2-Bromo-4-hexylthiophene

Base Information

• Chemical Name: 2-Bromo-4-hexylthiophene
• CAS No.: 210705-84-3
• Molecular Formula: C₁₀H₁₅BrS
• Molecular Weight: 247.199
• Hs Code.: 2934999090
• European Community (EC) Number: 803-136-6
• DSSTox Substance ID: DTXSID80448244
• Nikkaji Number: J993.226G
• Mol file: 210705-84-3.mol

Synonyms:2-Bromo-4-hexylthiophene;210705-84-3;Thiophene, 2-bromo-4-hexyl-;SCHEMBL120517;DTXSID80448244;2-Bromo-4-hexylthiophene, 97%;MFCD18413571;B3985;T70558

Chemical Property of 2-Bromo-4-hexylthiophene

Chemical Property:

• Refractive Index: n20/D1.5265
• Boiling Point: 144°C/10mmHg(lit.)
• PSA: 28.24000
• Density: 1.2225 g/mL at 25 °C
• LogP: 4.63340
• Storage Temp.: 2-8°C
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 246.00778
• Heavy Atom Count: 12
• Complexity: 116

Purity/Quality:

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

2-Bromo-4-hexylthiophene >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC1=CSC(=C1)Br

Technology Process of 2-Bromo-4-hexylthiophene

There total 2 articles about 2-Bromo-4-hexylthiophene 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: 97.9%

3-hexylthiophene (1693-86-3) → 2-bromo-4-n-hexylthiophene (210705-84-3)

Guidance literature:

3-hexylthiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 3h; Inert atmosphere;

With carbon tetrabromide; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.dyepig.2015.05.012

Reference yield:

(5-bromo-3-hexylthiophen-2-yl)magnesium chloride (1196663-02-1) → 2-bromo-4-n-hexylthiophene (210705-84-3)

Guidance literature:

(5-bromo-3-hexylthiophen-2-yl)magnesium chloride; With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); lithium chloride;

With hydrogenchloride; In water;

DOI:10.1021/ma201192p

Reference yield: 92.0%

2-bromo-4-n-hexylthiophene (210705-84-3) + 3-hexyl-2-thienylmagnesium bromide → 3,4'-dihexyl-2,2'-bithiophene (135926-93-1)

Guidance literature:

With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In diethyl ether; for 12.5h; regioselective reaction; Reflux; Cooling with ice; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.06.100

upstream raw materials:

3-hexylthiophene

(5-bromo-3-hexylthiophen-2-yl)magnesium chloride

Downstream raw materials:

3,4'-dihexyl-2,2'-bithiophene

C₂₈H₂₇NS

Refernces

• 1、 -. "LIGHT-ABSORBING MATERIAL AND PHOTOELECTRIC CONVERSION ELEMENT". Page/Page column 30. . Retrieved 2012/04/10.
• 2、 Wu, Shupeng,Huang, Li,Tian, Hongkun,Geng, Yanhou,Wang, Fosong. "LiCl-promoted chain growth kumada catalyst-transfer polycondensation of the "reversed" thiophene monomer". scheme or table. p. 7558 - 7567. Retrieved 2012/07/30.