2,2-Dimethyl-1-(pyridin-3-yl)propan-1-one

Base Information

• Chemical Name: 2,2-Dimethyl-1-(pyridin-3-yl)propan-1-one
• CAS No.: 65321-29-1
• Molecular Formula: C₁₀H₁₃NO
• Molecular Weight: 163.219
• DSSTox Substance ID: DTXSID20574334
• Nikkaji Number: J2.099.407J
• Wikidata: Q82463343
• Mol file: 65321-29-1.mol

Synonyms:65321-29-1;2,2-dimethyl-1-(pyridin-3-yl)propan-1-one;2,2-Dimethyl-1-(3-pyridinyl)-1-propanone;1-Propanone, 2,2-dimethyl-1-(3-pyridinyl)-;2,2-dimethyl-1-pyridin-3-ylpropan-1-one;3-Pivaloylpyridine;SCHEMBL800635;DTXSID20574334;AKOS010147184;AB92661;CS-0364889;F78812

Chemical Property of 2,2-Dimethyl-1-(pyridin-3-yl)propan-1-one

Chemical Property:

• PSA: 29.96000
• LogP: 2.31040
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 163.099714038
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

99.90% ^*data from raw suppliers

2,2-Dimethyl-1-(3-pyridinyl)-1-propanone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,2-Dimethyl-1-(pyridin-3-yl)propan-1-one

There total 5 articles about 2,2-Dimethyl-1-(pyridin-3-yl)propan-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: 70.0%

α-(1,1-Dimethyl-ethyl)-3-pyridinmethanol (124009-64-9) → 2,2-dimethyl-1-(pyridin-3-yl)propan-1-one (65321-29-1)

Guidance literature:

With Jones-reagent; In acetone; for 1h; Ambient temperature;

DOI:10.1007/BF00810286

Reference yield: 67.0%

3-pyridinecarboxaldehyde (500-22-1) + 1,3-dioxoisoindolin-2-yl 3,3-dimethylbutanoate (84379-72-6) → 2,2-dimethyl-1-(pyridin-3-yl)propan-1-one (65321-29-1)

Guidance literature:

With 3-(2,6-diisopropylphenyl)-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-3-ium perchlorate; caesium carbonate; In dimethyl sulfoxide; at 60 ℃; for 4h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/jacs.9b00880

Reference yield:

3-pyridinecarboxaldehyde (500-22-1) → 2,2-dimethyl-1-(pyridin-3-yl)propan-1-one (65321-29-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.21 g / from -70 deg C to room temp.

2: 0.49 g / MnO₂ / CHCl₃ / Ambient temperature

With manganese(IV) oxide; In chloroform;

upstream raw materials:

3-Bromopyridine

tert-butyl isocyanide

methyl 3-pyridinecarboxylate

tert.-butyl lithium

Downstream raw materials:

3-(tert-butyl)-1-(4-methylphenylsulfonyl)-1H-pyrazolo[3,4-b]pyridine

3-(tert-butyl)-1-(4-methylphenylsulfonyl)-1H-pyrazolo[4,3-c]pyridine