3-N-PENTYLTHIOPHENE

Base Information

• Chemical Name: 3-N-PENTYLTHIOPHENE
• CAS No.: 102871-31-8
• Molecular Formula: C₉H₁₄S
• Molecular Weight: 154.276
• Mol file: 102871-31-8.mol

Synonyms:3-Amylthiophene;3-Pentylthiophene;

Chemical Property of 3-N-PENTYLTHIOPHENE

Chemical Property:

• Vapor Pressure: 0.361mmHg at 25°C
• Refractive Index: 1.508
• Boiling Point: 205.273 °C at 760 mmHg
• Flash Point: 54.551 °C
• Density: 0.957 g/cm³

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Pentylthiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Use Description: 3-N-Pentylthiophene plays a pivotal role in several fields. In the realm of materials science and organic electronics, it serves as an essential building block for the synthesis of organic semiconductors. These semiconductors are used in the production of organic photovoltaic cells (solar cells) and organic field-effect transistors, enabling flexible and lightweight electronic devices. In the field of analytical chemistry, 3-N-pentylthiophene is utilized as a volatile organic compound (VOC) marker for quality control and testing of various products, including foods, cosmetics, and pharmaceuticals. Its distinctive odor and unique chemical properties make it a valuable tool for sensory analysis and quality assessment. Moreover, it finds applications in the fragrance and aroma industry as a key ingredient in perfumes and flavor additives due to its pleasant, fruity odor. Overall, 3-N-Pentylthiophene plays a versatile role in materials development, analytical chemistry, and the fragrance industry.

Technology Process of 3-N-PENTYLTHIOPHENE

There total 3 articles about 3-N-PENTYLTHIOPHENE 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: 85.0%

3-Bromothiophene (872-31-1) + n-pentylmagnesium bromide (693-25-4) → 3-n-pentylthiophene (102871-31-8)

Guidance literature:

With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In tetrahydrofuran; for 15h; Reflux;

DOI:10.1039/c4tc02347a

Reference yield:

3-(1-hydroxypentyl)thiophene (143581-97-9) → 3-n-pentylthiophene (102871-31-8)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride;

DOI:10.1002/oms.1210290807

Reference yield:

3-thiophene carboxaldehyde (498-62-4) → 3-n-pentylthiophene (102871-31-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Mg

2: LiAlH₄, AlCl₃

With lithium aluminium tetrahydride; aluminium trichloride; magnesium;

DOI:10.1002/oms.1210290807

upstream raw materials:

3-(1-hydroxypentyl)thiophene

3-thiophene carboxaldehyde

3-Bromothiophene

n-pentylmagnesium bromide

Downstream raw materials:

C₄₄H₅₀O₆S₄

C₂₅H₃₀O₃S₂

C₅₀H₅₈O₆S₄

Refernces

• 1、 Liu, Wenbin,Ren, Zhi,Bosse, Aaron T.,Liao, Kuangbiao,Goldstein, Elizabeth L.,Bacsa, John,Musaev, Djamaladdin G.,Stoltz, Brian M.,Davies, Huw M. L.. "Catalyst-Controlled Selective Functionalization of Unactivated C-H Bonds in the Presence of Electronically Activated C-H Bonds". . p. 12247 - 12255. Retrieved 2018.
• 2、 Cheng, Xiaohong,Gao, Hongfei,Tan, Xiaoping,Yang, Xueyan,Prehm, Marko,Ebert, Helgard,Tschierske, Carsten. "Transition between triangular and square tiling patterns in liquid-crystalline honeycombs formed by tetrathiophene-based bolaamphiphiles". . p. 3317 - 3331. Retrieved 2013/07/26.