Ethanone, 1-[3,5-bis(phenylmethoxy)phenyl]-

Base Information

• Chemical Name: Ethanone, 1-[3,5-bis(phenylmethoxy)phenyl]-
• CAS No.: 28924-21-2
• Molecular Formula: C22H20O3
• Molecular Weight: 332.399
• Hs Code.: 29145090
• European Community (EC) Number: 249-315-7
• UNII: K8HQL6DG8R
• DSSTox Substance ID: DTXSID0067424
• Nikkaji Number: J236.620G
• Wikidata: Q72463631
• Mol file: 28924-21-2.mol

Synonyms:28924-21-2;3',5'-Dibenzyloxyacetophenone;3,5-Dibenzyloxyacetophenone;Ethanone, 1-[3,5-bis(phenylmethoxy)phenyl]-;1-[3,5-Bis(phenylmethoxy)phenyl]ethanone;3,5-Bis(benzyloxy)acetophenone;1-(3,5-Bis(benzyloxy)phenyl)ethanone;K8HQL6DG8R;1-(3,5-Bis(phenylmethoxy)phenyl)ethanone;Ethanone, 1-(3,5-bis(phenylmethoxy)phenyl)-;EINECS 249-315-7;MFCD00004777;1-[3,5-Bis(benzyloxy)phenyl]ethanone;1-(3,5-Bis(benzyloxy)phenyl)ethan-1-one;1-[3,5-Bis(benzyloxy)phenyl]ethan-1-one;3',5'-Bis(benzyloxy)acetophenone;UNII-K8HQL6DG8R;3`,5`-Dibenzyloxyacetophenone;SCHEMBL2450743;DTXSID0067424;3,5-bis (benzyloxy)acetophenone;KOJXGMJOTRYLBD-UHFFFAOYSA-;3',5'-Di(benzyloxy)acetophenone;1-(3,5-dibenzyloxyphenyl)ethanone;3,5-Dibenzyloxyacetophenone, 98%;AKOS015889876;1-[3,5-Bis(benzyloxy)phenyl]ethanone #;AC-23594;AS-44247;SY013989;CS-0312656;D2085;FT-0638820;A819676;W-107020;3 inverted exclamation mark ,5 inverted exclamation mark -Dibenzyloxyacetophenone

Chemical Property of Ethanone, 1-[3,5-bis(phenylmethoxy)phenyl]-

Chemical Property:

• Appearance/Colour: beige crystalline powder
• Vapor Pressure: 9.94E-10mmHg at 25°C
• Melting Point: 60-62 °C(lit.)
• Refractive Index: 1.594
• Boiling Point: 489.5 °C at 760 mmHg
• Flash Point: 242.1 °C
• PSA: 35.53000
• Density: 1.144 g/cm³
• LogP: 5.04720
• Storage Temp.: -20°C Freezer
• Solubility.: Soluble in dichloromethane, ethyl acetate and methanol
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 332.14124450
• Heavy Atom Count: 25
• Complexity: 366

Purity/Quality:

98%, ^*data from raw suppliers

3’,5’-Dibenzyloxyacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1=CC(=CC(=C1)OCC2=CC=CC=C2)OCC3=CC=CC=C3
• Uses: 3,5-Dibenzyloxyacetophenone is used in the synthesis of enantiomerically pure B-ring modified analogs of (-)-epicatechin gallate.

Technology Process of Ethanone, 1-[3,5-bis(phenylmethoxy)phenyl]-

There total 9 articles about Ethanone, 1-[3,5-bis(phenylmethoxy)phenyl]- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

3,5-dihydroxyacetophenone (51863-60-6) + benzyl bromide (100-39-0) → 3,5-dibenzyloxyacetophenone (28924-21-2)

Guidance literature:

With potassium carbonate; In acetone; at 100 ℃; for 3h;

DOI:10.1002/ejoc.200600654

Reference yield: 90.0%

2-bromo-1-[3,5-bis(phenylmethoxy)phenyl]ethanone (28924-18-7) → 2-bromo-1-(3,5-bis(benzyloxy)phenyl)ethanol (103145-39-7) + 3,5-dibenzyloxyacetophenone (28924-21-2) + (R)-1-(3,5-dibenzyloxyphenyl)ethanol

Guidance literature:

With sodium formate; cetyltrimethylammonim bromide; sodium dodecyl-sulfate; (R,R)-TsDPEN; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; In water; at 28 ℃; for 2.5h;

DOI:10.1021/jo0514826

Reference yield: 88.0%

1-(3,5-Bis-benzyloxy-phenyl)-ethanone oxime (87975-69-7) → 3,5-dibenzyloxyacetophenone (28924-21-2)

Guidance literature:

With triethylammonium chlorochromate(VI); In 1,2-dichloro-ethane; for 2h;

upstream raw materials:

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

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

3,5-dihydroxyacetophenone

benzyl chloride

Downstream raw materials:

2-(3,5-dibenzyloxyphenyl)-5-methoxypentan-2-ol

ethyl 3-<3,5-bis(benzyloxy)phenyl>-3-methylpropenoate

3,5-dibenzyloxyphenylglyoxal

terbutaline

Refernces

• 1、 -. "Cannabidiol derivative and preparation method thereof". Paragraph 0149-0154. . Retrieved 2021/06/06.
• 2、 Shang, Changhui,Kang, Yulong,Yang, Qingyun,Zhu, Qibin,Yao, Chunsuo. "Versatile and Enantioselective Total Synthesis of Naturally Active Gnetulin". . p. 3768 - 3776. Retrieved 2019/07/12.