2,2-Dimethyl-3-oxo-3-phenylpropanal

Base Information

• Chemical Name: 2,2-Dimethyl-3-oxo-3-phenylpropanal
• CAS No.: 1750-74-9
• Molecular Formula: C11H12 O2
• Molecular Weight: 176.215
• Hs Code.: 2914400090
• DSSTox Substance ID: DTXSID90500463
• Wikidata: Q82352069
• Mol file: 1750-74-9.mol

Synonyms:2,2-dimethyl-3-oxo-3-phenylpropanal;1750-74-9;SCHEMBL8233237;DTXSID90500463;AKOS006314907;2,2-dimethyl-3-oxo-3-phenyl-propionaldehyde

Chemical Property of 2,2-Dimethyl-3-oxo-3-phenylpropanal

Chemical Property:

• Melting Point: 158-158.5 °C (sublm)(Solv: ethanol, 75% (64-17-5))
• Boiling Point: 144 °C
• PSA: 34.14000
• Density: 1.049±0.06 g/cm3(Predicted)
• LogP: 2.09440
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 176.083729621
• Heavy Atom Count: 13
• Complexity: 200

Purity/Quality:

99% ^*data from raw suppliers

2,2-DIMETHYL-3-OXO-3-PHENYLPROPANAL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C=O)C(=O)C1=CC=CC=C1

Technology Process of 2,2-Dimethyl-3-oxo-3-phenylpropanal

There total 9 articles about 2,2-Dimethyl-3-oxo-3-phenylpropanal 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: 60.0%

N-isopropylbenzamide (5440-69-7) + 1-(2-methylprop-1-en-1-yl)pyrrolidine (2403-57-8) → 2-benzoyl-2-methylpropanal (1750-74-9) + phenyl isopropyl ketone (611-70-1)

Guidance literature:

N-isopropylbenzamide; With 2-fluoropyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at 0 ℃; for 0.333333h; Inert atmosphere; Schlenk technique;

1-(2-methylprop-1-en-1-yl)pyrrolidine; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere; Schlenk technique;

With water; In dichloromethane; at 20 ℃; Reagent/catalyst; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.201801443

Reference yield: 59.0%

1-phenyl-2,2-dimethyl-1,3-propanediol (33950-46-8,98674-79-4) → 2-benzoyl-2-methylpropanal (1750-74-9)

Guidance literature:

1-phenyl-2,2-dimethyl-1,3-propanediol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.5h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/jacs.7b05713

Reference yield: 50.0%

4-(2-methyl-1-propenyl)morpholine (2403-55-6) + benzoyl chloride (98-88-4) → 2-benzoyl-2-methylpropanal (1750-74-9)

Guidance literature:

4-(2-methyl-1-propenyl)morpholine; benzoyl chloride;

With water; Further stages.;

DOI:10.1016/j.tet.2004.05.074

upstream raw materials:

4-(2-methyl-1-propenyl)morpholine

benzoyl chloride

3,3-dimethyl-1-oxo-1λ⁴-thiochroman-4-one

1-(2-methylprop-1-en-1-yl)pyrrolidine

Downstream raw materials:

2,2-dimethyl-3-hydroxy-1-phenylpent-4-ine-1-one

(2,2-dimethyl-3-oxo-3-phenylpropylidene)malononitrile

4-[(1E)-3,3-dimethyl-4-oxo-4-phenylbut-1-enyl]benzonitrile

phenylmethanaminium benzoate

Refernces

• 1、 Coxon, Thomas J.,Fernández, Maitane,Barwick-Silk, James,McKay, Alasdair I.,Britton, Louisa E.,Weller, Andrew S.,Willis, Michael C.. "Exploiting Carbonyl Groups to Control Intermolecular Rhodium-Catalyzed Alkene and Alkyne Hydroacylation". . p. 10142 - 10149. Retrieved 2017/08/02.
• 2、 Hassan, Jamal,Richards, Christopher J.. "α-formylation of α-substituted ketones". scheme or table. p. 239 - 242. Retrieved 2012/03/22.