6-Phenyl-1-hexene

• CAS: 1588-44-9
• Catalog Number: ACM1588449
• Category: Main Products
• Molecular Weight: 160.26
• Molecular Formula: C₁₂H₁₆
• Synonyms: 1-phenyl-5-hexene;5-hexenylbenzene;Benzene, 5-hexenyl-;benzene,5-hexenyl-;6-PHENYL-1-HEXENE;6-Phenylhexene
• IUPAC Name: hex-5-enylbenzene
• Canonical SMILES: C=CCCCCC1=CC=CC=C1
• InChI Key: UWAVXORKDISRCD-UHFFFAOYSA-N
• Exact Mass: 160.12500
• H-Bond Acceptor: 0
• H-Bond Donor: 0

Case Study

6-Phenyl-1-Hexene for the Synthesis of Polystyrene Grafted Cycloolefin Copolymers

Tanaka, Ryo, et al. Polymer, 2015, 70, 252-256.

This work studied the copolymerization of norbornene (NB) with a series of ω-alkenylbenzenes, including 6-Phenyl-1-hexene (6P1H), using Me2Si(Fluorenyl) (NtBu)TiMe2 (1) as a catalyst.
Copolymerization of NB and 6P1H
· In a 100 mL two-neck flask, MMAO (6.5 wt% Al in toluene, 3.7 mL, 8.0 mmol), BHT (0.3 M in toluene, 2.0 mL, 0.60 mmol), and toluene (21 mL) were added under a nitrogen atmosphere.
· Subsequently, NB (14.0 M in toluene, 1.8 mL, 25 mmol) and 6P1H (0.90 mL, 5.0 mmol) were introduced into the solution. The polymerization began with the addition of a toluene solution of 1 (7.4 mg, 20 mmol) while maintaining nitrogen flow.
· After stirring for one hour at room temperature, the reaction mixture was transferred to 200 mL of methanol containing 4 mL of concentrated HCl, and the resulting polymer was collected via filtration. The polymer was then dried under vacuum at 60°C for 4 hours until a constant weight was achieved, yielding 1.08 g of a colorless polymer.

6-Phenyl-1-Hexene for the Synthesis of Butylphenyl-Functionalized Norbornene

Mulpuri, Syamkumar V., et al. Polymer, 2011, 52(19), 4377-4386.

Researchers polymerized the completely non-polar monomer endo-butylphenyl-rich norbornene (Poly-3a) using a Pd(II) catalyst in this study. The synthesis of butylphenyl-functionalized norbornene [2-(4-phenylbutyl)-5-norbornene] (3a) involved using the Diels-Alder reaction between dicyclopentadiene and 6-phenyl-1-hexene.
Synthesis procedure of 2-(4-Phenylbutyl)-5-norbornene (3a)
· A 150 mL stainless steel autoclave was filled with dicyclopentadiene (46.6 g, 0.35 mol) and 6-phenyl-1-hexene (113 g, 0.71 mol) under an argon atmosphere. After stirring the mixture for one hour it was heated to 240 °C for twelve hours. Distillation removed any remaining unreacted 6-phenyl-1-hexene after the mixture cooled. Fractional distillation under vacuum isolated the resulting product which had a yield of 52 g (33%).
· The Diels-Alder reaction of dicyclopentadiene with 6-phenyl-1-hexene generated a product mixture containing both exo and endo forms of 2-(4-phenylbutyl)-5-norbornene. The retro-Diels-Alder reaction of dicyclopentadiene produces cyclopentadiene above 100 °C which subsequently reacts with 6-phenyl-1-hexene. The Diels-Alder reaction of cyclopentadiene with ethylene derivatives produces two norbornene isomers but usually results in the endo isomer as predicted by Alder's rule.

Custom Q&A

What is the molecular formula of 6-Phenyl-1-hexene?

The molecular formula of 6-Phenyl-1-hexene is C12H16.

What are the synonyms for 6-Phenyl-1-hexene?

The synonyms for 6-Phenyl-1-hexene are hex-5-enylbenzene, 1588-44-9, 5-hexenylbenzene, and 1-phenyl-5-hexene.

What is the molecular weight of 6-Phenyl-1-hexene?

The molecular weight of 6-Phenyl-1-hexene is 160.25 g/mol.

When was 6-Phenyl-1-hexene created and modified?

6-Phenyl-1-hexene was created on March 27, 2005, and last modified on October 21, 2023.

What is the IUPAC name of 6-Phenyl-1-hexene?

The IUPAC name of 6-Phenyl-1-hexene is hex-5-enylbenzene.

What is the InChI of 6-Phenyl-1-hexene?

The InChI of 6-Phenyl-1-hexene is InChI=1S/C12H16/c1-2-3-4-6-9-12-10-7-5-8-11-12/h2,5,7-8,10-11H,1,3-4,6,9H2.

What is the InChIKey of 6-Phenyl-1-hexene?

The InChIKey of 6-Phenyl-1-hexene is UWAVXORKDISRCD-UHFFFAOYSA-N.

What is the canonical SMILES of 6-Phenyl-1-hexene?

The canonical SMILES of 6-Phenyl-1-hexene is C=CCCCCC1=CC=CC=C1.

What is the CAS number of 6-Phenyl-1-hexene?

The CAS number of 6-Phenyl-1-hexene is 1588-44-9.

What is the XLogP3 value of 6-Phenyl-1-hexene?

The XLogP3 value of 6-Phenyl-1-hexene is 4.9.