C₁₄H₁₆O

Base Information

• Chemical Name: C₁₄H₁₆O
• CAS No.: 1001098-34-5
• Molecular Formula: C₁₄H₁₆O
• Molecular Weight: 200.28
• Mol file: 1001098-34-5.mol

Synonyms:C₁₄H₁₆O

Chemical Property of C₁₄H₁₆O

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₄H₁₆O

There total 5 articles about C₁₄H₁₆O 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: 47.0%

3,4-dimethylcyclopent-2-en-1-one (30434-64-1) + 4-methoxyphenyl magnesium bromide (13139-86-1) → C14H16O (1001098-34-5)

Guidance literature:

In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1002/chem.200700512

Reference yield:

1-(3,4-dimethylpenta-1,2,4-trien-1-yl)-4-methoxybenzene → C14H16O (1001098-34-5)

Guidance literature:

With 2-(di-tert-butylphosphino)-1,1'-biphenylgold(I) chloride; silver(I) triflimide; In 1,2-dichloro-ethane; at 25 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1002/anie.201903615

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → C14H16O (1001098-34-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 - 20 °C / Inert atmosphere

1.3: 1 h / -78 - 20 °C / Inert atmosphere

2.1: lithium bromide; copper(l) iodide / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

2.2: 3 h / 0 - 20 °C / Inert atmosphere

3.1: 2-(di-tert-butylphosphino)-1,1'-biphenylgold(I) chloride; silver(I) triflimide / 1,2-dichloro-ethane / 0.08 h / 25 °C / Inert atmosphere

With copper(l) iodide; n-butyllithium; 2-(di-tert-butylphosphino)-1,1'-biphenylgold(I) chloride; lithium bromide; silver(I) triflimide; In tetrahydrofuran; hexane; 1,2-dichloro-ethane;

DOI:10.1002/anie.201903615

upstream raw materials:

3,4-dimethylcyclopent-2-en-1-one

4-methoxyphenyl magnesium bromide

4-methoxy-benzaldehyde

2-methylbut-1-en-3-yne

Refernces

• 1、 Chen, Ching-Nung,Cheng, Wei-Min,Wang, Jian-Kai,Chao, Tzu-Hsuan,Cheng, Mu-Jeng,Liu, Rai-Shung. "Gold-Catalyzed [3+2]-Annulations of α-Aryl Diazoketones with the Tetrasubstituted Alkenes of Cyclopentadienes: High Stereoselectivity and Enantioselectivity". . p. 4479 - 4484. Retrieved 2021/01/21.
• 2、 Kim, Seong Kyun,Kim, Hwa Kyu,Lee, Min Hyung,Yoon, Seung Woong,Do, Youngkyu. "Novel synthetic strategy for developing an isospecific unbridged metallocene system for propylene polymerization". . p. 9107 - 9114. Retrieved 2008/09/18.