3-(Dimethylamino)-2,2-dimethyl-1-phenylpropan-1-one

Base Information

• Chemical Name: 3-(Dimethylamino)-2,2-dimethyl-1-phenylpropan-1-one
• CAS No.: 15451-29-3
• Molecular Formula: C13H19 N O
• Molecular Weight: 205.3
• Hs Code.: 2922399090
• UNII: 83LLR55ETP
• DSSTox Substance ID: DTXSID90165652
• Nikkaji Number: J51.117J
• Wikipedia: Dimethylaminopivalophenone
• Wikidata: Q21098981
• Mol file: 15451-29-3.mol

Synonyms:15451-29-3;3-(dimethylamino)-2,2-dimethyl-1-phenylpropan-1-one;dimethylaminopivalophenone;Propiophenone, 2,2-dimethyl-3-(dimethylamino)-;BRN 2938451;83LLR55ETP;2,2-Dimethyl-3-(dimethylamino)-propiophenone;Propiophenone, 3-dimethylamino-2,2-dimethyl-;3-(Dimethylamino)-2,2-dimethyl-1-phenyl-1-propanone;3-14-00-00178 (Beilstein Handbook Reference);starbld0014501;UNII-83LLR55ETP;SCHEMBL20545574;DTXSID90165652;AKOS012497811;LS-125206;2,2-Dimethyl-3-(dimethylamino)propiophenone;1-Dimethylamino-2-dimethyl-3-phenylpropan-3-one;Propiophenone, 3-(dimethylamino)-2,2-dimethyl-;Q21098981;1-Propanone, 3-(dimethylamino)-2,2-dimethyl-1-phenyl-;1-Propanone, 2-[(dimethylamino)methyl]-2-methyl-1-phenyl-;2-[(Dimethylamino)methyl]-2-methyl-1-phenyl-1-propanone

Chemical Property of 3-(Dimethylamino)-2,2-dimethyl-1-phenylpropan-1-one

Chemical Property:

• Vapor Pressure: 0.00207mmHg at 25°C
• Boiling Point: 290.5°Cat760mmHg
• PKA: 8.65±0.28(Predicted)
• Flash Point: 94.5°C
• PSA: 20.31000
• Density: 0.973g/cm³
• LogP: 2.45710
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 205.146664230
• Heavy Atom Count: 15
• Complexity: 215

Purity/Quality:

3-(DIMETHYLAMINO)-2,2-DIMETHYL-1-PHENYLPROPAN-1-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(Dimethylamino)-2,2-dimethyl-1-phenylpropan-1-one

There total 8 articles about 3-(Dimethylamino)-2,2-dimethyl-1-phenylpropan-1-one 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: 92.0%

1-Phenyl-2,2-dimethyl-3-dimethylamino-1-propanol (15451-15-7) → α,α-dimethyl-β-dimethylaminopropiophenone (15451-29-3)

Guidance literature:

With dmap; [2,2]bipyridinyl; 2-azatricyclo[3.3.1.1^3,7]dec-2-yloxidanyl; copper(l) chloride; In acetonitrile; at 20 ℃; for 2.5h; chemoselective reaction;

DOI:10.1002/anie.201309634

Reference yield: 15.0%

bis-(dimethylamino)methane (51-80-9) + phenyl isopropyl ketone (611-70-1) → α,α-dimethyl-β-dimethylaminopropiophenone (15451-29-3)

Guidance literature:

In methanol; dichloromethane; for 48h; 9 kbar;

Reference yield:

phenyl isopropyl ketone (611-70-1) → α,α-dimethyl-β-dimethylaminopropiophenone (15451-29-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: isopropyl alcohol / 46 h / Inert atmosphere; Reflux

1.2: 0.75 h / 0 °C / Inert atmosphere

2.1: dmap; [2,2]bipyridinyl; 2-azatricyclo[3.3.1.1^3,7]dec-2-yloxidanyl; copper(l) chloride / acetonitrile / 2.5 h / 20 °C

With dmap; [2,2]bipyridinyl; 2-azatricyclo[3.3.1.1^3,7]dec-2-yloxidanyl; copper(l) chloride; In isopropyl alcohol; acetonitrile;

DOI:10.1002/anie.201309634

upstream raw materials:

formaldehyd

N,N-dimethylammonium chloride

phenyl isopropyl ketone

1,1,3,3-tetramethyl-2-phenyl-azetidinium; iodide

Downstream raw materials:

1-Ethyl-1-phenyl-2,2-dimethyl-3-dimethylamino-1-propanol

1-Phenyl-2,2-dimethyl-3-dimethylamino-1-propanol

phenyl isopropyl ketone

Carbonic acid 3-dimethylamino-1-ethyl-2,2-dimethyl-1-phenyl-propyl ester phenyl ester; hydrochloride