59662-31-6

Basic information

• Product Name: 4-Hexylbiphenyl
• Synonyms: 4-HEXYL-1,1'-BIPHENYL;4-HEXYLBIPHENYL;4-N-HEXYLBIPHENYL;4-n-Hexylbiphenyl,99%;1,1'-Biphenyl, 4-hexyl-;1-Hexyl-4-phenylbenzene;4-Hexylbiphenyl,99%
• CAS NO: 59662-31-6
• Molecular Formula: C₁₈H₂₂
• Molecular Weight: 238.37
• EINECS: 261-845-0
• Product Categories: Biphenyl & Diphenyl ether
• Mol File: 59662-31-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: 29 °C
• Boiling Point: 175-177 °C (3 mmHg)
• Flash Point: >110°C
• Appearance: /
• Density: 0,988 g/cm3
• Vapor Pressure: 8.21E-05mmHg at 25°C
• Refractive Index: 1.5870 (estimate)
• CAS DataBase Reference: 4-Hexylbiphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hexylbiphenyl(59662-31-6)
• EPA Substance Registry System: 4-Hexylbiphenyl(59662-31-6)

Safety Data

• Safety Statements: 23-24/25
• Hazardous Substances Data: 59662-31-6(Hazardous Substances Data)

Usage

Chemical Properties

light yellow adhering chunks and flakes

Uses

Intermediates of Liquid Crystals

InChI:InChI=1/C18H22/c1-2-3-4-6-9-16-12-14-18(15-13-16)17-10-7-5-8-11-17/h5,7-8,10-15H,2-4,6,9H2,1H3

Upstream product

• 59662-26-9 4-hexanoylbiphenyl 
• 92-52-4 biphenyl 
• 111-25-1 1-bromo-hexane 
• 3315-91-1 4-biphenylylmagnesium bromide 
• 544-10-5 1-Chlorohexane 
• 142-61-0 Hexanoyl chloride 
• 3761-92-0 n-hexylmagnesium bromide 
• 2051-62-9 4'-biphenyl chloride 
• 37782-03-9 [1,1'-biphenyl]-4-yl diethyl phosphate 
• 44767-62-6 n-hexylmagnesium chloride 

Downstream Products

• 41122-70-7 4-hexyl-4'-cyanobiphenyl 
• 63619-60-3 4-(n-hexyl)-4'-bromobiphenyl 

Relevant articles and documents

METHOD FOR PRODUCING ARENE COMPOUNDS AND ARENE COMPOUNDS PRODUCED BY THE SAME

Provided is a method for producing (alkyl)arene compounds represented by Formulae 3-1, 3-2, and 3-3 by the Friedel-Crafts alkylation reaction of alkyl halide compounds and arene compounds using organic phosphine compounds as a catalyst.

Alkyl Grignard cross-coupling of aryl phosphates catalyzed by new, highly active ionic iron(II) complexes containing a phosphine ligand and an imidazolium cation

A novel family of ionic iron(ii) complexes of the general formula [HL][Fe(PR′3)X3] (HL = 1,3-bis(2,6-diisopropylphenyl)imidazolium cation, HIPr, R′ = Ph, X = Cl, 2; HL = HIPr, R′ = Cy, X = Cl, 3; HL = HIPr, R′ = Ph, X = Br, 4; HL = HIPr, R′ = Cy, X = Br, 5; HL = 1,3-bis(2,4,6-trimethylphenyl)imidazolium cation, HIMes, R′ = Cy, X = Br, 6) was easily prepared via a stepwise approach in 88%-92% yields. In addition, an ionic iron(ii) complex, [HIPr][Fe(C4H8O)Cl3] (1), has been isolated from the reaction of FeCl2(THF)1.5 with one equiv. of [HIPr]Cl in 90% yield and it can further react with one equiv. of PPh3 or PCy3, affording the corresponding target iron(ii) complex 2 or 3, respectively. All these complexes were characterized by elemental analysis, electrospray ionization mass spectrometry (ESI-MS), 1H NMR spectroscopy and X-ray crystallography. These air-insensitive complexes 2-6 showed high catalytic activities in the cross-coupling of aryl phosphates with primary and secondary alkyl Grignard reagents with a broad substrate scope, wherein [HIPr][Fe(PCy3)Br3] (5) was the most effective. Complex 5 also catalyzes the reductive cross-coupling of aryl phosphates with unactivated alkyl bromides in the presence of magnesium turnings and LiCl, as well as the corresponding one-pot acylation/cross-coupling sequence under mild conditions.

Iron-catalyzed cross-coupling reaction of alkyl halides with biphenyl grignard reagent

In the presence of a catalytic amount of iron salts and N,N,N',N'-tetramethylethylene diamine as additive, alkyl bromide reacted with biphenyl magnesium bromide to obtain the cross-coupling product in good yields. The suitable amount of catalyst and the additive are 5 % mol (based on alkyl bromide), 1.3 equiv(based on alkyl bromide), respectively. Under the optimal conditions, the yields of the crosscoupling could reach up to 92.3 %.