4-(1,1-diMethylethyl)-2 -phenyl-pyridine

Base Information

• Chemical Name: 4-(1,1-diMethylethyl)-2 -phenyl-pyridine
• CAS No.: 53911-36-7
• Molecular Formula: C15H17N
• Molecular Weight: 211.307
• Mol file: 53911-36-7.mol

Synonyms:4-t-butyl-2-phenylpyridine;4-tert.-Butyl-2-phenylpyridin;4-tert-butyl-2-phenylpyridine;4-(1,1-diMethylethyl)-2 -phenyl-pyridine;

Chemical Property of 4-(1,1-diMethylethyl)-2 -phenyl-pyridine

Chemical Property:

• Boiling Point: 330.8±21.0 °C(Predicted)
• PKA: 5.10±0.10(Predicted)
• PSA: 12.89000
• Density: 0.984±0.06 g/cm3(Predicted)
• LogP: 4.04610

Purity/Quality:

99% ^*data from raw suppliers

4-(tert-Butyl)-2-phenylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(1,1-diMethylethyl)-2 -phenyl-pyridine

There total 10 articles about 4-(1,1-diMethylethyl)-2 -phenyl-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: 81.0%

t-butyl bromide (507-19-7) + 1-((N,4-dimethylphenyl)sulfonamido)-2-phenylpyridin-1-ium tetrafluoroborate → 4-(tert-butyl)-2-phenylpyridine (53911-36-7)

Guidance literature:

With tris-(trimethylsilyl)silane; sodium acetate; In acetonitrile; at 20 ℃; for 24h; Inert atmosphere; Irradiation; Sealed tube;

DOI:10.1021/jacs.0c04499

Reference yield: 76.0%

diethyl 4-(tert-butyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate + 1-((N,4-dimethylphenyl)sulfonamido)-2-phenylpyridin-1-ium tetrafluoroborate → 4-(tert-butyl)-2-phenylpyridine (53911-36-7)

Guidance literature:

In 1,2-dichloro-ethane; at 20 ℃; regioselective reaction; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1021/acs.orglett.0c03347

Reference yield: 68.2%

4-tert-butylpyridine (3978-81-2) + phenylboronic acid (98-80-6) → 4-(tert-butyl)-2-phenylpyridine (53911-36-7)

Guidance literature:

With iron sulfide; dipotassium peroxodisulfate; trifluoroacetic acid; In dichloromethane; water; at 20 ℃; for 40h; regioselective reaction;

DOI:10.1039/c2cc35468c

upstream raw materials:

2-phenylpyridine

tert-butylmercury chloride

4-tert-butylpyridine

phenyllithium

Downstream raw materials:

2-(2-hydroxyphenyl)-4-(t)butyl-pyridine

Refernces

• 1、 Hong, Sungwoo,Jung, Sungwoo,Park, Seongjin,Shin, Sanghoon. "Visible-Light-Driven C4-Selective Alkylation of Pyridinium Derivatives with Alkyl Bromides". supporting information. p. 11370 - 11375. Retrieved 2020/07/21.
• 2、 Yin, Changzhen,Zhong, Kangbao,Li, Wenjing,Yang, Xiao,Sun, Rui,Zhang, Chunchun,Zheng, Xueli,Yuan, Maolin,Li, Ruixiang,Lan, Yu,Fu, Haiyan,Chen, Hua. "C6-Selective Direct Arylation of 2-Phenylpyridine via an Activated N-methylpyridinium Salt: A Combined Experimental and Theoretical Study". supporting information. p. 3990 - 3998. Retrieved 2018/09/12.