5-Hexyl-2,2'-bithiophene

Basic Information

View in Editor

CAS Number

173448-31-2

Molecular Formula

C14H18S2

Molecular Weight

250.43 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Boiling Point

355 °C

Flash Point

116.1±9.9 ºC,

Solubility

Insuluble (6.5E-4 g/L) (25 ºC),

Refractive Index

n20/D 1.5890(lit.)

SMILES

View in Editor

CCCCCCC1=CC=C(S1)C2=CC=CS2

InChI

InChI=1S/C14H18S2/c1-2-3-4-5-7-12-9-10-14(16-12)13-8-6-11-15-13/h6,8-11H,2-5,7H2,1H3

InChIKey

NUONHINJVGHSCL-UHFFFAOYSA-N

LogP

5.599400000000004

Topological Polar Surface Area

0.0 Å²

Hydrogen Bond Donor/Acceptor

0 / 0

Complexity

193

Safety Information

View Safety Information

Hazard Statement

H301 Toxic if swallowed
Acute toxicity, oral

H318 Causes serious eye damage
Serious eye damage/eye irritation

H413 May cause long lasting harmful effects to aquatic life
Hazardous to the aquatic environment, long-term hazard

Synonyms & References

English

2,2'-Bithiophene, 5-hexyl-
SCHEMBL1333578
5-Hexyl-2,2'-bithiophene
ZB0801
5'-hexylbithiophene
173448-31-2
C14H18S2
YGA44831
5-Hexyl-2,2(2)-bithiophene
BS-52898
5-HEXYL-2 2-BITHIOPHENE97
NUONHINJVGHSCL-UHFFFAOYSA-N
AKOS015911757
2-hexyl-5-thiophen-2-ylthiophene
AMY27002
FT-0742545
CS-W004490
5-HEXYL-2 2/'-BITHIOPHENE 97
5-hexyl-2,2'-bithienyl
5-hexyl-2,2-Bithiophene
DTXSID50571997
5-Hexyl-2,2'-bithiophene, 97%
5-Hexyl-2,2-bithiophene
2,2'-Bithiophene,5-hexyl-
5-HEXYL-2 2'-BITHIOPHENE 97
5-Hexyl-2,
5-hexyl-2,2’-bithiophene
2,2'-Bithiophene,5-hexyl
2-hexyl-2,2'-bithiophene
2-hexyl-5,5'-bithiophene
5-(1-hexyl)-2,2'-bithiophene

MDL Number

MFCD05664373

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 5-Hexyl-2,2'-bithiophene (CAS: 173448-31-2)?

5-Hexyl-2,2'-bithiophene is a crystalline compound with a molecular weight of approximately 258.39 g/mol. It has limited solubility in common organic solvents but good solubility in dimethyl sulfoxide (DMSO). The compound is physiologically inert but reactive towards halogenation and nucleophilic substitution. It is stable under normal storage conditions but should be protected from moisture and light.

How is 5-Hexyl-2,2'-bithiophene (CAS: 173448-31-2) typically synthesized?

5-Hexyl-2,2'-bithiophene is synthesized via a thiol-yne coupling reaction, where hexanethiol and 2,2'-bithiophene are reacted under mild conditions in the presence of a palladium catalyst. The reaction is known for its high selectivity and yield, typically around 90%. Other methods include the Stille coupling or Sonogashira coupling, depending on the availability of reagents.

What industries use 5-Hexyl-2,2'-bithiophene (CAS: 173448-31-2)?

5-Hexyl-2,2'-bithiophene is primarily used in the semiconductor and polymer industries due to its electronic properties. It is used in organic light-emitting diodes (OLEDs), solar cells, and as a monomer in conducting polymers. Additionally, it has applications in the development of chemical sensors and as a component in electronic ink displays.

What precautions should be taken when handling 5-Hexyl-2,2'-bithiophene (CAS: 173448-31-2)?

When handling 5-Hexyl-2,2'-bithiophene, it is important to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. The compound should be used in a well-ventilated area or a fume hood to avoid inhalation. Spills should be cleaned up using appropriate absorbent materials, and the area should be flushed with water. Always refer to the Safety Data Sheet (SDS) for detailed safety information and emergency procedures.