2-(3-Oxo-1,3-diphenylpropyl)cyclohexanone

Base Information

• Chemical Name: 2-(3-Oxo-1,3-diphenylpropyl)cyclohexanone
• CAS No.: 2682-98-6
• Molecular Formula: C21H22 O2
• Molecular Weight: 306.404
• NSC Number: 117577
• DSSTox Substance ID: DTXSID90297725
• Nikkaji Number: J932.959E
• ChEMBL ID: CHEMBL1863784
• Mol file: 2682-98-6.mol

Synonyms:2-(3-oxo-1,3-diphenylpropyl)cyclohexan-1-one;2682-98-6;2-(3-oxo-1,3-diphenylpropyl)cyclohexanone;MLS002706755;NSC117577;Oprea1_208000;Oprea1_565749;IFLab1_001575;SCHEMBL4389396;CHEMBL1863784;DTXSID90297725;BHWABVQSIIDAON-UHFFFAOYSA-N;HMS1416H13;STL006948;AKOS001032157;AKOS016874997;NSC-117577;SMR001574154;2-(alpha-phenyl-beta-benzoylethyl)-cyclohexanone;SR-01000389668;SR-01000389668-1;Z56762921

Chemical Property of 2-(3-Oxo-1,3-diphenylpropyl)cyclohexanone

Chemical Property:

• Vapor Pressure: 2.68E-09mmHg at 25°C
• Boiling Point: 478°Cat760mmHg
• Flash Point: 177.4°C
• Density: 1.116g/cm³
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 306.161979940
• Heavy Atom Count: 23
• Complexity: 402

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=O)C(C1)C(CC(=O)C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of 2-(3-Oxo-1,3-diphenylpropyl)cyclohexanone

There total 16 articles about 2-(3-Oxo-1,3-diphenylpropyl)cyclohexanone 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: 98.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + 1,3-diphenyl-propen-3-one (614-47-1) → 2-(3-oxo-1,3-diphenylpropyl)cyclohexanone (2682-98-6)

Guidance literature:

With 1-ethyl-3-methylimidazol-1-ium (S)-2-pyrrolidinecarboxylate; In methanol; at 20 ℃; for 4h;

DOI:10.1016/j.tetasy.2008.06.022

Reference yield: 94.0%

4a,5,6,7,8,8a-Hexahydro-2,4-diphenyl-8a-piperidino-4H-chromene (78019-12-2) → 2-(3-oxo-1,3-diphenylpropyl)cyclohexanone (2682-98-6)

Guidance literature:

With acetic acid; In ethanol; at 20 ℃; for 24h;

DOI:10.1021/jo00332a013

Reference yield: 83.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + benzalacetophenone (94-41-7) → 2-(3-oxo-1,3-diphenylpropyl)cyclohexanone (2682-98-6)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; water; potassium hydroxide; at 20 ℃; Neat (no solvent); Combinatorial reaction / High throughput screening (HTS);

DOI:10.1002/jhet.409

upstream raw materials:

cyclohexanone

1,3-diphenyl-propen-3-one

1-(Trimethylsilyloxy)cyclohexene

benzalacetophenone

Downstream raw materials:

((4R,4aR)-2,4-Diphenyl-4,4a,5,6,7,8-hexahydro-chromen-8a-yl)-phosphinic acid methyl ester

(4S,4aS)-1-Methoxy-1-oxo-2,4-diphenyl-octahydro-1λ⁵-phosphinoline-2,8a-diol

N-methyl-2,4-diphenyl-cis-decahydroquinoline

N-methyl-2,4-diphenyldecahydroquinoline

Refernces

• 1、 Ban, Shu-Rong,Zhu, Xi-Xia,Zhang, Zhi-Ping,Li, Qing-Shan. "A chiral benzoylthiourea-pyrrolidine catalyst for the highly enantioselective Michael addition of ketones to chalcones". supporting information. p. 2517 - 2520. Retrieved 2014/05/20.
• 2、 Xie, Hong-Yu,Ban, Shu-Rong,Liu, Ju-Na,Li, Qing-Shan. "Highly enantioselective Michael addition of cyclic ketones to chalcones catalyzed by pyrrolidine-based imides". supporting information; experimental part. p. 3865 - 3868. Retrieved 2012/08/14.