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28924-21-2

Basic Information
CAS No.: 28924-21-2
Name: 3,5-Dibenzyloxyacetophenone
Article Data: 20
Molecular Structure:
Molecular Structure of 28924-21-2 (3,5-Dibenzyloxyacetophenone)
Formula: C22H20O3
Molecular Weight: 332.399
Synonyms: Acetophenone,3',5'-bis(benzyloxy)- (8CI);1-[3,5-Bis(benzyloxy)phenyl]ethanone;3',5'-Bis(benzyloxy)acetophenone;
EINECS: 249-315-7
Density: 1.144 g/cm3
Melting Point: 60-62 °C(lit.)
Boiling Point: 489.5 °C at 760 mmHg
Flash Point: 242.1 °C
Appearance: beige crystalline powder
Hazard Symbols: IrritantXi
Safety: 24/25
PSA: 35.53000
LogP: 5.04720
Synthetic route
51863-60-6

3,5-dihydroxyacetophenone

100-39-0

benzyl bromide

28924-21-2

3,5-dibenzyloxyacetophenone

Conditions
ConditionsYield
With potassium carbonate In acetone at 100℃; for 3h;100%
Stage #1: 3,5-dihydroxyacetophenone With potassium carbonate In acetone for 0.166667h;
Stage #2: benzyl bromide In acetone at 20℃; for 10h;
97%
With potassium carbonate In acetone for 18h; Reflux;86%
28924-18-7

2-bromo-1-[3,5-bis(phenylmethoxy)phenyl]ethanone

A

103145-39-7

2-bromo-1-(3,5-bis(benzyloxy)phenyl)ethanol

B

28924-21-2

3,5-dibenzyloxyacetophenone

C

(R)-1-(3,5-dibenzyloxyphenyl)ethanol

Conditions
ConditionsYield
With sodium formate; cetyltrimethylammonim bromide; sodium dodecyl-sulfate; (R,R)-TsDPEN; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer In water at 28℃; for 2.5h;A 90%
B n/a
C n/a
87975-69-7

1-(3,5-Bis-benzyloxy-phenyl)-ethanone oxime

28924-21-2

3,5-dibenzyloxyacetophenone

Conditions
ConditionsYield
With triethylammonium chlorochromate(VI) In 1,2-dichloro-ethane for 2h;88%
51863-60-6

3,5-dihydroxyacetophenone

100-44-7

benzyl chloride

28924-21-2

3,5-dibenzyloxyacetophenone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80 - 90℃; Reagent/catalyst; Temperature;85%
With potassium carbonate In acetone at 60℃; for 4h; Temperature;82%
With potassium carbonate Alkylation;
90664-17-8

1-(3,5-Dibenzyloxyphenyl)-2-methylsulfonyl-1-ethanon

28924-21-2

3,5-dibenzyloxyacetophenone

Conditions
ConditionsYield
With zinc In methanol; acetic acid for 0.0833333h;72%

1-(3,5-Bis-benzyloxy-phenyl)-hexane-1,3,5-trione

A

28924-21-2

3,5-dibenzyloxyacetophenone

B

28917-43-3

3,5-dibenzyloxybenzoic acid

Conditions
ConditionsYield
With manganese triacetate; acetic acid for 22h; Ambient temperature;A 3%
B 4%
50513-72-9

(3,5-di-benzyloxy)benzoic acid benzyl ester

28924-21-2

3,5-dibenzyloxyacetophenone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 76 percent / lithium 2,2,6,6-tetramethylpiperidide / tetrahydrofuran / 1.) 0 deg C, 45 min, 2.) r.t., 1 h
2: 3 percent / manganese(III) acetate, acetic acid / 22 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: 1) 50percent NaH / 1) DMSO, 60 deg C, 90 min, 2) THF, 60 deg C, 1 h
2: 72 percent / Zn / methanol; acetic acid / 0.08 h
View Scheme
28924-21-2

3,5-dibenzyloxyacetophenone

28924-18-7

2-bromo-1-[3,5-bis(phenylmethoxy)phenyl]ethanone

Conditions
ConditionsYield
With tetra-N-butylammonium tribromide In tetrahydrofuran; methanol at 20℃; for 24h;100%
With bromine In dichloromethane at 20℃;80%
With phenyltrimethylammonium tribromide In dichloromethane at 20℃; for 3h;38%
28924-21-2

3,5-dibenzyloxyacetophenone

1-[3,5-bis(benzyloxy)phenyl]-2-bromoethanol

Conditions
ConditionsYield
Stage #1: 3,5-dibenzyloxyacetophenone With copper(ll) bromide In dichloromethane for 3h; Reflux;
Stage #2: With potassium borohydride In methanol at 10 - 15℃; for 1h; Solvent; Reagent/catalyst;
98%
5344-90-1

2-Aminobenzyl alcohol

28924-21-2

3,5-dibenzyloxyacetophenone

C29H23NO2

Conditions
ConditionsYield
With iron(III) oxide; potassium tert-butylate In toluene for 15h; Inert atmosphere; Sealed tube;95%
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  • CAS No.28924-21-2  	3,5-Dibenzyloxyacetophenone

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    3,5-Dibenzyloxyacetophenone Chemical Properties 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 Temp

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Chemistry

The molecular formula of 3,5-Dibenzyloxyacetophenone(28924-21-2) is C22H20O3  and its formula weight is  332.39.
3,5-Dibenzyloxyacetophenone(28924-21-2) has a  melting point of  60-62 °C(lit.).
The chemical synonyms of 3,5-Dibenzyloxyacetophenone(28924-21-2) are 3',5'-DIBENZYLOXYACETOPHENONE;3,5-DIBENZYLOXYACETOPHENONE;3',5'-DIBENZYLOXYACETPHENONE;3',5'-BIS(BENZYLOXY)ACETOPHENONE;1-[3,5-bis(phenylmethoxy)phenyl]-ethanon;3',5'-Dibenzyloxyacetophenone 3,5-Dibenzyloxyacetophenone;(3,5-BIS-BENZYLOXY-PHENYL)-METHANOL;Terbutaline3,5-DibenzylOxyAcetophenone
The molecular structure of 3,5-Dibenzyloxyacetophenone(28924-21-2):

Toxicity Data With Reference

RTECS#: CAS# 28924-21-2: None listed 
LD50/LC50: RTECS: Not available. 
Carcinogenicity: 3,5-DIBENZYLOXYACETOPHENONE, 98% - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65. 

Safety Profile

Hazard Codes : Xi
Safety Statements : S24/25:Avoid contact with skin and eyes.;
WGK Germany : 3
Hazard Note : Irritant

Specification

Chemical Stability: Stable under normal temperatures and pressures. 
Conditions to Avoid: Strong oxidants. 
Incompatibilities with Other Materials Not available 
Hazardous Decomposition Products Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide. 
Hazardous Polymerization Has not been reported.