3',5'-Dibenzyloxyacetophenone supplier

Name
3,5-Dibenzyloxyacetophenone
EINECS 249-315-7
CAS No. 28924-21-2
Article Data20
CAS DataBase
Density 1.144 g/cm³
Solubility
Melting Point 60-62 °C(lit.)
Formula C₂₂H₂₀O₃
Boiling Point 489.5 °C at 760 mmHg
Molecular Weight 332.399
Flash Point 242.1 °C
Transport Information
Appearance beige crystalline powder
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols Xi
Synonyms Acetophenone,3',5'-bis(benzyloxy)- (8CI);1-[3,5-Bis(benzyloxy)phenyl]ethanone;3',5'-Bis(benzyloxy)acetophenone;
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

Conditions	Yield
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

Conditions	Yield
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

...Expand

: 87975-69-7
1-(3,5-Bis-benzyloxy-phenyl)-ethanone oxime

: 28924-21-2
3,5-dibenzyloxyacetophenone

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With iron(III) oxide; potassium tert-butylate In toluene for 15h; Inert atmosphere; Sealed tube;	95%

: 863237-41-6
4,6-dibenzyloxy-2-methoxymethyloxybenzaldehyde

: 28924-21-2
3,5-dibenzyloxyacetophenone

: 863237-49-4
3',4,5',6-tetrabenzyloxy-2-methoxymethyloxy-E-retro-chalcone

Conditions

Conditions	Yield
With potassium hydroxide In tetrahydrofuran; ethanol at 20℃; for 16h;	94%

: 28924-21-2
3,5-dibenzyloxyacetophenone

: (Z)-4-((2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl)benzaldehyde

: 1407180-34-0
C33H25NO5S

Conditions

Conditions	Yield
With sodium hydroxide In N,N-dimethyl-formamide Heating;	94%

: 28924-21-2
3,5-dibenzyloxyacetophenone

: 2-Bromo-3,5-Bisphenylmethoxyacetophenone

Conditions

Conditions	Yield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 10h; Darkness;	91%

: 36032-75-4
triethyl phosphonoacetate

: 28924-21-2
3,5-dibenzyloxyacetophenone

: ethyl-3-(3,5-dibenzyloxyphenyl)-2-butenoate

Conditions

Conditions	Yield
Stage #1: triethyl phosphonoacetate With sodium ethanolate at 25℃; for 2.5h; Stage #2: 3,5-dibenzyloxyacetophenone In ethanol at 20℃; for 72h; Horner-Emmons reaction;	90%

: 95-16-9
1,3-Benzothiazole

: 28924-21-2
3,5-dibenzyloxyacetophenone

: benzothiazol-2-yl(3,5-bis(benzyloxy)phenyl)methanone

Conditions

Conditions	Yield
With copper(l) iodide; tetrafluoroboric acid In water; dimethyl sulfoxide at 130℃; for 9h; Inert atmosphere; Sealed tube; chemoselective reaction;	90%

: 28924-21-2
3,5-dibenzyloxyacetophenone

: ((buta-1,3-diene-2,3-diylbis(benzene-5,3,1-triyl)tetrakis(oxy))tetrakis(methylene))tetrabenzene

Conditions

Conditions	Yield
Stage #1: 3,5-dibenzyloxyacetophenone With toluene-4-sulfonic acid hydrazide In N,N-dimethyl-formamide at 100℃; for 1h; Inert atmosphere; Stage #2: With bis-triphenylphosphine-palladium(II) chloride; p-benzoquinone; lithium tert-butoxide In 1,4-dioxane; N,N-dimethyl-formamide at 100℃; Inert atmosphere; Molecular sieve; regioselective reaction;	82%

: 28924-21-2
3,5-dibenzyloxyacetophenone

: 1779-49-3
Methyltriphenylphosphonium bromide

: 929030-83-1
2-(3',5'-dibenzyloxyphenyl)propene

Conditions

Conditions	Yield
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 1.33333h; Stage #2: 3,5-dibenzyloxyacetophenone In tetrahydrofuran; hexane at -78 - 20℃; for 19h; Wittig olefination;	73%

: 504-29-0
2-aminopyridine

: 28924-21-2
3,5-dibenzyloxyacetophenone

: 3,5-bis(benzyloxy)-N-(pyridin-2-yl)benzamide

Conditions

Conditions	Yield
With oxygen; sodium docusate; copper(l) chloride In water at 80℃; under 760.051 Torr; for 3h; Green chemistry; chemoselective reaction;	73%

: 28924-21-2
3,5-dibenzyloxyacetophenone

: (+/-)-1-(3,5-dibenzyloxyphenyl)ethanol

Conditions

Conditions	Yield
With sodium tetrahydroborate; sodium hydrogencarbonate In ethanol at 20℃;	70%

: 28924-21-2
3,5-dibenzyloxyacetophenone

: 75-05-8
acetonitrile

: 4-(3,5-bis(benzyloxy)phenyl)-2,6-dimethylpyrimidine

Conditions

Conditions	Yield
With sodium hydroxide; copper dichloride at 120℃; for 24h; Schlenk technique; Inert atmosphere;	67%

: 28924-21-2
3,5-dibenzyloxyacetophenone

: 109-92-2
ethyl vinyl ether

: C24H24O4

Conditions

Conditions	Yield
Stage #1: ethyl vinyl ether With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; Inert atmosphere; Stage #2: 3,5-dibenzyloxyacetophenone In tetrahydrofuran; pentane at -78 - 20℃; for 3h; Inert atmosphere;	65%

: 28924-21-2
3,5-dibenzyloxyacetophenone

: 38622-91-2, 36635-61-7
[(p-methylphenyl)sulfonylmethyl]isonitrile

: 101479-10-1
2-(3',5'-dibenzyloxyphenyl)propionitrile

Conditions

Conditions	Yield
With potassium tert-butylate In 1,2-dimethoxyethane; tert-butyl alcohol for 2.5h; Ambient temperature;	63%

: 70978-35-7
ethyl 1-(4-methoxybenzyl)-1H-tetrazole-5-carboxylate

: 28924-21-2
3,5-dibenzyloxyacetophenone

: 1-(3,5-bis-benzyloxy-phenyl)-3-hydroxy-3-[1-(4-methoxy-benzyl)-1H-tetrazol-5-yl]-propenone

Conditions

Conditions	Yield
Stage #1: 3,5-dibenzyloxyacetophenone With lithium hexamethyldisilazane In tetrahydrofuran at -20℃; for 2h; Stage #2: ethyl 1-(4-methoxybenzyl)-1H-tetrazole-5-carboxylate In tetrahydrofuran at -78 - 20℃; for 3h; Further stages.;	60%

: 28924-21-2
3,5-dibenzyloxyacetophenone

: 552-89-6
2-nitro-benzaldehyde

: (E)-1-(3,5-bis(benzyloxy)phenyl)-3-(2-nitrophenyl)prop-2-en-1-one

Conditions

Conditions	Yield
With potassium carbonate; sodium hydroxide In neat (no solvent) at 20℃; for 0.166667h; Schlenk technique;	56%

: 28924-21-2
3,5-dibenzyloxyacetophenone

A: 51863-60-6
3,5-dihydroxyacetophenone

B: 81732-54-9
3-Benzyloxy-5-hydroxyacetophenon

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In acetone	A n/a B 48%

: 593-77-1
N-Methylhydroxylamine

: 28924-21-2
3,5-dibenzyloxyacetophenone

: Triethylphosphonoacetate

: C32H31NO5

Conditions

Conditions	Yield
Multistep reaction;

...Expand

: 36215-07-3
1-Chloro-3-methoxypropane

: 28924-21-2
3,5-dibenzyloxyacetophenone

: 99237-53-3
2-(3,5-dibenzyloxyphenyl)-5-methoxypentan-2-ol

Conditions

Conditions	Yield
With sulfuric acid; iodine; magnesium 1.) ether, 3-4 h, reflux; 2.) ether; Yield given. Multistep reaction;

: 36865-38-0
1-chloro-3-ethoxypropane

: 28924-21-2
3,5-dibenzyloxyacetophenone

: 2-(3,5-dibenzyloxyphenyl)-5-ethoxypentan-2-ol

Conditions

Conditions	Yield
With sulfuric acid; iodine; magnesium 1.) ether, 3-4 h, reflux; 2.) ether; Multistep reaction;

: 28924-21-2
3,5-dibenzyloxyacetophenone

: 24255-59-2
3-(2-methoxyethoxy)-1-chloropropane

: 2-(3,5-Bis-benzyloxy-phenyl)-5-(2-methoxy-ethoxy)-pentan-2-ol

Conditions

Conditions	Yield
With sulfuric acid; iodine; magnesium 1.) ether, 3-4 h, reflux; 2.) ether; Multistep reaction;

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 28924-21-2
3,5-dibenzyloxyacetophenone

: 63790-21-6
ethyl 3-<3,5-bis(benzyloxy)phenyl>-3-methylpropenoate

Conditions

Conditions	Yield
With sodium hydride 1.) THF, RT, 1.5 h, 2.) THF, RT, 72 h; Multistep reaction;

: 28924-21-2
3,5-dibenzyloxyacetophenone

: 105-58-8
Diethyl carbonate

: 909007-90-5
3,4-dibenzyloxyabenzoylacetic ethyl ester

Conditions

Conditions	Yield
With sodium hydride Condensation; Claisen condensation; Heating;

3',5'-Dibenzyloxyacetophenone Chemical Properties

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):

3',5'-Dibenzyloxyacetophenone 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.

3',5'-Dibenzyloxyacetophenone Safety Profile

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

3',5'-Dibenzyloxyacetophenone 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.

Product Name

3,5-Dibenzyloxyacetophenone

Synthetic route

3',5'-Dibenzyloxyacetophenone Chemical Properties

3',5'-Dibenzyloxyacetophenone Toxicity Data With Reference

3',5'-Dibenzyloxyacetophenone Safety Profile

3',5'-Dibenzyloxyacetophenone Specification

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