3-(tert-Butyl)pyridine

Base Information

• Chemical Name: 3-(tert-Butyl)pyridine
• CAS No.: 38031-78-6
• Molecular Formula: C9H13N
• Molecular Weight: 135.209
• Hs Code.: 2933399090
• Mol file: 38031-78-6.mol

Synonyms:3-tert-butyl-pyridine;3-(1,1-dimethylethyl)-pyridine;Pyridine, 3-(1,1-dimethylethyl)-;3-t-butylpyridine;3-tert.-Butylpyridin;3-(1.1-Dimethylethyl)-pyridin;Pyridine,3-(1,1-dimethylethyl);

Chemical Property of 3-(tert-Butyl)pyridine

Chemical Property:

• Melting Point: -44°C
• Refractive Index: 1.4965
• Boiling Point: 203.93°C (estimate)
• PKA: 5.54±0.10(Predicted)
• PSA: 12.89000
• Density: 0.9354 (estimate)
• LogP: 2.37910
• Storage Temp.: 2-8°C

Purity/Quality:

≥95% ^*data from raw suppliers

3-(tert-Butyl)pyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(tert-Butyl)pyridine

There total 13 articles about 3-(tert-Butyl)pyridine 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: 93.0%

N-allyl-N-tert-butoxycarbonyl-3,3-dimethylbut-1-yn-1-ylamine (1379538-71-2) → 3-tert-butylpyridine (38031-78-6)

Guidance literature:

N-allyl-N-tert-butoxycarbonyl-3,3-dimethylbut-1-yn-1-ylamine; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

With o-tetrachloroquinone; In tetrahydrofuran; acetic acid; Inert atmosphere;

DOI:10.3762/bjoc.8.250

Reference yield: 52.0%

3-Bromopyridine (626-55-1,163928-56-1) + tert-butylmagnesium chloride (677-22-5) → 3-tert-butylpyridine (38031-78-6)

Guidance literature:

With CuCN; In tetrahydrofuran; diethyl ether; 1.) -78 degC, 3h, 2.) RT, overnight;

DOI:10.1021/jo00226a023

Reference yield: 43.0%

3-Bromopyridine (626-55-1,163928-56-1) + (tBu)2CuCN(MgCl)2 → 3-tert-butylpyridine (38031-78-6)

Guidance literature:

In diethyl ether; at -78 - 20 ℃; for 17h; Solvent; Inert atmosphere;

DOI:10.1002/cmdc.201800325

upstream raw materials:

3-isopropylpyridine

methylene chloride

3-Methylpyridine

3-Bromopyridine

Downstream raw materials:

1-(3,4-dimethoxyphenethyl)-3-(1,1-dimethylethyl)pyridinium bromide

1-(3,4-dimethoxyphenacyl)-3-(1,1-dimethylethyl)pyridinium bromide

1-benzyl-3-(1,1-dimethylethyl)pyridinium bromide

1-phenethyl-3-(1,1-dimethylethyl)pyridinium bromide

Refernces

• 1、 Hartsel, Joshua A.,Craft, Derek T.,Chen, Qiao-Hong,Ma, Ming,Carlier, Paul R.. "Access to "friedel-Crafts-Restricted" tert -alkyl aromatics by activation/methylation of tertiary benzylic alcohols". . p. 3127 - 3133. Retrieved 2012/05/20.
• 2、 Bell, Thomas W.,Hu, Lain-Yen,Patel, Sanjay V.. "Alkylation of Heteroaryl Halides by 2:1 Grignard Reagent/Cu(I) Mixtures.Synthesis of Alkylated Octahydrodibenzophenanhtrolines". . p. 3847 - 3850. Retrieved 2007/10/02.