1,3-Diphenylacetone

Base Information

• Chemical Name: 1,3-Diphenylacetone
• CAS No.: 102-04-5
• Molecular Formula: C15H14O
• Molecular Weight: 210.276
• Hs Code.: 2914.19 DERIVATION
• European Community (EC) Number: 203-000-0
• NSC Number: 407392,220312,4577
• UNII: 9Y07G5UDKQ
• DSSTox Substance ID: DTXSID5059244
• Nikkaji Number: J5.001F
• Wikipedia: Dibenzyl_ketone
• Wikidata: Q5272265
• Metabolomics Workbench ID: 45606
• ChEMBL ID: CHEMBL4083314
• Mol file: 102-04-5.mol

Synonyms:1,3-Diphenylacetone;102-04-5;1,3-diphenylpropan-2-one;1,3-Diphenyl-2-propanone;DIBENZYL KETONE;Benzyl ketone;2-Propanone, 1,3-diphenyl-;1,3-Diphenylpropanone;alpha,alpha'-Diphenylacetone;1,3-Diphenyl-propan-2-one;MFCD00004795;FEMA No. 2397;NSC 220312;.alpha.,.alpha.'-Diphenylacetone;EINECS 203-000-0;UNII-9Y07G5UDKQ;9Y07G5UDKQ;AI3-05001;NSC-220312;2-Propanone,3-diphenyl-;dibenzylketone;1,3 diphenyl acetone;1,3-propan-2-one;propanone, 1,3-diphenyl-;SCHEMBL77563;CHEMBL4083314;DTXSID5059244;FEMA 2397;NSC4577;CHEBI:174059;1,3-Diphenylacetone, 97.0%+;1,3-Diphenyl-2-propanone, 99%;NSC-4577;NSC220312;NSC407392;AKOS000120284;CS-W015104;NSC-407392;AS-11950;SY010646;1,3-DIPHENYL-2-PROPANONE [FHFI];1,3-Diphenyl-2-propanone, >=98%, FG;LS-122972;D0911;FT-0606713;EN300-20394;D-6110;D-6112;D70874;A800503;Q5272265;1,3-Diphenyl-2-propanone, purum, >=98.0% (GC);F0001-0066

Chemical Property of 1,3-Diphenylacetone

Chemical Property:

• Appearance/Colour: light yellow solid
• Vapor Pressure: 0.00016mmHg at 25°C
• Melting Point: 32-34 °C(lit.)
• Refractive Index: 1.574
• Boiling Point: 331 °C at 760 mmHg
• Flash Point: 149.4 °C
• PSA: 17.07000
• Density: 1.069 g/cm³
• LogP: 3.04090
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 210.104465066
• Heavy Atom Count: 16
• Complexity: 188

Purity/Quality:

98% ^*data from raw suppliers

1,3-Diphenylacetone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: C1=CC=C(C=C1)CC(=O)CC2=CC=CC=C2
• Uses: 1,3-Diphenylacetone is used in the aldol condensation reaction with benzil (a dicarbonyl) and base to create tetraphenylcyclopentadienone.

Technology Process of 1,3-Diphenylacetone

There total 226 articles about 1,3-Diphenylacetone 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: 64.0%

3,3-bis(phenylmethyl)-1,2-dioxetane (40814-69-5) + [E]-1-morpholino-1-phenyl-1-propene (30085-70-2) → 2-(2'-benzyl-2'-hydroxy-3'-phenylprop-1'-oxy)-1-phenyl-1-propanone (139608-41-6) + 1-phenyl-propan-1-one (93-55-0) + 1,3-Diphenylpropanone (102-04-5)

Guidance literature:

In dichloromethane; at -20 - 0 ℃; for 2h; var. enamines;

DOI:10.1021/jo00035a025

Reference yield: 58.0%

benzyl bromide (100-39-0) → phenylacetic acid (103-82-2) + benzaldehyde (100-52-7) + 1,1'-(1,2-ethanediyl)bisbenzene (103-29-7) + 1,3-Diphenylpropanone (102-04-5)

Guidance literature:

With sodium hydroxide; cobalt tricarbonyl nitrosyl; carbon monoxide; trimethyldodecylammonium chloride; In benzene; under 760 Torr; Ambient temperature;

DOI:10.1016/S0022-328X(00)85541-2

Reference yield: 58.0%

carbon monoxide (201230-82-2) + benzyl bromide (100-39-0) → phenylacetic acid (103-82-2) + benzaldehyde (100-52-7) + 1,1'-(1,2-ethanediyl)bisbenzene (103-29-7) + 1,3-Diphenylpropanone (102-04-5)

Guidance literature:

With sodium hydroxide; cobalt tricarbonyl nitrosyl; trimethyldodecylammonium chloride; In benzene; under 760 Torr; Ambient temperature;

DOI:10.1016/S0022-328X(00)85541-2

upstream raw materials:

phenylacetic acid

phenylacetic anhydride

2-benzyl-3-phenyloxirane

(E)-3-Ureido-but-2-enoic acid ethyl ester

Downstream raw materials:

4-(2-hydroxy-phenyl)-1,3-diphenyl-but-3-en-2-one

2-benzylidene-3-phenyl-2H-chromene

1,3-diphenyl-2-[2]pyridyl-propan-2-ol

2,2-Dibenzyl-6-methyl-4-oxo-4H-1,3-dioxin

Refernces

Interfacial regions governing internal cavities of dendrimers. Studies of poly(alkyl aryl ether) dendrimers constituted with linkers of varying alkyl chain length

10.1021/jo200464g

This research investigates the interfacial regions governing the internal cavities of dendrimers, specifically poly(alkyl aryl ether) dendrimers with varying alkyl chain lengths. The purpose of the study is to understand how these interfacial regions, defined by the linkers connecting branch points within the dendrimers, affect the size and shape of the dynamic inner cavities, which are crucial for encapsulating guest molecules and mediating photoreactions. The researchers synthesized a series of dendrimers with ethyl, n-propyl, n-butyl, and n-pentyl groups as linkers and hydroxyl groups at the periphery, spanning the first to third generations. They used UV-vis and fluorescence spectroscopies to monitor the encapsulation of pyrene and coumarins by the dendrimers, finding that lower generation dendrimers with optimal alkyl linkers presented better encapsulation abilities. The photoreaction of dibenzyl ketone within these dendrimers revealed that third-generation dendrimers with an n-pentyl group as the linker exhibited a higher "cage effect," indicating greater ability to hold reactive intermediates and facilitate product formation with high selectivity. The chemicals used in the process include phloroglucinol, dibromoalkanes, NaOH, and various coumarin dyes, among others. The conclusions emphasize the importance of alkyl chain length in determining the hydrophobicity and reactivity within the dendrimers' inner cavities.