6-Tert-butylpyridine-3-carbonitrile

Base Information

• Chemical Name: 6-Tert-butylpyridine-3-carbonitrile
• CAS No.: 56029-45-9
• Molecular Formula: C10H12N2
• Molecular Weight: 160.21600
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40598714
• Wikidata: Q82494507
• Mol file: 56029-45-9.mol

Synonyms:56029-45-9;6-(tert-Butyl)nicotinonitrile;6-tert-butylpyridine-3-carbonitrile;6-tert-butylnicotinonitrile;6-TERT-BUTYL-NICOTINONITRILE;3-Pyridinecarbonitrile, 6-(1,1-dimethylethyl)-;2-tert-Butyl-5-cyanopyridine;SCHEMBL1243269;DTXSID40598714;JHHURKBLEGFPPB-UHFFFAOYSA-N;AMY21603;MFCD11845758;AKOS015892023;AS-5553;SB37671;DB-072085;CS-0071871;EN300-109324;A934548;F1905-6448

Chemical Property of 6-Tert-butylpyridine-3-carbonitrile

Chemical Property:

• Boiling Point: 247.1±28.0 °C(Predicted)
• PKA: 2.28±0.10(Predicted)
• PSA: 36.68000
• Density: 1.00±0.1 g/cm3(Predicted)
• LogP: 2.25078
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 160.100048391
• Heavy Atom Count: 12
• Complexity: 194

Purity/Quality:

NLT 98% ^*data from raw suppliers

6-tert-Butylnicotinonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=NC=C(C=C1)C#N

Technology Process of 6-Tert-butylpyridine-3-carbonitrile

There total 5 articles about 6-Tert-butylpyridine-3-carbonitrile 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: 95.0%

tert-butylmagnesium chloride (677-22-5) + 2-bromo-5-cyanopyridine (139585-70-9) → 6-tert-butylpyridine-3-carbonitrile (56029-45-9)

Guidance literature:

2-bromo-5-cyanopyridine; With copper(l) iodide; lithium bromide; for 0.5h; Inert atmosphere; Schlenk technique;

tert-butylmagnesium chloride; In tetrahydrofuran; at 0 ℃; for 12h;

Reference yield: 89.0%

pyridine-3-carbonitrile (100-54-9,121697-66-3,1232169-17-3,68271-95-4) + potassium tert-butyltrifluoroboranuide → 6-tert-butylpyridine-3-carbonitrile (56029-45-9)

Guidance literature:

With dipotassium peroxodisulfate; trifluoroacetic acid; 9-mesityl-10-methylacridinium ion; In water; acetonitrile; at 23 ℃; for 16h; regioselective reaction; Irradiation;

DOI:10.1039/c7sc00283a

Reference yield:

pyridine-3-carbonitrile (100-54-9,121697-66-3,1232169-17-3,68271-95-4) + Trimethylacetic acid (75-98-9) → 6-tert-butylpyridine-3-carbonitrile (56029-45-9)

Guidance literature:

pyridine-3-carbonitrile; Trimethylacetic acid; With silver nitrate; In water; for 0.333333h;

With sulfuric acid; In water; for 0.333333h;

With ammonium peroxydisulfate; In water; at 70 ℃; for 2.5h;

upstream raw materials:

pyridine-3-carbonitrile

tert.-butyl lithium

Trimethylacetic acid

tert-butylmagnesium chloride

Downstream raw materials:

6-(tert-butyl)nicotinic acid

(6-tert-butylpyridin-3-yl)methanamine