1-(butan-2-yl)naphthalene

Base Information

• Chemical Name: 1-(butan-2-yl)naphthalene
• CAS No.: 1680-58-6
• Molecular Formula: C14H16
• Molecular Weight: 184.281
• Mol file: 1680-58-6.mol

Synonyms:Naphthalene,1-sec-butyl- (6CI,7CI,8CI); 1-sec-Butylnaphthalene; NSC 75368; a-sec-Butylnaphthalene

Chemical Property of 1-(butan-2-yl)naphthalene

Chemical Property:

• Vapor Pressure: 0.00983mmHg at 25°C
• Boiling Point: 273°Cat760mmHg
• Flash Point: 123.2°C
• Density: 0.969g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(butan-2-yl)naphthalene

There total 7 articles about 1-(butan-2-yl)naphthalene 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: 64.0%

1-Bromonaphthalene (90-11-9) + s-butyl bromide (78-76-2,5787-31-5) → 1,1'-bisnaphthalene (604-53-5) + 2-(1-naphthyl)butane (1680-58-6)

Guidance literature:

With N,N,N′,N′-tetramethylcyclohexane-1,2-diamine; magnesium; cobalt(II) chloride; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

DOI:10.1055/s-0029-1218012

Reference yield:

diethyl naphthalen-1-yl phosphate (33650-14-5) + s-butylmagnesium chloride (15366-08-2,79722-38-6) → 1-butylnaphthalene (1634-09-9) + 2-(1-naphthyl)butane (1680-58-6)

Guidance literature:

With [1,3-bis(2,6-diisopropylphenyl)imidazolium][Fe(PCy₃)Br₃]; In tetrahydrofuran; at 0 - 85 ℃; for 8h; Overall yield = 30 %; Schlenk technique; Inert atmosphere;

DOI:10.1039/c6dt02995g

Reference yield:

1-naphthyl diethylphosphate + s-butyl bromide (78-76-2,5787-31-5) → 1-butylnaphthalene (1634-09-9) + 2-(1-naphthyl)butane (1680-58-6)

Guidance literature:

With 1,3-dibutyl-1H-benzo[d]imidazol-3-ium bromide; C₃₃H₂₇N₂⁽¹⁺⁾*Br₄Fe^(1-); magnesium; In tetrahydrofuran; at 0 - 35 ℃; for 14h; Overall yield = 30 %; Inert atmosphere; Schlenk technique;

DOI:10.1002/aoc.3671

upstream raw materials:

trans-2-Butene

ortho-diethylbenzene

Benzo[b]thiophene

1-Bromonaphthalene

Downstream raw materials:

naphthalene

2-sec-butylnaphthalene

Refernces

• 1、 Li, Zhuang,Lu, Bing,Sun, Hongmei,Shen, Qi,Zhang, Yong. "Ionic iron(III) complexes bearing a dialkylbenzimidazolium cation: Efficient catalysts for magnesium-mediated cross-couplings of aryl phosphates with alkyl bromides". . . Retrieved 2017/07/24.
• 2、 Czaplik, Waldemar Maximilian,Mayer, Matthias,Jacobi Von Wangelin, Axel. "Direct cobalt-catalyzed cross-coupling between aryl and alkyl halides". experimental part. p. 2931 - 2934. Retrieved 2010/01/21.