Appearance]

Yellow Liquid
[Melting point ]

29-30 °C
[Boiling point ]

154°C/0.3mmHg(lit.)
[density ]

1.0891 (rough estimate)
[refractive index ]

1.6530 (estimate)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

Chloroform (Sparingly), Methanol (Slightly)
[form ]

Low Melting Solid
[color ]

Light yellow
[λmax]

305nm(MeOH)(lit.)
[CAS DataBase Reference]

34068-01-4(CAS DataBase Reference)
Safety DataBack Directory
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
[HS Code ]

29145000
Hazard InformationBack Directory
[Chemical Properties]

Yellow Liquid
[Synthesis]

3'-Hydroxyacetophenone

121-71-1

Benzyl chloride

100-44-7

3-Benzyloxy acetophenone

34068-01-4

Example 1 Synthesis of 3-benzyloxyacetophenone: 1 kg (7.35 mol) of 3-hydroxyacetophenone, 1.035 kg (7.5 mol) of anhydrous potassium carbonate, and 0.945 kg (7.5 mol) of benzyl chloride were dissolved in 4.1 L of acetone with mechanical stirring and heated and refluxed for 24 hrs. Subsequently, 0.1035 kg (0.75 mol) of anhydrous potassium carbonate and 0.0945 kg (0.75 mol) of benzyl chloride were added and refluxing was continued. the above additions were repeated after 72 hours and refluxing was continued to a total reaction time of 96 hours. After completion of the reaction, the reaction mixture was cooled, filtered and the filtrate was concentrated by rotary evaporator. To the concentrated filtrate was added 0.202 kg (2.0 mol) of triethylamine and stirred overnight. The reaction mixture was diluted with 1 L of ether and filtered, the filtrate was concentrated by evaporation and the residue was distilled to give 1.429 kg (86% yield) of the target product 3-benzyloxyacetophenone as an oil. Boiling point: 160°C (0.3 Torr).IR (CHCl3) spectrum showed absorption peaks located at 1695, 1605, 1595, 1493 and 1433 cm-1 .PMR (CDCl3) spectrum showed chemical shifts δ 2.52 (s, CH3), 5.03 (s, CH2) and 7.0-7.7 (m, Ph).

[References]

[1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988, p. 2491 - 2500
[2] Journal of Medicinal Chemistry, 1992, vol. 35, # 16, p. 3045 - 3049
[3] Tetrahedron Letters, 2007, vol. 48, # 26, p. 4627 - 4630
[4] Chemical and Pharmaceutical Bulletin, 1995, vol. 43, # 5, p. 738 - 747
[5] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 5, p. 1537 - 1544
Spectrum DetailBack Directory
[Spectrum Detail]

3-Benzyloxy acetophenone(34068-01-4)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

3-Benzyloxyacetophenone, 97%(34068-01-4)
[Alfa Aesar]

3'-Benzyloxyacetophenone, 97%(34068-01-4)
[Sigma Aldrich]

34068-01-4(sigmaaldrich)
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